All Chicago Tours &amp; Excursions in 2026 - page 2

Chicago Skyline Snap Tour Helicopter Flight Over Chicago

7 to 10 minutesFree Cancellation

4.3

(6)

from $130

City Cruises Chicago: Premier Plus Brunch Cruise on Chicago River

4.5

(80)

from $85

Get to know the Windy City the easy and comfortable way on a small-group minibus tour. Instead of long walks and navigating public transit, see major landmarks like Museum Campus, Buckingham Fountain, the Magnificent Mile, and Millennium Park from an uncrowded minibus with large picture windows. Your driver and guide knows where to find all the best views, and there are plenty of photo stops along the way.

Chicago City Minibus Tour

Immerse yourself in one of Chicago's most vibrant neighborhoods—and head off the tourist trail to discover sights and bites many visitors miss—on this small-group Chinatown food and walking tour. With your guide in the lead, learn about the cuisine of different regions of China, and discover the history of Chicago's Chinatown. Along the way, enjoy a generous array of tastings, from dim sum to Sichuan cuisine and beyond.

(624)

from $50

A picture of Chicago Chinatown’s landscape shows vibrant streets, iconic arches, and rich culture—everything guests explore on our Chinatown Food Tours. Food Tours in Chinatown bring it all to life.

Chicago's Chinatown Food and Walking Tour

3 hoursFree Cancellation

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.

(760)

from $80

Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting

Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting

Enjoy a quintessential Chicago experience—and see more of the city's highlights in less time—on an architecture-themed boat tour of the Chicago River. Pick from multiple convenient start times, and board your vessel directly from the Chicago Riverwalk. Thanks to your trained docent guide, receive a rich introduction to the Windy City’s history, key landmarks, and architectural highlights—and spy landmarks like the Marina City towers and Navy Pier from the water’s edge.

(1,058)

from $36

Chicago Architecture Center River Cruise aboard First Lady

Chicago Architecture Center River Cruise aboard First Lady

1 hour 30 minutes

Take in views of the Chicago skyline and its landmarks during this Lake Michigan sightseeing boat cruise. Enjoy a laidback ride, soaking up panoramic views from this unique perspective. Listen to audio commentary to give you fresh insight into the landmarks you see, like Navy Pier and the Willis Tower, and feel free to bring your own lunch or grab a drink at the onboard bar (own expense).

(6,675)

from $57

Lake Michigan Skyline Cruise in Chicago

30 to 45 minutesFree Cancellation

4.4

(940)

from $34

City Cruises Chicago: Signature Lunch Cruise on Lake Michigan

Kick back and enjoy a great meal while taking in the sights of Chicago's most famed landmarks on this scenic lunch cruise along Lake Michigan. See and photograph the dramatic city skyline, Navy Pier, Soldier Field, and Shedd Aquarium. The cruise includes a delicious buffet lunch with salads, entrees, desserts, and unlimited nonalcoholic beverages. There's also a DJ, games, and a dance floor to keep your group entertained.

City Cruises Chicago: Signature Lunch Cruise on Lake Michigan

3.9

(375)

from $63

Drink in a one-of-a-kind perspective on the Windy City when you go for an evening cruise, perfectly timed to coincide with the sunset. Hop aboard your open-top vessel (with an enclosed and climate-controlled lounge) in the heart of the Magnificent Mile, and cruise along the Chicago River. Then, see the skyline from a distance, and watch the skyscrapers light up, when you continue to Lake Michigan for a sunset viewing.

Lake Michigan Sunset Cruise in Chicago

Zoom along the shoreline of Lake Michigan, zipping past famous landmarks as you go, during this exhilarating speedboat ride in Chicago. Climb aboard your 2,000-horsepower speed boat at Navy Pier, then hang on for the ride of a lifetime, as you zip past famous attractions like the Willis Tower, Grant Park, and Buckingham Fountain, pausing to learn a little about the history and architecture of the Windy City along the way.

4.5

(1,639)

from $45

Lake Michigan 30-Minute Speedboat Ride

30 minutesFree Cancellation

4.1

(356)

from $37

Book in advance to take this popular tour that details the mob history of Chicago during the Prohibition Era (1920s-1930s). Learn about the exploits of gangsters like Capone, Dillinger, Moran, and others as you travel by minibus to sites like the Biograph Theater, Holy Name Cathedral, and St. Valentine's Day Massacre. Your guide adopts gangster attire and characteristics that add dramatic flair to the historical commentary.

