All Chicago Tours &amp; Excursions in 2026 - page 3

African American Heritage Tour of Chicago

4.4

(128)

Free Cancellation
4 hours

from $125

Discover one of the Windy City’s most spooky, gruesome destinations when you book advance tickets to the Medieval Torture Museum. Perfect for Halloween—or any other creepy-crawly occasion—this museum includes a wealth of information about medieval torture practices and devices, plus realistic models to add a macabre edge. Book tickets before you travel for a seamless visiting experience, and make use of an audio guide and included ghost-hunting app.

Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting

(1,007)

Free Cancellation
1 hour 30 minutes

from $36

S. Silvera Charters offers a unique luxury yacht rental for those looking to create unforgettable memories on the water. Perfect for special events or leisurely cruising, this charter allows you to set your own schedule and enjoy a personalized experience. With a minimum rental of three hours, you can relax on board while exploring beautiful coastal views. Captain's fees are separate, ensuring a tailored experience for your group. - Exclusive yacht rental for luxury experiences - Flexible scheduling with afternoon and evening options - Minimum three-hour rental for ample exploration - Personalized service with optional captain at an additional fee

Chicago Private Rental Yacht Charter

(1)

Free Cancellation
3 to 8 hours

from $1,300

Per group

Housed in the only remaining building from the 1893 World's Fair, Griffin MSI is a Chicago must-see. When visiting the largest science museum in the Western Hemisphere, you'll experience a 40-foot tornado, climb aboard a World War II German submarine, take a run in a human-sized hamster wheel, descend into an Illinois coal mine, board a 727 hanging from the ceiling and much more! Griffin MSI is not a place where you walk around quietly and observe. You get involved in the fun — and learn — by doing. Just a few miles from downtown with convenient underground parking.

Griffin Museum of Science and Industry Admission

(7)

Free Cancellation
2 to 4 hours

from $26

Guide discussing A Sunday on La Grande Jatte

Skip-the-line: Art Institute of Chicago Guided Tour

(457)

Free Cancellation
2 hours 30 minutes

from $84

Haunted Chicago Booze and Boos Ghost Walking Tour

(276)

Free Cancellation
2 hours 30 minutes

from $36

See the Second City from the water with a sightseeing cruise along the Chicago River and the Lake Michigan shoreline, offering a unique perspective of towering skyscrapers and historic architecture. This tour offers stories about the city’s history and culture as you pass by Chicago's landmarks, museums, and buildings. Capture unforgettable images of the city skyline from Lake Michigan, ensuring a unique look at Chicago, perfect for all ages.

Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

4.7

(560)

Free Cancellation
1 hour 30 minutes

from $46

Chicago Architecture and True Crime Tour

(341)

Free Cancellation
1 hour 30 minutes to 1 hour 45 minutes

from $35

Enjoy a celebratory way to sightsee—and a river cruise like no other—with this evening excursion along the Chicago River. Your modern, glass-enclosed boat makes for a comfortable ride, no matter the weather—and gives panoramic views of Chicago’s well-known architectural gems. As you go, indulge in a gourmet, multi-course meal while enjoying live entertainment, including a DJ and fireworks displays on Wednesdays and Saturdays.

City Cruises Chicago: Fireworks Premier Plus Dinner Cruise

3.8

(5)

Free Cancellation
2 to 3 hours

from $134

Discover the architectural soul of Chicago on a thoughtfully curated half-day city tour. Travel through the city’s most influential districts, from historic riverfront landmarks to groundbreaking modern skyscrapers. Explore the Loop’s civic, financial, and architectural core, admire world-renowned towers, and experience Chicago’s most celebrated public spaces. This small-group tour offers a comprehensive introduction to Chicago’s skyline, history, and urban design, concluding with a panoramic skyline view before returning guests to the original pickup point. Ideal for first-time visitors and architecture enthusiasts alike. Explore Chicago’s iconic riverfront skyscrapers and historic bridges See legendary architecture including Willis Tower and Marina City Discover the heart of Chicago’s financial, civic, and architectural power Pass by Millennium Park and spend time at Cloud Gate (The Bean) Enjoy a panoramic Chicago skyline view, included for all guests

Chicago Architecture and Aesthetics Small Group Half-Day Tour

(4)

Free Cancellation
3 hours

from $48

4.8

(482)

Chicago Night Crimes Tour by Bus

Free Cancellation
2 hours to 2 hours 30 minutes

from $55

Enjoy a memorable, one-of-a-kind night out on Lake Michigan aboard this combination dinner, dancing, and sightseeing cruise. Make your own way to Navy Pier, and set off as the evening begins. You can admire views of Chicago’s picture-perfect skyline as the sun starts to set. While on board, take advantage of the all-you-can-eat buffet dinner, drinks to purchase, a DJ-helmed soundtrack, and even a fireworks display (weather permitting).

