
Historic Route 66 Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Historic Route 66 Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

The Wildwood Hotel
Save 100% on your flight
Price was $928, price is now $533 per person
$533
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
Book a stay at this business-friendly hotel in Wildwood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Six Flags St. Louis and Skid Row are located nearby.
Very nice place
Reviewed on Jul 2, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,646, price is now $975 per person
$975
per person
Sep 17 - Sep 21
found 11 hours ago
Roundtrip flight included
Columbia (CAE) 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.
Our first time visiting Chicago and the hotel was hands down the best. Located in downtown Chicago, which made everything pretty much walking distance. The complimentary breakfast (buffet style) was great with many options to choose from. Staff were amazing and were kind enough to accommodate us with an early check- in (with an extra cost since we arrived in at 7:30am).
My one and only complaint was that it would have been nice to have our breakfast included with the early check in since we paid $100 for that. We were told that we were welcome to go have breakfast but at an additional cost which was $25/adult and $12/child. We paid it since we had just come in from a long flight and wanted some food. Overall a great experience, we definitely plan on staying again at our next trip to Chicago.
Reviewed on Jul 3, 2026

Residence Inn by Marriott St Louis Downtown
Midtown
Save 100% on your flight
Price was $906, price is now $569 per person
$569
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
New York (NYC) to St. Louis (STL)
Book a stay at this business-friendly hotel in St. Louis. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions St. Louis Union Station and Busch Stadium are located nearby.
Poor quality and not clean. No up keep on the Property. Dirty pull out couch, so much that I wouldn’t put my kid on it. Bathroom door would not close.
Reviewed on Jul 1, 2026

Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,779, price is now $1,143 per person
$1,143
per person
Sep 17 - Sep 21
found 11 hours ago
Roundtrip flight included
Columbia (CAE) 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.
Front desk people was very helpful Eric was amazing was on top of everything and helped with everything as well
Reviewed on Jun 26, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,721, price is now $1,154 per person
$1,154
per person
Sep 17 - Sep 21
found 11 hours ago
Roundtrip flight included
Columbia (CAE) 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.
Excellente
Reviewed on Jul 1, 2026

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,241, price is now $833 per person
$833
per person
Sep 17 - Sep 21
found 11 hours ago
Roundtrip flight included
Columbia (CAE) 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.
We had a wonderful stay! The hotel was very clean, and the staff who checked us in and out were incredibly kind and welcoming. The location was perfect—we were able to walk everywhere we wanted to go, which made our trip so convenient. I would definitely stay here again!
Reviewed on Jul 2, 2026
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See all available trips from Columbus to Historic Route 66
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Ramada by Wyndham Williams/Grand Canyon Area
950 N Grand Canyon Blvd Williams AZ
1,227.14 km from city center
Book a stay at this golf hotel in Williams. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...

The L Motel - Downtown Flagstaff
121 S. Milton Rd Flagstaff AZ
1,181.13 km from city center
Stay at this motel in Flagstaff. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...

Days Inn by Wyndham St. Robert Waynesville/Ft. Leonard Wood
14125 Hwy Z, I-44 and Hwy 28 Exit 163 St. Robert MO
589.9 km from city center
Book a stay at this business-friendly motel in St. Robert. Enjoy free parking, a 24-hour front desk, and a business center. Our guests praise the helpful staff ...

Quality Inn Holbrook near Petrified Forest
2602 Navajo Blvd Holbrook AZ
1,054.15 km from city center
Book a stay at this business-friendly hotel in Holbrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

Americas Best Value Inn & Suites Flagstaff
1990 E. Route 66 Flagstaff AZ
1,177.98 km from city center
Book a stay at this business-friendly motel in Flagstaff. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Don't see what you're looking for?
See all available properties in Historic Route 66
View all propertiesLowest 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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Sep 8 - Tue, Sep 15
LAX
Los Angeles Intl.
ABQ
Albuquerque Intl. Sunport
$177 Roundtrip, found 10 hours ago
$177
Roundtrip
found 10 hours ago

Tue, Sep 1 - Wed, Sep 2
LAX
Los Angeles Intl.
ABQ
Albuquerque Intl. Sunport
$177 Roundtrip, found 9 hours ago
$177
Roundtrip
found 9 hours ago

Tue, Sep 1 - Wed, Sep 2
LAX
Los Angeles Intl.
ABQ
Albuquerque Intl. Sunport
$177 Roundtrip, found 9 hours ago
$177
Roundtrip
found 9 hours ago

Wed, Aug 19 - Wed, Sep 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$198 Roundtrip, found 1 day ago
$198
Roundtrip
found 1 day ago

Tue, Sep 8 - Tue, Sep 15
LAX
Los Angeles Intl.
ABQ
Albuquerque Intl. Sunport
$277 Roundtrip, found 10 hours ago
$277
Roundtrip
found 10 hours ago

