hotwire
Get the app
My Account

Things to do in Downtown Chicago | Hotwire

Change Search

Search results

Historical tours

Chicago Crime and Mob Bus Tour

Duration 2h
4.5/5
(884)
More information about reviews
Free cancellation available
Price is $49 per adult
Chicago Crime and Mob Bus TourOpens in a new window

Chicago: Gangsters and Ghosts Walking Tour

Duration 2h
4.8/5
(2,047)
More information about reviews
Free cancellation available
Price is $35 per adult
Chicago: Gangsters and Ghosts Walking TourOpens in a new window

Chicago: City Minibus Tour with Optional Architecture Cruise

Duration 2h+
4.7/5
(68)
Free cancellation available
Price is $48 per adult
Chicago: City Minibus Tour with Optional Architecture CruiseOpens in a new window

Chicago Seadog Lakefront Speedboat Tour

Duration 30m
4/5
(30)
Price is $42 per adult
Chicago Seadog Lakefront Speedboat TourOpens in a new window

Chicago Evening Crime Tour by Bus

Duration 2h 30m
4.9/5
(55)
More information about reviews
Free cancellation available
Price is $55 per adult
Chicago Evening Crime Tour by BusOpens in a new window

Wendella's 45-min Chicago River Architecture Tour

Duration 45m
4.8/5
(5)
Free cancellation available
Price is $28 per adult
Wendella's 45-min Chicago River Architecture TourOpens in a new window

You could be seeing lower prices

With Member Prices, you could save 10% or more right now on select activities

Chicago: Gangsters and Ghosts Guided Walking Tour

Duration 2h
4.7/5
(500)
Free cancellation available
Price is $35 per adult
Chicago: Gangsters and Ghosts Guided Walking TourOpens in a new window

Ultimate Chicago Self-Guided Walking Audio Tour Bundle

Duration 2h
Free cancellation available
Price is $25 per adult
Ultimate Chicago Self-Guided Walking Audio Tour BundleOpens in a new window

Chicago: 3-Hour Private Speakeasy Cocktail VIP Tour

Duration 3h
5/5
(3)
Free cancellation available
Price is $950 per traveler*
*Get a lower price by selecting multiple travelers
Chicago: 3-Hour Private Speakeasy Cocktail VIP TourOpens in a new window

Amazing Lakefront Segway Tour of Chicago

Duration 1h 30m
4.5/5
(64)
Free cancellation available
Price is $79 per adult
Amazing Lakefront Segway Tour of ChicagoOpens in a new window

Chicago: History Museum Admission Ticket

4.7/5
(19)
Free cancellation available
Price is $19 per adult
Chicago: History Museum Admission TicketOpens in a new window

Chicago: Ghosts & Hauntings of the Windy City Walking Tour

Duration 1h
4.4/5
(15)
Free cancellation available
Price is $26 per adult
Chicago: Ghosts & Hauntings of the Windy City Walking TourOpens in a new window

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

Duration 4h 30m
4.8/5
(23)
More information about reviews
Free cancellation available
Price is $125 per adult
Small-Group Tour of Chicago Neighborhoods - North and South SideOpens in a new window

Chicago Gangster and Food Walking Tour

Duration 2h
4.7/5
(116)
More information about reviews
Free cancellation available
Price is $75 per adult
Chicago Gangster and Food Walking TourOpens in a new window

Chicago's Original Gangster Tour by Bus

Duration 1h 45m
4.7/5
(30)
More information about reviews
Free cancellation available
Price is $45 per adult
Chicago's Original Gangster Tour by BusOpens in a new window

Chicago's Dark Side Self-Guided Smartphone Walking Tour

Duration 1h 15m
5/5
(2)
Free cancellation available
Price is $7 per adult
Chicago's Dark Side Self-Guided Smartphone Walking TourOpens in a new window

Instagram Photo Tour and Art Walk at The Art Institute in Chicago

Duration 1h 15m
5/5
(1)
More information about reviews
Free cancellation available
Price is $89 per adult
Instagram Photo Tour and Art Walk at The Art Institute in ChicagoOpens in a new window

