STR Specialist Logo - White Background Airbnb Pink

The Ultimate Travel Guide for Chicago

Chicago

Disclosure: This post contains affiliate links. If you click through and make a purchase, I may earn a small commission at no additional cost to you. As an Amazon Associate, I earn from qualifying purchases.

Chicago, the vibrant city known for its stunning architecture, rich cultural scene, and delicious deep-dish pizza, is a fantastic place to visit. Whether you're here for business or pleasure, there's something for everyone in the Windy City. As a local expert, I'm here to provide you with some money-saving and travel tips to make your trip to Chicago even more enjoyable!

Best Time to Visit Chicago

If you're planning a trip to Chicago and want to make the most of your visit, the timing can make a big difference. Here's when I recommend you should consider visiting:

1. Summer (June to August):
  • This is the peak tourist season when the city comes alive with festivals, events, and pleasant weather.
  • Enjoy outdoor activities, visit the beaches along Lake Michigan, and explore the city's parks.
  • Be prepared for higher hotel rates and larger crowds during this time.
2. Spring (April to May) and Fall (September to October):
  • These shoulder seasons offer mild weather, fewer crowds, and lower hotel prices.
  • Enjoy blooming flowers in spring or vibrant fall foliage in autumn.
  • Take advantage of various festivals and events happening during these months.
3. Winter (November to March):
  • If you don't mind the cold, visiting Chicago in winter can be magical, especially around the holiday season.
  • Experience ice skating in Millennium Park, see the city lights during the holidays, and enjoy winter activities.
  • Keep in mind that winters can be harsh with snow and cold temperatures, so dress warmly.

Ultimately, the best time to visit Chicago depends on your preferences for weather, activities, and crowd levels. Each season offers a unique experience in the Windy City!

9 Highest Rated Sight-Seeing Tours to Take in Chicago

Small-Group Sightseeing Boat Tour in Chicago

Small-Group Sightseeing Boat Tour in Chicago

🕑1 hrs
The ultimate custom sightseeing experience in Chicago! Enjoy the City from great vantage points and photograph the world-famous skyline. We zip you to many sights around the local waterways including the Navy Pier, Soldier Field, Fort Dearborn, Vietnam Memorial, Wolf Point, Shedd Aquarium, and many others. Come aboard our safe and seaworthy US NAVY built Rigid Inflatable Boat (RIB), and experience a unique & personal tour of the City!

From: $85

Book Now
Chicago Architecture Walking Tour: What's New

Chicago Architecture Walking Tour: What's New

🕑1 hrs
Over the course of 90 minutes, explore some of the newest buildings around the Chicago Architecture Center, focusing on construction elements and their impact on the city’s built environment.

What's New looks at some of the most recent additions to the built environment surrounding the Chicago Architecture Center. This walking tour focuses on each building's height, structure, materials, ornament and its impact on the environment, the neighborhood and the city's economy. The tour showcases several recently completed buildings, including 462 N. Park and the St. Regis, and compares them to each other in order to observe emerging patterns. These new additions are also contrasted with some of the older buildings downtown as a way to highlight developments.

As a certified nonprofit, all CAC ticket purchases directly support our education efforts and community engagement projects.

From: $35

Book Now
Come Sailing with us at Navy Pier: Sail Beautiful Lake Michigan

Come Sailing with us at Navy Pier: Sail Beautiful Lake Michigan

🕑2 hrs
Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline. Make the experience your own. The flexibility of a private charter allows customization of virtually any aspect of the sailing adventure from guest list to music selection to sailing route. Three departure times offered daily. This experience is not meant to be an in-depth guided tour; however, our captain is always happy to point out interesting sights with anecdotes and historical information. Just ask you captain. Looking for a sunset sail, see our other product listing "Come Sailing with us at Navy Pier - Sunset Sail on Lake Michigan". Looking to watch the Navy Pier Fireworks from a private sailing charter, see our other product listing "Come Sailing with us at Navy Pier - Saturday Fireworks Sail". All charters are NON-SMOKING experiences.

