
Historic Route 66 Kid friendly Vacations
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Top Kid friendly 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$50,065, price is now NT$39,077 per person
NT$39,077
per person
Apr 1 - Apr 8
found 5 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
8.2/10 Very Good! (2,365 reviews)
Liked the neat and tidy room I was assigned to. They accommodated my request for the shower. Staff showed great hospitality special thanks to Sasha, Konnor, Rigel. Would have been greater had there been more amenities like body lotion, sleeper, toothbrush, etc.
Reviewed on 2026/1/7


theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was NT$64,196, price is now NT$47,727 per person
NT$47,727
per person
Apr 1 - Apr 8
found 5 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
Room was extremely clean, and staff was very accommodating
Reviewed on 2026/1/17

Hilton Chicago O'Hare Airport
O'Hare
Price was NT$66,124, price is now NT$51,354 per person
NT$51,354
per person
Apr 1 - Apr 8
found 5 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
8.2/10 Very Good! (2,158 reviews)
Location is absolutely perfect. Tunnel connects you easily from the baggage claim area! However, our room was very cold and the temperature was hard to adjust. Granted, it was also January and it was probably 5° outside, but still, it was a little hard to sleep. The hotel is quiet despite being situated next to the various runways. The beds are moderately comfortable, but everything is on the older side. I wouldn’t be surprised if they did a renovation for this hotel within the next few years. I would stay there again because the convenience was better than perfect for us since we arrived very late at night.
Reviewed on 2026/1/18

Fairmont Chicago at Millennium Park
Downtown Chicago
Price was NT$56,955, price is now NT$44,469 per person
NT$44,469
per person
Apr 1 - Apr 8
found 5 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
8.6/10 Excellent! (2,008 reviews)
Clean room, amazinggggg views, everyone was so nice. Must go downstairs to Toro and get a martini from John!!
Reviewed on 2026/1/10
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View all trips5* Kid friendly 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$29,173, price is now NT$20,166 per person
NT$20,166
per person
Mar 14 - Mar 16
found 20 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
The staff was super friendly and accommodating. The rooms were immaculately clean, and the spa was amazing
Reviewed on 2026/1/13

Waldorf Astoria Chicago
Downtown Chicago
Price was NT$30,470, price is now NT$23,002 per person
NT$23,002
per person
Mar 14 - Mar 16
found 20 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
When we arrived at check in time, we were informed that our room was not ready but that we could upgrade at a discounted additional cost to a suite. At first, we didn't want to do that and decided to wait. The host provided complimentary round of drinks and meal for the wait. We decided to upgrade and I'm so glad that we did. The room was incredible and the service, from concierge, staff and valets, here is top notch. We ordered the Waldorf salad and Waldorf chocolate chip cookies because you have to if you stay here. Loved this place and will definitely return.
Reviewed on 2026/1/5

The Langham, Chicago
Downtown Chicago
Price was NT$27,099, price is now NT$22,475 per person
NT$22,475
per person
Mar 14 - Mar 16
found 20 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Chicago (ORD)
9.8/10 Exceptional! (1,001 reviews)
Yes didn’t know you get free breakfast
Reviewed on 2026/1/4
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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
Save 100% on your flight
Price was NT$24,044, price is now NT$15,371 per person
NT$15,371
per person
Mar 14 - Mar 16
found 20 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
everything was awesome. The room was amazing. The staff was very helpful. The entire hotel was very clean. The only drawback was the water pressure in the sink. We had a room with two sinks, and both sinks had low water, pressure and lukewarm water. It never did get hot.
Reviewed on 2026/1/19

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was NT$29,173, price is now NT$20,166 per person
NT$20,166
per person
Mar 14 - Mar 16
found 20 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
The staff was super friendly and accommodating. The rooms were immaculately clean, and the spa was amazing
Reviewed on 2026/1/13

Waldorf Astoria Chicago
Downtown Chicago
Price was NT$30,470, price is now NT$23,002 per person
NT$23,002
per person
Mar 14 - Mar 16
found 20 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
When we arrived at check in time, we were informed that our room was not ready but that we could upgrade at a discounted additional cost to a suite. At first, we didn't want to do that and decided to wait. The host provided complimentary round of drinks and meal for the wait. We decided to upgrade and I'm so glad that we did. The room was incredible and the service, from concierge, staff and valets, here is top notch. We ordered the Waldorf salad and Waldorf chocolate chip cookies because you have to if you stay here. Loved this place and will definitely return.
Reviewed on 2026/1/5
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View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
