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The Emily Hotel

Downtown Chicago

Save 100% on your flight

AU$2,534

per person

31 Oct - 7 Nov

found 9 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 9 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 12 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 170 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

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Chicago: Two Flight Indoor Skydiving Experience

Free cancellation available

Popular places to visit

Milton Lee Olive Park

Explore the great outdoors at Milton Lee Olive Park, a lovely green space in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.

Chicago Children's Museum

You can take time to visit Chicago Children's Museum during your travels to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.

Navy Pier

A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.

Water Tower Place

Enjoy endless shopping, see exhibits of sporting memorabilia and attend shows at a live theater at this huge shopping mall.

Magnificent Mile - River North showing street scenes, signage and a city

Michigan Avenue

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Lake Point Tower

Find out about the history of Chicago when you take a trip to Lake Point Tower. Stroll along the riverfront or experience the fascinating museums in this vibrant area.