
Great River Road Adults Only Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to AU$703 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top flight + Adults Only hotel deals in Great River Road
Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago
Downtown Chicago
Price was AU$6,702, price is now AU$4,106 per person
AU$4,106
per person
13 Nov - 19 Nov
found 1 hour ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (2,373 reviews)
This hotel was so nice. It is literally steps from Michigan Avenue and so convenient to walk anywhere. The hotel itself is modern, clean, and well taken care of. The only negative thing I can say is we went to the rooftop bar at 10:30 and they told us it was closed. It’s supposed to close at 11 and there were other people sitting outside still having drinks. That was disappointing but all of the other amenities this hotel offers is great. You get a free breakfast too that’s pretty decent. For the cost and location, this was excellent.
Reviewed on 5 Sep. 2025

Arlo Chicago
Downtown Chicago
Price was AU$7,138, price is now AU$4,152 per person
AU$4,152
per person
13 Nov - 19 Nov
found 2 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9.2/10 Wonderful! (1,844 reviews)
Good spot, convenient to everything. Staff was helpful. Very urban so some issues with people begging for money etc.
Reviewed on 3 Sep. 2025

Virgin Hotels Chicago
Downtown Chicago
Price was AU$7,470, price is now AU$4,441 per person
AU$4,441
per person
13 Nov - 19 Nov
found 2 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9.2/10 Wonderful! (1,358 reviews)
Great modern location. The fee onsite was different that the fee told but it was a great stay. I would stay here again.
Reviewed on 1 Sep. 2025

21c Museum Hotel Chicago
Downtown Chicago
Price was AU$7,088, price is now AU$4,280 per person
AU$4,280
per person
13 Nov - 19 Nov
found 2 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
8.8/10 Excellent! (1,660 reviews)
Parking is nearby. Our suite was in front of the street and it was really loud every night. Something to consider as some people are sensible to noise. There was no fridge as well. Overall it was great as it was clean, new and well maintained.
Reviewed on 5 Sep. 2025

Don't see what you're looking for?
See all available trips from Columbus to Great River Road
View all trips5* Adults Only holidays in Great River Road
Price found within the past 48 hours. Click for updated prices.

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was AU$5,090, price is now AU$3,162 per person
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 Langham, Chicago
Downtown Chicago
Save 100% on your flight
Price was AU$5,842, price is now AU$3,970 per person
AU$3,970
per person
13 Nov - 20 Nov
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.
Reviewed on 12 Aug. 2025

The Peninsula Chicago
Downtown Chicago
Save 100% on your flight
Price was AU$5,819, price is now AU$4,453 per person
AU$4,453
per person
13 Nov - 20 Nov
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.8/10 Exceptional! (1,014 reviews)
Truly enjoyed our experience at this hotel. Staff very kind and helpful. Location was perfect because of its location on the Magnificent Mile and getting to other areas of interest in Chicago. The room was very comfortable and clean. Definitely recommend this hotel!
Reviewed on 4 Sep. 2025
Don't see what you're looking for?
See all available trips from Columbus to Great River Road
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.