Book Hotels in Historic Route 66

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Tonight
May 28 - May 29
Tomorrow
May 29 - May 30
This weekend
May 30 - Jun 1
Next weekend
Jun 6 - Jun 8

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top Historic Route 66 hotels

citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place, Chicago, IL
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $214 total per night from Jun 4 to Jun 5
$214 total
Jun 4 - Jun 5
Total includes taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
Good value
"Great location- nice staff"

Reviewed on May 26, 2025

citizenM Chicago Downtown
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
$211 nightly
The price is $247 total per night from Jun 22 to Jun 23
$247 total
Jun 22 - Jun 23
Total includes taxes and fees
A gym, valet parking, and concierge services are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 8 conference ...
"Loves the location! Close to shopping, lakefront and many bars and restaurants. Also loved the view of the top floor fitness center."

Reviewed on May 26, 2025

Hilton Chicago/Magnificent Mile Suites
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
$193 nightly
The price is $227 total per night from Jun 22 to Jun 23
$227 total
Jun 22 - Jun 23
Total includes taxes and fees
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. ...
"Great location and located right near the river walk. Our room wasn't the biggest but it was very clean and nice, and the building itself is very beautiful."

Reviewed on May 23, 2025

River Hotel
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $197 total per night from Jun 15 to Jun 16
$197 total
Jun 15 - Jun 16
Total includes taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A snack ...
"Central spot to all Chicago attractions."

Reviewed on May 26, 2025

Club Quarters Hotel, Central Loop, Chicago
Central Loop Hotel

Central Loop Hotel

4 out of 5
111 West Adams Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $197 total per night from Jun 15 to Jun 16
$197 total
Jun 15 - Jun 16
Total includes taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
"Really tiny room but it worked for out one night there. Close to the miracle mile."

Reviewed on May 26, 2025

Central Loop Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy, Chicago, IL
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $196 total per night from Jun 3 to Jun 4
$196 total
Jun 3 - Jun 4
Total includes taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, ...
"Def check out the rooftop view on the 17th floor. Byron was excellent for guest services on 2 occasions. Was able to check in early and walk 2 blocks to the lake. Breakfast was free but meh. Go 2 blocks West to the 3rd Coast Cafe,was reasonably priced and the food was very good."

Reviewed on May 26, 2025

The Chicago Hotel Collection Ambassador Gold Coast
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
200 North Columbus Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
$264 nightly
The price is $310 total per night from Jun 28 to Jun 29
$310 total
Jun 28 - Jun 29
Total includes taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this eco-certified hotel. Families will appreciate the onsite laundry facilities and ...
"Very good lication"

Reviewed on May 27, 2025

Fairmont Chicago at Millennium Park
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4 out of 5
701 North Michigan Avenue, Chicago, IL
$149 nightly
The price is $175 total per night from Jun 4 to Jun 5
$175 total
Jun 4 - Jun 5
Total includes taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. Traveling on business? Take advantage ...
"We stay here every time we visit Chicago. Always convenient, beds are comfy and staff is wonderful. Newly renovated too. Icing on the cake."

Reviewed on May 26, 2025

Warwick Allerton - Chicago
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$215 nightly
The price is $252 total per night from Jun 15 to Jun 16
$252 total
Jun 15 - Jun 16
Total includes taxes and fees
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center ...
"Beautiful, historic, great views if you select a lake view!"

Reviewed on May 26, 2025

Congress Plaza Hotel
Don't see what you're looking for?
See all available properties in Historic Route 66
View all properties
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.

Recent Historic Route 66 hotel reviews by fellow wanderers

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Love the location of this hotel! I was disappointed the outside patio was under construction with no notice. Bed sheets were actually dirty upon initial stay and only noticed a few days later- you need to inspect rooms before guests come. "
A verified traveler stayed at DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
Explore More Ways to Travel with Travelocity

Explore More Ways to Travel with Travelocity