Historic Route 66 Romantic Vacations
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Top Romantic vacation packages 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 NT$25,189, price is now NT$19,343 per person
NT$19,343
per person
Oct 16 - Oct 19
found 11 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
8.2/10 Very Good! (2,061 reviews)
HVAC was really loud, the hallways were poorly finished. It was OK but for what we paid, we could have made a better choice.
Reviewed on 2025/8/27
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was NT$47,504, price is now NT$31,898 per person
NT$31,898
per person
Oct 16 - Oct 19
found 11 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
It is a beautiful, well maintained property. The staff is the true gem of the property. They elevate the visitors experience to a new level of excellence.
Reviewed on 2025/8/25
Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
Price was NT$50,464, price is now NT$36,822 per person
NT$36,822
per person
Oct 16 - Oct 19
found 11 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!
Reviewed on 2025/8/10
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was NT$33,264, price is now NT$24,386 per person
NT$24,386
per person
Oct 16 - Oct 19
found 11 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9/10 Wonderful! (339 reviews)
It was fine but nit as good as I had expected. Staff were un friendly and un helpful fur an expensive stay.
Reviewed on 2025/8/27
The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was NT$44,115, price is now NT$32,714 per person
NT$32,714
per person
Oct 16 - Oct 19
found 11 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.2/10 Wonderful! (1,182 reviews)
The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend.
Also the coffee bags ? PERFECTION. Just had to add that
Reviewed on 2025/8/22
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View all trips5* Romantic vacations 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 NT$47,504, price is now NT$31,898 per person
NT$31,898
per person
Oct 16 - Oct 19
found 11 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
It is a beautiful, well maintained property. The staff is the true gem of the property. They elevate the visitors experience to a new level of excellence.
Reviewed on 2025/8/25
Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
Price was NT$50,464, price is now NT$36,822 per person
NT$36,822
per person
Oct 16 - Oct 19
found 11 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!
Reviewed on 2025/8/10
Nobu Hotel Chicago
Downtown Chicago
Price was NT$44,490, price is now NT$36,570 per person
NT$36,570
per person
Oct 16 - Oct 19
found 11 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.4/10 Exceptional! (709 reviews)
Most friendly staff at any hotel I’ve ever stayed at. Great team and very responsive to anything we needed. Safe area with lots of things to do. Only weird thing about this property was the toilet which seemed to make you hold the button down longer than needed.
Reviewed on 2025/8/25
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See all available trips from Columbus to Historic Route 66
View all trips4 Night Romantic vacations in Historic Route 66
Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was NT$33,264, price is now NT$24,386 per person
NT$24,386
per person
Oct 16 - Oct 19
found 11 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9/10 Wonderful! (339 reviews)
It was fine but nit as good as I had expected. Staff were un friendly and un helpful fur an expensive stay.
Reviewed on 2025/8/27
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was NT$47,504, price is now NT$31,898 per person
NT$31,898
per person
Oct 16 - Oct 19
found 11 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
It is a beautiful, well maintained property. The staff is the true gem of the property. They elevate the visitors experience to a new level of excellence.
Reviewed on 2025/8/25
Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
Price was NT$50,464, price is now NT$36,822 per person
NT$36,822
per person
Oct 16 - Oct 19
found 11 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!
Reviewed on 2025/8/10
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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.