Some tours run on the river past the skyline, some ride to the top of a tower, some walk you through gangster history or feed you across several neighborhoods. Here is how they differ in length, pace and price.
See the city's buildings from the water on a classic Chicago River cruise. The ride lasts between an hour and an hour and a half, depending on the departure you pick.
Chicago · 2-hour Chicago architecture interiors walk with Inside Chicago Walking Tours
Explore dazzling Chicago interiors on a 2-hour architecture walk. Inside Chicago Walking Tours leads this tour, rated 5 by 1790 reviewers, and tickets start from $35.
from $35per person Check availability →
Chicago · River cruise aboard Chicago's First Lady
Board Chicago's First Lady for a river cruise presented with the Chicago Architecture Center. The boat spends an hour and a half on the river, with commentary on the buildings along the banks.
from $57per person Check availability →
Chicago · 3-hour pizza, beer and brownies walking food tour
Spend three hours on a walking food tour of Chicago with Bobby's Bike, Hike & Food Tours. Taste pizza, beer and brownies along the way. Tickets start at $84.99, and the tour holds a 4.9 rating from 2299 reviews.
from $84.99per person Check availability →
Chicago · 3-hour small-group food tour: 6 dishes with deep dish pizza and beef sandwich
Join Secret Food Tours for a three-hour small-group food tour in Chicago. The six dishes sampled include deep dish pizza and a beef sandwich. Tickets start at $84.99, and the tour holds a 4.9 rating from 1007 reviews.
from $84.99per person Check availability →
Chicago · 2 hour downtown donut tour with 8 tastings
Join Underground Donut Tour for a two-hour downtown donut tour. Enjoy eight tastings of donuts as you explore downtown Chicago. Tickets start at $70, and the tour holds a 4.9 rating from 1509 reviews.
from $70per person Check availability →
Chicago · Architecture cruise on the Chicago River with a live guide
Cruise the Chicago River while a guide talks through the buildings on both banks. The trip runs an hour and a half and gives a close look at the architecture that made the city famous.
from $45per person Check availability →
Chicago · Medieval Torture Museum entry with audio commentary plus a ghost hunt, running 1 hour 30 minutes
This ticket covers entry to the Medieval Torture Museum and includes an audio guide and a ghost hunting activity. Plan for a visit of 1 hour 30 minutes as you move through the exhibits with the audio guide.
from $35.83per person Check availability →
Chicago · Short 45-minute river cruise built for families, with skyline views
A 45-minute Chicago River cruise pitched at families. The guide keeps the commentary light while the boat drifts past the towers on both banks.
from $28per person Check availability →
Chicago · Chicago cruise covering the river and the lake
One cruise, two waterways. The boat travels the Chicago River and then heads onto the lake for skyline views, with architecture commentary through the hour and a half on the water.
from $45per person Check availability →
Chicago · 90-minute architecture cruise on the Chicago River
A 90-minute boat ride down the Chicago River with a guide on the architecture. Towers, bridges and older buildings pass on both banks as the cruise moves through the city.
from $45per person Check availability →
Chicago · 45-minute Chicago River architecture cruise with Wendella Tours & Cruises
Cruise the Chicago River on a 45-minute architecture tour departing from Magnificent Mile. Wendella Tours & Cruises operates this ride, rated 4.7 across 3576 reviews, with tickets from $28.
from $28per person Check availability →
Chicago · 1.5-hour night cruise on the river and lake in Chicago, First Lady
Spend 1.5 hours on a night cruise along the river and lake in Chicago. First Lady operates the cruise, rated 4.7 by 1192 reviewers, and tickets start from $50.
from $50per person Check availability →
Chicago · 2-hour guided walking tour of Chicago gangsters and ghosts
Join Empire Tours & Productions for a 2-hour guided walk covering gangsters and ghosts in Chicago. Prices start at $31, and the tour holds a 4.7 rating from 1831 reviews.
