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

Hotel Felix River North/Magnificent Mile
Save 100% on your flight
Price was $771, price is now $469 per person
$469
per person
Aug 28 - Aug 31
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.

Level Chicago Fulton Market
Save 100% on your flight
Price was $1,518, price is now $869 per person
$869
per person
Jul 23 - Jul 28
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 parking (surcharge). Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Level Chicago – Old Town
Save 100% on your flight
Price was $1,635, price is now $985 per person
$985
per person
Aug 13 - Aug 17
found 1 day 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.

Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $940, price is now $570 per person
$570
per person
Aug 28 - Aug 31
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 Hacienda & Spa at Hotel Santa Fe
Save 100% on your flight
Price was $3,686, price is now $2,328 per person
$2,328
per person
Aug 14 - Aug 22
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) 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.

The Whitehall Hotel, BW Premier Collection
Save 100% on your flight
Price was $754, price is now $479 per person
$479
per person
Aug 28 - Aug 31
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.

The Inn at Vanessie
Save 100% on your flight
Price was $2,926, price is now $1,869 per person
$1,869
per person
Aug 14 - Aug 22
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Albuquerque (ABQ)
Book a stay at this luxury hotel in Santa Fe. Enjoy daily housekeeping, concierge services, and satellite TV channels. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Santa Fe Plaza and Loretto Chapel are located nearby.

theWit Chicago, a Hilton Hotel
Save 100% on your flight
Price was $1,543, price is now $993 per person
$993
per person
Jul 23 - Jul 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). 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.

Tue, Aug 25 - Sat, Aug 29
LAX
Los Angeles Intl.
ABQ
Albuquerque Intl. Sunport
$150 Roundtrip, found 3 hours ago
$150
Roundtrip
found 3 hours ago

Wed, Aug 12 - Tue, Aug 25
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$189 Roundtrip, found 4 hours ago
$189
Roundtrip
found 4 hours ago

Tue, Aug 18 - Tue, Aug 25
LAX
Los Angeles Intl.
SAF
Santa Fe Municipal
$207 Roundtrip, found 9 hours ago
$207
Roundtrip
found 9 hours ago

Wed, Sep 2 - Tue, Sep 15
LAX
Los Angeles Intl.
OKC
Will Rogers World
$230 Roundtrip, found 1 day ago
$230
Roundtrip
found 1 day ago
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