Things to do in Chicago

All 111 partner experiences in Chicago, grouped by kind. Open one for the details, the price from and the booking link.

Entry ticket (21)

Willis Tower Skydeck and The Ledge Ticket · From US$47 · 4.6 ★ · 5,094 reviews
360 CHICAGO Observation Deck Ticket · From US$27 · 4.5 ★ · 3,794 reviews
Museum of Ice Cream Entry Ticket · From US$33 · 4.1 ★ · 542 reviews
Art Institute of Chicago Fast-Pass Ticket · From US$40 · 4.8 ★ · 990 reviews
Chicago CityPASS®: Save up to 50% at 5 Top Attractions · From US$144 · 4.7 ★ · 1,008 reviews
Field Museum of Natural History Ticket or VIP Tour · From US$29 · 4.7 ★ · 845 reviews
360 Chicago Observation Deck Sip and View Ticket · From US$44 · 4.6 ★ · 421 reviews
Museum of Illusions Timed Entrance Ticket · From US$43 · 4.4 ★ · 198 reviews
Color Factory Chicago General Admission Ticket · From US$35 · 4.7 ★ · 35 reviews
Entry Ticket to Chicago Sports Museum · From US$10 · 4.2 ★ · 27 reviews
Griffin Museum of Science and Industry Ticket · From US$26 · 4.6 ★ · 346 reviews
Chicago Blackhawks NHL Game Ticket at United Center · From US$90 · 4.7 ★ · 11 reviews
Sloomoo Institute Admission Ticket · From US$32 · 4.2 ★ · 37 reviews
Medieval Torture Museum Ticket with Ghost Hunting · From US$36 · 4.5 ★ · 110 reviews
Chicago Children's Museum Entry Ticket · From US$25 · 4.6 ★ · 16 reviews
2 to 7 Attractions including SkyDeck · From US$84 · 4.5 ★ · 444 reviews
Museum of Contemporary Art (MCA) Entry Ticket · From US$22 · 4.1 ★ · 14 reviews
360 CHICAGO Admission and Big Bus Hop-on Hop-off Tour · From US$84 · 4.2 ★ · 33 reviews
Art Institute Skip-the-Line Guided Tour 12ppl Max · From US$90 · 5.0 ★ · 61 reviews
1-5 Day Attraction Pass with Shedd Aquarium · From US$149 · 4.5 ★ · 374 reviews
American Writers Museum Flexible Date Entry Ticket · From US$16 · 4.6 ★ · 108 reviews

Walking tour (33)

