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Historic Route 66 Vacation Packages

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Historic Route 66 Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $586, price is now $327 per person
$327
per person
Aug 8 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to St. Louis (STL)
Book a stay at this business-friendly hotel in Wildwood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Six Flags St. Louis and Skid Row are located nearby.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $1,171, price is now $669 per person
$669
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Save 100% on your flight
Price was $912, price is now $602 per person
$602
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Save 100% on your flight
Price was $963, price is now $641 per person
$641
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Lodge Of Four Seasons Golf Resort, Marina & Spa

Lodge Of Four Seasons Golf Resort, Marina & Spa

4 out of 5
Save 100% on your flight
Price was $541, price is now $362 per person
$362
per person
Jul 15 - Jul 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
Book a stay at this beach resort in Lake Ozark. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions The Cove Golf Course and The Ridge Golf Course are located nearby.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $877, price is now $587 per person
$587
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $1,248, price is now $865 per person
$865
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
The Hacienda & Spa at Hotel Santa Fe

The Hacienda & Spa at Hotel Santa Fe

4.5 out of 5
Save 100% on your flight
Price was $1,509, price is now $1,051 per person
$1,051
per person
Jul 19 - Jul 23
found 11 hours ago
Roundtrip flight included
San Antonio (SAT) to Albuquerque (ABQ)
Book a stay at this luxury hotel in Santa Fe. Enjoy free breakfast, a full-service spa, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Santa Fe Plaza and Santa Fe Railyard are located nearby.

Historic Route 66 Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $586, price is now $327 per person
$327
per person
Aug 8 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to St. Louis (STL)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,171, price is now $669 per person
$669
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $960, price is now $601 per person
$601
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $912, price is now $602 per person
$602
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

Historic Route 66 Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,187, price is now $718 per person
$718
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,493, price is now $793 per person
$793
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,186, price is now $732 per person
$732
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,553, price is now $961 per person
$961
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Mon, Aug 31 - Tue, Sep 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$120 Roundtrip, found 2 days ago
$120
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Aug 31 from Los Angeles Intl. to O'Hare Intl., returning Tue, Sep 1, priced at $120 found 2 days ago
American Airlines
Tue, Aug 25 - Sat, Aug 29
LAX
Los Angeles Intl.
ABQ
Albuquerque Intl. Sunport
$150 Roundtrip, found 5 days ago
$150
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Aug 25 from Los Angeles Intl. to Albuquerque Intl. Sunport, returning Sat, Aug 29, priced at $150 found 5 days ago
American Airlines
Tue, Aug 18 - Tue, Aug 25
LAX
Los Angeles Intl.
SAF
Santa Fe Municipal
$207 Roundtrip, found 1 hour ago
$207
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Tue, Aug 18 from Los Angeles Intl. to Santa Fe Municipal, returning Tue, Aug 25, priced at $207 found 1 hour ago
Frontier Airlines
Wed, Sep 2 - Wed, Sep 16
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, Sep 2 from Los Angeles Intl. to Will Rogers World, returning Wed, Sep 16, priced at $210 found 1 day ago

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