Plan a trip to see Apollo Theater Chicago

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Fairmont Chicago at Millennium Park

Downtown Chicago

CA $1,076

per person

Jul 30 - Aug 2

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.8/10 Excellent! (2,137 reviews)

Keep an eye that nothing is added from the minibar but great property and can't wait to stay again!

Reviewed on May 5, 2026

Swissotel - Chicago

Downtown Chicago

CA $1,645

per person

Jul 30 - Aug 2

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (3,303 reviews)

The view is fantastic. You can see the Chicago river on one side, abd skyscraper on tge other side. The small items that the hotel provides, makes the stay, pleasant and homely.

Reviewed on May 10, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

CA $1,579

per person

Jul 30 - Aug 2

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (2,489 reviews)

If you plan on staying in this hotel by all means the view is great, but if you plan on moving your vehicle at all the hotel does not validate In-N-Out parking. You have to pay every time you want to leave and come back. Unlike the normal hotel, La Quinta downtown Chicago validate parking yes it’s $70 but you can drive in and out as many times as you want during your stay. Unlike this hotel.

Reviewed on May 8, 2026

Tours & day trips

See all 223 activities

Architecture River Tour

Free cancellation available

Private & custom tours

See all 53 activities

Sip Happens: Chicago Loop Prohibition Tour

Free cancellation available

Food, drink & nightlife

See all 33 activities

Chicago's Chinatown Food and Walking Tour

Free cancellation available

Attractions

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360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

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Chicago: BYOB Spray Paint and Sip Workshop

Free cancellation available

Popular places to visit

Jonquil Park

You can take time to visit Jonquil Park during your travels to Chicago. Stroll along the lakeside in this vibrant area, or check out its lively bars.

Wiggly Field Park

After visiting Wiggly Field Park, make a plan to see the other sights and activities in Chicago. Stroll along the lakeside or visit the shops in this vibrant area.

Victory Gardens Theater

You can get tickets for a performance at Victory Gardens Theater during your stay in Chicago. Experience the entertainment choices and acclaimed theater scene in this vibrant area.

Kingston Mines

You can enjoy a show at Kingston Mines during your trip to Chicago. Stroll along the lakeside or experience the fascinating museums in this vibrant area.

Blues on Halstead

You can make plans for a show at Blues on Halstead during your trip to Chicago. Experience the entertainment choices and acclaimed theater scene in this vibrant area.

DePaul Art Museum

You can spend an afternoon studying the exhibits at DePaul Art Museum in Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.