from $31per person Check availability →
Chicago · Willis Tower Skydeck ticket with The Ledge
Visit the Willis Tower Skydeck on a 45 minute trip with a ticket that covers The Ledge. Step out onto The Ledge and take in the view from the observation deck. Tickets start at 47 dollars and the visit holds a 4.6 rating from 5036 reviews.
from $47per person Check availability →
Chicago · Bus tour covering Chicago crime and mob history
Travel by bus with Chicago Crime Tours and Experiences LLC for 1 hour 30 minutes to 2 hours exploring Chicago crime and mob history. Prices start at $49 and the tour has a 4.6 rating from 3534 reviews.
from $49per person Check availability →
Chicago · Lake Michigan sunset cruise in Chicago, 1 hour 30 minutes, Wendella Tours & Cruises
Take a sunset cruise on Lake Michigan that lasts 1 hour 30 minutes. Wendella Tours & Cruises runs this Chicago cruise, rated 4.5 from 1685 reviews, and fares start from $45.
from $45per person Check availability →
Chicago · 360 Chicago Observation Deck entry ticket
Visit the 360 Chicago Observation Deck with an entry ticket. Plan for 45 minutes at the deck, with time to take in the view over the city. Tickets start at 30 dollars and the visit holds a 4.5 rating from 3715 reviews.
from $30per person Check availability →
Chicago · Navy Pier Centennial Wheel ticket
Get a ticket for the Centennial Wheel at Navy Pier in Chicago. Board the wheel for a 15 minute ride during your visit to the pier.
from $25per person Check availability →
Chicago · Willis Tower Skydeck admission ticket
Enter the Willis Tower Skydeck with an admission ticket from Skydeck Chicago. Visits run from 30 minutes to 1 hour 30 minutes, giving time to take in the view from the deck. Tickets start at 44 dollars and the visit holds a 4.3 rating from 1911 reviews.
from $44per person Check availability →
Chicago · 1-day hop-on hop-off bus tour in Chicago with 11 stops
Ride a 1-day hop-on hop-off bus with Big Bus Chicago. The bus covers 11 stops across the city, and you can get off to explore and reboard during the day. Tickets start from $49.
from $49per person Check availability →
Chicago · Skip-the-line guided tour of the Art Institute of Chicago, 2 hours 30 minutes
Join a guide from Chicago Museum Tours for a visit of 2 hours 30 minutes to the Art Institute of Chicago. Skip the line at entry and follow the guide through the museum's galleries.
from $71.40per person Check availability →
Chicago · Haunted Chicago walking tour of crime, ghosts, and Capone, 1 hour 30 minutes
Join Magnifico Tours for a 1 hour 30 minute haunted Chicago walk covering crime, ghosts, and Capone. Prices start at $35, and the tour holds a rating of 5 from 400 reviews.
from $35per person Check availability →
Chicago · 2-hour Segway ride along the Chicago lakefront and Museum Campus
Ride a Segway on a 2-hour tour of the Chicago lakefront and Museum Campus. Absolutely Chicago Segway Tours operates the tour, and prices start from $70.
from $70per person Check availability →
Chicago · Free walking tour of the highlights of Chicago's Loop
Join a free walking tour that covers the highlights of Chicago's Loop over 2 hours and 30 minutes. There is no charge to take part, and the walk is rated 4.97 by 38 travelers.
Free to join, you decide the tip at the end.
