Exclusive Route 66 Raceway Vacation Deals

Route 66 Raceway vacation package deals

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was $605, price is now $407 per person
$407
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,052, price is now $630 per person
$630
per person
Mar 14 - Mar 18
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $763, price is now $466 per person
$466
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $674, price is now $448 per person
$448
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $961, price is now $641 per person
$641
per person
Feb 11 - Feb 14
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.
Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was $661, price is now $446 per person
$446
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This hotel features a restaurant, a gym, and a poolside bar. Enjoy the seasonal outdoor pool and perks like free WiFi. Self parking, a 24-hour business center, and a coffee shop are also offered.

Frequently asked questions

How much are vacation packages to Route 66 Raceway?
Bag an express ticket to an unbeatable deal with Travelocity's $407 Route 66 Raceway vacation package. Not only will you save some serious bucks on your hotel and flights, you can also add on a few exciting local tours or even a rental vehicle.
Where can I get the best vacation package deals for Route 66 Raceway?
You'll discover a terrific selection of Route 66 Raceway package deals on Travelocity. With no less than 400 air carriers and 1,000,000 properties worldwide, piecing together your ultimate getaway will be easy.
Why should I book my Route 66 Raceway vacation package via Travelocity?
With top-quality service, support available 24/7 and some of the most perfect getaways imaginable, you'll never roam alone. And if you find a lower price, we'll match it. That's our Price Match Guarantee.

Top Route 66 Raceway hotel deals

Wingate by Wyndham - Joliet

Wingate by Wyndham - Joliet

2.5 out of 5
101 McDonald Avenue Joliet IL
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $94 total per night
$94 total
Dec 24 - Dec 25
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like self-serve breakfast and free self parking.
Pool
Hot Tub
Hampton Inn Joliet-Plainfield I-55

Hampton Inn Joliet-Plainfield I-55

2.5 out of 5
3555 Mall Loop Drive Joliet IL
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $94 total per night
$94 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A 24-hour business center, express check-out, and barbecue grills are also on offer.
Pool
Breakfast included
Country Inn & Suites by Radisson, Tinley Park, IL

Country Inn & Suites by Radisson, Tinley Park, IL

3 out of 5
18315 South LaGrange Road Tinley Park IL
Free Cancellation
$96 nightly
The price is $109 total per night
$109 total
Dec 29 - Dec 30
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
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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.