City Cruises Chicago: Fireworks Signature Dinner Cruise

3.9

(85)

Free Cancellation
2 to 3 hours

from $116

Take a deep dive into the world of "Chicago Fire" and learn more about what it’s like behind the scenes of your favorite show on this private tour. Visit filming locations such as the exterior of Firehouse 51 and Molly's Bar, and popular tourist attractions, including the Bean at Millennium Park and the Chicago Cultural Center. Plus, enjoy handy hotel pickup if your accommodation is within five miles of downtown Chicago.

Chicago Fire TV Show Set Tour

(71)

Free Cancellation
2 hours

from $315

Per group

It isn’t a trip to Chicago without tasting deep-dish pizza—and this private tour for food lovers will introduce you to true Chicago-style pizza, plus other Windy City specialties. Meet your guide downtown, and be sure to come hungry: You’ll eat hot dogs, Italian beef sandwiches, pizza, donuts, and more. Along the way, see highlights like the Wrigley Building and Magnificent Mile, and learn more about the city’s history and culture.

Private Chicago Foodie Tour

(6)

Free Cancellation
4 hours

from $288

Special Offer

This walking tour is a feast for the eyes, combining art, architecture, and history as you navigate through bustling downtown Chicago. In a small group, you’ll marvel at skyscrapers and mosaic murals as you discover stories and secrets about the city’s past. See the stunning interiors and exteriors of noteworthy buildings and leave with a comprehensive understanding of the city’s downtown.

Walkin' with Colin: Chicago History-Mystery-Comedy-Tragedy Tour

(223)

Free Cancellation
2 hours

from

$33

$44

Explore Chicago like a local—and visit the city’s distinctive, characterful neighborhoods, in addition to its major landmarks—on this Half-day tour. Set off from downtown with just a small group for company, and leave the driving to your guide—you’ll explore dozens of Windy City neighborhoods, from Hyde Park and Bronze Ville to Lincoln Park and the Gold Coast. Learn all about Chicago culture and history as you go.

Small-Group Tour of Chicago Neighborhoods: North and South Side

4.5

(50)

Free Cancellation
4 hours 30 minutes

from $125

Chicago Walking Tour: Must-See Chicago

(140)

Free Cancellation
1 hour 30 minutes

from $35

4.3

(23)

Downtown Chicago TV and Movie Sites Guided Walking Tour

Free Cancellation
2 hours

from $44

Haunted Chicago: Crime, Ghosts, and Capone Walking Tour

(93)

Free Cancellation
1 hour 30 minutes

from $35

Have only a short stay planned in Chicago? Make the most of your time in the Windy City, and see more of the city in less time, when you book a private driving tour of Chicago. Pick between several convenient tour times, and meet your guide and driver directly at your hotel. Over the course of your excursion, you’ll make stops at highlight attractions like the Lincoln Park Conservatory, Millennium Park, and Museum Campus. You’ll also learn about Chicago’s history and can spy other remarkable sights as you go.

Chicago Private Custom City Tour with Hotel Pick Up

(201)

Free Cancellation
3 to 4 hours

from $539

Per group

Lincoln Park Hauntings Ghost Investigation Tour

(45)

Free Cancellation
2 hours 15 minutes

from $40

The Field Museum of Natural History is one of Chicago’s most-visited museums—and this package deal offers a way to beat the crowds and see its top exhibitions without stress. Secure your tickets before you travel, arrive an hour before the galleries open to the public, and explore in the company of a museum docent. You’ll see collection highlights like Sue the Tyrannosaurus Rex, the Griffin Halls of Evolving Planet, and much more.

Field Museum of Natural History Early Access Ticket

4.5

(53)

Free Cancellation
2 to 4 hours

from $73

Explore Chicago by Segway with the benefit of a scenic 7- or 8-mile tour led by your guide. Start with an orientation to operating the Segway and a few minutes to practice. Then roll through the paths of Grant Park to Buckingham Fountain and glide along the Chicago lakefront to view attractions such as Museum Campus, Shedd Aquarium, The Field Museum, and Soldier Field, homefield for the Chicago Bears.

2-Hour Chicago Lakefront & Museum Campus Segway Tour

(345)

Free Cancellation
2 hours

from $70

Enjoy a budget-friendly way to explore Chicago—and see the sights that interest you most, all without following a large tour group around—with this cost-savings Chicago Attractions Pass. Enjoy discounts of up to 50% on an array of top Chicago attractions, including the 360 Chicago and SkyDeck observation decks, the Field Museum, Chicago River cruises, and more. Four different pass durations are available when booking.

