Illinois Adventure Holidays
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Top flight + Adventure hotel deals in Illinois
Price found within the past 48 hours. Click for updated prices.
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was AU$2,184, price is now AU$2,048 per person
AU$2,048
per person
26 Feb - 1 Mar
found 15 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (3,392 reviews)
The staff was incredible and very prompt to all issues that arose during my stay.
Reviewed on 22 Jan 2026
The Peninsula Chicago
Downtown Chicago
Price was AU$3,201, price is now AU$2,822 per person
AU$2,822
per person
26 Feb - 1 Mar
found 16 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
The staff was great. Everybody was friendly. The room was beautifully appointed, although maybe a little too heavy on electronics. I don't think every light switch needs to be a touch pad. And there were one or two things we couldn't figure out, such as the lighted mirror on the credenza: don't know where the controls for that were hiding. These are minor issues and do not take away from the splendid funishings in the room.
Reviewed on 11 Jan 2026
Hilton Chicago
Downtown Chicago
Price was AU$2,201, price is now AU$2,053 per person
AU$2,053
per person
26 Feb - 1 Mar
found 15 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
8.4/10 Very Good! (2,301 reviews)
Great staff that paid attention quickly to concerns.
Reviewed on 19 Jan 2026
Swissotel - Chicago
Downtown Chicago
Price was AU$2,194, price is now AU$2,064 per person
AU$2,064
per person
26 Feb - 1 Mar
found 15 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9/10 Wonderful! (2,947 reviews)
Staff was very courteous and helpful. Rooms were clean and comfortable. Beautiful views from both rooms that we had.
Reviewed on 22 Jan 2026
5* Adventure holidays in Illinois
Price found within the past 48 hours. Click for updated prices.
The Peninsula Chicago
Downtown Chicago
Price was AU$3,201, price is now AU$2,822 per person
AU$2,822
per person
26 Feb - 1 Mar
found 16 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
The staff was great. Everybody was friendly. The room was beautifully appointed, although maybe a little too heavy on electronics. I don't think every light switch needs to be a touch pad. And there were one or two things we couldn't figure out, such as the lighted mirror on the credenza: don't know where the controls for that were hiding. These are minor issues and do not take away from the splendid funishings in the room.
Reviewed on 11 Jan 2026
The Ritz-Carlton, Chicago
Downtown Chicago
Price was AU$3,837, price is now AU$3,770 per person
AU$3,770
per person
26 Feb - 1 Mar
found 15 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.2/10 Wonderful! (1,002 reviews)
Amazing experience the place was amazing. The people were fantastic. The food was incredible. I pray I can do it again.
Reviewed on 13 Jan 2026
3 Night Adventure holidays in Illinois
Price found within the past 48 hours. Click for updated prices.
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was AU$2,184, price is now AU$2,048 per person
AU$2,048
per person
26 Feb - 1 Mar
found 15 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (3,392 reviews)
The staff was incredible and very prompt to all issues that arose during my stay.
Reviewed on 22 Jan 2026
The Peninsula Chicago
Downtown Chicago
Price was AU$3,201, price is now AU$2,822 per person
AU$2,822
per person
26 Feb - 1 Mar
found 16 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
The staff was great. Everybody was friendly. The room was beautifully appointed, although maybe a little too heavy on electronics. I don't think every light switch needs to be a touch pad. And there were one or two things we couldn't figure out, such as the lighted mirror on the credenza: don't know where the controls for that were hiding. These are minor issues and do not take away from the splendid funishings in the room.
Reviewed on 11 Jan 2026
Hilton Chicago
Downtown Chicago
Price was AU$2,201, price is now AU$2,053 per person
AU$2,053
per person
26 Feb - 1 Mar
found 15 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
8.4/10 Very Good! (2,301 reviews)
Great staff that paid attention quickly to concerns.
Reviewed on 19 Jan 2026
Top Adventure Illinois Hotels
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
The price is AU$271 per night from 29 Jan to 30 Jan
AU$271
29 Jan - 30 Jan
includes taxes & fees
Stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge) and a 24-hour health club. Our guests praise the helpful staff and the ...
8.4/10 Very Good! (2,255 reviews)
.
Reviewed on 18 Jan 2026
Hyatt Regency McCormick Place Chicago
2233 S Martin Luther King Dr Chicago IL
The price is AU$328 per night from 31 Jan to 1 Feb
AU$328
31 Jan - 1 Feb
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, 3 restaurants and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,057 reviews)
The room and staff were great
Reviewed on 6 Jan 2026
Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
The price is AU$316 per night from 8 Feb to 9 Feb
AU$316
8 Feb - 9 Feb
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, 4 restaurants and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (3,430 reviews)
Meh
Reviewed on 18 Jan 2026
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