From: $507.96

Book Now
Chicago in a Day: Food and Architecture Private Walking Tour

Chicago in a Day: Food and Architecture Private Walking Tour

🕑5 hrs
Get the whole Chicago experience combining our Chicago Architecture & Highlights Tour and Chicago Food Tour: Deep Roots to Deep Dish!

Our two-part tour begins by exploring the heart of downtown Chicago - with its iconic architecture, both old and new, views of the Chicago River, Millenium Park, and bustling city avenues (plus, a couple tasty local treats along the way).

From there, we’ll hit the Central Loop, where locals go to grab their favorite foods, day and night. Try the best of Chicago fare and get to know the history and how-tos (and how-not-tos) behind iconic street and comfort food staples - from the infamous deep dish pizza to sandwiches to a loaded hot dog!

Your local guide will entertain with fascinating stories and the everyday immigrant chefs and vendors responsible for Chicago’s eclectic food scene. By the end of the tour, you’ll have a deep appreciation for both the evolution of this excellent city and the role food has played in the lives of all Chicagoans!

From: $272.5

Book Now
Chicago Walking Tour: Art Deco Skyscrapers Riverfront

Chicago Walking Tour: Art Deco Skyscrapers Riverfront

🕑1 hrs
Tour the lobbies of five opulent Art Deco skyscrapers built near the banks of the Chicago River during the business boom of the Roaring '20s. Learn how Art Deco reflected the era’s fun-loving optimism with lavish materials and geometric ornament. Discover the origins of Art Deco while admiring buildings like the Carbide and Carbon Building (now Pendry Chicago), the Chicago Motor Club Building (now the Hampton Inn) and the colorful, but often overlooked, Trustees System Service Building (now the Century Tower)—all of which are designated Chicago landmarks. As a certified nonprofit, all CAC ticket purchases directly support our education efforts and community engagement projects.

From: $35

Book Now
Chicago Private Walking Food Tour With Secret Food Tours

Chicago Private Walking Food Tour With Secret Food Tours

🕑3 hrs
On our Secret Food Tour: Chicago, you'll enjoy a variety of foods with culinary influences from the people who built this city.

You'll experience all the city's biggest food hits, many dishes with roots dating back over 150 years. This moving feast incorporates a walk through some of the city's world renowned architecture and public art in the famed Chicago Loop District. Experience our famous deep dish pizza, taste the amazing Italian beef sandwich, enjoy gourmet popcorn, and lots of other treats. Plus, there is our mouth-watering secret dish that you can only find out about on the day of the tour!

As a private tour, everything works around you! Our start times are much more easy going, dates can open up. It's a much more intimate and cozy experience. No need to shout over other tourists, you will have every question answered, and leave feeling like a native yourself!

From: $306

Book Now
Art Institute of Chicago Private Expert Guided Tour

Art Institute of Chicago Private Expert Guided Tour

🕑2 hrs
Let our expert local guides share their passion with you for The Art Institute of Chicago on this private 2 hour tour. As you traverse the hallowed halls, you’ll discover an extraordinary collection spanning centuries and cultures, from classical masterpieces to cutting-edge contemporary works. Our expert guides will illuminate the stories behind each brushstroke, sculpture, and masterpiece, providing a rich narrative that breathes life into the art.

From: $215

Book Now
Chicago Shoreline Adventure Boat Tour

Chicago Shoreline Adventure Boat Tour

🕑1 hrs
This tour is the perfect way to experience the shoreline of Chicago in a new and exciting way!

Our tour vessel is a former military Williard Marine, which provides a unique and interesting touch to the normal tour experience. Being both sturdy in the water, and fast! Reaching up to speeds of 35 Knots! We work hard to provide historical context for our great city, as well as provide an exhilarating experience through the use of high speed runs and spins!

From: $90

Book Now
Oktoberfest Walking Brewery Tour in Malt Row

Oktoberfest Walking Brewery Tour in Malt Row

🕑4 hrs
Our tour takes place in Malt Row in the Ravenswood Neighborhood of Chicago, which has many breweries, a distillery, and a winery.

Guests will be taken on a walking tour to three different breweries and will be given historical information and fun facts about the Chicago brewing scene.

Reserved seating and exclusive tour discounts are included for most tour stops! Guests will be given plenty of time to get to know each brewery, and the guide will offer recommendations at each stop. Guests are encouraged to order drinks and purchase beers and merchandise at each stop.

