Plan a trip to see Our Lady of Sorrows Basilica

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The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

CA $551

per person

Nov 12 - Nov 16

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (1,992 reviews)

Everything was very good; however, the soundproofing could be improved as we could clearly hear what was happening in the neighboring rooms

Reviewed on Sep 9, 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

CA $1,304

per person

Nov 12 - Nov 16

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (1,714 reviews)

We picked the Trump Hotel-Chicago to celebrate our 35th Wedding Anniversary mainly for the location and the amenities. The hotel EXCEEDED our expectations in every way. (1) The staff is so warm, kind, compassionate and extremely professional in such a friendly down-to-earth way. (2) The property itself is immaculate. (3) The amenities: Terrace 16- the view will take your breath away! The food/cocktails were fabulous as was the service. (3) Pablo - Director of Rooms, Curtis -Concierge were off the charts fabulous. I wish I could remember all the staff names that went out of their way to make our weekend so special. I cannot wait to stay here again. As another reviewer said: put any political opinions aside and treat yourself to a stay here. YOU WILL LOVE IT. (There is no political aura here...only a fantastic team that wants you to enjoy your stay and they go out of their way to make sure you do).

Reviewed on Sep 8, 2025

Level Chicago – Old Town

Downtown Chicago

CA $699

per person

Nov 12 - Nov 16

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (347 reviews)

Pool area was great

Reviewed on Sep 4, 2025

Tours & day trips

See all 168 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

See all 33 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Private & custom tours

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Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Attractions

See all 15 activities

360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

See all 13 activities

Chicago: Two Flight Indoor Skydiving Experience

Free cancellation available

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