Book Cheap Hotels in Historic Route 66
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Most frequently booked Historic Route 66 hotels

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Free cancellation
Reserve now, pay when you stay
1,068.76 km from city centre
The price is CA $188 per night
CA $188
CA $220 total
Feb 14 - Feb 15
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). 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
Restaurant

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 $181 per night
CA $181
CA $253 total
Feb 2 - Feb 3
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

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 $112 per night
CA $112
CA $131 total
Jan 25 - Jan 26
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.
Pool
Pet-friendly

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 $154 per night
CA $154
CA $181 total
Jan 25 - Jan 26
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

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

River Hotel
75 East Wacker Drive 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

Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
Free cancellation
Reserve now, pay when you stay
1,069.49 km from city centre
The price is CA $218 per night
CA $218
CA $297 total
Feb 8 - Feb 9
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Free WiFi
Restaurant

The Royal Sonesta Chicago Downtown
71 E Wacker Dr Chicago IL
Free cancellation
Reserve now, pay when you stay
1,069.26 km from city centre
The price is CA $168 per night
CA $168
CA $241 total
Jan 23 - Jan 24
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue 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 $198 per night
CA $198
CA $267 total
Jan 23 - Jan 24
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
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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! (227 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 | 19,746 hotels |
|---|---|
Lowest Price | CA $131 |
Highest Price | CA $297 |
Popular hotels | Congress Plaza Hotel, Hilton Chicago, Hilton Chicago/Magnificent Mile Suites, Embassy Suites by Hilton Chicago Downtown River North, Club Quarters Hotel Wacker at Michigan, Chicago, River Hotel, Hyatt Regency Chicago, The Royal Sonesta Chicago Downtown, Palmer House a Hilton Hotel |
Recent Historic Route 66 hotel reviews by fellow wanderers

Eurostars Magnificent Mile
5 out of 5
Posted 23 hours ago
Travelocity Verified Review
"Clean room, pleasant staff, great view from our room. Would definitely stay here again. Thank you Eurostars!"
A verified traveller stayed at Eurostars Magnificent Mile
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