Chicago · Flyover flying theater experience in Chicago
Book the Flyover flying theater experience in Chicago. The visit lasts 30 minutes. Take a seat in the theater and enjoy the experience.
from $28per person Check availability →
Chicago · Chicago pizza tour by coach
Join Chicago Pizza Tour for a pizza tasting outing that travels by coach and lasts three hours and 30 minutes. Taste pizza as you ride through the city. Tickets start at $89, and the tour holds a 4.9 rating from 482 reviews.
from $89per person Check availability →
Chicago · 3-hour Chinatown food walking tour
Spend three hours on a Chinatown food walking tour with Bobby's Bike, Hike & Food Tours. Sample foods as you walk through Chinatown in Chicago. Tickets start at $79.99, and the tour holds a 4.9 rating from 793 reviews.
from $79.99per person Check availability →
Chicago · 2-hour walking tour of historic Chicago treasures
Spend 2 hours on a walking tour with the Chicago Architecture Center and take in the historic treasures of Chicago. Prices start at $35, and the tour holds a 4.9 rating from 442 reviews.
from $35per person Check availability →
Chicago · 3-hour sunset bike tour of downtown Chicago attractions
Pedal through downtown Chicago on a 3-hour sunset bike tour with Bobby's Bike, Hike & Food Tours. The ride takes in the downtown attractions featured in the tour. Rates start from $59.
from $59per person Check availability →
Chicago · 2-hour sightseeing minibus tour of Chicago
Ride a minibus on a 2-hour sightseeing tour of Chicago operated by See it ALL Chicago Tours. The bus travels through the city while you take in the sights. Fares start from $49.95.
from $49.95per person Check availability →
Chicago · 2-hour architecture walk through secret Chicago interiors, Empire Tours & Productions
Walk through secret interiors on this 2-hour Chicago architecture tour. Empire Tours & Productions runs the walk, which holds a 4.8 rating from 666 reviews, and prices start from $30.
from $30per person Check availability →
Chicago · Fast-pass ticket to the Art Institute of Chicago, valid for 1 day
Use a fast-pass ticket to enter the Art Institute of Chicago without waiting in the standard admission line. Admission covers 1 day, so you can spend the day moving through the museum's collections at your own pace.
from $40per person Check availability →
Chicago · Free Just Call Me Bruce walking tour
Join the Just Call Me Bruce walking tour, a free walk that lasts 2 hours and 15 minutes. The outing proceeds on foot and there is no charge to join. It is rated 4.78 by 113 travelers.
Free to join, you decide the tip at the end.
Chicago · Chicago CityPASS covering 5 attractions
Get a CityPASS for 5 attractions in Chicago. The pass offers savings of up to 50 percent and is listed with a 1 day duration.
from $144per person Check availability →
Chicago · Prohibition-era stories and food stops, 2 hours on foot
Spend two hours on a gangster history and food tasting walking tour with Empire Tours & Productions. Hear about gangsters as you walk through Chicago and taste food along the way. Tickets start at $75, and the tour holds a 4.7 rating from 275 reviews.
from $75per person Check availability →
Chicago · 2-hour walking tour of the underground pedway and downtown secrets
Join Inside Chicago Walking Tours for a 2-hour walk covering the underground pedway and downtown secrets. Prices start at $28, and the tour holds a 4.7 rating from 321 reviews.
from $28per person Check availability →
Chicago · 30-minute boat ride along the Chicago shoreline with skyline views
Enjoy a 30-minute skyline cruise on Lake Michigan along the Chicago shoreline. The cruise is rated 4.6 by 804 reviewers, and tickets start from $34.
from $34per person Check availability →
Chicago · 360 Chicago Observation Deck ticket with drink included
Visit the 360 Chicago Observation Deck on a Sip and View ticket that includes a drink. The visit lasts 1 hour 30 minutes, with time to sip the drink while taking in the view. Tickets start at 44 dollars and the visit holds a 4.6 rating from 415 reviews.
from $44per person Check availability →
Chicago · Field Museum of Natural History ticket or VIP tour, 1 day
This option gives you entry to the Field Museum of Natural History, either with a standard ticket or with a VIP tour. Allow 1 day for the visit as you move through the museum's halls and exhibits.
from $29per person Check availability →
Chicago · Ticket to the Griffin Museum of Science and Industry, 1 day
This ticket covers 1 day of admission to the Griffin Museum of Science and Industry. Once inside, you can move through the exhibits at your own pace.