Downtown Chicago Skyline Helicopter Tour · From US$130 · 4.4 ★ · 226 reviews
Hop-on Hop-off Tour by Open-top Bus with 11 Stops · From US$49 · 4.4 ★ · 1,531 reviews
Gangsters and Ghosts Guided Walking Tour · From US$31 · 4.7 ★ · 1,854 reviews
Guided Sunset Cocktail & Architecture Tour · From US$65 · 4.5 ★ · 240 reviews
Prohibition Speakeasies Bus Tour or Walking Tour · From US$48 · 4.9 ★ · 202 reviews
Mob and Crime Bus Tour · From US$49 · 4.4 ★ · 980 reviews
Helicopter Rides Over Downtown & Lakefront · From US$67 · 4.5 ★ · 18 reviews
1-Hour Escape Room Adventure · From US$48 · 5.0 ★ · 31 reviews
Chicago Architecture & True Crime History Tour · From US$35 · 4.9 ★ · 67 reviews
Underground Pedway & Downtown Secrets Walking Tour · From US$32 · 4.8 ★ · 328 reviews
LEGOLAND® Discovery Center Chicago · From US$23 · 4.1 ★ · 32 reviews
The Serial Killer & Iconic Chicago Landmarks Bus Tour · From US$42 · 4.8 ★ · 18 reviews
Chicago's ORIGINAL Dazzling Architectural Interiors Tour · From US$35 · 4.9 ★ · 59 reviews
Chicago Architecture, History and Culture: Loop Walking Tour · From US$45 · 5.0 ★ · 10 reviews
Chicago Crimes Night Tour · From US$55 · 4.6 ★ · 102 reviews
Downtown Chicago TV & Movie Filming Locations Walking Tour · From US$45 · 4.8 ★ · 25 reviews
Chilling Chicago Ghost Tours · From US$27 · 4.4 ★ · 51 reviews
Chicago Luxury Flying Dress Photoshoot · From US$444 · 5.0 ★ · 10 reviews
Chicago Murder Mystery Tour · From US$35 · 4.9 ★ · 27 reviews
Discover the City's Most Delicious Donuts With Us · From US$70 · 4.9 ★ · 100 reviews
Small Group ICONIC Landmarks & Skyline City Tour · From US$48 · 4.7 ★ · 16 reviews
Wind and Souls Adults Only Guided Ghost Tour · From US$35 · 4.4 ★ · 10 reviews
iFLY Chicago-Rosemont First Time Flyer Experience · From US$131 · 4.9 ★ · 5 reviews
Iconic Bites, Stories & City Life · From US$258 · 4.7 ★ · 98 reviews
DC Monuments Guided Private Tour by Original Vintage Car · From US$59 · 5.0 ★ · 5 reviews
Chicago Tour du Jour · From US$44 · 5.0 ★ · 9 reviews
Private Hidden Chicago Walk: Prohibition & Architecture · From US$178 · 4.8 ★ · 94 reviews
Ghost Bus Tour of Haunted Locations · From US$54 · 4.5 ★ · 8 reviews
Art Institute of Chicago Express Highlights Tour · From US$84 · 5.0 ★ · 8 reviews
See Inside Art Deco Masterpieces · From US$35 · 4.9 ★ · 10 reviews
Downtown Highlights Running Tour · From US$49 · 5.0 ★ · 10 reviews
Lincoln Park Haunted History Walking Ghost Tour · From US$39 · 4.8 ★ · 5 reviews
Chicago History and Architecture Tour · From US$49 · 4.4 ★ · 15 reviews

Day trip (2)

Private custom tour with a local guide · From US$124 · 4.5 ★ · 34 reviews
Full-Day or Half-Day Bike Rental · From US$24 · 4.6 ★ · 24 reviews

River cruise (36)

1.5-Hour Guided Architecture Cruise · From US$45 · 4.8 ★ · 9,565 reviews
45-Minute Family-Friendly Architecture River Cruise · From US$28 · 4.7 ★ · 2,896 reviews
Chicago by Night River and Lake Cruise · From US$50 · 4.7 ★ · 1,242 reviews
Architecture River Cruise Skip-the-Ticket Line · From US$39 · 4.8 ★ · 4,702 reviews
Premier Lunch or Dinner Cruise · From US$94 · 4.2 ★ · 502 reviews
Architecture Center Cruise on Chicago's First Lady · From US$57 · 4.7 ★ · 627 reviews
Lake Michigan Lunch or Dinner Cruise · From US$72 · 4.4 ★ · 358 reviews
Brunch, Lunch, or Dinner River Cruise · From US$85 · 4.6 ★ · 248 reviews
Historic Gangsters & Twilight Tales Night Cruise · From US$46 · 4.3 ★ · 169 reviews
1.5-Hour Lake and River Architecture Cruise · From US$45 · 4.7 ★ · 2,221 reviews
Chicago River 90-Min Architecture Boat Tour · From US$37 · 4.5 ★ · 51 reviews
Fireworks Cruise with Lake or River Viewing Options · From US$25 · 4.4 ★ · 824 reviews
2-Hour Downtown Kayak Rental · From US$63 · 4.5 ★ · 30 reviews
Architecture Boat Tour with Drinks · From US$42 · 4.7 ★ · 594 reviews
Seadog Lakefront Speedboat Ride · From US$39 · 4.5 ★ · 696 reviews
Chicago Architecture Boat Tour & Hop-on Hop-off Bus Tour · From US$99 · 4.4 ★ · 65 reviews
Classic Food & Walking Tour with Free Bike or Kayak · From US$85 · 4.8 ★ · 172 reviews
Narrated Sightseeing River and Lake Cruise · From US$46 · 4.6 ★ · 314 reviews
1.5-Hour Guided Architecture Riverboat Tour · From US$55 · 4.4 ★ · 105 reviews
Shoreline Lake Michigan Skyline Cruise · From US$34 · 4.6 ★ · 807 reviews
First Lady River Cruise & Architecture Center Combo · From US$71 · 4.8 ★ · 36 reviews
Chicago Seadog 75-min Speedboat Architecture Cruise · From US$42 · 4.5 ★ · 293 reviews
Historical Lake and River Fireboat Cruise · From US$58 · 4.9 ★ · 19 reviews
Motorized Glowing Paddleboard Tours Chicago · From US$105 · 4.2 ★ · 5 reviews
Historic Architecture Chicago River Small Boat Tour · From US$64 · 4.2 ★ · 36 reviews
City Minibus Tour with Optional Architecture Cruise · From US$49 · 4.6 ★ · 177 reviews
Riverwalk Introductory Kayak Lesson & Paddle · From US$30 · 4.7 ★ · 11 reviews
Chicago Night Driving Tour with Skydeck and River Cruise · From US$204 · 4.4 ★ · 44 reviews
Christmas Eve Gourmet Dinner Cruise · From US$198 · 4.3 ★ · 15 reviews
Guided Twilight Kayak Paddle on the River · From US$40 · 4.5 ★ · 15 reviews
Guided Sunset Kayak Tour on the River · From US$60 · 5.0 ★ · 7 reviews
Guided Kayak History and Architecture Tour · From US$55 · 4.9 ★ · 11 reviews
Sunset Kayak Tour on the Chicago River · From US$58 · 4.4 ★ · 6 reviews
History and Architecture Guided Kayak Tour · From US$64 · 5.0 ★ · 6 reviews
Best of Attractions Walking Tour +Bike/Kayak Rental · From US$45 · 5.0 ★ · 7 reviews
Small Group Tour with Skydeck & River Cruise · From US$189 · 4.2 ★ · 8 reviews