Located conveniently close to the Irving Park Brown Line and multiple bus lines, the tour is accessible via public transit or Taxi/Uber.

Please note that guests must be of legal drinking age to order drinks. All ages are welcome to attend! Due to city law, drinks are not included in the price of admission.

From: $25

Book Now

Essential Things to Pack for Your Trip to Chicago

Sure, I can help you with that! Chicago is a fantastic city with so much to offer. Here are some essential items you should pack to make the most of your trip:

Clothing:
  • Layers: Chicago's weather can be unpredictable, so pack layers to stay warm.
  • Comfortable walking shoes: You'll likely do a lot of walking, so make sure you have comfortable shoes.
  • Rain gear: An umbrella or a rain jacket can come in handy, especially during the rainy season.
Travel Essentials: Personal Items:
  • Sunscreen: Protect your skin from the sun, especially in the summer.
  • Sunglasses: Shield your eyes from the bright sunlight, especially if you plan to visit the waterfront.
  • Camera: Capture the beautiful sights and memories of your trip.
Travel Documents:
  • Valid ID: Make sure you have your ID or passport with you at all times.
  • Travel insurance: Consider getting travel insurance for peace of mind during your trip.
  • Copies of important documents: Have copies of your passport, ID, and travel insurance in case of emergencies.

Remember to pack according to the season you'll be visiting Chicago, and don't forget to check the weather forecast before you go. Have a fantastic trip!

Save on Transportation in Chicago

If you're looking to save on transportation in Chicago, there are several options you can consider. Here are some money-saving tips:

1. Use Public Transportation:
  • Chicago has an extensive public transportation system operated by the Chicago Transit Authority (CTA).
  • Consider purchasing a Ventra Card for discounted fares on buses and trains.
  • Opt for multi-day passes if you plan to use public transport frequently during your visit.
2. Ride-Sharing Services:
  • Consider using Uber or Lyft for convenient and often cost-effective rides around the city.
  • Check for any ongoing promotions or discounts offered by these ride-sharing services.
3. Taxis:
  • While taxis in Chicago can be more expensive than other options, they can be convenient for short rides or when public transportation is not readily available.
  • Look for reputable taxi companies like Yellow Cab Chicago for reliable service.
4. Bike Sharing:
  • Consider using Divvy Bikes for short trips around the city.
  • Divvy Bikes have stations located throughout Chicago, making it a convenient and eco-friendly option for getting around.

By exploring these transportation options in Chicago, you can find the most cost-effective ways to travel around the city while still enjoying all it has to offer!

Exploring Budget-Friendly Dining Options in Chicago

If you're looking for budget-friendly dining options in Chicago, there are several ways to enjoy delicious meals without breaking the bank. Here are some tips to help you save money while satisfying your taste buds:

1. Utilize Food Delivery Services:
  • Consider using Uber Eats or Deliveroo to order affordable meals from a variety of local restaurants right to your doorstep.
  • These services often have deals, discounts, and promotions that can help you save money on your favorite dishes.
2. Look for Budget-Friendly Eateries:
  • Explore neighborhoods like Wicker Park, Logan Square, or Pilsen, known for their diverse and affordable dining options.
  • Check out local diners, food trucks, and ethnic eateries for delicious meals at reasonable prices.
3. Take Advantage of Happy Hour Specials:
  • Many restaurants and bars in Chicago offer happy hour specials with discounted food and drinks.
  • Visit popular areas like River North or the Loop during happy hour to enjoy savings on your dining experience.
4. Use Coupons and Deals:
  • Look for coupons, promo codes, and online deals for restaurants in Chicago on websites like Groupon or Yelp.
  • Some restaurants offer special discounts for first-time customers or online orders, so be sure to take advantage of these savings.

By following these tips and exploring the diverse dining scene in Chicago, you can enjoy delicious meals at budget-friendly prices. Whether you prefer ordering in through food delivery services like Uber Eats and Deliveroo or dining out at local eateries, there are plenty of options to suit your taste and budget.

