Plan a trip to see Riviera Theatre

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Trump International Hotel & Tower Chicago

Downtown Chicago

AU$6,774

per person

2 Jan - 8 Jan

found 1 day ago

Return direct flight included

Sydney (SYD) to Chicago (ORD)

9.4/10 Exceptional! (1,773 reviews)

It's always perfection at the Trump. King suite with Lake view is the ultimate

Reviewed on 2 Dec 2025

Park Hyatt Chicago

Downtown Chicago

AU$6,885

per person

2 Jan - 8 Jan

found 1 day ago

Return direct flight included

Sydney (SYD) to Chicago (ORD)

9.6/10 Exceptional! (1,000 reviews)

It is always an amazing place to stay

Reviewed on 26 Nov 2025

The Peninsula Chicago

Downtown Chicago

AU$7,692

per person

2 Jan - 8 Jan

found 1 day ago

Return direct flight included

Sydney (SYD) to Chicago (ORD)

9.8/10 Exceptional! (1,003 reviews)

Excellent service throughout the hotel

Reviewed on 29 Nov 2025

Tours & day trips

See all 148 activities

Wendella's 90-min Chicago River Architecture Tour

Private & custom tours

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Experience Chicago Cocktail Adventure Part 2

Free cancellation available

Food, drink & nightlife

See all 26 activities

Odyssey Lake Michigan Premier Dinner Cruise

Attractions

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360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

See all 11 activities

BYOB Spray Paint 'n' Sip at Studio W.I.P. Chicago

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

You can learn about the history of Chicago with a visit to Hutchinson Street Historic District. Experience the entertainment choices and acclaimed theatre scene in this vibrant area.

Montrose Harbor

With trails, a beach and a bird sanctuary, this spacious city harbor is a good place to sail from and a great place to hang out.

Aragon Ballroom

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

Aragon Entertainment Center

You can get tickets for a performance at Aragon Entertainment Center during your stay in Chicago. Experience the acclaimed art galleries and entertainment choices in this vibrant area.

About Face Theater

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.