Search Deals onHistoric Route 66 Vacation Packages
Historic Route 66 Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club Chicago Magnificent Mile
Save 100% on your flight
Price was $278, price is now $142 per person
$142
per person
Jan 30 - Feb 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Emily Hotel
Price was $719, price is now $364 per person
$364
per person
Feb 6 - Feb 9
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, 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.
The Inn at Vanessie
Save 100% on your flight
Price was $1,002, price is now $517 per person
$517
per person
Feb 12 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Albuquerque (ABQ)
Book a stay at this 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 Santuario De Nuestra Senora de Guadalupe are located nearby.
The Wildwood Hotel
Save 100% on your flight
Price was $693, price is now $358 per person
$358
per person
Jan 7 - Jan 11
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Level Chicago – Old Town
Save 100% on your flight
Price was $1,292, price is now $680 per person
$680
per person
Dec 27 - Jan 2
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this 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.
Westgate Branson Woods Resort and Cabins
Price was $1,022, price is now $556 per person
$556
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Springfield (SGF)
Book a stay at this family-friendly resort in Branson. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Silver Dollar City and Sight and Sound Theatres are located nearby.
The Royal Sonesta Chicago River North
Save 100% on your flight
Price was $564, price is now $307 per person
$307
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Arlo Chicago
Save 100% on your flight
Price was $398, price is now $222 per person
$222
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park 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.
Fri, Dec 12 - Mon, Dec 15
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$90 Roundtrip, found 7 hours ago
$90
Roundtrip
found 7 hours ago
Wed, Feb 25 - Tue, Mar 10
LAX
Los Angeles Intl.
STL
Lambert-St. Louis Intl.
$192 Roundtrip, found 4 days ago
$192
Roundtrip
found 4 days ago
Mon, Dec 8 - Thu, Dec 11
LAX
Los Angeles Intl.
MDW
Midway Intl.
$196 Roundtrip, found 3 days ago
$196
Roundtrip
found 3 days ago
Tue, Jan 27 - Sat, Jan 31
LAX
Los Angeles Intl.
ABQ
Albuquerque Intl. Sunport
$201 Roundtrip, found 3 days ago
$201
Roundtrip
found 3 days ago
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