Best Food and Grocery Delivery Options in Chicago

When it comes to food and grocery delivery in Chicago, you have several excellent options to choose from. Here are some of the best services that can help you save time and money:

Food Delivery:
  • Uber Eats: Uber Eats is a popular choice for food delivery in Chicago. They offer a wide range of restaurants to choose from and provide fast and reliable service. You can order anything from local favorites to international cuisine.
  • Grubhub: Grubhub is another great option for food delivery. They have a large selection of restaurants on their platform and often offer discounts and deals to help you save money on your orders.
  • DoorDash: DoorDash is known for its quick delivery times and excellent customer service. They also have a feature that allows you to schedule deliveries in advance, which can be convenient for busy days.
Grocery Delivery:
  • Instacart: Instacart is a popular choice for grocery delivery in Chicago. They partner with local grocery stores to deliver fresh produce, pantry staples, and more right to your doorstep. You can also schedule deliveries based on your convenience.
  • Amazon Fresh: Amazon Fresh is a convenient option for grocery delivery, especially if you're an Amazon Prime member. They offer a wide selection of groceries and household essentials that can be delivered to you quickly.
  • Shipt: Shipt is another great grocery delivery service that operates in Chicago. They work with local grocery stores to provide same-day delivery of fresh produce, meats, and other household items.

By using these food and grocery delivery services, you can save time and avoid the hassle of going to the store or picking up takeout. Choose the service that best fits your needs and enjoy the convenience of having your favorite meals and groceries delivered to your doorstep.

Chicago's Famous Food

If you're heading to Chicago and want to experience the best of the city's food scene, you should definitely try some of these iconic dishes:

  • Chicago-Style Deep Dish Pizza: When in Chicago, you must try this thick-crusted pizza filled with cheese, meat, and chunky tomato sauce. Check out Lou Malnati's or Giordano's for some delicious deep-dish pizza.
  • Chicago-Style Hot Dog: A true Chicago hot dog includes an all-beef frankfurter on a poppy seed bun, topped with mustard, onions, relish, tomatoes, pickles, sport peppers, and a dash of celery salt. Head to Portillo's for an authentic Chicago-style hot dog experience.
  • Italian Beef Sandwich: This sandwich features thinly sliced, seasoned roast beef on an Italian roll, often topped with sweet peppers or spicy giardiniera. For a classic Italian beef sandwich, try Al's Beef.
  • Garrett Popcorn: For a sweet and savory treat, grab a bag of Garrett Popcorn, known for its mix of caramel and cheese popcorn. Visit Garrett Popcorn Shops to satisfy your snack cravings.

These are just a few of the must-try foods in Chicago that will give you a taste of the city's culinary heritage. Enjoy your food adventures in the Windy City!

Exploring Chicago's Must-See Attractions

If you're planning a trip to Chicago, you're in for a treat! The city has a lot to offer in terms of attractions and things to do. Here are some must-see attractions that you shouldn't miss:

1. The Bean (Cloud Gate) in Millennium Park:

This iconic sculpture is a must-see when visiting Chicago. Make sure to take some time to walk around it and take photos from different angles. It's a great spot for some unique selfies!

2. Navy Pier:

Navy Pier is a fun-filled destination with shops, restaurants, boat tours, and more. You can enjoy stunning views of the city skyline from here and even catch a fireworks show in the evenings during the summer.

3. The Art Institute of Chicago:

Art lovers will appreciate the extensive collection at the Art Institute of Chicago. From classic pieces to modern art, there's something for everyone to enjoy. Don't miss famous works like Grant Wood's "American Gothic" or Georges Seurat's "A Sunday on La Grande Jatte."

4. Willis Tower Skydeck:

For a bird's eye view of the city, head up to the Willis Tower Skydeck. Step out onto the glass ledge for a thrilling experience as you look down at the bustling streets below.

5. Millennium Park:

Aside from the Bean, Millennium Park offers beautiful landscapes, art installations, and even outdoor concerts in the summer. Take a leisurely stroll through the park and enjoy the unique architecture and green spaces.

These are just a few of the many attractions Chicago has to offer. Make sure to plan your itinerary accordingly to make the most of your visit!

