Historic Route 66 Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Historic Route 66 vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.5-star property
JW Marriott Chicago
Downtown Chicago
9.2/10 Wonderful! (1,008 reviews)
Oct 30 - Nov 2
3 night stay
Charlotte (CLT) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $882, price is now $622 per person
$622
per person
found 1 day ago
Loved how close the property is to union station and walkable to magnificent mile of shopping/dining and millennium park.
Reviewed on Dec 30, 2024
Top rated hotels for your Historic Route 66 vacation package
Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street, Chicago, IL
Free Cancellation
663.52 mi from city center
$169 nightly
The price is $198 total per night
$198 total
Sep 22 - Sep 23
Total with taxes and fees
Guests of Club Quarters Hotel, Central Loop, Chicago enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Front-desk staff can answer questions 24/7, and assist with luggage storage, dry cleaning/laundry, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a business center, coffee/tea in a common area, and a computer station.
Pet friendly
Free WiFi
Central Loop Hotel
111 West Adams Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
663.52 mi from city center
$169 nightly
The price is $198 total per night
$198 total
Sep 22 - Sep 23
Total with taxes and fees
Central Loop Hotel features a 24-hour gym, free WiFi in public areas, and meeting rooms. Front-desk staff can answer questions 24/7, and assist with concierge services, securing valuables, and luggage storage. Other amenities at this boutique hotel include a 24-hour business center, a computer station, and express check-in.
Free WiFi
Restaurant
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
663.7 mi from city center
$168 nightly
The price is $197 total per night
$197 total
Sep 22 - Sep 23
Total with taxes and fees
Guests of Congress Plaza Hotel enjoy a gym, free WiFi in public areas, and meeting rooms. Self parking is offered for USD 62.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, luggage storage, and dry cleaning/laundry. Additional amenities include conference space, a business center, and express check-out.
Free WiFi
Restaurant
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.
