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City tours in Chicago

Likely to sell outFree cancellation
Chicago River 90-Minute Architecture Tour
1 hr, 30 min4.711k reviewsThe Magnificent Mile
from$45
Free cancellation
Chicago Architecture River Cruise
60–75 min4.817k reviewsNavy Pier
from$39
Likely to sell outFree cancellation
Chicago River 45-Minute Architecture Tour from Magnificent Mile
45 min4.64k reviewsThe Magnificent Mile
from$28
Chicago Architecture Center River Cruise aboard First Lady
1 hr, 30 min4.97k reviewsNavy Pier
from$57
Likely to sell out10% off
Chicago River 90-Minute Architecture Boat Tour
1 hr, 30 min4.82k reviewsNavy Pier
from~~$37~~$33
Free cancellation
Chicago Sightseeing River and Lake Cruise
1 hr, 30 min4.7(747)Grant Park
from$46
Likely to sell outFree cancellation
Lake Michigan Sunset Cruise in Chicago
1 hr, 30 min4.52k reviews
from$45
Likely to sell outFree cancellation
Chicago Lake and River Architecture Tour
1 hr, 30 min4.72k reviewsThe Magnificent Mile
from$45
Free cancellation
Lake Michigan Skyline Cruise in Chicago
30–45 min4.4(953)Millennium Park
from$34
Free cancellation
Chicago's Chinatown Food and Walking Tour
3 hr4.9(831)
from$80
Free cancellation
Chicago City Minibus Tour
2 hr4.9(671)Grant Park
from$50
Free cancellation
Chicago Helicopter Tour: Loop Tour
12–15 min4.3(21)Millennium Park
from$210
Free cancellation
Private 45-Minute Chicago Skyline Helicopter Tour
45 min4.8(134)Millennium Park
from$849
Free cancellation
Original Chicago Architecture Interiors Tour: Dazzling Interiors
2 hr5.02k reviewsChicago Cultural Center
from$35
Free cancellation
Chicago Architecture Tour: Underground Pedway and the Loop
2 hr4.9(577)Chicago Cultural Center
from$35
Free cancellation
Luxury Minibus Chicago City Tour with Architecture Cruise Upgrade
2 hr4.9(18)Millennium Park
from$65
Free cancellation
Chicago Private Custom City Tour with Hotel Pick Up
3–4 hr4.9(210)
from$539
Free cancellation
River North Food Walking Tour
3 hr4.6(98)Wrigley Building
from$89
12% offFree cancellation
2-Hour Chicago Lakefront & Museum Campus Segway Tour
2 hr5.0(391)Grant Park
from~~$70~~$62
Free cancellation
Chicago Pizza Tour
3 hr, 30 min4.9(487)Grant Park
from$89
Free cancellation
Chicago's Ultimate City Bike Tour of Top Downtown Attractions
3 hr4.9(279)Millennium Park
from$59
Free cancellation
Chicago City Tour with Architecture River Cruise Option
2–4 hr4.8(742)Grant Park
from$50
Free cancellation
Chicago Bike & Classic Food Tour: Bikes, Bites & Views - Adults
4 hr, 30 min4.9(773)Millennium Park
from$89
Free cancellation
Small-Group Sightseeing Boat Tour in Chicago
2 hr5.0(122)Navy Pier
from$89
Free cancellation
Chicago Architecture River Tour & Hop-on Hop-off Sightseeing Tour
2 hr4.1(52)Grant Park
from$99
Free cancellation
Chicago's Delicious Downtown Donut Tour with 8 Amazing Tastings
2 hr4.92k reviews
from$70
Free cancellation
Downtown Chicago Walking Pizza Tour
2–3 hr5.0(131)The Magnificent Mile
from$69
Free cancellation
Roundtrip Shuttle to South Side and Obama Presidential Center
30 min4.1(20)The Magnificent Mile
from$10
Free cancellation
Chicago Scenic Driving Tour
2 hr5.0(24)Millennium Park
from$315
Free cancellation
Bike Tour of Chicago's Lakefront Neighborhoods
3 hr4.9(267)The Magnificent Mile
from$59
Free cancellation
Best of Chicago: Premium Small Group City Tour
2.5–3 hr5.0(41)Millennium Park
from$48
Free cancellation
Chicago-Style Holiday Hike: Festive Food and Walking Tour
3 hr4.9(81)Millennium Park
from$85
Free cancellation