Chicago: Prohibition Speakeasies Bus Tour or Walking Tour

Duration 3h+
5/5
(6)
Free cancellation available
Price is $48 per adult
Chicago: Prohibition Speakeasies Bus Tour or Walking TourOpens in a new window

Chicago: Must See Chicago 90 minute Walking Tour

Duration 1h 30m
4.6/5
(4)
Free cancellation available
Price is $30 per adult
Chicago: Must See Chicago 90 minute Walking TourOpens in a new window

Chicago Architecture Experience by Train

Duration 2h
4.8/5
(7)
More information about reviews
Free cancellation available
Price is $49 per adult
Chicago Architecture Experience by TrainOpens in a new window

Private Speakeasy Pub Crawl in Chicago with Local Historian

Duration 3h
5/5
(3)
More information about reviews
Free cancellation available
Price is $880 per adult
Private Speakeasy Pub Crawl in Chicago with Local HistorianOpens in a new window

Total Chicago Small Group Tour with Expert Guide & Food Tastings

Duration 5h
5/5
(3)
Free cancellation available
Price is $129 per adult
Total Chicago Small Group Tour with Expert Guide & Food TastingsOpens in a new window

3 Hours Chicago Architecture Tour - Skyscrapers and Photo Ops

Duration 3h 30m
Free cancellation available
Price is $199 per adult*
*Get a lower price by selecting multiple adult tickets
3 Hours Chicago Architecture Tour - Skyscrapers and Photo OpsOpens in a new window

Chicago River Cocktail Cruise

Duration 1h 30m
4.6/5
(23)
More information about reviews
Free cancellation available
Price is $59 per adult
Chicago River Cocktail CruiseOpens in a new window

Vice, Crime and Gangsters in Chicago: A Self-Guided Audio Tour

Duration 1h 55m
Price is $7 per adult
Vice, Crime and Gangsters in Chicago: A Self-Guided Audio TourOpens in a new window

Bike Tour in Chicago

Duration 3h
Free cancellation available
Price is $129 per adult
Bike Tour in ChicagoOpens in a new window

Chicago Quest Experience: The Heist

Duration 1h 35m
2/5
(1)
More information about reviews
Free cancellation available
Price is $13 per adult*
*Get a lower price by selecting multiple adult tickets
Chicago Quest Experience: The HeistOpens in a new window

Walking Tour of Chicago Pilsen Neighborhood

Duration 3h
Free cancellation available
Price is $65 per adult
Walking Tour of Chicago Pilsen NeighborhoodOpens in a new window

Chicago River Architecture Tour Aboard a Historic Yacht

Duration 1h 30m
5/5
(8)
More information about reviews
Free cancellation available
Price is $59 per adult
Chicago River Architecture Tour Aboard a Historic YachtOpens in a new window

Chicago Architecture, Art and History Tour - Off The Beaten Path

Duration 2h
Free cancellation available
Price is $95 per adult
Chicago Architecture, Art and History Tour - Off The Beaten PathOpens in a new window

Chicago River Yoga Walk Tour

Duration 1h 30m
Free cancellation available
Price is $44 per adult
Chicago River Yoga Walk TourOpens in a new window

Private Chicago TV and Movie Locations 3 Hour Walking Tour

Duration 3h
5/5
(1)
More information about reviews
Free cancellation available
Price is $320 per traveler*
*Get a lower price by selecting multiple travelers
Private Chicago TV and Movie Locations 3 Hour Walking TourOpens in a new window

Chicago Gangsters Tour - Colorful History and Dark Past

Duration 2h
Free cancellation available
Price is $99 per adult
Chicago Gangsters Tour - Colorful History and Dark PastOpens in a new window

Chicago Murder Mystery Tour

Duration 2h
5/5
(11)
More information about reviews
Free cancellation available
Price is $35 per adult
Chicago Murder Mystery TourOpens in a new window

