Search Deals onHistoric Route 66 Vacation Packages
Historic Route 66 Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Staybridge Suites, Lincolnshire by IHG
Save 100% on your flight
Price was $558, price is now $336 per person
$336
per person
Oct 22 - Oct 27
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Lincolnshire. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Marriott Theatre and Valentino Vineyards are located nearby.
The Emily Hotel
Price was $1,365, price is now $727 per person
$727
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star 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.
Chicago Athletic Association, a Hyatt Hotel
Price was $1,600, price is now $857 per person
$857
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Westgate Branson Woods Resort and Cabins
Save 100% on your flight
Price was $1,032, price is now $592 per person
$592
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Springfield (SGF)
Stay at this 3.5-star 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 Branson Landing and Silver Dollar City are located nearby.
The Inn at Vanessie
Save 100% on your flight
Price was $844, price is now $493 per person
$493
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Staybridge Suites Chicago O'Hare - Rosemont by IHG
Save 100% on your flight
Price was $628, price is now $371 per person
$371
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Rosemont. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Allstate Arena and Wolff's Flea Market are located nearby.
Holiday Inn Chicago O'Hare – Rosemont by IHG
Save 100% on your flight
Price was $589, price is now $349 per person
$349
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Allstate Arena and Wolff's Flea Market are located nearby.
DoubleTree Suites by Hilton Htl & Conf Cntr Downers Grove
Save 100% on your flight
Price was $668, price is now $404 per person
$404
per person
Sep 24 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star golf hotel in Downers Grove. Enjoy free parking, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Morton Arboretum and Yorktown Shopping Center 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.
Sat, Sep 20 - Sat, Sep 20
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$108 Roundtrip, found 16 hours ago
$108
Roundtrip
found 16 hours ago
Mon, Oct 20 - Sat, Oct 25
LAX
Los Angeles Intl.
STL
Lambert-St. Louis Intl.
$169 Roundtrip, found 2 days ago
$169
Roundtrip
found 2 days ago
Thu, Sep 11 - Mon, Sep 15
LAX
Los Angeles Intl.
MDW
Midway Intl.
$187 Roundtrip, found 2 days ago
$187
Roundtrip
found 2 days ago
Thu, Sep 4 - Mon, Sep 8
LAX
Los Angeles Intl.
OKC
Will Rogers World
$193 Roundtrip, found 2 days ago
$193
Roundtrip
found 2 days ago
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