Exclusive Route 66 Raceway Vacation Deals
Route 66 Raceway vacation package deals
Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was CA $878, price is now CA $522 per person
CA $522
per person
Jan 18 - Jan 22
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Pendry Chicago
Downtown Chicago
Price was CA $1,318, price is now CA $824 per person
CA $824
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $1,518, price is now CA $956 per person
CA $956
per person
Jan 18 - Jan 22
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was CA $5,365, price is now CA $3,385 per person
CA $3,385
per person
Jan 18 - Jan 22
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Level Chicago – Old Town
Downtown Chicago
Price was CA $1,008, price is now CA $638 per person
CA $638
per person
Jan 18 - Jan 22
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Stay at this 4-star family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Emily Hotel
Downtown Chicago
Price was CA $1,200, price is now CA $799 per person
CA $799
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United Center and Chicago Riverwalk are located nearby.
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
The price is CA $134 per night
CA $134
CA $151 total
Nov 10 - Nov 11
includes taxes & fees
Stay at this 3-star business-friendly hotel in Tinley Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Odyssey Fun World and Space Golf are located nearby.
Pool
Breakfast included
Hampton Inn Chicago Orland Park
16176 LaGrange Road, Orland Park, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $147 per night
CA $147
CA $164 total
Nov 21 - Nov 22
includes taxes & fees
Book a stay at this business-friendly hotel in Orland Park. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Space Golf and Centennial Park Aquatic Center are located nearby.
Pool
Breakfast included
Country inn & Suites by Radisson Bolingbrook, I-55
225 W. South Frontage Rd, Bolingbrook, IL
Free cancellation
The price is CA $131 per night
CA $131
CA $160 total
Nov 5 - Nov 6
includes taxes & fees
Stay at this 3-star business-friendly hotel in Bolingbrook. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Rocket Ice Arena and Hidden Lakes Park are located nearby.
Pool
Breakfast 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.