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Top Historic Route 66 hotels
citizenM Chicago Downtown
80 East Wacker Place Chicago IL
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $126 total per night from Nov 25 to Nov 26
$126 total
Nov 25 - Nov 26
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
Clean hotel, good location close to everything, friendly and helpful staff.
Reviewed on Nov 17, 2025
The Royal Sonesta Chicago Downtown
71 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
$141 nightly
The price is $166 total per night from Dec 21 to Dec 22
$166 total
Dec 21 - Dec 22
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, conference space, and valet ...
Lo recomiendo muchísimo todo estuvo escelente!!! El hotel la habitación me encantó 100/100 La vista de nuestro hotel era hermosa
Reviewed on Nov 17, 2025
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $98 total per night from Dec 7 to Dec 8
$98 total
Dec 7 - Dec 8
Total with taxes and fees
A gym, valet parking, and concierge services are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 8 conference ...
Great friendly service. Love having two rooms with one TV in each.
Reviewed on Nov 19, 2025
Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street Chicago IL
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $104 total per night from Nov 23 to Nov 24
$104 total
Nov 23 - Nov 24
Total with taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A snack ...
Very courteous staff. Great location. Clean room.
Reviewed on Nov 17, 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $102 total per night from Dec 10 to Dec 11
$102 total
Dec 10 - Dec 11
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and ...
Loved them
Reviewed on Nov 16, 2025
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $145 total per night from Dec 21 to Dec 22
$145 total
Dec 21 - Dec 22
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express ...
Staff could not have been more helpful. The venue was packed for an international rugby game, but everything was clean, well cared for and comfortable. Will defintiely stay here again!
Reviewed on Nov 18, 2025
Warwick Allerton - Chicago
701 North Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $104 total per night from Dec 14 to Dec 15
$104 total
Dec 14 - Dec 15
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. WiFi in public areas is free.
The room was clean, we got an unexpected upgrade, which was lovely.
Reviewed on Nov 17, 2025
The Whitehall Hotel, BW Premier Collection
105 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $103 total per night from Dec 8 to Dec 9
$103 total
Dec 8 - Dec 9
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy ...
Friendly staff, fast checking It is an old building but the rooms have been updated and are nice And it is a great value
Reviewed on Nov 19, 2025
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $115 total per night from Nov 24 to Nov 25
$115 total
Nov 24 - Nov 25
Total with taxes and fees
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center ...
Everything about the Congress was lovely. Enjoyed our stay. Perfect location for city adventure.
Reviewed on Nov 14, 2025
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View all propertiesLowest 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.
Hotels in Historic Route 66 with star-rating
Check Historic Route 66 Hotels by Star Rating
5 Star Hotels
17 properties
Recent Historic Route 66 hotel reviews by fellow wanderers
Hilton Chicago/Magnificent Mile Suites
5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Great friendly service. Love having two rooms with one TV in each."
A verified traveler stayed at Hilton Chicago/Magnificent Mile Suites
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