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

Immerse yourself in Chicago's thriving craft beer scene—and visit locals-loved breweries you'd be unlikely to stumble across otherwise—on this half-day brewery tour. Travel in style, and get in the spirit, aboard a traditional Prohibition–style barrel bus. Visit several unique breweries, and go on behind-the-scenes production facility tours. Discover the science behind the brewing process, and enjoy plenty of beer samples throughout the tour.

Chicago Craft Brewery Barrel Bus Tour

(342)

Free Cancellation
3 hours 45 minutes

from $100

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

Voted the #1 Immersive Art Experience in America by USA Today readers in 2024, Color Factory Chicago celebrates the joy of color. Guests embark on a bright and colorful journey through 14+ immersive installations that inspire joy and human connection, expand boundaries of perception, encourage play, and engage the senses in unexpected ways. Fun for all ages, each visit includes surprise giveaways, sweet treats, and complimentary digital photos. From the lobby to the gift shop and every colorful moment in between, our spaces are as inclusive as they are dynamic and celebratory. Each room is designed in partnership with an exceptional roster of local and international artists and collaborators. Jump into color with us! Please note: At least ONE person's ID must match the name on ONE ticket. If no one in your party has an ID matching the name on one ticket, you will not be allowed entry. Minors under the age of 18 will not be allowed inside without a parent or guardian.

Color Factory Chicago Ticket

4.6

(32)

1 hour to 1 hour 30 minutes

from $34

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

(535)

Free Cancellation
2 hours

from $50

4.2

(45)

Chicago Helicopter 10-Minute Tour for up to Three Passengers

Free Cancellation
10 minutes

from $375

Per group

Haunted Chicago: Crime, Ghosts, and Capone Walking Tour

(91)

Free Cancellation
1 hour 30 minutes

from $35

Explore the hidden side of Downtown Chicago—and see sights that even many locals miss—on a small-group walking tour of the Pedway (an underground network of tunnels that connects Chicago buildings) and the vibrant Loop. Ideal for architecture fans, this tour includes insider stories and landmarks you wouldn't spot on your own—plus a chance to see Windy City icons like the Picasso Statue and Millennium Park.

Chicago Architecture Tour: Underground Pedway and the Loop

(432)

Free Cancellation
2 hours

from $35

Vito's Vault Chicago Speakeasy Dinner Theatre

(21)

Free Cancellation
3 hours

from $88

Price varies by group size

Explore Chicago's buzzing food scene—and see some of its best-known landmarks on the way—on this two-in-one walking tour. The small group size offers are more intimate experience as you stroll around the vibrant Loop area, spotting highlights from the Willis Tower to the Rookery building. Indulge in a variety of famous Chicago foods, from deep-dish pizza to the world-famous dipped Italian beef sandwiches.

Chicago Loop District Food Tour with Deep Dish & Beef Sandwich

(888)

Free Cancellation
3 hours

from $85

Price varies by group size

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.

Lake Michigan 30-Minute Speedboat Ride

4.1

(334)

Free Cancellation
30 minutes

from $43

See the towers, piers and iconic landmarks along the Chicago River on an architectural cruise through the heart of the city. Enjoy complimentary refreshments on deck as you cruise down the historic waterway, while listening to fun stories and facts throughout the tour. Spot gargoyles that keep watch high above the city, and buildings that range from Neoclassical to Art Deco. Take in over fifty sites from Lake Point Tower to the Navy Pier, and see the Second City from the water.

Chicago Architectural River Cruise

4.7

(808)

Free Cancellation
1 hour 30 minutes

from $50

Outside of Italy, few places in the world are as famous for their pizza as Chicago. Eat like a local as you travel off the beaten path to savor the city's best pizza, traveling by bus so you can cover more food hot spots in less time. Discover the science behind ingredient selection and baking as you sample slices from historic pizzerias, and take away plenty of tips to enhance your eating in Chicago.

Free Cancellation
3 hours 30 minutes

from $89

The best views of Chicago can be yours at 360 Chicago Observation Deck! Perched 94 stories above the Windy City in the former John Hancock Building, 360 Chicago provides commanding views of Lake Michigan and Chicago’s towering skyscrapers. Located in the heart of downtown on Michigan Avenue, the observatory is steps away from other top Chicago attractions. It will be the high point (literally) of your Chicago trip! Upgrade to the Sip and View ticket, which includes one drink at the newly renovated CloudBar. The Sip menu includes a rotating selection of beer, wine and cocktails. Once onsite, you can purchase tickets to TILT, a thrill ride that offers visitors unique, downward facing views from 1,030 feet. You may also choose to upgrade your Sip and View ticket from the Sip Menu to the Elevated Menu for an additional $8. *TILT not included in purchase

360 Chicago Observation Deck Sip and View Ticket

4.1

(86)

Free Cancellation
2 hours

from $44

Chicago Architecture and True Crime Tour

(338)

Free Cancellation
1 hour 30 minutes to 1 hour 45 minutes

from $35

Chicago Murder Mystery Tour

(731)

Free Cancellation
2 hours

from $35

Guide discussing A Sunday on La Grande Jatte

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

(454)

Free Cancellation
2 hours 30 minutes

from $84

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

(348)

Free Cancellation
2 hours

from $63

Discover the beauty of Chicago at night during a 1.5-hour cruise on the Chicago River and Lake Michigan. Watch the city sparkle as you pass landmarks such as Museum Campus, Willis Tower, Aon Center and the John Hancock Building, and the illuminated waters of Buckingham Fountain. You'll learn about the history of the city from live commentary by your knowledgeable guide as you glide along the waterfront of Chicago.

See Chicago's magnificent skyline at night!

Chicago By Night River and Lake Cruise

4.4

(293)

Free Cancellation
1 hour 30 minutes

from $50

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

4.7

(124)

Free Cancellation
1 hour 45 minutes

from $48

Take in sweeping views of Chicago from the air during a scenic helicopter flight that offers a premier experience of the Windy City. This private 45-minute flight provides an aerial look at landmarks such as Millennium Park, Navy Park, and Wrigley Field. Ideal for a special occasion, this helicopter tour accommodates up to three people and includes the use of noise-cancelling headsets to hear the pilot clearly.

Private 45-Minute Chicago Skyline Helicopter Tour

4.8

(127)

Free Cancellation
45 minutes

from $849

Per group

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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 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.