
Historic Route 66 Vacations from $308
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The Latest Historic Route 66 vacation packages
Price found within the past 48 hours. Click for updated prices.

Travelodge by Wyndham Downtown Chicago
Downtown Chicago
$308
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
7.6/10 Good! (2,711 reviews)
It’s a nice clean room …Has all the essentials and it’s in downtown….what mush can a guy asked for
Reviewed on Aug 14, 2026


Level Chicago Fulton Market
Downtown Chicago
$1,022
per person
Oct 27 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (544 reviews)
My go to place to stay. Luxurious, travel-friendly rooms, excellent pool/hot tub area outside, and great workout facilities. Fantastic location next to Fulton Market. The desk staff is always exceptional and helpful.
Reviewed on Aug 12, 2026


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View all tripsHistoric Route 66 Hotel Deals

Ramada by Wyndham Williams/Grand Canyon Area
950 N Grand Canyon Blvd Williams AZ
Fully refundableReserve now, pay when you stay
$62 nightly
$73 total
Aug 30 - Aug 31
Total with taxes and fees

Quality Inn Holbrook near Petrified Forest
2602 Navajo Blvd Holbrook AZ
Fully refundableReserve now, pay when you stay
$93 nightly
$108 total
Sep 6 - Sep 7
Total with taxes and fees

The L Motel - Downtown Flagstaff
121 S. Milton Rd Flagstaff AZ
Fully refundableReserve now, pay when you stay
$56 nightly
$62 total
Aug 25 - Aug 26
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find the Best Historic Route 66 Vacation Packages
Historic Route 66 Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















