Compare Cheap Hotels in Historic Route 66

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Cheap Historic Route 66 Hotels

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
$87 nightly
The price is $102 total per night
$102 total
Dec 23 - Dec 24
Total with taxes and fees
Free Cancellation
663.52 mi from city center
With a stay at Club Quarters Hotel, Central Loop, Chicago, you'll be centrally located in Chicago, within a 5-minute walk of State Street and Willis Tower.
Pet friendly
Free WiFi
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
$89 nightly
The price is $105 total per night
$105 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
664.56 mi from city center
With a stay at Hilton Chicago/Magnificent Mile Suites, you'll be centrally located in Chicago, steps from Michigan Avenue and 8 minutes by foot from Lake Michigan.
Pet friendly
Free WiFi
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
10 S Wabash Ave Chicago IL
$127 nightly
The price is $149 total per night
$149 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
663.81 mi from city center
Silversmith Hotel Chicago Downtown is in the heart of Chicago, within a 5-minute walk of Millennium Park and CIBC Theatre.
Free WiFi
Air conditioning
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
$136 nightly
The price is $155 total per night
$155 total
Dec 23 - Dec 24
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
663.74 mi from city center
Palmer House a Hilton Hotel is centrally located in Chicago, a 3-minute walk from Millennium Park and 5 minutes by foot from Art Institute of Chicago.
Pool
Spa
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
75 E Wacker Dr Chicago IL
$88 nightly
The price is $103 total per night
$103 total
Dec 24 - Dec 25
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
664.03 mi from city center
With a stay at Club Quarters Hotel Wacker at Michigan, Chicago, you'll be centrally located in Chicago, steps from Chicago Riverwalk and 5 minutes by foot from Michigan Avenue.
Pet friendly
Free WiFi
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
$96 nightly
The price is $113 total per night
$113 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
664.11 mi from city center
With a stay at Eurostars Magnificent Mile, you'll be centrally located in Chicago, steps from State Street and 4 minutes by foot from Michigan Avenue.
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
$98 nightly
The price is $116 total per night
$116 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
664.07 mi from city center
With a stay at Embassy Suites by Hilton Chicago Downtown River North, you'll be centrally located in Chicago, steps from State Street and 4 minutes by foot from Michigan Avenue.
Pool
Breakfast included
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$100 nightly
The price is $118 total per night
$118 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
663.7 mi from city center
With a stay at Congress Plaza Hotel, you'll be centrally located in Chicago, steps from Columbia College Chicago and Museum of Contemporary Photography.
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
$114 nightly
The price is $134 total per night
$134 total
Dec 23 - Dec 24
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
663.59 mi from city center
With a stay at Hilton Chicago, you'll be centrally located in Chicago, within a 10-minute walk of Buckingham Fountain and Art Institute of Chicago.
Pool
Hot Tub
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
105 E Delaware Pl Chicago IL
$83 nightly
The price is $97 total per night
$97 total
Dec 23 - Dec 24
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
664.37 mi from city center
A stay at The Whitehall Hotel, BW Premier Collection places you in the heart of Chicago, steps from Michigan Avenue and State Street.
Breakfast included
Pet friendly
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4 out of 5
71 E Wacker Dr Chicago IL
$141 nightly
The price is $166 total per night
$166 total
Jan 15 - Jan 16, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
664.01 mi from city center
With a stay at The Royal Sonesta Chicago Downtown, you'll be centrally located in Chicago, steps from Chicago Riverwalk and Michigan Avenue.
Pet friendly
Free WiFi
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
$164 nightly
The price is $193 total per night
$193 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
664.18 mi from city center
Hyatt Regency Chicago is centrally located in Chicago, a 4-minute walk from Chicago Riverwalk and 7 minutes by foot from Michigan Avenue Bridge.
Free WiFi
Restaurant
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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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Historic Route 66 hotels essential information

Accommodation
19,705 hotels
Lowest Price
$97
Highest Price
$193
Popular hotels
Club Quarters Hotel, Central Loop, Chicago, Hilton Chicago/Magnificent Mile Suites, Silversmith Hotel Chicago Downtown, Palmer House a Hilton Hotel, Club Quarters Hotel Wacker at Michigan, Chicago, Eurostars Magnificent Mile, Embassy Suites by Hilton Chicago Downtown River North, Congress Plaza Hotel, Hilton Chicago, The Whitehall Hotel, BW Premier Collection, The Royal Sonesta Chicago Downtown, Hyatt Regency Chicago

Most Recent Historic Route 66 Hotel Reviews

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

5 out of 5
Posted 21 hours ago
CheapTickets Verified Review
"Staff and everything was nice "
A verified traveler stayed at The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier Collection