Historic Route 66 Vacation Packages for 2025

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Historic Route 66 Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Quality Inn & Suites Albuquerque North near Balloon Fiesta Park

Quality Inn & Suites Albuquerque North near Balloon Fiesta Park

2.5 out of 5
Balloon Fiesta Park - North I-25
Save 100% on your flight
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Albuquerque (ABQ)
Book a stay at this business-friendly hotel in Albuquerque. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Balloon Fiesta Park and Sandia Casino are located nearby.

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 19 - Sep 23
found 5 hours ago
Roundtrip flight included
New York (LGA) 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.

Hotel Zazz

Hotel Zazz

3.5 out of 5
Nob Hill
Save 100% on your flight
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Albuquerque (ABQ)
Stay at this 3.5-star spa hotel in Albuquerque. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions ABQ Uptown and Isleta Amphitheater are located nearby.

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 19 - Sep 23
found 5 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 19 - Sep 23
found 5 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 19 - Sep 23
found 5 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the bar in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

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Top Hotel Deals

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street, Chicago, IL
1,068.46 km from city center
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
1,068.76 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
Avi Resort & Casino

Avi Resort & Casino

3.5 out of 5
10000 Aha Macav Pkwy, Laughlin, NV
1,476.33 km from city center
Stay at this 3.5-star beach hotel in Laughlin. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave, Chicago, IL
1,069.58 km from city center
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
1,070.15 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
1,067.36 km from city center
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
1,069.35 km from city center
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place, Chicago, IL
1,069.29 km from city center
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
1,069.4 km from city center
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
105 E Delaware Pl, Chicago, IL
1,069.85 km from city center
Stay at this 3.5-star boutique hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the restaurant and the helpful staff ...
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St, Chicago, IL
1,069.2 km from city center
Stay at this 4-star boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr, Chicago, IL
1,069.54 km from city center
Stay at this 4-star eco-certified hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our ...
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
1,069.34 km from city center
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
1,070.35 km from city center
Stay at this 4.5-star luxury hotel in Chicago. Enjoy room service, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff ...
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
200 North Columbus Drive, Chicago, IL
1,069.54 km from city center
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
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See all available properties in Historic Route 66
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Sat, Aug 30 - Tue, Sep 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$140 Roundtrip, found 5 days ago
$140
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Sat, Aug 30 from Los Angeles Intl. to O'Hare Intl., returning Tue, Sep 2, priced at $140 found 5 days ago
Frontier Airlines
Sat, Aug 30 - Tue, Sep 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$144 Roundtrip, found 5 days ago
$144
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Aug 30 from Los Angeles Intl. to O'Hare Intl., returning Tue, Sep 2, priced at $144 found 5 days ago
American Airlines
Sat, Aug 30 - Tue, Sep 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 5 days ago
$197
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Aug 30 from Los Angeles Intl. to O'Hare Intl., returning Tue, Sep 2, priced at $197 found 5 days ago
United
Sat, Aug 30 - Tue, Sep 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 5 days ago
$197
Roundtrip
found 5 days ago
Select United flight, departing Sat, Aug 30 from Los Angeles Intl. to O'Hare Intl., returning Tue, Sep 2, priced at $197 found 5 days ago
Delta
Tue, Sep 2 - Wed, Sep 3
LAX
Los Angeles Intl.
MDW
Midway Intl.
$217 Roundtrip, found 5 days ago
$217
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Sep 2 from Los Angeles Intl. to Midway Intl., returning Wed, Sep 3, priced at $217 found 5 days ago