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.
LakeWood Inn & Suites

LakeWood Inn & Suites

2 out of 5
per person
Jul 23 - Jul 28
found 4 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Book a stay at this business-friendly hotel in Dowagiac. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Dowagiac Four Winds Casino and Riley-Shurte Woods Nature Sanctuary are located nearby.

Sandia Resort And Casino

Sandia Resort And Casino

4 out of 5
Northeast Heights
Save 100% on your flight
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Albuquerque (ABQ)
Stay at this 4-star spa resort in Albuquerque. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sandia Casino and Balloon Fiesta Park are located nearby.

The Querque Hotel

The Querque Hotel

3 out of 5
Northeast Heights
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Albuquerque (ABQ)
Stay at this 3-star business-friendly hotel in Albuquerque. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions ABQ BioPark Zoo and ABQ Uptown are located nearby.

Marriott Albuquerque

Marriott Albuquerque

3.5 out of 5
Northeast Heights
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Albuquerque (ABQ)
Stay at this 3.5-star business-friendly hotel in Albuquerque. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the bar and the helpful staff in our reviews. Popular attractions ABQ Uptown and ABQ BioPark Zoo 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 ...
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 ...
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4 out of 5
701 North Michigan Avenue, Chicago, IL
1,069.75 km from city center
Stay at this 4-star family-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise ...
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy, Chicago, IL
1,070 km from city center
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
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 ...
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
909 North Michigan Ave, Chicago, IL
1,069.98 km from city center
Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour fitness center. 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 ...
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
1,069.28 km from city center
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
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 ...
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. ...
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 ...
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
300 E Ohio St, Chicago, IL
1,069.93 km from city center
Stay at this 4-star business-friendly hotel in Chicago. Enjoy an outdoor pool, a rooftop terrace, and breakfast (surcharge). Our guests praise the pool and the ...
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

3 out of 5
350 West Wolf Point Plaza, Building 2, Chicago, IL
1,068.41 km from city center
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff 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. ...
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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, Jul 5 - Wed, Jul 9
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$110 Roundtrip, found 6 days ago
$110
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Sat, Jul 5 from Los Angeles Intl. to O'Hare Intl., returning Wed, Jul 9, priced at $110 found 6 days ago
Frontier Airlines
Wed, Jun 11 - Sat, Jun 14
LAX
Los Angeles Intl.
OKC
Will Rogers World
$210 Roundtrip, found 1 day ago
$210
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Jun 11 from Los Angeles Intl. to Will Rogers World, returning Sat, Jun 14, priced at $210 found 1 day ago
Spirit Airlines
Thu, Jun 12 - Sun, Jun 15
LAX
Los Angeles Intl.
ABQ
Albuquerque Intl. Sunport
$213 Roundtrip, found 4 days ago
$213
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Thu, Jun 12 from Los Angeles Intl. to Albuquerque Intl. Sunport, returning Sun, Jun 15, priced at $213 found 4 days ago
Frontier Airlines
Sat, Jul 19 - Wed, Jul 23
LAX
Los Angeles Intl.
STL
Lambert-St. Louis Intl.
$230 Roundtrip, found 3 hours ago
$230
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sat, Jul 19 from Los Angeles Intl. to Lambert-St. Louis Intl., returning Wed, Jul 23, priced at $230 found 3 hours ago