Exploring Chicago on a Budget

Chicago is a vibrant city with plenty of free or low-cost attractions for you to enjoy. Here are some money-saving tips and suggestions for your trip:

1. Visit Millennium Park

Head to Millennium Park to see the famous Cloud Gate sculpture, also known as "The Bean." It's a great spot for photos and people-watching. Check out the park's event schedule for free concerts, exhibitions, and tours.

2. Explore Navy Pier

While some activities at Navy Pier may have a cost, simply strolling along the pier, enjoying the views of Lake Michigan, and watching the fireworks (seasonal) are all free. Look out for special events and free public programs.

3. Free Museum Days

Many of Chicago's top museums offer free admission days. Plan your visit accordingly to take advantage of these opportunities. Some popular museums with free days include the Art Institute of Chicago and the Field Museum.

4. Enjoy the Lakefront Trail

Take a leisurely walk or bike ride along the Lakefront Trail and enjoy stunning views of Lake Michigan. It's a great way to experience the city's beautiful skyline and get some exercise for free.

5. Lincoln Park Zoo

Admission to the Lincoln Park Zoo is free every day of the year. Spend some time exploring the zoo and seeing a variety of animals without spending a dime.

6. Chicago Greeter Service

Take advantage of the Chicago Greeter Service, a free program that matches visitors with knowledgeable locals for guided neighborhood tours. It's a fantastic way

Exploring Hidden Gems in Chicago

Chicago is a vibrant city with plenty of hidden gems waiting to be discovered. If you're looking to explore beyond the usual tourist spots, here are some recommendations for you:

1. Andersonville:
  • Head to Andersonville, a charming neighborhood known for its Swedish roots and unique shops.
  • Explore local boutiques, vintage stores, and cozy cafes along Clark Street.
  • Don't miss the Swedish American Museum and try some delicious Swedish pastries at Swedish Bakery.
2. Garfield Park Conservatory:
  • Escape the hustle and bustle of the city and immerse yourself in the beauty of nature at the Garfield Park Conservatory.
  • Discover exotic plants, serene gardens, and stunning architecture all under one roof.
  • Admission is free, making it a budget-friendly hidden gem in Chicago.
3. Promontory Point:
  • Enjoy breathtaking views of the Chicago skyline from Promontory Point in Hyde Park.
  • Take a leisurely stroll along the lakefront or have a picnic while admiring the picturesque surroundings.
  • It's a peaceful retreat away from the crowds, perfect for relaxation and unwinding.
4. Maxwell Street Market:
  • Experience the diverse culture of Chicago at Maxwell Street Market, a historic outdoor market.
  • Browse through a variety of vendors selling everything from clothing to street food.
  • Try authentic Mexican street tacos or shop for unique souvenirs to remember your visit.

These hidden gems offer a different perspective of Chicago and are worth exploring to see a more local and authentic side of the city. Enjoy your adventures off the beaten path!

Local Events to Look Out for in Chicago

If you're planning to visit Chicago, you're in for a treat! The city is known for its vibrant cultural scene and numerous events happening throughout the year. Here are some local events you should definitely check out:

  • Chicago Blues Festival: This is the largest free blues festival in the world, usually held in June. Enjoy live performances by top blues artists in Grant Park.
  • Lollapalooza: One of the biggest music festivals in the country, Lollapalooza takes place in August in Grant Park. It features performances by popular artists across different genres.
  • Chicago Air and Water Show: If you're visiting in August, don't miss this spectacular event along the lakefront. You can witness aerobatic displays and water stunts for free.
  • Chicago Jazz Festival: Held in Millennium Park over Labor Day weekend, this festival celebrates jazz music with performances by renowned musicians.
  • Christkindlmarket: During the holiday season, head to Daley Plaza to experience this traditional German market with festive decorations, food, and unique gifts.

These are just a few examples of the many events that make Chicago a dynamic and exciting city to visit. Make sure to check local event calendars and websites for updated information and additional events happening during your stay!