Chicago's Original Gangster Tour by Bus

1 hour 45 minutesFree Cancellation

4.7

(164)

from $48

Chicago Architecture River Tour & Hop-on Hop-off Sightseeing Tour

4.1

(45)

from $99

Lake Michigan Fireworks Cruise in Chicago

2 to 3 hours

4.2

(134)

from $55

Chicago: Gangsters and Food Tasting Walking Tour

Taste some of Chicago's most iconic foods while walking through one of the Prohibition Era’s most fashionable and notorious neighborhoods. Learn about Chicago's world-famous cuisine and the gangsters who ate it all in one special unique tour! Sample two types of pizza - Chicago’s deep dish and historic tavern-style – as well as prime steak and the world famous “Chicago hot dog" all while treading the streets of Capone’s closest friends and dreaded enemies. Highlights include a visit to an old tunnel used by prohibition gangsters in the basement of one of the establishments; a mansion once used a a brothel for gangsters; the Cathedral where gangsters were gunned down by Capone’s men; and a restaurant owned by the man who brought down what was left of the Chicago mafia in the early 2000’s.

Chicago: Gangsters and Food Tasting Walking Tour

Enjoy the most Unforgettable Fireworks Cruise in Chicago! A SPECIAL EVENT SAIL! Treat yourself to Navy Pier’s spectacular fireworks display from the best seats in town! Grab a cool drink from our full bar, relax, and enjoy a leisurely evening sail past the brilliant and beautiful Chicago nighttime skyline. Windy provides the accompanying sound track, over the ship sound system coordinated fireworks display, amazing show! Rain or Shine event. no umbrellas are allowed to be opened underway. Tall Ship Windy, located on Navy Pier, and we have a ticket booth and dock, in front of the Billy Goat Bar and Grill. Arrive early, as fireworks crowds are huge! expect travel delays.

4.7

(18)

from $80

Chicago's Fireworks Show aboard Tall Ship Windy!

Chicago's Fireworks Show aboard Tall Ship Windy!

1 hour 30 minutes

4.7

(23)

from $114

Private Art Institute of Chicago Skip-the-Line Guided Tour

The Art Institute of Chicago houses one of the finest American and Impressionist painting collections in the world, but it can be overwhelming to explore on your own. Remove the guesswork and maximize your time inside the museum on a private tour that covers major highlights by Picasso, Chagall, Warhol, Hopper, and others. Plus, there's no waiting to get inside, as the tour includes a skip-the-line ticket.

Private Art Institute of Chicago Skip-the-Line Guided Tour

2 hours 30 minutesFree Cancellation

5.0

(323)

from $90

Price varies by group size

Delve into the world of natural history with admission to Chicago’s Field Museum. Choose general admission or upgrade to visit one or more special exhibits. Spend as long as you like exploring the museum's extensive collection of artifacts. Get to know SUE, the world's largest T. Rex, or stroll through the sparkling Hall of Gems. Also take advantage of daily tours led by knowledgeable Field Museum docents, free with admission.

Field Museum of Natural History Admission Tickets

4 hoursFree Cancellation

4.6

(563)

from $29

Chicago Sunset Tour by Open-Top Bus with Live Guide

Sail on Tall Ship Windy, join us for our "Chicago Skyline Sail"

4.2

(188)

from $39

1 hour 15 minutes

4.8

(26)

from $91

Enjoy an unforgettable evening on Lake Michigan with the Chicago Fireworks Cruise. Witness the stunning skyline as you glide across the water, leading up to the spectacular fireworks display at Navy Pier. This 1.5-hour cruise offers a unique perspective of the city while providing a relaxed atmosphere for friends and family to gather and enjoy the show. Boarding begins 15 minutes prior to departure, so arrive early to secure your spot and make the most of this dazzling experience. - 1.5-hour cruise featuring panoramic views of Chicago's skyline - Marvel at the iconic fireworks show off Navy Pier - Departing and returning to 111 N Lake Shore Drive

Chicago Fireboat Fireworks Cruise

Chicago All Day Water Taxi

4.6

(13)

from $57

20 minutesFree Cancellation

3.0

(4)

from $36

Chicago Explorer Pass: 35+ Things To Do - Includes 360 CHICAGO

1 to 30 days

4.0

(363)

from $84

Paint your own street art at Studio WIP

Chicago Perfume Making Classes on Magnificent Mile

4.8

(427)

from $50

You get to name your new Exclusive Scent

1 hour 15 minutesFree Cancellation

Chicago Architecture River Cruise

(84)

from $85

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Top Attractions in Chicago

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Attractions

What are people saying about Chicago

Arnulfo_C, Aug 2026

Fabulous Tour

Highly recommend this tour, I would consider it a must do. Relaxing, annd informative . Our guide “Denise” was wonderful along with all on the boat. Take 1,5 hours to sit rest your feet and learn some Chicago history and view the Architecture along the river.

