
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
O'Hare
Price was CA $1,190, price is now CA $804 per person
CA $804
per person
Nov 20 - Nov 24
found 5 hours ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
8.2/10 Very Good! (2,103 reviews)
Easy to get to airport but hotel is very tired and outdated
Reviewed on Aug. 29, 2025

The Langham, Chicago
Downtown Chicago
Price was CA $1,694, price is now CA $1,091 per person
CA $1,091
per person
Nov 11 - Nov 14
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.
Reviewed on Aug. 12, 2025

Sandia Resort And Casino
Northeast Heights
Price was CA $2,782, price is now CA $1,910 per person
CA $1,910
per person
Nov 16 - Nov 23
found 1 hour ago
Roundtrip flight included
Québec (YQB) to Albuquerque (ABQ)
9.4/10 Exceptional! (1,180 reviews)
Beautiful and clean property and wonderful staff.
Reviewed on Aug. 31, 2025

The Hacienda & Spa at Hotel Santa Fe
Downtown Santa Fe
Price was CA $3,359, price is now CA $2,329 per person
CA $2,329
per person
Nov 16 - Nov 23
found 1 hour ago
Roundtrip flight included
Québec (YQB) to Albuquerque (ABQ)
9.4/10 Exceptional! (969 reviews)
Great stay at Hacienda ( the suite side). Great continental Breakfast every morning. Jose is so so friendly and knowledgeable! Plus beer wine and cheese etc in the evening-all included. Restaurant Amaya is fantastic!! Shuttle service is great and rail way development is so close and great.
Reviewed on Aug. 29, 2025

The Inn at Vanessie
Downtown Santa Fe
Price was CA $2,217, price is now CA $1,538 per person
CA $1,538
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Albuquerque (ABQ)
8.8/10 Excellent! (1,005 reviews)
Great property, so affordable and near the plaza area of Santa Fe! And breakfast was SO good. We will come again.
Reviewed on Aug. 24, 2025
Historic Route 66 Hotel Deals

Club Quarters Hotel, Central Loop, Chicago
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
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

The Wade
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
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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