
Historic Route 66 Adults Only Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$2,500 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top flight + Adults Only hotel deals in Historic Route 66
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was AU$1,248, price is now AU$872 per person
AU$872
per person
12 Oct - 15 Oct
found 8 hours ago
Return flight included
Albuquerque (ABQ) to Chicago (ORD)
8.2/10 Very good! (2,854 reviews)
We contacted the property about checking luggage early, no problem. Check in was quick as well as checking out. Markets and pharmacy about a block away. Restaurants, bars, pubs landmarks all within walking distance. Red line and brown line L train about 8 minute walk. Our room was a little small but was comfortable and had everything we needed, very clean and for being downtown surprisingly quiet. Would recommend and would return.
Reviewed on 24 July 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was AU$1,644, price is now AU$1,035 per person
AU$1,035
per person
12 Oct - 15 Oct
found 8 hours ago
Return flight included
Albuquerque (ABQ) to Chicago (ORD)
9.4/10 Exceptional! (4,770 reviews)
Good hotel, I’m just not entirely sure if the amenities and overall experience justify the price.
Other than big building, prime location and a nice looking hobby, the hotel doesn’t really offer any differential amenity to any random half-priced hotel a few blocks away.
Reviewed on 25 July 2026

Four Seasons Hotel Chicago
Downtown Chicago
Save 100% on your flight
Price was AU$2,642, price is now AU$1,786 per person
AU$1,786
per person
12 Oct - 15 Oct
found 8 hours ago
Return flight included
Albuquerque (ABQ) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
Superb customer service! Above and beyond!
Reviewed on 23 July 2026


Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Price was AU$1,421, price is now AU$1,015 per person
AU$1,015
per person
12 Oct - 15 Oct
found 8 hours ago
Return flight included
Albuquerque (ABQ) to Chicago (ORD)
8.4/10 Very good! (2,054 reviews)
First thing I do when I come in to a hotel room is check for bed bugs. We went to our first room and I checked well I am not sure what it was completely but there were little black specs on both beds. Multiple. Chicago is on of the top infestations of bed bugs so I went down and asked for a different room. We received one no arguing. The next one was better. Really the hotel looked very crammed and the room was very small we had a room with two king beds the whole room was taken up by the beds. One bed was so noisy any time I moved just a little bit it would squeak and was pretty loud. There is no breakfast in the hotel. The restaraunt in it only served supper. There was like a thing that looked like an old coffee bar or something. But they did not utilize it. The elevator is so small as well. There are more then 10 floors in this hotel and only two small elevators. Really they don't fit more than maybe 5 people who all have to be small. The valets didn't speak too good of English either. They couldn't understand me. The room was pretty clean. There were plug ins that didn't work. The hotel was close to some things like Dunkin, 7elevan, you can walk to shops. I won't stay here again and will tell others not to stay here. So was not a great experience for us.
Reviewed on 25 July 2026
Don't see what you're looking for?
See all available trips from Columbus to Historic Route 66
View all trips5* Adults Only holidays in Historic Route 66
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$2,253, price is now AU$1,689 per person
AU$1,689
per person
12 Oct - 15 Oct
found 8 hours ago
Return flight included
Albuquerque (ABQ) to Chicago (ORD)
9.6/10 Exceptional! (1,934 reviews)
Very good
Reviewed on 24 July 2026

Four Seasons Hotel Chicago
Downtown Chicago
Save 100% on your flight
Price was AU$2,642, price is now AU$1,786 per person
AU$1,786
per person
12 Oct - 15 Oct
found 8 hours ago
Return flight included
Albuquerque (ABQ) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
Superb customer service! Above and beyond!
Reviewed on 23 July 2026

Don't see what you're looking for?
See all available trips from Columbus to Historic Route 66
View all trips3 Night Adults Only holidays in Historic Route 66
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was AU$1,248, price is now AU$872 per person
AU$872
per person
12 Oct - 15 Oct
found 8 hours ago
Return flight included
Albuquerque (ABQ) to Chicago (ORD)
8.2/10 Very good! (2,854 reviews)
We contacted the property about checking luggage early, no problem. Check in was quick as well as checking out. Markets and pharmacy about a block away. Restaurants, bars, pubs landmarks all within walking distance. Red line and brown line L train about 8 minute walk. Our room was a little small but was comfortable and had everything we needed, very clean and for being downtown surprisingly quiet. Would recommend and would return.
Reviewed on 24 July 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was AU$1,644, price is now AU$1,035 per person
AU$1,035
per person
12 Oct - 15 Oct
found 8 hours ago
Return flight included
Albuquerque (ABQ) to Chicago (ORD)
9.4/10 Exceptional! (4,770 reviews)
Good hotel, I’m just not entirely sure if the amenities and overall experience justify the price.
Other than big building, prime location and a nice looking hobby, the hotel doesn’t really offer any differential amenity to any random half-priced hotel a few blocks away.
Reviewed on 25 July 2026

Four Seasons Hotel Chicago
Downtown Chicago
Save 100% on your flight
Price was AU$2,642, price is now AU$1,786 per person
AU$1,786
per person
12 Oct - 15 Oct
found 8 hours ago
Return flight included
Albuquerque (ABQ) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
Superb customer service! Above and beyond!
Reviewed on 23 July 2026
Don't see what you're looking for?
See all available trips from Columbus to Historic Route 66
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.











