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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
$146 nightly
The price is $172 total per night from Apr 5 to Apr 6
$172 total
Apr 5 - Apr 6
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 ...
Comfortable Room

Reviewed on Apr 4, 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
$212 nightly
The price is $249 total per night from Apr 6 to Apr 7
$249 total
Apr 6 - Apr 7
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, ...
This hotel is great! Great location, great staff.

Reviewed on Apr 3, 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
$119 nightly
The price is $140 total per night from Apr 12 to Apr 13
$140 total
Apr 12 - Apr 13
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 ...
Location was great. Valet parking was very accommodating-- extremely helpful

Reviewed on Apr 4, 2026

Opens in a new windowHilton Chicago/Magnificent Mile Suites
Central Loop Hotel

Central Loop Hotel

4 out of 5
111 West Adams Street Chicago IL
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $109 total per night from Apr 6 to Apr 7
$109 total
Apr 6 - Apr 7
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 24-hour business center and free WiFi in public ...
I still haven’t got my deposit back and it’s been 2days later. Also very very weird they have a sign in your room that if you use the soap you will be charged who charges for soap that’s ridiculous you can’t even wash your hands because they will charge you for soap

Reviewed on Apr 2, 2026

Opens in a new windowCentral Loop Hotel
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
$127 nightly
The price is $149 total per night from Apr 12 to Apr 13
$149 total
Apr 12 - Apr 13
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 ...
Great experience

Reviewed on Apr 4, 2026

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

Aloft Chicago Mag Mile

3 out of 5
243 E. Ontario Chicago IL
$96 nightly
The price is $113 total per night from Apr 5 to Apr 6
$113 total
Apr 5 - Apr 6
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 ...
Very live hotel, nice staff and clean.

Reviewed on Apr 4, 2026

Opens in a new windowAloft Chicago Mag Mile
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $169 total per night from Apr 27 to Apr 28
$169 total
Apr 27 - Apr 28
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
Clean room, great view, close to lake! Loved!

Reviewed on Apr 3, 2026

Opens in a new windowThe Wade
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 Apr 5 to Apr 6
$70 total
Apr 5 - Apr 6
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 ...
The breakfast was fabulous and the vibe throughout the casino was great!!!

Reviewed on Apr 4, 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
$110 nightly
The price is $129 total per night from Apr 5 to Apr 6
$129 total
Apr 5 - Apr 6
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 ...
Stayed here several times. This is the only place I stay in Chicago and always a five star experience!

Reviewed on Apr 3, 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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