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Top Historic Route 66 hotels

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
$156 nightly
The price is $183 total per night from Mar 22 to Mar 23
$183 total
Mar 22 - Mar 23
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 ...
Great stay! No complaints! Breakfast buffet was a great plus!

Reviewed on Mar 15, 2026

Opens in a new windowHotel Riu Plaza Chicago
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
$183 nightly
The price is $215 total per night from Apr 5 to Apr 6
$215 total
Apr 5 - Apr 6
Total with taxes and fees
This smoke-free hotel's 4 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center, ...
Very good

Reviewed on Mar 13, 2026

Opens in a new windowHyatt Regency Chicago
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $122 total per night from Mar 23 to Mar 24
$122 total
Mar 23 - Mar 24
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 ...
Wonder place to stay. Staff was amazing. Room was spotless!! On site restaurant was great. Within walking distance of events.

Reviewed on Mar 16, 2026

Opens in a new windowHilton Chicago/Magnificent Mile Suites
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $169 total per night from Mar 17 to Mar 18
$169 total
Mar 17 - Mar 18
Total with taxes and fees
A full-service spa and a gym are featured at this boutique hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, ...
Room was extremely small and talked to front desk and they were extremely nice and upgraded the room. The room gets extremely humid which is a problem if you want to do your hair because it turns into a frizzy mess. Hallways smelled like weed the first night. I wouldn’t recommend this hotel at all ...

Reviewed on Mar 16, 2026

Opens in a new windowEurostars Magnificent Mile
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
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $153 total per night from Mar 23 to Mar 24
$153 total
Mar 23 - Mar 24
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 ...
Short birthday getaway and I really enjoyed my stay. Hotel is surrounded by places to eat. The breakfast was better than most and the breakfast staff was A1 especially Freddy. Next time I will ask for a room at the front of the hotel because being by the back of the hotel is quite noisy in the morning ...

Reviewed on Mar 16, 2026

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $182 total per night from Apr 1 to Apr 2
$182 total
Apr 1 - Apr 2
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
Front desk staff seemed to speak to me as if I was inconveniencing their day when you work a front desk and your people coming in from out of the area, it’s important to offer a warm and welcoming tone. I did not experience that with said staff had a massive issue with parking that led to me having ...

Reviewed on Mar 15, 2026

Opens in a new windowHilton Chicago
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3 out of 5
243 E. Ontario Chicago IL
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $127 total per night from Mar 22 to Mar 23
$127 total
Mar 22 - Mar 23
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. Valet parking, a business center, and a snack bar/deli ...
Staff was friendly and suggested a reasonable restaurant listing nearby. The lobby was a nice place to hang at the bar, the fire place and to play a round of pool. The swimming pool was nice for the kids, not too deep.

Reviewed on Mar 15, 2026

Opens in a new windowAloft Chicago Mag Mile
The Aquarius Casino Resort, BW Premier Collection

The Aquarius Casino Resort, BW Premier Collection

3.5 out of 5
1900 S Casino Dr Laughlin NV
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $70 total per night from Mar 17 to Mar 18
$70 total
Mar 17 - Mar 18
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 ...
Bed very uncomfortable

Reviewed on Mar 16, 2026

Opens in a new windowThe Aquarius Casino Resort, BW Premier Collection
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $124 total per night from Apr 1 to Apr 2
$124 total
Apr 1 - Apr 2
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 ...
Very cool place to stay if you enjoy historic buildings. I would definitely stay here again. Clean room, walking distance to many places.

Reviewed on Mar 16, 2026

Opens in a new windowCongress Plaza Hotel
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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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