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864 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
Best Seller
from US$26.10
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6,401 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
1–2 hours
Best Seller
from US$38.15
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1,912 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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250 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$65.99
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303 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
Best Seller
from US$27.25
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426 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$39.95
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253 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$84.53
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46 reviews
Enjoy Chicago’s famous sights and fabulous skyline views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus, stopping at iconic...read more
Taking safety measures
2 hours
from US$39.00
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3 reviews
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Taking safety measures
3 hours
from US$330.00
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14 reviews
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Taking safety measures
3 hours
from US$190.00
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50 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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30 reviews
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Taking safety measures
45 minutes
from US$849.00
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61 reviews
Expand your horizons in Chicago by gliding along the city’s scenic Lakefront Trail on a fun and smooth-moving Segway. Instead of a long, tiring walk or being confined to a tour bus, enjoy fresh air and flexibility...read more
1–2 hours
from US$75.00
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13 reviews
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Taking safety measures
3 hours
from US$69.99
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20 reviews
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2 hours
from US$75.10
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8 reviews
U3BlbmQlMjBhbiUyMGV2ZW5pbmclMjBpbiUyMENoaWNhZ28lMjBvbiUyMGElMjBTZWd3YXklMjB0b3VyJTIwYWxvbmclMjB0aGUlMjBsYWtlZnJvbnQlMjBhbmQlMjB0aHJvdWdoJTIwdGhlJTIwY2l0eSdzJTIwcG9wdWxhciUyMHBhcmtzLiUyMFlvdSdsbCUyMGVuam95JTIwdmlld3MlMjBvZiUyMHRoZSUyMENoaWNhZ28lMjBza3lsaW5lJTIwYXMlMjB5b3UlMjBnbGlkZSUyMGZyb20lMjBNaWxsZW5uaXVtJTIwUGFyayUyMHBhc3QlMjBsYW5kbWFya3MlMjBzdWNoJTIwYXMlMjBTaGVkZC4uLg==read more
1–2 hours
from US$75.00
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4 reviews
RXZlciUyMHNpbmNlJTIwQ2hpY2FnbyUyMGJlY2FtZSUyMHRoZSUyMGJpcnRocGxhY2UlMjBvZiUyMHRoZSUyMG1vZGVybiUyMHNreXNjcmFwZXIlMkMlMjB0aGUlMjBjaXR5JTIwaGFzJTIwYmVlbiUyMHJlbm93bmVkJTIwZm9yJTIwaXRzJTIwYXJjaGl0ZWN0dXJhbCUyMGNyZWF0aXZpdHklMjBhbmQlMjBpbmdlbnVpdHkuJTIwTGVkJTIwYnklMjBhbiUyMGV4cGVydCUyMGd1aWRlJTJDJTIwZXhwbG9yZSUyMHNvbWUlMjBvZiUyMHRoZSUyMGNpdHklRTIlODAlOTlzJTIwbW9zdCUyMGljb25pYyUyMGJ1aWxkaW5ncy4uLg==read more
Taking safety measures
3 hours
from US$660.00
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45 reviews
