Plan a trip to see Lollapalooza

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Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

per person

Oct 11 - Oct 15

found 9 hours ago

Roundtrip flight included

Edmonton (YEG) to Chicago (ORD)

9.4/10 Exceptional! (2,122 reviews)

Enjoyed the stay. Rooftop bar is great!

Reviewed on Jul. 20, 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

per person

Sep 8 - Sep 15

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

9.4/10 Exceptional! (1,635 reviews)

Just a great property- really a 5 star experience-great location

Reviewed on Jul. 20, 2025

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

per person

Oct 11 - Oct 15

found 11 hours ago

Roundtrip flight included

Edmonton (YEG) to Chicago (ORD)

9/10 Wonderful! (324 reviews)

Nice rooms and amenities, we would stay here again. This was a nice place! We love the location and the fact it was dog friendly. Lots to do for eats/drinks in walking distance and they have a lovely dog area adjacent to the pool on the 8th floor. Nice not to have to go down to the street for potty breaks. Taking off a star for the simple fact that they only have feather pillows (so I had to buy my own hypoallergenic one) and their parking lot was full so we had to park a few blocks away.

Reviewed on Jul. 19, 2025

Tours & day trips

See all 177 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

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Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Private & custom tours

See all 31 activities

Chicago's Dark Side Self-Guided Smartphone Walking Tour

Free cancellation available

Attractions

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360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

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Chicago White Sox Baseball Game at Guaranteed Rate Field

Popular places to visit

Grant Park

4.5/5(291 reviews)

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

Buckingham Fountain

4.5/5(118 reviews)

This enormous art deco installation gives free regular water and light shows symbolizing the power and might of Lake Michigan.

Gen. John Logan Memorial

Set on a grassy mound in a quiet corner of Grant Park, this equestrian statue celebrates an American Civil War hero and faithful servant of Abraham Lincoln.

Roosevelt University

5/5(1 review)

Explore the campus of Roosevelt University during your stay in Chicago. Experience the acclaimed art scene and fascinating museums in this vibrant area.

Auditorium Building and Theatre

4/5(2 reviews)

You can make plans for a show at Auditorium Building and Theatre during your trip to Chicago. Discover the acclaimed art scene and notable monuments in this vibrant area.