Plan a trip to see Riviera Theatre

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The Royal Sonesta Chicago River North

Downtown Chicago

AU$2,576

per person

17 Oct - 24 Oct

found 24 hours ago

Return flight included

Sydney (SYD) to Chicago (ORD)

9.2/10 Wonderful! (2,052 reviews)

We really enjoyed our stay. The staff was super friendly!

Reviewed on 1 Sep. 2025

The Emily Hotel

Downtown Chicago

Save 100% on your flight

AU$3,369

per person

17 Oct - 24 Oct

found 24 hours ago

Return flight included

Sydney (SYD) to Chicago (ORD)

9.2/10 Wonderful! (1,192 reviews)

We have stayed at The Emily Hotel twice and has become our go to for our yearly trip for an event in town. Every time we visit the staff goes above and beyond to ensure a great experience from check in, valet parking, amenities, and room service.

Reviewed on 2 Sep. 2025

Level Chicago – Old Town

Downtown Chicago

AU$2,920

per person

17 Oct - 24 Oct

found 24 hours ago

Return flight included

Sydney (SYD) to Chicago (ORD)

9/10 Wonderful! (343 reviews)

It was fine but nit as good as I had expected. Staff were un friendly and un helpful fur an expensive stay.

Reviewed on 27 Aug. 2025

Tours & day trips

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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

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Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Attractions

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360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

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Chicago: Two Flight Indoor Skydiving Experience

Free cancellation available

Popular places to visit

Swedish American Museum Center

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

Hutchinson Street Historic District

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Montrose Harbor

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Catch an event at Aragon Ballroom during your trip to Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

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You can enjoy a show at About Face Theater on your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.