Local Etiquette Tips for Chicago

When visiting Chicago, it's important to be mindful of local etiquette to ensure a pleasant experience. Here are some tips to help you navigate the city like a local:

1. Public Transit Etiquette:
  • When using the Chicago Transit Authority (CTA), remember to offer your seat to the elderly, pregnant women, or individuals with disabilities.
  • Keep your belongings close to you to avoid inconveniencing other passengers.
2. Tipping:
  • In restaurants, it is customary to tip between 15-20% of the total bill for good service.
  • For services like taxi rides or food delivery, a 15-20% tip is also appropriate.
3. Dining Etiquette:
  • Make reservations in advance, especially for popular restaurants in the city.
  • Avoid placing elbows on the table while dining.
  • Wait to be seated by the host or hostess at a restaurant.
4. Politeness and Courtesy:
  • Chicagoans are generally friendly and polite, so saying "please" and "thank you" goes a long way.
  • Hold doors open for others, especially if they are carrying bags or have children.
5. Safety and Cleanliness:
  • Keep the streets clean by disposing of trash in designated bins.
  • Be aware of your surroundings, especially in crowded tourist areas.

By following these local etiquette tips, you'll be sure to blend in seamlessly with the residents of Chicago and make the most of your visit. Enjoy your time in the Windy City!

Meeting Locals in Chicago

If you want to experience Chicago like a local and meet some friendly residents along the way, here are some great places to check out:

  • Neighborhood Festivals: Chicago is known for its diverse neighborhoods, each with its own unique culture. Attending neighborhood festivals like Taste of Chicago or Chicago SummerDance is a fantastic way to mingle with locals and enjoy local food, music, and art.
  • Local Breweries: Chicago has a thriving craft beer scene, and visiting local breweries such as Goose Island or Half Acre Beer Company is a perfect opportunity to strike up conversations with Chicagoans over a pint.
  • Community Events: Keep an eye out for community events happening in parks or public spaces. Events like outdoor movie nights, farmers markets, or volunteer opportunities are great places to engage with locals who are passionate about their city.
  • Local Cafes and Restaurants: Skip the touristy spots and opt for cozy cafes or hole-in-the-wall restaurants in neighborhoods like Logan Square, Pilsen, or Wicker Park. You're likely to find locals hanging out and enjoying good food and conversation.
  • Join Meetup Groups: Meetup.com offers a variety of groups in Chicago based on interests, hobbies, or professions. Joining a local meetup related to something you're passionate about is an excellent way to meet like-minded locals.

By exploring these places and engaging with the local community, you'll get a taste of the true Chicago spirit and make some new friends along the way!

Safety Tips for Your Visit to Chicago

Chicago is a vibrant city with lots to offer, but like any big city, it's important to stay aware of your surroundings and take precautions to ensure your safety. Here are some tips to help you stay safe during your visit:

1. Stay Aware of Your Surroundings
  • Always be mindful of your surroundings, especially in crowded or unfamiliar areas.
  • Avoid using your phone or other devices while walking to stay alert.
  • Keep your belongings secure and be cautious of pickpockets in touristy areas.
2. Use Trusted Transportation Services
  • When getting around the city, consider using reputable transportation services like Uber or Lyft for a safe and convenient ride.
  • Avoid hailing cabs on the street and opt for licensed taxi services instead.
3. Stick to Well-Lit and Crowded Areas
  • Stick to well-lit and populated areas, especially at night.
  • Avoid walking alone in unfamiliar or deserted areas after dark.
4. Be Mindful of Scams
  • Be cautious of strangers approaching you with offers that seem too good to be true.
  • Avoid giving out personal information or money to unknown individuals.
5. Stay Informed
  • Stay informed about the areas you plan to visit and any safety advisories in place.
  • Keep emergency numbers handy and know how to contact local authorities in case of an emergency.

By following these safety tips and staying vigilant, you can have a safe and enjoyable experience exploring all that Chicago has to offer.

Avoid These Costly Mistakes in Chicago

When visiting Chicago, there are a few things you should avoid to save money and make the most of your trip. Here are some tips on what to steer clear of:

Avoid Renting a Car:
  • Chicago has excellent public transportation options like the Chicago Transit Authority (CTA) which includes buses and trains. Renting a car can be expensive due to parking fees and traffic congestion.
Avoid Dining in Touristy Areas:
  • Restaurants in popular tourist areas like the Magnificent Mile tend to be pricier. Instead, explore neighborhoods like Wicker Park, Logan Square, or Chinatown for delicious and more affordable dining options.
Avoid Overpaying for Attractions:
  • While iconic attractions like the Willis Tower Skydeck and Navy Pier are must-sees, some can be quite expensive. Look for city passes like the Chicago CityPASS which offer discounted access to multiple attractions.
Avoid Visiting during Peak Season:
  • Summer in Chicago is beautiful, but it's also the peak tourist season with higher prices for accommodations and attractions. Consider visiting during the shoulder seasons of spring or fall for more budget-friendly options.

