
Historic Route 66 Mountain 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 + Mountain hotel deals in Historic Route 66
Price found within the past 48 hours. Click for updated prices.


Level Chicago Fulton Market
Downtown Chicago
Price was AU$1,882, price is now AU$1,508 per person
AU$1,508
per person
5 Aug - 8 Aug
found 1 day ago
Return direct flight included
Las Vegas (LAS) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
We had a great stay at Level. I think it’s a really good option for a longer trip, especially if you want more of an apartment-style setup and a convenient location. The staff was amazing from start to finish and truly made the stay stand out. Everyone was kind, helpful, and welcoming, and the service alone would make me come back.
The location is also very convenient and worked well for getting around Chicago, especially if you don’t mind doing a bit of walking. For our family, I think it felt a little more geared toward professionals or longer stays than a traditional family hotel, but overall we had a very positive experience. If you’re staying in Chicago for more than a couple of nights and want something comfortable and convenient, I would definitely recommend it.
Reviewed on 2 July 2026

Hilton Chicago O'Hare Airport
O'Hare
Price was AU$1,201, price is now AU$974 per person
AU$974
per person
5 Aug - 8 Aug
found 1 day ago
Return direct flight included
Las Vegas (LAS) to Chicago (ORD)
8.4/10 Very good! (2,332 reviews)
It was overall awesome and convenient to go to the airport
Reviewed on 3 July 2026

The Westin Chicago Lombard
Price was AU$973, price is now AU$856 per person
AU$856
per person
5 Aug - 8 Aug
found 1 day ago
Return direct flight included
Las Vegas (LAS) to Chicago (ORD)
9/10 Wonderful! (1,297 reviews)
Charged extra $$$$ for early check in at 2pm . Won’t recommend . Never had issue with any other Westin before
Reviewed on 3 July 2026

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

The Westin Chicago Lombard
Price was AU$973, price is now AU$856 per person
AU$856
per person
5 Aug - 8 Aug
found 1 day ago
Return direct flight included
Las Vegas (LAS) to Chicago (ORD)
9/10 Wonderful! (1,297 reviews)
Charged extra $$$$ for early check in at 2pm . Won’t recommend . Never had issue with any other Westin before
Reviewed on 3 July 2026

Level Chicago Fulton Market
Downtown Chicago
Price was AU$1,882, price is now AU$1,508 per person
AU$1,508
per person
5 Aug - 8 Aug
found 1 day ago
Return direct flight included
Las Vegas (LAS) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
We had a great stay at Level. I think it’s a really good option for a longer trip, especially if you want more of an apartment-style setup and a convenient location. The staff was amazing from start to finish and truly made the stay stand out. Everyone was kind, helpful, and welcoming, and the service alone would make me come back.
The location is also very convenient and worked well for getting around Chicago, especially if you don’t mind doing a bit of walking. For our family, I think it felt a little more geared toward professionals or longer stays than a traditional family hotel, but overall we had a very positive experience. If you’re staying in Chicago for more than a couple of nights and want something comfortable and convenient, I would definitely recommend it.
Reviewed on 2 July 2026

Hilton Chicago O'Hare Airport
O'Hare
Price was AU$1,201, price is now AU$974 per person
AU$974
per person
5 Aug - 8 Aug
found 1 day ago
Return direct flight included
Las Vegas (LAS) to Chicago (ORD)
8.4/10 Very good! (2,332 reviews)
It was overall awesome and convenient to go to the airport
Reviewed on 3 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.










