Book Cheap Hotels in Historic Route 66
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Most frequently booked Historic Route 66 hotels
Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street Chicago IL
Free cancellation
Reserve now, pay when you stay
1,068.46 km from city centre
The price is CA $108 per night
CA $108
CA $127 total
Dec 29 - Dec 30
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Pet-friendly
Free WiFi
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Free cancellation
Reserve now, pay when you stay
1,070.15 km from city centre
The price is CA $123 per night
CA $123
CA $144 total
Jan 6 - Jan 7, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pet-friendly
Free WiFi
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Free cancellation
Reserve now, pay when you stay
1,068.83 km from city centre
The price is CA $181 per night
CA $181
CA $247 total
Jan 1 - Jan 2, 2026
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Pool
Spa
Silversmith Hotel Chicago Downtown
10 S Wabash Ave Chicago IL
Free cancellation
Reserve now, pay when you stay
1,068.94 km from city centre
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Free WiFi
Air conditioning
Eurostars Magnificent Mile
660 North State Street Chicago IL
Free cancellation
Reserve now, pay when you stay
1,069.41 km from city centre
The price is CA $129 per night
CA $129
CA $152 total
Jan 22 - Jan 23, 2026
includes taxes & fees
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Spa
Free WiFi
Club Quarters Hotel Wacker at Michigan, Chicago
75 E Wacker Dr Chicago IL
Free cancellation
Reserve now, pay when you stay
1,069.28 km from city centre
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Pet-friendly
Free WiFi
Hilton Chicago
720 S Michigan Ave Chicago IL
Free cancellation
Reserve now, pay when you stay
1,068.58 km from city centre
The price is CA $157 per night
CA $157
CA $224 total
Dec 30 - Dec 31
includes taxes & fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Soldier Field are located nearby.
Pool
Hot tub
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Free cancellation
Reserve now, pay when you stay
1,069.35 km from city centre
The price is CA $130 per night
CA $130
CA $153 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pool
Breakfast included
Warwick Allerton - Chicago
701 North Michigan Avenue Chicago IL
Free cancellation
Reserve now, pay when you stay
1,069.75 km from city centre
The price is CA $110 per night
CA $110
CA $170 total
Dec 28 - Dec 29
includes taxes & fees
Book a stay at this family-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Free WiFi
Air conditioning
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See all available properties in Historic Route 66
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.
Top hotels in Historic Route 66 for Extended Stay
The Neighborhood Hotel-Little Italy
1431 W Taylor St Chicago IL
9.6/10 Exceptional! (225 reviews)
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.
Historic Route 66 hotels essential information
Accommodation | 19,653 hotels |
|---|---|
Lowest Price | CA $127 |
Highest Price | CA $377 |
Popular hotels | Club Quarters Hotel, Central Loop, Chicago, Hilton Chicago/Magnificent Mile Suites, Palmer House a Hilton Hotel, Silversmith Hotel Chicago Downtown, Eurostars Magnificent Mile, Club Quarters Hotel Wacker at Michigan, Chicago, Hilton Chicago, Embassy Suites by Hilton Chicago Downtown River North, Warwick Allerton - Chicago |
Recent Historic Route 66 hotel reviews by fellow wanderers
Club Quarters Hotel, Central Loop, Chicago
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Friendly and professional staff."
A verified traveller stayed at Club Quarters Hotel, Central Loop, Chicago
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