Food tour (2)

Food, History & Architecture Walking Tour · From US$99 · 4.9 ★ · 157 reviews
Guided Holiday Food & Walking Tour of Festive Sites · From US$85 · 4.8 ★ · 19 reviews

Wine tasting (5)

Gangsters and Food Tasting Walking Tour · From US$75 · 4.6 ★ · 288 reviews
Loop Food Tour of 6 Tastings with Deep Dish Pizza · From US$92 · 4.9 ★ · 93 reviews
1-Day City Highlights w/Miller Brewery · From US$125 · 4.5 ★ · 21 reviews
West Loop Culinary Walk with Chef Tastings · From US$129 · 5.0 ★ · 5 reviews
Downtown Pizza Guided Walking Tour with Tastings · From US$73 · 5.0 ★ · 11 reviews

Bike tour (9)

Lakefront Neighborhoods Bike Tour · From US$59 · 4.9 ★ · 144 reviews
Amazing Lakefront Segway Tour of Chicago · From US$55 · 4.4 ★ · 151 reviews
Fantastic Lakefront and Museum Campus Segway Tour · From US$76 · 4.8 ★ · 166 reviews
Ultimate City Attractions Bike Tour · From US$59 · 4.9 ★ · 63 reviews
Family Food & Chicago Bike Tour of Top Attractions · From US$79 · 5.0 ★ · 11 reviews
Bikes, Bites & Views Chicago Bicycle Tour - Adults · From US$89 · 4.8 ★ · 152 reviews
Chicago Amazing Lakefront Bike Tour · From US$42 · 4.4 ★ · 16 reviews
Gangsters, Ghosts, and Haunted Hotels Segway Tour · From US$78 · 4.7 ★ · 6 reviews
Westside Food Tasting Bike Tour with Guide · From US$99 · 4.8 ★ · 16 reviews

Show (3)

Flyover Flying Theatre Experience · From US$28 · 4.9 ★ · 949 reviews
Chicago Mobster Speakeasy Dinner Show · From US$88 · 5.0 ★ · 5 reviews
The Chicago Theatre Tour Experience · From US$32 · 4.7 ★ · 180 reviews

Glentio earns a small commission when you book through these links, at no extra cost to you. Prices as shown on GetYourGuide on 1 Oct 2026; today's price and availability are on their site.

What's on in Chicago