Walkin' with Colin: Chicago History-Mystery-Comedy-Tragedy Tour
2 hr5.0(252)Chicago Cultural Center
from$44
15% offFree cancellation
Lakefront Segway Tour in Chicago
1 hr, 30 min4.6(151)Millennium Park
from~~$70~~$60
Likely to sell outFree cancellation
Chicago River Cycleboat Cruise
1 hr, 30 min5.0(16)Chicago Riverwalk
from$65
Free cancellation
360 CHICAGO Observation Deck & Hop-on Hop-off Sightseeing Tour
2 hr4.2(5)Millennium Park
from$84
Free cancellation
Private City Tour 6-10ppl
3–4 hr5.0(3)Millennium Park
from$770
Free cancellation
Chicago Landmarks and Museum Campus Small Group Segway Tour
2 hr5.0(240)Grant Park
from$70
The Serial Killer and Iconic Chicago Landmarks Bus Tour
1 hr, 30 min5.0(1)The Magnificent Mile
from$46
Free cancellation
Chicago Walking Tour: Must-See Chicago
1 hr, 30 min4.9(174)Millennium Park
from$35
Free cancellation
Chicago Private Night Skyline and Lakefront Scenic Tour
2 hr3.0(2)Navy Pier
from$111
Free cancellation
Chicago Seasonal Stroll Walking Tour of Holiday Attractions
2 hr5.0(5)Millennium Park
from$45
Free cancellation
Chicago Lakefront Electric Bike Tour
45–60 min4.6(18)Grant Park
from$69
Free cancellation
Chicago Walking Tour: A Walk Through Time
1 hr, 30 min4.9(230)
from$35
Free cancellation
Chicago Walking Tour: Art Deco Skyscrapers Loop
1 hr, 30 min4.8(194)
from$35
Free cancellation
Chicago Audio Guided Walking Tour 3h and 25 Audio Commentaries
3 hrMillennium Park
from$7
Free cancellation
Chicago Loop Food Tour: Taste the Most Iconic Local Eats
2 hr4.8(132)Chicago Theatre
from$132
Free cancellation
Skyline Lakefront and Millennium Park Chicago Private Day Tour
3 hr5.0(1)Millennium Park
from$165
Free cancellation
Chicago Family Food and Bike Tour with Top Attractions
4 hr4.8(101)Millennium Park
from$79
Chicago's Gold Coast Hidden History: A Self-Guided Audio Walk
50 min4.4(8)
from$9
Free cancellation
Chicago City Private Tours
2–8 hr4.6(38)Millennium Park
from$199
Free cancellation
Chicago Small Group City Tour
9–10 hr5.0(1)Millennium Park
from$465
Free cancellation
Chicago Walking Tour: Modern Architecture
1 hr, 30 min4.9(73)
from$35
Free cancellation
Chicago Architecture Walking Tour: Incredible Art Deco Interiors
2 hr5.0(136)
from$35
Likely to sell outFree cancellation
BYOB Chicago River Guided History Tour
2 hr5.0(4)Navy Pier
from$65
Free cancellation
Chicago All Day Water Taxi
15–20 min3.3(7)Grant Park
from$36
Chicago's Fireworks Show aboard Tall Ship Windy!
1 hr, 30 min4.7(26)
from$114
Chicago River Spectacular Fireworks Show and Tiki Bar Cruise
1 hr, 30 min4.1(40)
from$54
Free cancellation
Chicago's West Side Foodie Ride Bike Tour
4 hr4.9(114)
from$99
Free cancellation
Chicago City Tours See It All No Time Wasted
4–8 hr3.8(21)Millennium Park
from$150
Free cancellation
Private Chicago Guided Tour with Hotel Pickup
4 hr5.0(5)Millennium Park
from$805
Likely to sell outFree cancellation
Chicago Sunset Segway Tour
1 hr, 30 min4.9(28)Millennium Park
from$75
Free cancellation
5-Day Tour of Superior, Huron and Michigan from Chicago
5 days5.0(3)Millennium Park
from$1,348
Likely to sell outFree cancellation
Private Chicago Foodie Tour
4 hr5.0(6)Grant Park
from$288
Free cancellation
Chicago Private Tour
3 hrMillennium Park
from$300
Free cancellation
Luxury SUV 4 Hour Sightseeing Tour
2–4 hr4.0(1)Navy Pier
from$350
Free cancellation
Haunted Ghosts & The Chicago Outfit Segway Tour
2 hr4.7(38)
from$75
Free cancellation
Chicago West Loop Sweet Treats Food Tour: Donuts, Cookies, & More
1.5–2 hr5.0(92)
from$70
Free cancellation
Chicago 6-Hour City Tour by Sedan
6 hr5.0(2)Millennium Park
