Book Hotels in Historic Route 66
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Top Historic Route 66 hotels
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
$176 nightly
The price is $209 total per night from Jul 6 to Jul 7
$209 total
Jul 6 - Jul 7
Total with taxes and fees
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant ...
"Clean room, great breakfast and close to everything we needed"
Reviewed on Jun 14, 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $166 total per night from Jul 1 to Jul 2
$166 total
Jul 1 - Jul 2
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express ...
"The entire staff was amazing!"
Reviewed on Jun 13, 2026
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $161 total per night from Jul 5 to Jul 6
$161 total
Jul 5 - Jul 6
Total with taxes and fees
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. ...
"Very old property"
Reviewed on Jun 13, 2026
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $154 total per night from Jun 28 to Jun 29
$154 total
Jun 28 - Jun 29
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, free WiFi in public areas, and ...
"Overall stay was great with my brother. I will come back agin. Staff were helpful especially with our shuttle ride to the airport."
Reviewed on Jun 13, 2026
The Aquarius Casino Resort, BW Premier Collection
1900 S Casino Dr Laughlin NV
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $70 total per night from Jun 15 to Jun 16
$70 total
Jun 15 - Jun 16
Total with taxes and fees
A casino, 7 restaurants, and an outdoor pool are all featured at this resort. Traveling for business? Take advantage of the free WiFi in public areas, express ...
"Clean"
Reviewed on Jun 14, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
$154 nightly
The price is $183 total per night from Jun 29 to Jun 30
$183 total
Jun 29 - Jun 30
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 free WiFi in public areas, express check-out, ...
"This review reflects both the hotel and Expedia’s handling of the booking. The good: The location is excellent and very accessible. The common areas, including the lobby and bar, are pleasant and well maintained. The bad: The hotel is showing its age. The AC struggled to keep the room comfortable ..."
Reviewed on Jun 13, 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $162 total per night from Jun 30 to Jul 1
$162 total
Jun 30 - Jul 1
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 ...
"Great stay!"
Reviewed on Jun 14, 2026
Freehand Chicago
19 East Ohio Street Chicago IL
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $144 total per night from Jul 5 to Jul 6
$144 total
Jul 5 - Jul 6
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a coffee shop, and a snack bar/deli are also ...
"It was good place to stay for the Go Fest Event"
Reviewed on Jun 13, 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundable
$146 nightly
The price is $174 total per night from Jun 30 to Jul 1
$174 total
Jun 30 - Jul 1
Total with taxes and fees
This boutique hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Business travelers can take advantage of the free WiFi ...
"Had a great time over two days in Chicago. The only downside was that my room was not cleaned when I returned."
Reviewed on Jun 14, 2026
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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
16 properties
Recent Historic Route 66 hotel reviews by fellow wanderers
The Chicago Hotel Collection - Magnificent Mile
5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Had a great time over two days in Chicago. The only downside was that my room was not cleaned when I returned."
A verified traveler stayed at The Chicago Hotel Collection - Magnificent Mile
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