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Top flight + Adventure hotel deals in Chicago

Price found within the past 48 hours. Click for updated prices.

Warwick Allerton - Chicago

Downtown Chicago

AU$3,900

per person

29 Nov - 5 Dec

just found

Return direct flight included

Melbourne (MEL) to Chicago (ORD)

8.4/10 Very Good! (2,921 reviews)

Great location. Excellent staff. Great prices for the area and in comparison with nearby competitors hotels

Reviewed on 22 Oct 2025

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

AU$4,373

per person

29 Nov - 5 Dec

just found

Return direct flight included

Melbourne (MEL) to Chicago (ORD)

9.4/10 Exceptional! (3,374 reviews)

This hotel was nearly perfect! Great staff. Great location. Clean. My only complaint was the ice machine was broken on our floor. We reported it to staff 3 separate occasions and it wasn’t fixed in the 5 days we were there. Hotel is located on a busy street so there is some noise but if that Doesn't bother you… this is perfect. Very walkable location! The staff there are fantastic. From the moment you walk in until the moment you leave. They understand the assignment. Highly recommend.

Reviewed on 21 Oct 2025

Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

AU$3,936

per person

29 Nov - 5 Dec

just found

Return direct flight included

Melbourne (MEL) to Chicago (ORD)

8.6/10 Excellent! (5,100 reviews)

It was easily accessible from pretty much anywhere

Reviewed on 23 Oct 2025

Palmer House a Hilton Hotel

Downtown Chicago

AU$3,921

per person

29 Nov - 5 Dec

just found

Return direct flight included

Melbourne (MEL) to Chicago (ORD)

8.4/10 Very Good! (2,015 reviews)

This is an historical and beautiful property. Love its location, especially for Chicago marathon runner. Room is ok. The water pressure of the shower is very weak.

Reviewed on 21 Oct 2025

Hyatt Regency Chicago

Downtown Chicago

AU$4,398

per person

29 Nov - 5 Dec

just found

Return direct flight included

Melbourne (MEL) to Chicago (ORD)

9.4/10 Exceptional! (3,384 reviews)

Food wasnt great with limited options and pricey

Reviewed on 22 Oct 2025

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Top Adventure Chicago Hotels

Palmer House a Hilton Hotel

17 E Monroe St, Chicago, IL

12 min drive from Wrigley Field

Stay at this 4-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...

8.4/10 Very Good! (2,018 reviews)

Nice and convenient place. Unique atmosphere

Reviewed on 15 Oct 2025

Hyatt Regency McCormick Place Chicago

2233 S Martin Luther King Dr, Chicago, IL

16 min drive from Wrigley Field

Stay at this 4-star eco-certified hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...

9/10 Wonderful! (1,014 reviews)

Great location, friendly staff, clean spacious room

Reviewed on 18 Oct 2025

Hyatt Regency Chicago

151 East Wacker Dr, Chicago, IL

11 min drive from Wrigley Field

Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in ...

9.2/10 Wonderful! (3,395 reviews)

Nice staff and great location.

Reviewed on 18 Oct 2025

See all 5,384 properties in Chicago

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.