
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 $647, price is now $351 per person
$351
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $866, price is now $526 per person
$526
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A lobby fireplace, a communal living room, and express check-out are also on offer.

Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,437, price is now $930 per person
$930
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A seasonal outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A business center, a picnic area, and luggage storage are also on offer.

Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,245, price is now $854 per person
$854
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.

Harwelden Mansion
Maple Ridge
Save 100% on your flight
Price was $1,444, price is now $995 per person
$995
per person
Aug 2 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Tulsa (TUL)
Free WiFi in public areas, a terrace, and a garden are available at this bed & breakfast. Free continental breakfast is served. A picnic area, luggage storage, and concierge services are also on offer.
Top Historic Route 66 hotels deals

The Aquarius Casino Resort, BW Premier Collection
1900 S Casino Dr Laughlin NV
Free Cancellation
Reserve now, pay when you stay
$62 nightly
The price is $70 total per night
$70 total
Jun 14 - Jun 15
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 check-in, and conference space. Make the most of the gym and seasonal outdoor pool, and relax with drinks at one of the 4 bars/lounges.
Pool
Free WiFi

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
$136 nightly
The price is $162 total per night
$162 total
Jun 29 - Jun 30
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

The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Free Cancellation
$146 nightly
The price is $174 total per night
$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 in public areas. Self parking, express check-out, and luggage storage are also offered.
Pet friendly
Free WiFi

Freehand Chicago
19 East Ohio Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
$145 nightly
The price is $172 total per night
$172 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 offered.
Pet friendly
Free WiFi

River Hotel
75 East Wacker Drive Chicago IL
Free Cancellation
$135 nightly
The price is $161 total per night
$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. Express check-in, express check-out, and dry cleaning are also on offer.
Pet friendly
Free WiFi

The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Free Cancellation
Reserve now, pay when you stay
$154 nightly
The price is $183 total per night
$183 total
Jul 1 - Jul 2
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, and valet parking. A lobby fireplace, luggage storage, and wedding services are also on offer.
Pet friendly
Free WiFi
Don't see what you're looking for?
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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