U2VlJTIwQ2hpY2FnbyUyMGxpZ2h0JTIwdXAlMjB3aXRoJTIwYSUyMDQtaG91ciUyMGJpY3ljbGUlMjB0b3VyJTIwb2YlMjB0aGUlMjBXaW5keSUyMENpdHklRTIlODAlOTlzJTIwbW9zdCUyMGljb25pYyUyMHNpZ2h0cyUyMGFuZCUyMG5laWdoYm9yaG9vZHMuJTIwRm9sbG93JTIweW91ciUyMGd1aWRlJTIwYWxvbmclMjBhJTIwbGVpc3VyZWx5JTIwcm91dGUlMkMlMjB3YXRjaCUyMHRoZSUyMEJ1Y2tpbmdoYW0lMjBGb3VudGFpbiUyMGxpZ2h0JTIwc2hvdyUyMGFuZCUyMHRha2UlMjBpbiUyMGRheXRpbWUlMjBvci4uLg==read more
Taking safety measures
4 hours
from US$74.99
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14 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$200.00
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1 review
Flytographer Private Vacation Photo ShootConnect with a local hand-picked professional photographer in Chicago and capture your most memorable moments during this private photo shoot. Get insider tips on the best...read more
Taking safety measures
1 hour
from US$299.00
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10 reviews
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2 hours
from US$75.10
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42 reviews
RW5qb3klMjBhbiUyMGludHJvZHVjdGlvbiUyMHRvJTIwQ2hpY2FnbyVFMiU4MCU5OXMlMjBoaWdobGlnaHRzJTIwYW5kJTIwaGlzdG9yeSVFMiU4MCU5NG9uJTIwd2hlZWxzLiUyMFRoaXMlMjBzbWFsbC1ncm91cCUyMFNlZ3dheSUyMHRvdXIlMjBvZmZlcnMlMjBhJTIwbmV3JTJDJTIwYW5kJTIwemlwcHklMkMlMjB3YXklMjB0byUyMGV4cGxvcmUuJTIwTWVldCUyMHlvdXIlMjBndWlkZSUyMG5lYXIlMjBNaWxsZW5uaXVtJTIwUGFyayUyQyUyMGFuZCUyMGJlZ2luJTIwd2l0aCUyMGElMjBwZXJzb25hbGl6ZWQlMjB0cmFpbmluZy4uLg==read more
2 hours
from US$75.58
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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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1 review
U2VlJTIwQ2hpY2FnbyUyMHRoZSUyMHdheSUyMHlvdSUyMHdhbnQlMjB0byUyMHNlZSUyMGl0LiUyMFRoaXMlMjBwcml2YXRlJTIwdG91ciUyMGlzJTIwZnVsbHklMjBjdXN0b21pemFibGUlMjB0byUyMHlvdXIlMjBzcGVjaWZpY2F0aW9ucy4lMjBXaGV0aGVyJTIweW91JTIwYXJlJTIwaW50ZXJlc3RlZCUyMGluJTIwdGhlJTIwYXJjaGl0ZWN0dXJlJTIwYW5kJTIwaGlzdG9yeSUyQyUyMHRoZSUyMGFydCUyQyUyMHRoZSUyMGNvb2wlMjBuZWlnaGJvcmhvb2RzJTJDJTIwb3IlMjBwZWFjZWZ1bCUyMHBhcmtzLi4uread more
Taking safety measures
3 hours
from US$330.00
Book Now
1 review
RG9jdW1lbnQlMjB5b3VyJTIwdHJhdmVscyUyMHdpdGglMjBwcm9mZXNzaW9uYWwlMkMlMjBjYW5kaWQlMkMlMjBwaG90b3MlMjBmcm9tJTIweW91ciUyMHRyaXAlMjB0byUyMENoaWNhZ28uJTIwQ2hvb3NlJTIwZnJvbSUyMGElMjBvbmUlMjBvciUyMHR3by1ob3VyJTIwc2Vzc2lvbiUyMGluJTIwYSUyMHZhcmlldHklMjBvZiUyMGxvY2F0aW9ucyUyQyUyMFdoZXRoZXIlMjBpdCVFMiU4MCU5OXMlMjBhJTIwcm9tYW50aWMlMjBnZXRhd2F5JTJDJTIwYSUyMGZhbWlseSUyMHZhY2F0aW9uJTJDJTIwb3IlMjBzcGVjaWFsLi4uread more
1 hour
from US$312.87
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Taking safety measures
from US$798.94
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10 reviews
This tour is the perfect way to experience the shoreline of Chicago in a new and exciting way!Our tour vessel is a former military Williard Marine, which provides a unique and interesting touch to the normal tour...read more
Taking safety measures
1–2 hours
from US$84.00
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1 review
Chicago is a big city with a lot of activities & sightseeing. To tour the city quickly, it requires the help of a knowledgeable local driving guide and that's where we step in to assist. Your Private Chicago Scenic...read more
Taking safety measures
3–4 hours
from US$268.00
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1 review
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Taking safety measures
4 hours
from US$319.00
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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
2 hours
from US$18.00
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