
Historic Route 66 Kid friendly Vacations
Book a Kid friendly Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NT$5,067 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 Kid friendly vacation packages in Historic Route 66
Price found within the past 48 hours. Click for updated prices.


Hotel Riu Plaza Chicago
Downtown Chicago
Price was NT$24,563, price is now NT$17,225 per person
NT$17,225
per person
Apr 28 - May 1
found 20 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
Comfy beds, great staff, great shower, great breakfast
Reviewed on 2026/3/13

The Emily Hotel
Downtown Chicago
Price was NT$32,671, price is now NT$25,681 per person
NT$25,681
per person
Apr 28 - May 1
found 20 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
9.2/10 Wonderful! (1,320 reviews)
Very cool, gorgeous hotel. The rooms offered a lot of amenities and had a fun industrial vibe. The bed was very comfortable, and we slept great! The staff was incredibly helpful. I would definitely stay at The Emily again.
Reviewed on 2026/3/7

Arlo Chicago
Downtown Chicago
Price was NT$23,315, price is now NT$18,434 per person
NT$18,434
per person
Apr 28 - May 1
found 20 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
9.4/10 Exceptional! (2,002 reviews)
Food was a good touch ate there both nights to save a cold walk.
Reviewed on 2026/3/13

Eurostars Magnificent Mile
Downtown Chicago
Price was NT$22,978, price is now NT$18,760 per person
NT$18,760
per person
Apr 28 - May 1
found 20 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
9/10 Wonderful! (3,314 reviews)
Loved how it was next to all the things you might need during a stay A grocery store convenience store and even a Walgreens down the street
Reviewed on 2026/3/12
Don't see what you're looking for?
See all available trips from Columbus to Historic Route 66
View all trips3 Night Kid friendly vacations in Historic Route 66
Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago
Downtown Chicago
Price was NT$24,563, price is now NT$17,225 per person
NT$17,225
per person
Apr 28 - May 1
found 20 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
Comfy beds, great staff, great shower, great breakfast
Reviewed on 2026/3/13

The Emily Hotel
Downtown Chicago
Price was NT$32,671, price is now NT$25,681 per person
NT$25,681
per person
Apr 28 - May 1
found 20 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
9.2/10 Wonderful! (1,320 reviews)
Very cool, gorgeous hotel. The rooms offered a lot of amenities and had a fun industrial vibe. The bed was very comfortable, and we slept great! The staff was incredibly helpful. I would definitely stay at The Emily again.
Reviewed on 2026/3/7

Arlo Chicago
Downtown Chicago
Price was NT$23,315, price is now NT$18,434 per person
NT$18,434
per person
Apr 28 - May 1
found 20 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
9.4/10 Exceptional! (2,002 reviews)
Food was a good touch ate there both nights to save a cold walk.
Reviewed on 2026/3/13
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.
