Plan a trip to see Cadillac Palace Theatre

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The Emily Hotel

Downtown Chicago

Save 100% on your flight

AU$2,534

per person

31 Oct - 7 Nov

found 13 hours ago

Return direct flight included

Sydney (SYD) to Chicago (ORD)

9.2/10 Wonderful! (1,192 reviews)

The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend. Also the coffee bags ? PERFECTION. Just had to add that

Reviewed on 22 Aug. 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

AU$3,478

per person

31 Oct - 7 Nov

found 13 hours ago

Return direct flight included

Sydney (SYD) to Chicago (ORD)

9.4/10 Exceptional! (1,694 reviews)

5 star hotel that goes above and beyond. My family loved staying at the Trump

Reviewed on 29 Aug. 2025

Park Hyatt Chicago

Downtown Chicago

Save 100% on your flight

AU$3,571

per person

20 Oct - 26 Oct

found 16 hours ago

Return flight included

Melbourne (MEL) to Chicago (ORD)

9.6/10 Exceptional! (1,000 reviews)

Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on 10 Aug. 2025

Tours & day trips

See all 172 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

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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

See all 13 activities

Chicago: Two Flight Indoor Skydiving Experience

Free cancellation available

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