Name: River Hotel
Price range: $149

Flight and hotel packages to Historic Route 66

Price found within the past 48 hours. Click for updated prices.

The Westin Michigan Avenue Chicago

Downtown Chicago

Save 100% on your flight

per person

Jul 1 - Jul 4

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, bar/lounge, and coffee shop.

The Wildwood Hotel

Save 100% on your flight

per person

Jun 25 - Jun 30

found 3 hours ago

Roundtrip flight included

New York (NYC) to St. Louis (STL)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the spa tub and free perks like continental breakfast and free self parking.

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

per person

Jul 31 - Aug 5

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Chicago (ORD)

A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Save 100% on your flight

per person

Jul 31 - Aug 5

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Chicago (ORD)

A full-service spa, 2 restaurants, and a gym are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. A business center, a terrace, and dry cleaning are also on offer.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

per person

Aug 1 - Aug 4

found 21 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

A full-service spa and A 24-hour gym are featured at this smoke-free aparthotel. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the picnic area. Enjoy the seasonal outdoor pool and perks like free WiFi.

Top Historic Route 66 hotel deals

Club Quarters Hotel, Central Loop, Chicago

111 West Adams Street, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$149

per night

May 27 - May 28

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 bar/deli, express check-in, and express check-out are also on offer.

Pet friendly

Breakfast available

Central Loop Hotel

111 West Adams Street, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$149

per night

May 27 - May 28

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 areas. A snack bar/deli, express check-in, and express check-out are also on offer.

Breakfast available

Free WiFi

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$167

per night

May 27 - May 28

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 and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.

Breakfast available

Parking available

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL

$149

per night

May 27 - May 28

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and a grocery/convenience store are also offered.

Pet friendly

Breakfast included

The Aquarius Casino Resort, BW Premier Collection

1900 S Casino Dr, Laughlin, NV

Free Cancellation

Reserve now, pay when you stay

$49

per night

Jun 2 - Jun 3

A casino, 4 restaurants, and an outdoor pool are all featured at this resort. Traveling for business? Take advantage of the free WiFi in public areas, express check-in, and conference space. Relax with a drink at one of the 4 bars/lounges and enjoy the gym.

Breakfast available

Pool

River Hotel

75 East Wacker Drive, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$149

per night

May 27 - May 28

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. Express check-in, express check-out, and dry cleaning are also on offer.

Pet friendly

Parking available

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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.

Popular places to visit in Historic Route 66

Wrigley Field

4.5/5(2,128 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

McCormick Place

4.5/5(1,805 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.