
Historic Route 66 Trip
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Top hotels in Historic Route 66

Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₹7,499 per night from 8 Jan to 9 Jan
₹7,499
₹8,803 total
8 Jan - 9 Jan
includes taxes & fees
8.6/10 Excellent! (3,356 reviews)
Nice Hotel, convenient location fot shopping and walking around
Reviewed on 4 Jan 2026

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₹8,060 per night from 14 Jan to 15 Jan
₹8,060
₹9,461 total
14 Jan - 15 Jan
includes taxes & fees
8.8/10 Excellent! (3,662 reviews)
Great location. Clean room. Super cozy bed. Friendly, helpful staff! Great stay!
Reviewed on 4 Jan 2026

Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₹12,496 per night from 14 Jan to 15 Jan
₹12,496
₹17,316 total
14 Jan - 15 Jan
includes taxes & fees
8.4/10 Very Good! (2,450 reviews)
Nice hotel, loved all the holiday decor in the lobby and the giant gingerbread Chicago. The historic decor around the hotel is also very interesting. The game area in the lobby was very much appreciated and was a great spot to hang out. The food and drinks at Herb and Kitchen was very overpriced ...
Reviewed on 1 Jan 2026
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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