Little Black Pearl Academy

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Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was €833, price is now €449 per person
€449
per person
20 Nov - 27 Nov
found 6 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.2/10 Wonderful! (1,826 reviews)
The room was clean and comfortable and the restaurant was good.

Reviewed on 1 Oct 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was €1,013, price is now €522 per person
€522
per person
20 Nov - 27 Nov
found 6 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
Good location not far from all the big attractions. But it was noisy in the evening.

Reviewed on 29 Sept 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was €1,240, price is now €672 per person
€672
per person
20 Nov - 27 Nov
found 6 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.2/10 Wonderful! (1,222 reviews)
Beautiful hotel in great walkable area. There were major renovations going on while we were there so our actual floor was a bit messy/busy, although the common areas remained lovely. Would stay again for the good location. All staff very nice.

Reviewed on 29 Sept 2025

Tours & day trips

See all 153 activities
Architecture River Tour

Architecture River Tour

Activity duration is 1 hour and 15 minutes
9.6 out of 10 with 1479 reviews
Free cancellation available
Price is €42 per adult
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Private & custom tours

See all 27 activities
Eastside Chicago The Heist Exploration Game and Tour

Eastside Chicago The Heist Exploration Game and Tour

Activity duration is 1 hour and 35 minutes
Free cancellation available
Price is €8 per adult*
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Food, drink & nightlife

See all 26 activities
Chicago: Architecture Boat Tour with Drinks

Chicago: Architecture Boat Tour with Drinks

Activity duration is 1 hour and 30 minutes
9.0 out of 10 with 19 reviews
Free cancellation available
Price is €36 per adult
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Attractions

See all 15 activities
360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

Activity duration is 30 minutes
8.4 out of 10 with 670 reviews
Free cancellation available
Price is €26 per adult
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Adventure & outdoor

See all 11 activities
Chicago: Two Flight Indoor Skydiving Experience

Chicago: Two Flight Indoor Skydiving Experience

Activity duration is 1 hour
10.0 out of 10 with 1 review
Free cancellation available
Price is €87 per traveller
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