
Deals on vacations and trips to Historic Route 66
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Historic Route 66 flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

The Wildwood Hotel
Save 100% on your flight
Price was $621, price is now $328 per person
$328
per person
Oct 31 - Nov 3
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.

Hotel Riu Plaza Chicago
Downtown Chicago
Price was $1,582, price is now $717 per person
$717
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
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 and free buffet breakfast each morning.

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,339, price is now $685 per person
$685
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Self parking, a coffee shop, and a terrace are also offered.

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $2,195, price is now $1,220 per person
$1,220
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.

Westgate Branson Lakes Resort
Save 100% on your flight
Price was $1,083, price is now $619 per person
$619
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Springfield (SGF)
This hotel features an outdoor pool and an indoor pool. There's fun for all ages with mini golf and a playground, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free self parking.
Top Historic Route 66 hotels deals

Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$166 nightly
The price is $195 total per night
$195 total
Sep 21 - Sep 22
Total with taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A snack bar/deli, express check-in, and express check-out are also on offer.
Pet friendly
Free WiFi

Central Loop Hotel
111 West Adams Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$166 nightly
The price is $195 total per night
$195 total
Sep 21 - Sep 22
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 areas. A snack bar/deli, express check-in, and express check-out are also on offer.
Free WiFi
Restaurant

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $210 total per night
$210 total
Sep 22 - Sep 23
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 and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.
Free WiFi
Restaurant

Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$184 nightly
The price is $216 total per night
$216 total
Sep 22 - Sep 23
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 a grocery/convenience store are also offered.
Pool
Breakfast included

Freehand Chicago
19 East Ohio Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$120 nightly
The price is $141 total per night
$141 total
Sep 22 - Sep 23
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 offered.
Pet friendly
Free WiFi

citizenM Chicago Downtown
80 East Wacker Place, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$173 nightly
The price is $204 total per night
$204 total
Sep 22 - Sep 23
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A coffee shop, a communal living room, and express check-in are also on offer.
Free WiFi
Restaurant
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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.
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