from $25.95per person Check availability →
Chicago · Seadog Lakefront speedboat ride with City Cruises
Ride a Seadog speedboat on a 30 minute lakefront cruise operated by City Cruises. The trip runs along the lakefront with fast stretches on the water. Tickets start at 39 dollars and the ride carries a 4.5 rating from 693 reviews.
from $39per person Check availability →
Chicago · Chicago Explorer Pass for 2 to 7 attractions
Choose an Explorer Pass with admission to 2 to 7 attractions in Chicago, including Skydeck. The pass comes with a listed 1 day duration.
from $84per person Check availability →
Chicago · Chicago attraction pass with Shedd Aquarium, valid 1 to 5 days
Get a Chicago attraction pass that includes Shedd Aquarium. The pass is valid for 1 to 5 days. Use it to visit the attractions covered by the pass.
from $149per person Check availability →
Chicago · 7 to 20 minute downtown Chicago skyline helicopter tour
Take a 7 to 20 minute helicopter tour of the downtown Chicago skyline with Paratus Air. You view the skyline from the air during the flight. Rates start from $130.
from $130per person Check availability →
Chicago · Lunch or dinner cruise with City Cruises
Cruise with City Cruises on a lunch or dinner sailing that runs 2 to 3 hours. Dine onboard during the trip, choosing either the lunch or the dinner option. Tickets start at 94 dollars and the cruise holds a 4.2 rating from 484 reviews.
from $94per person Check availability →
Chicago · Museum of Ice Cream entry ticket in Chicago
Entry ticket to the Museum of Ice Cream in Chicago. The visit lasts 1 hour and 30 minutes. Explore the museum during your time there.
from $33per person Check availability →
Chicago · Prohibition speakeasy bus or walking tour lasting 3 to 4 hours
Choose a bus or walking format with Prohibition Tours and spend 3 to 4 hours visiting speakeasies from the Prohibition era. Prices start at $48, and the tour holds a 4.9 rating from 198 reviews.
from $48per person Check availability →
Chicago · 1 to 2 hour kayak rental on Lake Michigan at Ohio Street Beach
Paddle a kayak on Lake Michigan from Ohio Street Beach with this 1 to 2 hour rental from Bobby's Bike, Hike & Food Tours. You set out from the downtown beach and view the skyline from the water. Rates start from $39.99.
from $39.99per person Check availability →
Chicago · Guided kayaking tour at Starved Rock State Park, 2 hours
Paddle a kayak at Starved Rock State Park on this guided 2 hour tour run by Kayak Starved Rock Campground. A guide leads the group on the water, and the outing is set up as a day trip. It is rated 4.7 by 34 travelers.
from $74per person Check availability →
Milwaukee · Day trip from Chicago to Milwaukee with a Miller Brewery visit
Take a 1 day trip from Chicago to Milwaukee to see the city highlights and visit Miller Brewery. Jupiter Legend Corporation operates the tour. It is rated 4.5 by 21 travelers.
from $125per person Check availability →
Chicago · Private transfer between ORD Airport and Chicago city center, 1 hour
Ride privately between ORD Airport and the Chicago city center in either direction. The transfer takes 1 hour and is operated by Elife Ride. It is rated 4.4 by 78 travelers.
from $40per person Check availability →
Chicago · Private Frank Lloyd Wright architecture tour of Oak Park from Chicago, 5 hours
Explore Frank Lloyd Wright architecture in Oak Park on this private 5 hour tour from Chicago. Welcome Pickups operates the outing as a day trip. It is rated 4.3 by 8 travelers.
from $224.64per person Check availability →
Chicago · Admission to Frank Lloyd Wright's Robie House, 1 hour visit
Admission grants a 1 hour visit to the Frank Lloyd Wright Robie House, operated by the Frank Lloyd Wright Home and Studio. Use the hour to see the house and its interiors.
from $27per person Check availability →