Historic Route 66 Vacation Packages

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Top Historic Route 66 Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Chicago O'Hare Airport
The Langham, Chicago
Sandia Resort And Casino
The Hacienda & Spa at Hotel Santa Fe
The Inn at Vanessie

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Historic Route 66 Hotel Deals

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $160 per night from Sep 1 to Sep 2
CA $160
CA $187 total
Sep 1 - Sep 2
includes taxes & fees
Club Quarters Hotel, Central Loop, Chicago
Central Loop Hotel

Central Loop Hotel

4 out of 5
111 West Adams Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $160 per night from Sep 1 to Sep 2
CA $160
CA $187 total
Sep 1 - Sep 2
includes taxes & fees
Central Loop Hotel
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $207 per night from Sep 4 to Sep 5
CA $207
CA $244 total
Sep 4 - Sep 5
includes taxes & fees
8.2/10 Very Good! (1,226 reviews)
"It was very close to navy pier where it was just a 10 min way. And had a great view from our room. Facing the lake"

Reviewed on Aug. 27, 2025

The Wade
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.