
Exclusive Route 66 Raceway Vacation Deals

Route 66 Raceway vacation package deals
Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $505, price is now $291 per person
$291
per person
Feb 20 - Feb 24
just found
Roundtrip flight included
Houston (IAH) 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 $641, price is now $377 per person
$377
per person
Feb 18 - Feb 24
found 11 hours ago
Roundtrip flight included
Houston (IAH) 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.

Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
Save 100% on your flight
Price was $795, price is now $474 per person
$474
per person
Feb 18 - Feb 24
found 11 hours ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
This smoke-free hotel's 2 restaurants, 3 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. There's a rooftop terrace on site, and a 24-hour front desk and a coffee shop are also provided.

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $936, price is now $568 per person
$568
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Houston (IAH) 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.

The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was $579, price is now $373 per person
$373
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
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, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.

Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $515, price is now $334 per person
$334
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Houston (IAH) 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.
Frequently asked questions
Top Route 66 Raceway hotel deals

Country Inn & Suites by Radisson, Tinley Park, IL
18315 South LaGrange Road Tinley Park IL
Free Cancellation
$96 nightly
The price is $109 total per night
$109 total
Dec 15 - Dec 16
Total with taxes and fees
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. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included

Hampton Inn Chicago Orland Park
16176 LaGrange Road Orland Park IL
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $119 total per night
$119 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's an indoor pool on site, and a 24-hour front desk and a picnic area are also provided.
Pool
Breakfast included

EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG
18501 Convention Center Drive Tinley Park IL
Free Cancellation
$92 nightly
The price is $105 total per night
$105 total
Dec 15 - Dec 16
Total with taxes and fees
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 24-hour business center and free WiFi in public areas. Free self parking, a picnic area, and express check-out are also offered.
Pet friendly
Parking included
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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.