By avoiding these common pitfalls, you can save money and have a more authentic experience in the vibrant city of Chicago.

Where to Find the Cheapest SIM Card in Chicago

If you're looking for an affordable SIM card in Chicago, you have several options to choose from. Here are some tips to help you find the cheapest one:

1. Check Local Mobile Providers: 2. Explore Retailers and Supermarkets:
  • Check out retail stores like Walmart, Target, or Best Buy that often carry prepaid SIM cards at competitive prices.
3. Consider Online Retailers:
  • Online retailers like Amazon and eBay may also have deals on SIM cards with free or discounted shipping.
4. Look for Discount Stores:

By exploring these options, you can find the cheapest SIM card that suits your needs during your time in Chicago. Safe travels!

Common Misconceptions About Chicago

1. Chicago is extremely dangerous:

While Chicago has had issues with crime in certain areas in the past, the city as a whole is not as dangerous as often portrayed in the media. Like any big city, it's essential to be aware of your surroundings and take necessary precautions, but many neighborhoods are safe and welcoming to visitors.

2. Chicago is always windy and cold:

Yes, Chicago is known as the "Windy City," but that nickname actually originated from its long-winded politicians, not its weather. While winters can be cold, summers are warm and sunny, making it a great destination year-round.

3. Deep-dish pizza is the only pizza in Chicago:

While deep-dish pizza is a Chicago staple, the city also offers a wide variety of pizza styles, including thin-crust, stuffed, and artisanal pizzas. Don't limit yourself to just one type when exploring the city's culinary scene.

4. The entire city is flat:

Contrary to popular belief, Chicago is not entirely flat. While the downtown area and some surrounding neighborhoods are relatively flat, other parts of the city, like the northern suburbs and lakefront areas, have hilly terrain and scenic views.

5. Chicago is only about skyscrapers:

While Chicago's skyline is iconic, the city is also home to beautiful parks, beaches, museums, and diverse neighborhoods that offer a more relaxed and cultural experience beyond just tall buildings. Don't miss out on exploring these hidden gems.

By debunking these misconceptions, you'll be able to experience Chicago more authentically and enjoy all it has to offer without any preconceived notions holding you back.

Shopping Smart in Chicago

If you're looking to save money while shopping in Chicago, I've got some great tips for you! Here's how you can shop smart in the city:

1. Visit Outlet Malls: 2. Utilize Public Transportation:
  • Avoid expensive parking fees by taking public transportation like the CTA or utilizing rideshare services like Uber or Lyft.
3. Shop Tax-Free:
  • Look for stores that participate in the Illinois Tax-Free Shopping program, which allows international visitors to receive a refund on the sales tax paid on eligible items. You can find more information here.
4. Sign Up for Loyalty Programs:
  • Join loyalty programs at your favorite stores to receive discounts, special offers, and rewards that can help you save money on future purchases.
5. Shop Off-Season:
  • Stock up on items like winter clothing in the summer and vice versa to take advantage of clearance sales and discounts.

By following these tips, you can shop smart and save money during your shopping excursions in Chicago!

