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.
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
Price was NT$38,664, price is now NT$30,325 per person
NT$30,325
per person
Jul 12 - Jul 16
found 1 hour ago
Roundtrip flight included
Ontario Intl. Airport (ONT) to Chicago (ORD)
9.4/10 Exceptional! (1,054 reviews)
The staff were fantastic, and the beds were insanely comfortable/blankets were soft and plush. The location is advantageous- lots of shopping, food, and things to do nearby. Getting an Uber from this location was a breeze and took less than five minutes. The Valet service for Staypineapple was also good. Would definitely recommend!
Reviewed on 2026/5/1
Hotel Riu Plaza Chicago
Downtown Chicago
Price was NT$52,839, price is now NT$37,068 per person
NT$37,068
per person
Jul 12 - Jul 16
found 1 hour ago
Roundtrip flight included
Ontario Intl. Airport (ONT) to Chicago (ORD)
9.4/10 Exceptional! (3,991 reviews)
Very centric hotel, would definitely stay here again.
Reviewed on 2026/5/6
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was NT$58,124, price is now NT$43,004 per person
NT$43,004
per person
Jul 12 - Jul 16
found 1 hour ago
Roundtrip flight included
Ontario Intl. Airport (ONT) to Chicago (ORD)
9.4/10 Exceptional! (2,478 reviews)
Thank you to Javon who was super helpful in our check in . The staff was so nice and accommodating. Additional linens were delivered in less than 5 minutes and then even extended our check out to 1pm. I will definitely be back when I’m in Chicago to try to catch fireworks. Our corner room was outstanding and breathtaking
Reviewed on 2026/5/3
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was NT$69,088, price is now NT$52,176 per person
NT$52,176
per person
Jul 12 - Jul 16
found 1 hour ago
Roundtrip flight included
Ontario Intl. Airport (ONT) to Chicago (ORD)
9.4/10 Exceptional! (1,851 reviews)
I love everything in the hotel everything
Reviewed on 2026/5/4
Le Méridien Essex Chicago
Downtown Chicago
Price was NT$47,870, price is now NT$37,258 per person
NT$37,258
per person
Jul 12 - Jul 16
found 1 hour ago
Roundtrip flight included
Ontario Intl. Airport (ONT) to Chicago (ORD)
8.8/10 Excellent! (1,003 reviews)
Staff was attentive and friendly. Atmosphere was welcoming. Restaurant had a great selection food was good and prices reasonable. Rooms were comfy.
Reviewed on 2026/4/23
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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
Price was NT$69,088, price is now NT$52,176 per person
NT$52,176
per person
Jul 12 - Jul 16
found 1 hour ago
Roundtrip flight included
Ontario Intl. Airport (ONT) to Chicago (ORD)
9.4/10 Exceptional! (1,851 reviews)
I love everything in the hotel everything
Reviewed on 2026/5/4
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View all trips4 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$52,839, price is now NT$37,068 per person
NT$37,068
per person
Jul 12 - Jul 16
found 1 hour ago
Roundtrip flight included
Ontario Intl. Airport (ONT) to Chicago (ORD)
9.4/10 Exceptional! (3,991 reviews)
Very centric hotel, would definitely stay here again.
Reviewed on 2026/5/6
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was NT$58,124, price is now NT$43,004 per person
NT$43,004
per person
Jul 12 - Jul 16
found 1 hour ago
Roundtrip flight included
Ontario Intl. Airport (ONT) to Chicago (ORD)
9.4/10 Exceptional! (2,478 reviews)
Thank you to Javon who was super helpful in our check in . The staff was so nice and accommodating. Additional linens were delivered in less than 5 minutes and then even extended our check out to 1pm. I will definitely be back when I’m in Chicago to try to catch fireworks. Our corner room was outstanding and breathtaking
Reviewed on 2026/5/3
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was NT$69,088, price is now NT$52,176 per person
NT$52,176
per person
Jul 12 - Jul 16
found 1 hour ago
Roundtrip flight included
Ontario Intl. Airport (ONT) to Chicago (ORD)
9.4/10 Exceptional! (1,851 reviews)
I love everything in the hotel everything
Reviewed on 2026/5/4
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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.