Chicago : Custom Walking Tour with A Guide ( Private Tour )

Duration 8h
5/5
(1)
Free cancellation available
Price is $184 per adult*
*Get a lower price by selecting multiple adult tickets
Chicago : Custom Walking Tour with A Guide ( Private Tour )Opens in a new window

Gangster Story Quest Experience in Chicago

Duration 1h 30m
5/5
(1)
More information about reviews
Free cancellation available
Price is $11 per adult*
*Get a lower price by selecting multiple adult tickets
Gangster Story Quest Experience in ChicagoOpens in a new window
10% off

2-Hour Chicago Lakefront and Museum Campus Segway Tour

Duration 2h
5/5
(33)
More information about reviews
Price was $76, price is now $68 per adult
2-Hour Chicago Lakefront and Museum Campus Segway TourOpens in a new window

Chicago: Treasures of the Golden Age Walking Tour

Duration 2h
4.8/5
(40)
Free cancellation available
Price is $30 per adult
Chicago: Treasures of the Golden Age Walking TourOpens in a new window

Picturesque South Tour Of Mauritius, Incl Lunch,7-Coloured Earth

Duration 8h
3.5/5
(10)
More information about reviews
Free cancellation available
Price is $103 per adult
Picturesque South Tour Of Mauritius, Incl Lunch,7-Coloured EarthOpens in a new window

2-Hour Guided Segway Tour of Chicago

Duration 2h
4.6/5
(71)
More information about reviews
Free cancellation available
Price is $65 per adult
2-Hour Guided Segway Tour of ChicagoOpens in a new window

Chicago: Secret Food Tour

Duration 3h
4.9/5
(30)
Free cancellation available
Price is $88 per adult
Chicago: Secret Food TourOpens in a new window

African American Heritage Tour of Chicago

Duration 4h
4.5/5
(31)
More information about reviews
Free cancellation available
Price is $125 per adult
African American Heritage Tour of ChicagoOpens in a new window

Chicago Lakefront and Museum Campus Small-Group Segway Tour

Duration 2h
5/5
(25)
More information about reviews
Free cancellation available
Price is $75 per adult
Chicago Lakefront and Museum Campus Small-Group Segway TourOpens in a new window

Chicago's Original Dazzling Architectural Interiors Tour

Duration 2h
4.5/5
(11)
Free cancellation available
Price is $35 per adult
Chicago's Original Dazzling Architectural Interiors TourOpens in a new window

2-Hour Haunted Segway Tour of Chicago

Duration 2h
4.8/5
(20)
More information about reviews
Free cancellation available
Price is $78 per adult
2-Hour Haunted Segway Tour of ChicagoOpens in a new window

Chicago: Instagram Tour of the Most Famous Spots

Duration 6h
Free cancellation available
Price is $998 per adult*
*Get a lower price by selecting multiple adult tickets
Chicago: Instagram Tour of the Most Famous SpotsOpens in a new window

Chicago Riverwalk & History Self-Guided Walking Tour

Duration 365d
2/5
(2)
Free cancellation available
Price is $15 per traveler
Chicago Riverwalk & History Self-Guided Walking TourOpens in a new window

Chicago River Architecture and History-Private Boat Tour

Duration 2h 30m
5/5
(1)
More information about reviews
Free cancellation available
Price is $695 per traveler*
*Get a lower price by selecting multiple travelers
Chicago River Architecture and History-Private Boat TourOpens in a new window

Chicago River Architecture and History by Private Boat Tour

Duration 2h 30m
Free cancellation available
Price is $695 per traveler*
*Get a lower price by selecting multiple travelers
Chicago River Architecture and History by Private Boat TourOpens in a new window

Best of Chicago: Architecture & Highlights City Private Tour

Duration 3h
Free cancellation available
Price is $320 per traveler*
*Get a lower price by selecting multiple travelers
Best of Chicago: Architecture & Highlights City Private TourOpens in a new window

Showing 50 of 125 things to do