Common Travel Issues in Chicago

Chicago is a fantastic city to visit, but like any destination, it comes with its own set of common travel issues that you may encounter. Here are some tips to help you navigate and overcome these challenges:

1. Traffic and Parking:
  • Chicago is known for its traffic congestion, especially during rush hours. To avoid getting stuck in traffic, consider using public transportation like the Chicago Transit Authority (CTA) or ridesharing services like Uber or Lyft.
  • If you must drive, be prepared for expensive parking fees in the city. Look for parking apps like SpotHero to find affordable parking options in advance.
2. Weather:
  • Chicago experiences extreme weather conditions, from cold winters to hot and humid summers. Make sure to check the weather forecast before your trip and pack accordingly to stay comfortable.
  • During winter, be prepared for snow and cold temperatures. Dress in layers, wear warm clothing, and consider using public indoor spaces like the Magnificent Mile for shelter.
3. Tourist Crowds:
  • Popular tourist attractions like Navy Pier and Art Institute of Chicago can get crowded, especially during peak travel seasons. To avoid long lines and crowds, consider visiting these attractions early in the morning or later in the evening.
  • Alternatively, explore off-the-beaten-path neighborhoods like Near West Side or Rogers Park for a more relaxed experience.
4. Safety Concerns:

    Exploring Unique Souvenirs in Chicago

    If you're looking for unique souvenirs in Chicago, you're in luck! The city offers a variety of options where you can find memorable gifts to take back home. Here are a few places I recommend checking out:

    1. Chicago Fair Trade

    Support local artisans and fair trade practices by visiting Chicago Fair Trade. You can find a wide range of handmade items, including jewelry, clothing, home decor, and more.

    2. Etsy Chicago Souvenirs

    Explore unique and personalized souvenirs on Etsy that are specific to Chicago. From custom artwork to handmade crafts, you're sure to find something special to remind you of your trip.

    3. Navy Pier Shops

    Navy Pier is a popular tourist destination with a variety of shops offering Chicago-themed gifts and souvenirs. You can find everything from t-shirts and mugs to artwork and collectibles.

    4. Ethnic Neighborhoods

    Explore Chicago's diverse neighborhoods like Chinatown, Little India, and Pilsen to discover unique cultural souvenirs. From traditional clothing to authentic cuisine, there's something for everyone.

    Whether you're looking for a piece of Chicago's history, local artistry, or cultural mementos, these places offer a great selection of unique souvenirs to cherish your visit to the Windy City.

    Final Travel Hacks for Chicago

    1. Use Public Transportation:

    If you want to save money on transportation in Chicago, I recommend using the Chicago Transit Authority (CTA). The CTA offers affordable options like buses and trains that can take you to popular attractions throughout the city.

    2. Take Advantage of City Passes:

    Consider purchasing a Chicago CityPASS or Go Chicago Card if you plan to visit multiple attractions. These passes can save you money on entrance fees to top sites like the Shedd Aquarium, Art Institute of Chicago, and more.

    3. Explore Free Attractions:

    Chicago has plenty of free attractions to enjoy. You should visit places like Millennium Park, Lincoln Park Zoo, and the Navy Pier for a budget-friendly experience.

    4. Dine Smart:

    Save money on food by exploring local eateries and avoiding touristy restaurants. You can also order from budget-friendly food delivery services like Grubhub or DoorDash if you prefer to dine in.

    5. Stay in Budget Accommodations:

    Look for affordable lodging options such as budget hotels, hostels, or vacation rentals in Chicago. Websites like Airbnb and Booking.com can help you find budget-friendly places to stay.

    6. Use Ride-Sharing Services:

    For convenient and affordable transportation within the city, consider using ride-sharing services like Uber or Lyft. These services can be a cost-effective way to get around, especially if you're traveling in a group.

    By following these final travel hacks for Chicago, you can make the most of your trip without breaking the bank. Enjoy your time in the

    We use cookies to personalise ads and to analyse our traffic. By clicking "Accept", you consent to the use of these cookies. Learn more

    function conditionally_load_skimlinks_script() { // Change this to match your post ID or slug // If you prefer slug, you can use: if ( ! is_single( 'my-example-post' ) ) { ... } if ( ! is_single( 123320 ) ) { // Only load the script on all pages except post #123 ?> (function(i,m,p,a,c,t){c.ire_o=p;c[p]=c[p]||function(){(c[p].a=c[p].a||[]).push(arguments)};t=a.createElement(m);var z=a.getElementsByTagName(m)[0];t.async=1;t.src=i;z.parentNode.insertBefore(t,z)})('https://utt.impactcdn.com/P-A1948994-e20e-4dc2-9c31-490794c8861a1.js','script','impactStat',document,window);impactStat('transformLinks');impactStat('trackImpression');