Historic Route 66 Vacations from $231
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The Latest Historic Route 66 vacation packages
Price found within the past 48 hours. Click for updated prices.
The Wildwood Hotel
$231
per person
Nov 25 - Nov 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,672 reviews)
Would of been great if the fire alarm didn’t malfunction at 4:30am and the ran out of breakfast items
Reviewed on Sep 25, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
$725
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
The room was wonderful and the bathroom was top notch!
Location was perfect.
I can’t wait to stay again:)
Reviewed on Sep 26, 2026
Level Chicago Fulton Market
Downtown Chicago
$976
per person
Nov 28 - Dec 4
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (573 reviews)
We enjoyed our stay. The apartment was spotless, and the kitchen was well-stocked with appliances and utensils. We loved the Nespresso machine! Our only disappointment was the nighttime noise from nearby trains, plus one night of loud partying below our rental. The staff was friendly and helpful. We recommend this property.
Reviewed on Sep 26, 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
$455
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (3,012 reviews)
Really liked the location of the hotel and how clean it was! Enjoyed the amenities available and the water filling station.
Reviewed on Sep 26, 2026
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