from$960
Free cancellation
Great Lakes & Mackinac Island 4-Day Small Group Tour from Chicago
4 days5.0(2)
from$1,125
Free cancellation
4-Hour Chicago City Tour by SUV
4 hr5.0(2)Millennium Park
from$800
5% offFree cancellation
Chicago Amazing Lakefront Bike Tour
1 hr, 30 min3.3(9)Millennium Park
from~~$49~~$47
Free cancellation
Welcome to Chicago: Private Half-Day Tour with 360 Observation Deck
3 hr5.0(3)The Magnificent Mile
from$240
Free cancellation
Chicago Loop Walking Tour
2 hr4.9(57)Chicago Cultural Center
from$60
Free cancellation
Bike Tour in Chicago
3 hrMillennium Park
from$129
12% offFree cancellation
Chicago Insider Segway Tour
2 hr4.9(52)Navy Pier
from~~$72~~$63
Likely to sell outFree cancellation
Private and All-Inclusive Tour of Chicago
6 hr5.0(1)Millennium Park
from$750
Free cancellation
Chicago Walking Tour: Connecting Past and Present
1 hr, 45 min5.0(44)Wrigley Building
from$35
Free cancellation
Continental US Train Zephyr Adventure CA -CO - Il
3 days3.5(2)
from$5
Private 2-Hour Walking Tour: Chicago Loop Interior Architecture
2 hrChicago Cultural Center
from$311
Free cancellation
Chicago, Cloud Gate, Grant Park Full-Day City Tour
8–10 hr4.0(4)Millennium Park
from$194
Free cancellation
Chicago Architecture Walking Tour: What's New
1 hr, 30 min5.0(91)
from$35
Free cancellation
Private Wicker Park and Bucktown Walking Tour
2 hr, 30 min5.0(3)
from$195
Free cancellation
2 Hours Chicago Architecture Tour - Skyscrapers and Photo Ops
2 hr5.0(1)Chicago Cultural Center
from$89
Downtown Chicago City Tour In a Lamborghini[60 Minute Experience]
45–60 min5.0(2)The Magnificent Mile
from$99
Chicago Downtown TV and Movie Sites Private 2-Hour Walking Tour
2 hr4.8(4)
from$131
Free cancellation
Chicago Gangster History Walking Tour of River North
2 hr4.8(4)
from$40
Chicago’s Ragtime & Jazz Eras: A Self-Guided Audio Tour
45–60 min
from$7
Free cancellation
Private Shopping Tour from Chicago to Fashion Outlets of Chicago
5 hr
from$257
Free cancellation
Chicago City's Iconic Sights and Suburb Gems Tour
5–10 hrNavy Pier
from$299
Likely to sell outFree cancellation
️ Chicago Instagram Walking Tour (Private & All- Inclusive)
4 hr5.0(2)Millennium Park
from$236
Free cancellation
Chicago-Milwaukee Small Group Tour
6–7 hr
from$485
Free cancellation
Chicago Private Lakefront Sunset and Skyline Photo Tour
2 hrGrant Park
from$111
Free cancellation
4 Hours of Chicago City Tour Sedan
4 hrMillennium Park
from$640
Free cancellation
Chicago VIP Private Tour
2–7 hr
from$499
Chicago Exotic Auto Experience
3–7 hrMillennium Park
from$1,800
Free cancellation
Great Smoky Mountains,Gatlinburg 4-Day Tour from Chicago
4 days
from$1,030
Free cancellation
Chicago Private SightSeeing Tour
7 hrMillennium Park
from$89
Likely to sell outFree cancellation
Chicago Helicopter Tour: City to Shoreline
20–25 min4.4(32)Millennium Park
from$350
Free cancellation
Private Shopping Tour from Chicago to Chicago Premium Outlets
5–6 hr
from$284
Journey of the Chicago Flag Bus Tour
1 hr, 30 min
from$42
Downtown Chicago City Tour in a Super Car [30 Minute Experience]
30 minThe Magnificent Mile
from$160
Free cancellation
Chicago Milwaukee and Lakes 6 Day Tour
6 daysMillennium Park
from$1,387
Private Tour Art Institute of Chicago Guided Museum
5 hrArt Institute of Chicago
from$1,030
Free cancellation
Private Shopping Tour from Chicago to Lighthouse Place Outlets
6–7 hr
from$360
Downtown Chicago City Tour in a Rolls Royce[60 Minute Experience]
1 hrThe Magnificent Mile
from$195

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