
Historic Route 66 Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NT$25,000 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 Romantic vacation packages in Historic Route 66
Price found within the past 48 hours. Click for updated prices.

The Emily Hotel
Downtown Chicago
Price was NT$51,283, price is now NT$43,751 per person
NT$43,751
per person
Jan 23 - Jan 26
found 16 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
9.2/10 Wonderful! (1,358 reviews)
Great location , hotel very clean and friendly staff
Reviewed on 2026/10/29

Hotel Riu Plaza Chicago
Downtown Chicago
Price was NT$58,257, price is now NT$46,738 per person
NT$46,738
per person
Jan 23 - Jan 26
found 16 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
9.4/10 Exceptional! (5,555 reviews)
We stayed for one night and everything from the staff to the room was absolutely perfect. We definitely would stay here again.
Reviewed on 2026/10/29



The Talbott, Autograph Collection
Downtown Chicago
Price was NT$52,134, price is now NT$45,036 per person
NT$45,036
per person
Jan 23 - Jan 26
found 16 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
9.4/10 Exceptional! (185 reviews)
Staff was great and the room was clean!
Reviewed on 2026/10/29
Don't see what you're looking for?
See all available trips from Columbus to Historic Route 66
View all trips5* Romantic vacations in Historic Route 66
Price found within the past 48 hours. Click for updated prices.

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

The Emily Hotel
Downtown Chicago
Price was NT$51,283, price is now NT$43,751 per person
NT$43,751
per person
Jan 23 - Jan 26
found 16 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
9.2/10 Wonderful! (1,358 reviews)
Great location , hotel very clean and friendly staff
Reviewed on 2026/10/29

Hotel Riu Plaza Chicago
Downtown Chicago
Price was NT$58,257, price is now NT$46,738 per person
NT$46,738
per person
Jan 23 - Jan 26
found 16 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
9.4/10 Exceptional! (5,555 reviews)
We stayed for one night and everything from the staff to the room was absolutely perfect. We definitely would stay here again.
Reviewed on 2026/10/29

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.
