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 $764, price is now $457 per person
$457
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.

Sable at Navy Pier Chicago, Curio Collection by Hilton
Save 100% on your flight
Price was $1,353, price is now $808 per person
$808
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 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.

Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $988, price is now $600 per person
$600
per person
Aug 20 - Aug 23
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 17 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 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 17 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.

Level Chicago – Old Town
Save 100% on your flight
Price was $1,209, price is now $779 per person
$779
per person
Sep 4 - Sep 7
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 Santa Fe
Save 100% on your flight
Price was $3,315, price is now $2,142 per person
$2,142
per person
Aug 14 - Aug 22
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Albuquerque (ABQ)
Book a stay at this spa hotel in Santa Fe. Enjoy an outdoor pool, a full-service spa, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Santa Fe Plaza and Loretto Chapel are located nearby.

The Emily Hotel
Save 100% on your flight
Price was $847, price is now $551 per person
$551
per person
Aug 20 - Aug 23
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.
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.

Wed, Aug 19 - Tue, Sep 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$100 Roundtrip, found 1 hour ago
$100
Roundtrip
found 1 hour ago

Tue, Aug 25 - Sat, Aug 29
LAX
Los Angeles Intl.
ABQ
Albuquerque Intl. Sunport
$150 Roundtrip, found 10 hours ago
$150
Roundtrip
found 10 hours ago

Tue, Aug 18 - Tue, Aug 25
LAX
Los Angeles Intl.
SAF
Santa Fe Municipal
$207 Roundtrip, found 23 hours ago
$207
Roundtrip
found 23 hours ago

Tue, Oct 13 - Tue, Oct 20
LAX
Los Angeles Intl.
MDW
Midway Intl.
$217 Roundtrip, just found
$217
Roundtrip
just found
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