Chicago Attractions Pass: Save up to 50% - Includes 360 CHICAGO

3.5

(112)

Free Cancellation
1 to 5 days

from $149

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Top Attractions in Chicago

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Attractions

What are people saying about Chicago

Balloon Museum Chicago Admission

Laura_B, Apr 2026

Worth it

There were a lot of mixed reviews so I was nervous going in especially since I had teenagers. It was 100% worth it. We had so much fun and experience some very fun art exhibits. The ball pit and the swing room at the end was worth it alone. Highly recommend

Chicago Favorites Ultimate Food and Walking Tour

Jennifer_H, Mar 2026

I had an incredible time...

I had an incredible time on the Chicago Favorites Food & Walking tour, and a huge part of that was our guide, Gabe! He was the perfect mix of entertaining and informative. It’s rare to find someone who is so clearly an expert on the city but also has a great sense of humor that keeps the energy high the whole time. You can tell Gabe truly loves what he does, and it made the entire experience feel special. Highly recommend requesting him if you can!

Chicago River 45-Minute Architecture Tour from Magnificent Mile

Bysheera_H, Mar 2026

Loved it!

The line moves rather quickly. Be on time so you don’t have to rush. Our tour guide John was phenomenal, his knowledge of Chicago’s architecture was expansive and he made us laugh throughout. The views are gorgeous and the ride was smooth. We went at sunset and it was worth it! Lastly, dress warm.😄

Chicago River 90-Minute Architecture Tour

Katie_M, Mar 2026

Our tour guide John made the experience even more AMAZING!

John from Wendella was our tour guide and he was AMAZING!! My entire family was so entertained by him. He was HILARIOUS and 1000% made the tour so much fun! He has to be a comedian, he was so funny. We just loved him! And the architecture was breathtaking. I would definitely recommend taking this tour. And get John as your tour guide!

Chicago Architecture Center River Cruise aboard First Lady

Emmanouela_T, Mar 2026

It was a wonderful...

It was a wonderful experience with very carefully guidance! There was a good amount of information shared about the buildings and the city of Chicago in general with enough details to catch the curiosity and interest of more expert audience (eg my mother who is an architect) as well as audience that is not related to architecture and engineering. Well worth it and highly recommended!

Field Museum of Natural History Admission Tickets

Julie_C, Mar 2026

Too Much for 1 Day

There is so much to see and explore. Get rest before coming and go see the things you’re interested in first. There is so much to see and experience that it can’t be done in a single day. My kids have very different tastes and we split up. There was something of intense interest for both.

Chicago Crime and Mob Bus Tour

Jean_P, Mar 2026

My birthday experience

This was our first bus tour in Chicago. The address was for a library, so we went inside. The library worker told us a bus would be out front, so we asked one of the bus drivers and he was the driver for our tour. It was a beautiful day, and also my birthday, and we enjoyed the tour very much. Jay, was the guide and she was very knowledgeable and offered many tidbits to the tour.

Chicago Architecture River Cruise

Marty_R, Mar 2026

Great tour on a perfect day!

What a great tour on a gorgeous day! We lucked out with the weather for sure —- 70 degrees and sunny! Perfection. Our guide (I think his name was Victor— I’m terrible with names) was fantastic! Very knowledgeable about all of the architecture, designers, and timelines. He is a native Chicagoan, so he definitely knew his stuff! It was interesting to hear of the history and what had been in some places before. He had photos of the former structures and had some of the ones that were being built. So well worth the time and great value, imo. The boat itself was very nice - not too big and not too small. There was a nice restroom on the first level, and a well kept bar with good selection of beverage options. I didn’t see as many people tipping as I felt should have because our guide was absolutely incredible. Of course it’s always optional, but I felt he definitely went the extra mile.

Flyover in Chicago

Krystal_M, Jan 2026

Flyover with friends

I had an incredible time! I feel like every city should have something like this! We got to experience the whole city without actually stepping foot in some of the cities most highlighted landmarks. Of course we would actually want to see but our short time here would not permit. This was the next best thing you could do. Definitely recommend 10/10

City Cruises Chicago: Premier Plus Brunch Cruise on Chicago River

chloe_b, Dec 2025

Thank you leslie <3

Leslie made our experience wonderful! We celebrated my girlfriend’s birthday by doing the brunch. Even though it was raining, it was still beautiful! Leslie made sure that our mimosas were filled, the staff was very friendly, and food was delicious. We will definitely be back for another brunch or dinner!

Chicago Architectural River Cruise

Linda_L, Oct 2025

Awesome Experience

This was more than just an informative or educational experience. This was a totally awesome experience. Our guide, Tyler was exceptional. He really new his stuff. So very knowledgeable. I appreciate everything, it was wonderful. The weather was a bit chilly, but it didn't take away from the wonderful cruise we had.