Search Deals onHistoric Route 66 Vacation Packages
Historic Route 66 Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Holiday Inn Chicago O'Hare Area by IHG
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Allstate Arena and Norridge Park District are located nearby.

Westgate Branson Lakes Resort
Save 100% on your flight
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Houston (IAH) to Springfield (SGF)
Stay at this 4-star family-friendly hotel in Hollister. Enjoy free parking, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Table Rock Lake and Top of the Rock Golf Course are located nearby.

The Allegro Royal Sonesta Hotel Chicago Loop
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

The Inn at Vanessie
Save 100% on your flight
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Houston (IAH) to Albuquerque (ABQ)
Stay at this 4.5-star luxury hotel in Santa Fe. Enjoy daily housekeeping, concierge services, and cable TV channels. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Santa Fe Plaza and Meow Wolf are located nearby.

Warwick Allerton - Chicago
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
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 helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Hilton Chicago O'Hare Airport
Save 100% on your flight
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and The Dome at the Parkway Bank Sports Complex are located nearby.


Trump International Hotel & Tower Chicago
Save 100% on your flight
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Historic Route 66 Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Historic Route 66 Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



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

Tue, Aug 26 - Sat, Aug 30
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$120 Roundtrip, found 9 hours ago
$120
Roundtrip
found 9 hours ago

Thu, Sep 11 - Thu, Sep 18
LAX
Los Angeles Intl.
ABQ
Albuquerque Intl. Sunport
$144 Roundtrip, found 17 hours ago
$144
Roundtrip
found 17 hours ago

Tue, Aug 5 - Tue, Aug 12
LAX
Los Angeles Intl.
TUL
Tulsa Intl.
$182 Roundtrip, found 17 hours ago
$182
Roundtrip
found 17 hours ago

Sat, Sep 27 - Tue, Sep 30
LAX
Los Angeles Intl.
OKC
Will Rogers World
$185 Roundtrip, found 2 hours ago
$185
Roundtrip
found 2 hours ago
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Car Rentals in Historic Route 66
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