Plan a trip to see Children's Memorial Hospital

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The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

AU$1,798

per person

13 Nov - 20 Nov

found 1 day ago

Return direct flight included

Sydney (SYD) to Chicago (ORD)

9/10 Wonderful! (1,992 reviews)

Our experience here was fantastic. We visited in August and the weather was superb. Everything was centralized. From shopping to dining and peace and quiet were abound. Just magnificent stay. The staff was friendly and informative. Thank you.

Reviewed on 4 Sep. 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

AU$3,162

per person

13 Nov - 20 Nov

found 1 day ago

Return direct flight included

Sydney (SYD) to Chicago (ORD)

9.4/10 Exceptional! (1,714 reviews)

Professional service

Reviewed on 4 Sep. 2025

The Emily Hotel

Downtown Chicago

Save 100% on your flight

AU$2,500

per person

13 Nov - 20 Nov

found 1 day ago

Return direct flight included

Sydney (SYD) to Chicago (ORD)

9.2/10 Wonderful! (1,195 reviews)

Beautiful property close to the Fulton Market and night life. The room was eccentric in a way that made our stay cool. It was clean and stocked with a bar & snacks for additional purchase. We enjoyed the Rooftop Cinema on the 6th floor, it was playing my favorite movie! And the restaurant Fora had a delicious breakfast. We definitely recommend this property.

Reviewed on 6 Sep. 2025

Tours & day trips

See all 166 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

See all 15 activities

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

Lincoln Hall

You can get tickets for a performance at Lincoln Hall during your stay in Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

Lincoln Park Conservatory

This glass structure full of exotic plants is the perfect place to spend a quiet afternoon.

South Pond

Commune with nature and explore the great outdoors at South Pond during your travels in Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

Park West

You can enjoy a show at Park West on your trip to Chicago. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.

Victory Gardens Theater

You can get tickets for a performance at Victory Gardens Theater on your trip to Chicago. Experience the acclaimed theatre scene and entertainment choices in this vibrant area.

Remy Bumpo Theatre Company

You can make plans for a show at Remy Bumpo Theatre Company during your trip to Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.