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1,132 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 $44.99
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2,891 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 $35.00
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475 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 $74.99
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447 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 $28.34
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520 reviews
Check many Chicago landmarks off your must-see list on this small-group sightseeing tour aboard a...read more
Taking safety measures
2 hours
LIKELY TO SELL OUT*
from $43.95
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274 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 $87.00
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114 reviews
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Taking safety measures
2 hours
LIKELY TO SELL OUT*
from $43.95
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6 reviews
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Taking safety measures
3 hours
from $880.00
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21 reviews
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Taking safety measures
3 hours
from $190.00
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72 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 $54.99
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70 reviews
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Taking safety measures
45 minutes
from $849.00
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93 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 $75.00
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25 reviews
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Taking safety measures
3 hours
from $69.99
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12 reviews
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1–2 hours
Special Offer
from $63.75
$75.00
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5 reviews
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Taking safety measures
3 hours
from $880.00
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56 reviews
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Taking safety measures
4 hours
from $79.99
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19 reviews
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Taking safety measures
2 hours
from $200.00
Book Now
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 $299.00
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12 reviews
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2 hours
from $75.10
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49 reviews
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2 hours
from $78.48
Book Now
1 review
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Taking safety measures
3 hours
from $1,280.00
Book Now
1 review
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1 hour
from $258.31
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387 reviews
Chicago offers amazing historical and culinary adventures, and this bike and food tour allows you to experience both while leaving the navigation to a guide. Hop on a provided bike and pedal around 13 miles (21...read more
Taking safety measures
4 hours
from $89.99
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29 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 $84.00
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51 reviews
Welcome to Chicago! Here in the Windy City, we've got outstanding architecture, inspiring public art, a fabulous downtown district, and so much more. Come along with a local guide to check out some of the Must See...read more
Taking safety measures
2–3 hours
from $39.00
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5 reviews
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Taking safety measures
4 hours
from $319.00
Book Now
2 reviews
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Taking safety measures
4 hours
from $265.60
Book Now
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 $400.00
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Are you looking for a way to see Chicago without joining a tour group? Explore at your own pace with this affordable walking tour.• Take in Chicago’s concrete giants and hear fascinating stories about quirky...read more
2 hours
from $11.99
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Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along. We are an Austin, TX-based...read more
Taking safety measures
2 hours
Special Offer
from $16.80
$18.00
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