Historic Route 66 Packages (Flight + Hotel)

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Top hotels in Historic Route 66

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is ฿4,241 per night from 13 Feb to 14 Feb
฿4,241
฿4,978 total
13 Feb - 14 Feb
includes taxes & fees
8/10 Very Good! (9,848 reviews)
Wonderful hotel

Reviewed on 4 Feb 2026

Congress Plaza Hotel
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
300 E Ohio St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ฿2,924 per night from 12 Feb to 13 Feb
฿2,924
฿3,432 total
12 Feb - 13 Feb
includes taxes & fees
8.6/10 Excellent! (2,281 reviews)
Cleanliness, service

Reviewed on 4 Feb 2026

DoubleTree by Hilton Chicago - Magnificent Mile
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is ฿4,397 per night from 6 Mar to 7 Mar
฿4,397
฿6,093 total
6 Mar - 7 Mar
includes taxes & fees
8.4/10 Very Good! (2,604 reviews)
Great location and great hotel!

Reviewed on 3 Feb 2026

Hilton Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.