Chicago River 90-Minute Architecture Tour

Diana_E, Aug 2026

6:30pm was the perfect...

6:30pm was the perfect timing to be on the cruise. It was day and sunset has started so the building lights started switching on. The representer was funny and good, not boring at all. Next time we will do the cruise at night to get the different vibe.

Chicago Sightseeing River and Lake Cruise

Ricky_C, Jul 2026

Best Tour I’ve ever had. Very kid friendly.

This was the perfect tour for our first visit. We had the two grandkids, 9 and 12 and they loved it. They really don’t care about history at this age but it was presented in a way they really paid attention. I learned a lot myself. I chose this tour because I liked it was going into Lake Michigan. We do some vacations in Michigan and wanted to let them see Lake Michigan from a different angle. I’ll be back and I’m sticking with this company!! Thank You!

Chicago Favorites Ultimate Food and Walking Tour

Dana_B, Jul 2026

Highly recommend

Wyatt was our tour guide. Not a Chicago native - but very Chicago knowledgeable. Personable & fun. A lot of food and sights to see. Eating was well spaced out so you would walk a decent amount before the next food adventure. Wear good walking shoes. Come hungry! Highly recommend.

Chicago River 45-Minute Architecture Tour from Magnificent Mile

Lainey_B, Jul 2026

Would not recommend in winter!!!

We went on our tour in January and it was absolutely freezing, the experience was almost unbearable…however, the tour itself and our tour guide were fantastic, and it was a 5 star experience if you factor out the temps that were way below freezing, lol! HIGHLY recommend doing this excursion (when the weather is much nicer!!!!!)

Chicago By Night River and Lake Cruise

Lisa_G, Jul 2026

Very informative and beautiful

Taking the sunset architectural cruise near the Riverwalk was easily one of the highlights of our trip. Seeing the city's iconic skyline transition from the golden hour glow into the beautifully lit evening cityscape is an absolute must-do. The vessel was comfortable, the atmosphere was relaxed, and the tour provided fascinating insights into the history and design behind Chicago's world-famous buildings. If you want a peaceful, breathtaking, and informative way to experience the city from the water, this is it! Highly recommended.

Lake Michigan Sunset Cruise in Chicago

William_M, Jul 2026

We Loved It!

Wonderful experience! Gabby was a great tour guide who provided a lot of history and fun facts about Chicago. She is incredibly knowledgeable. The views were amazing, and the captain provided fantastic opportunities for photos, too! I would highly recommend this sunset cruise to anyone visiting downtown Chicago.

Chicago Crime and Mob Bus Tour

Henry_C, Jul 2026

The host was fantastic...

The host was fantastic and his delivery was spot on. He kept it lighthearted and funny while still making it informative and interesting. I thought this was going to be a gangster tour with a focus on Al Capone, but they presented generations of crime stories, from the Chicago’s origins to the Crack dealing McDonalds employees. I was young when the Tylenol scare occurred and to go past the Walgreens where it happened was also interesting. The only negative feedback I can give is the bus broke down outside of Harry Cary’s and we had to figure out how to get back to the neighborhood we started in. Obviously this was a one off and I would not judge to tour by an unforeseen. Great tour and worth the price of admission.

Chicago Lake and River Architecture Tour

Ioana_C, Jul 2026

Best tour of Chicago river and lake.

Best combination of lake and river tours. The Chicago skyline is wonderful to see it in its entire length and beauty from Lake Michigan. The tour guide was very knowledgeable and had a wonderful story to tell at “every corner”. Toilets were clean and there was no problem finding where to sit. We did not buy anything from the bar but everything looked clean and nice. Total duration of the tour is one and a half hours spent approximately half-half between the lake and the river part. Fun fact: lake is a couple of feet higher than the river and you can see that when crossing over during the tour. Chicago river flow direction was altered in the early 1900 to flow away from the lake and keep chicagos source of clean water intact.

Lake Michigan Skyline Cruise in Chicago

Anisha_S, Jun 2026

Relaxing Ride

The skyline tour was exactly what I needed after a day of eating and walking about. I was able to book the tour an hour before, which worked for my itinerary and it was affordable. I liked that it is a double decker boat and got to experience the tour from top deck. The day was beautiful and perfect for a tour. The boat was clean, looked presentable, offered cocktails and small snacks(for purchase) and staff were friendly. The tour offered ok views. I was able to capture pictures of the Chicago skyline. My fav part of the ride was how relaxing it was. I would do it again and be sure to nap the next time lol.