Plan a trip to see Our Lady of Lourdes Church

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Bluegreen Vacations Hotel Blake, Ascend Resort Collection

Downtown Chicago

per person

Oct 5 - Oct 11

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.6/10 Exceptional! (1,004 reviews)

All staff were very friendly and helpful. Hotel was in convenient location for walking.

Reviewed on Jul. 27, 2025

Level Chicago – Old Town

Downtown Chicago

per person

Oct 5 - Oct 11

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (324 reviews)

I liked the hotel room's kitchen and it is very nice, however VERY small. The pool/amenities are also very nice. One major challenge was there was a last minute change to the location of our reservation from old town to fulton market. They did communicate the change and provided a discount, however, this occurred the day before our trip. The check-in process was also very disorganized and confusing. Information easily accessible in the reservation was not used, requiring extra check-in time. They told us a crib was available, and later found only a pack and play. I requested bedding for the pull out 4 times before someone brought them. Overall, management needs to improve their operations.

Reviewed on Jul. 21, 2025

Hotel Riu Plaza Chicago

Downtown Chicago

per person

Oct 11 - Oct 15

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (2,122 reviews)

Great hotel! New build-out, spacious and clean, friendly staff. Excellent breakfast area with

Reviewed on Jul. 27, 2025

Tours & day trips

See all 176 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

See all 36 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

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Chicago Full Day Bike Rental

Free cancellation available

Popular places to visit

Swedish American Museum Center

You can spend an afternoon exploring the galleries in Swedish American Museum Center in Chicago. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.

Hutchinson Street Historic District

You can learn about the history of Chicago when you stop by Hutchinson Street Historic District. Experience the acclaimed theater scene and entertainment choices in this vibrant area.

About Face Theater

You can make plans for a show at About Face Theater on your trip to Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

Methodist Hospital of Chicago

Though Methodist Hospital of Chicago might be what brings you to town, perhaps you'll have a chance to explore more of Chicago while you are here.

Riviera Theatre

You can enjoy a show at Riviera Theatre during your stay in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

Pegasus Players

You can get tickets for a performance at Pegasus Players during your trip to Chicago. Experience the acclaimed art scene and entertainment choices in this vibrant area.