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701 reviews
Known as a world-famous hub for architecture, art, and politics, the lakeside city of Chicago has a wealth of must-see sights. Know exactly where to go in the Windy City on this hop-on, hop-off bus tour, complete...read more
Taking safety measures
2 hours
from US$26.10
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4,771 reviews
Get views of Chicago’s most famous buildings, as well as insider info from an expert guide, on this architecture-focused cruise. See all the most important buildings on one tour, a hard-to-accomplish task on foot....read more
Taking safety measures
1 hour
Best Seller
from US$38.15
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1,272 reviews
Combine a Chicago history lesson with supernatural tales for an ideal activity for adults and kids. Go back in time on the Gangsters and Ghosts tour to hear about Chicago in the roaring 1920’s when speakeasies...read more
Taking safety measures
2 hours
Best Seller
from US$27.00
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149 reviews
Combine tastes of Chicago's most famous foods with stops at local must-see landmarks on a single tour. Instead of spending the day chasing down these foods and highlights on your own, save valuable vacation time by...read more
Taking safety measures
3 hours
from US$62.99
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139 reviews
If your feet need a break from the city streets, a short sightseeing cruise is the perfect way to see the best of Chicago without breaking a sweat. Offered regularly throughout the day, it’s easy to fit this tour...read more
Taking safety measures
40 minutes
from US$27.25
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75 reviews
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Taking safety measures
4 hours
from US$73.95
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357 reviews
Check many Chicago landmarks off your must-see list on this small-group sightseeing tour aboard a minibus. Cover more ground than on foot, and hit lots of highlights over the tour. See Museum Campus, the Rookery,...read more
Taking safety measures
2 hours
from US$39.00
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245 reviews
Stroll around the Loop with a guide, discovering Chicago's lively food scene, on this small-group walking tour. Learn about the city's history and culinary heritage from your guide as you stop at favorite local...read more
Taking safety measures
3 hours
from US$193.20
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9 reviews
Enjoy Chicago’s famous sights (now including Wrigley Field!) and fabulous views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus,...read more
Taking safety measures
2–3 hours
from US$39.00
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2 reviews
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Taking safety measures
3 hours
from US$330.00
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12 reviews
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Taking safety measures
3 hours
from US$190.00
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38 reviews
Get close to Chicago's most important monuments and parks on a top-rated bike tour that travels entirely on the city’s abundant bike paths, so there's no need to worry about traffic. Pedal through Grant Park, along...read more
Taking safety measures
3 hours
from US$49.99
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4 reviews
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Taking safety measures
3–4 hours
from US$92.95
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Flytographer 60 Minute Vacation PhotoshootConnect with a local professional photographer in Chicago and capture your most memorable moments during this private photoshoot. Get insider tips on the best things to do...read more
1 hour
from US$381.42
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13 reviews
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Taking safety measures
3 hours
from US$69.99
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14 reviews
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2 hours
from US$75.10
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4 reviews
RXZlciUyMHNpbmNlJTIwQ2hpY2FnbyUyMGJlY2FtZSUyMHRoZSUyMGJpcnRocGxhY2UlMjBvZiUyMHRoZSUyMG1vZGVybiUyMHNreXNjcmFwZXIlMkMlMjB0aGUlMjBjaXR5JTIwaGFzJTIwYmVlbiUyMHJlbm93bmVkJTIwZm9yJTIwaXRzJTIwYXJjaGl0ZWN0dXJhbCUyMGNyZWF0aXZpdHklMjBhbmQlMjBpbmdlbnVpdHkuJTIwTGVkJTIwYnklMjBhbiUyMGV4cGVydCUyMGd1aWRlJTJDJTIwZXhwbG9yZSUyMHNvbWUlMjBvZiUyMHRoZSUyMGNpdHklRTIlODAlOTlzJTIwbW9zdCUyMGljb25pYyUyMGJ1aWxkaW5ncy4uLg==read more
Taking safety measures
3 hours
from US$660.00
Book Now
35 reviews
U2VlJTIwQ2hpY2FnbyUyMGxpZ2h0JTIwdXAlMjB3aXRoJTIwYSUyMDQtaG91ciUyMGJpY3ljbGUlMjB0b3VyJTIwb2YlMjB0aGUlMjBXaW5keSUyMENpdHklRTIlODAlOTlzJTIwbW9zdCUyMGljb25pYyUyMHNpZ2h0cyUyMGFuZCUyMG5laWdoYm9yaG9vZHMuJTIwRm9sbG93JTIweW91ciUyMGd1aWRlJTIwYWxvbmclMjBhJTIwbGVpc3VyZWx5JTIwcm91dGUlMkMlMjB3YXRjaCUyMHRoZSUyMEJ1Y2tpbmdoYW0lMjBGb3VudGFpbiUyMGxpZ2h0JTIwc2hvdyUyMGFuZCUyMHRha2UlMjBpbiUyMGRheXRpbWUlMjBvci4uLg==read more
Taking safety measures
4 hours
from US$79.99
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11 reviews
Enjoy a private 2-hour walking tour with Belgian-American tour guide Leentje. She will introduce you to the city she calls home since 2014. Every tour is different and custom-made. Tours are available in English,...read more
Taking safety measures
2 hours
from US$180.00
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Don’t miss Chicago’s famous sights (now including Wrigley Field!) and fabulous views on this award-winning private sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus,...read more
Taking safety measures
2 hours
from US$249.00
Book Now
1 review
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30 minutes
from US$272.44
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4 reviews
Learn about Chicago’s haunted past and see its mysterious sights as you glide through the city on a Segway at night! Venture through the dark with your local guide, and see alleys, hotels and sites of some of the...read more
2 hours
from US$75.58
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26 reviews
This is a tour like no other! Our newest Segway adventure is completely unique and will cover the good, the bad, the ugly and the totally weird stories of Chicago. We will travel back through the ages as you...read more
2 hours
from US$75.58
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Flytographer 90 Minute Vacation PhotoshootConnect with a local professional photographer in Chicago and capture your most memorable moments during this private photoshoot. Get insider tips on the best things to do...read more
1–2 hours
from US$544.88
Book Now
Flytographer 120 Minute Vacation PhotoshootConnect with a local professional photographer in Chicago and capture your most memorable moments during this private photoshoot. Get insider tips on the best things to do...read more
2 hours
from US$708.34
Book Now
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Taking safety measures
3 hours
from US$330.00
Book Now
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1 hour
from US$310.02
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1 review
Our Chicago Walking Instagram Tour will take you to the most Instagrammable spots in Chicago all in one day. If you are looking for a little bit of culture, some amazing architecture, & a ton of great photos then...read more
Taking safety measures
4 hours
from US$265.60
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Alley Kat Adventures is an Austin, TX-based event design company offering city scavenger hunts in 30 cities in the US and Mexico as well as custom events worldwide. Our specially hand-crafted, interactive quests are...read more
Taking safety measures
2 hours
from US$23.07
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Not only will you receive a safe and scenic guided tour through the city, your guide is an excellent resource to answer those questions you may have about biking the streets of Chicago or the history of a...read more
Taking safety measures
2–3 hours
from US$25.00
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