10 Best GetYourGuide Tours In Chicago, Illinois - Updated 2024

Contributing Writer
| 4 min read

Lying along the shores of Lake Michigan, in Illinois, this windy city is known for its vibrant art, bold architecture, rich cultural heritage, towering skyscrapers, beautiful beaches and amazing museums. The sprawling city of Chicago is the third largest city in America and holds the values of the American heartland. The city also takes pride in being the focal point of the 20th-century art and architecture scene in America, with great architects and artists such as Frank Lloyd Wright, Louis Sullivan, Picasso and Dubuffet leaving their mark on the city.

Chicago is one of the finest tourist destinations in the world, with a host of places to explore and things to do. So, whether you are a tourist or a true Chicagoan, its best to try these GetYourGuide tours in Chicago, Illinois, so you can explore its beautiful historic sites, major landmarks, forests and other architectural sites. Below is a list of the guided tours you must try during your next visit to this amazing city.

1. Chicago hop-on-hop-off bus tour (from USD 44.55)

getyourguide chicago | chicago hop-on-hop-off bus tour

This hop-on-hop-off bus tour in Chicago lets you explore the popular landmarks of the city at your own pace, as your guide give you insights into the popular sights. The double-decker bus will take you through past the famous Mile, Willis Tower, Wrigley Building, Shedd Aquarium, Michigan Avenue Bridge and other popular attractions. With the choice of classic, premium or deluxe tickets, you can take your time to explore this amazing city.

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Chicago: Hop-on Hop-off Sightseeing Tour by Open-top Bus

795 reviews

2. Chicago Skydeck & the "Ledge" experience ticket (from USD 38.25)

getyourguide chicago | chicago skydeck & the "ledge" experience ticket

This famous building offers a breathtaking view of Chicago’s skyline from the 103rd floor. Alongside this, the building also features the Ledge that is a series of glass panel boxes that extend out from the façade of the building to allow visitors a straight view of the city from the top. As you proceed towards the building, you will be briefed about its architecture and history.

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Chicago: Willis Tower Skydeck and The Ledge Ticket

2963 reviews

3. Treasures of Chicago’s Golden Age: 90-minute walking tour (from USD 30.0)

getyourguide chicago | treasures of chicago’s golden age: 90-minute walking tour

This 90-minute tour through Chicago’s famous Loop lets you learn about the architectural landmarks and treasures of the city’s Golden Age. Your guide will walk you through the Chicago Cultural Center, home to the largest Tiffany dome, the iconic Marshall Field’s departmental store, and the Palmer House, a beautiful hotel, restored from the 1920s.

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Chicago: Treasures of the Golden Age Walking Tour

Duration: 2.0 hour

132 reviews

4. minute walking tour: Chicago's Art Deco skyscrapers (from USD 30.0)

getyourguide chicago | minute walking tour: chicago's art deco skyscrapers

This 90-minute walking tour allows you to explore the five iconic Art Deco buildings around the city. You can tour inside these opulent skyscrapers, built near the banks of the Chicago River. You can learn and gather insights about their history from the local guide, trained by the Chicago Architecture Center.

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Chicago: Art Deco Skyscrapers Walking Tour

Duration: 1.5 hour

18 reviews

5. Chicago classic lake tour: 40-minute sightseeing cruise (from USD 37.57)

chicago classic lake tour: 40-minute sightseeing cruise

Whether you are a tourist or a local, this 40-minute lake tour offers a unique opportunity to explore the magnificent view of the city’s skyline. You can sit back and relax enjoying the never-seen views of the iconic landmarks of the city from Lake Michigan.

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Chicago: Lake Michigan Skyline Cruise

Duration: 40.0 minute

639 reviews

6. Daytime helicopter tour (from USD 145.0)

daytime helicopter tour

This 15-minute helicopter tour allows you the incredible experience of capturing an amazing view of the city’s skyline. As you hover over the city’s skyline, you will witness opulent views of the city’s iconic landmarks, as the pilot narrates interesting facts about the history of these popular sites. You can experience a completely unobstructed view of unique architecture, including the John Hancock Building, Wills Tower and other popular attractions, such as the Chicago River, Lincoln Park and Lake Michigan.

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Chicago: Daytime Helicopter Tour

Duration: 15 minute

74 reviews

7. Three-hour segway tour of Chicago (from USD 74.0)

Glide through the streets of Chicago on this three-hour guided segway tour. You can segway your way through the skyscrapers, Millenium Park, the beautiful garden of Grand Park, Museum Campus and Adler Planetarium. You can explore the waterfalls, the Cloud Gate structure and an amazing view of Lake Michigan and learn about the important facts of the city, as you zip through the popular streets.

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3-Hour Segway Tour of Chicago

83 reviews

8. Three-hour, three-course buffet dinner cruise (from USD 108.0)

Enjoy the dazzling lights of the city in the perfect setting of this three-hour dinner cruise. As you board the ship, you can explore the amazing views of the lakefront, as the waiter invites you to enjoy your evening with a candlelight dinner. The buffet spread is perfectly served in the ship’s galley, where you can savor your choice of dishes. The panoramic view of the city’s skyline, accompanied by music and dance, sets the perfect atmosphere for an incredible evening.

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Chicago: 3-Hour 3-Course Buffet Dinner Cruise

36 reviews

9. Half-day grand tour of Chicago (from USD 52.95)

half-day grand tour of chicago

This four-hour day tour is the best way to explore the diverse sights in the city of Chicago, including fascinating parks like Washington Park, Grand Park and Lincoln Park, as well as a tour of the amazing Museum Campus and much more. You will drive through the major financial center of the city and pass famous buildings, such as the Wrigley building, Michigan Avenue, the Magnificent Mile, Water Tower Place and the John Hancock Center, one of the tallest building the world. You will also get a chance to explore the Art Institute and witness a magnificent view of Lake Michigan.

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Half-Day Grand Tour of Chicago

Duration: 4 hour

78 reviews

10. Chicago tickets (from USD 30.0)

chicago tickets

Get an experience like never before and witness a panoramic view of the city’s skyline from the 94th floor of the John Hancock Center. Chicago 360 is one of the unique and popular attractions of the city, offering a magnificent view of the lake and four other neighboring states. Just a 40-second ride in North America’s fastest elevator allows you to experience the best view of the city. This is the only place where visitors enjoy tilting out and over the city from over 1,000 feet (304.8 meters) off the ground. This guided tour allows you to skip the ticket line and pre-book your tickets well in advance.

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Chicago: 360 Chicago Observation Deck General Admission

1815 reviews

Explore these listed places through a guided tour

This populous city in Illinois boasts a number of attractions that reflect the country’s wealth, rich art and culture, architecture and amazing views of the sea. This windy city has so much to offer to every traveler. So, a guided tour will help you cover all the popular attractions in the best possible way.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


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Sudarsana, a freelance writer, has an affinity for traveling to diverse destinations and exploring various cultures.

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