Find 5 Star Hotels in Historic Route 66 from AED 547
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check availability on Historic Route 66 5 Star Hotels
Compare Historic Route 66 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

The Langham, Chicago
The Langham, Chicago
9.8 out of 10, Exceptional, (1003)
The price is AED 1,742
AED 2,044 total
includes taxes & fees
26 May - 27 May

Four Seasons Hotel Chicago
Four Seasons Hotel Chicago
9.4 out of 10, Exceptional, (1000)
The price is AED 1,855
AED 2,177 total
includes taxes & fees
26 May - 27 May

Trump International Hotel & Tower Chicago
Trump International Hotel & Tower Chicago
9.4 out of 10, Exceptional, (1586)
The price is AED 1,639
AED 1,924 total
includes taxes & fees
11 May - 12 May

Waldorf Astoria Chicago
Waldorf Astoria Chicago
9.4 out of 10, Exceptional, (1005)
The price is AED 1,704
AED 2,001 total
includes taxes & fees
26 May - 27 May

The Peninsula Chicago
The Peninsula Chicago
9.8 out of 10, Exceptional, (1001)
The price is AED 2,112
AED 2,479 total
includes taxes & fees
26 May - 27 May

Rosewood Inn of the Anasazi
Rosewood Inn of the Anasazi
9.4 out of 10, Exceptional, (822)
The price is AED 1,910
AED 2,399 total
includes taxes & fees
1 Jun - 2 Jun

Park Hyatt Chicago
Park Hyatt Chicago
9.6 out of 10, Exceptional, (1000)
The price is AED 2,002
AED 2,350 total
includes taxes & fees
23 May - 24 May

Nobu Hotel Chicago
Nobu Hotel Chicago
9.4 out of 10, Exceptional, (661)
The price is AED 1,321
AED 1,551 total
includes taxes & fees
26 May - 27 May
Save an average of 15% on thousands of hotels when you're signed in
Explore similar 4-star hotels
Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Historic Route 66.

Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is AED 653 per night from May 11 to May 12
AED 653
AED 766 total
includes taxes & fees
11 May - 12 May
8.2/10 Very Good! (3,979 reviews)
Still don't see what you're looking for?
See all properties in Historic Route 66.
You can also use these popular filters to refine your search.
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.
Learn more about Historic Route 66
Check out the local area in Historic Route 66—home to attractions like National Route 66 Museum and Cherokee Casino.

Explore a world of travel with Expedia
Explore a world of travel with Expedia
Historic Route 66 Hotels by Star Rating
Stay near popular Historic Route 66 attractions
- Hotels near Route 66 Raceway
- Hotels near Route 66 Casino
- Hotels near Springfield Expo Center
- Hotels near National Route 66 Museum
- Hotels near Symphony Center
- Hotels near The Blue Whale
- Hotels near El Rey Theater
- Hotels near Chicago Board of Trade Building
- Hotels near Abou Ben Adhem Shrine Mosque
- Hotels near Route 66 Vintage Iron Motorcycle Museum
- Hotels near Route 66 Carousel Park
- Hotels near Fanning Route 66 Outpost
- Hotels near Downtown Kingman's First Friday
- Hotels near Coleman Theater
- Hotels near Cherokee Casino
- Hotels near Hammons Tower
- Hotels near Atlanta Museum
- Hotels near Midewin National Tallgrass Prairie
- Hotels near Afton Station
- Hotels near KiMo Theater
More Accommodation Types in
- Vacation Homes in Historic Route 66
- Motels in Historic Route 66
- Apartments in Historic Route 66
- Aparthotels in Historic Route 66
- Cabin Rentals in Historic Route 66
- Condo Rentals in Historic Route 66
- B&B in Historic Route 66
- Resorts in Historic Route 66
- Guest Houses in Historic Route 66
- Cottages in Historic Route 66
- Hostels in Historic Route 66
- Inns in Historic Route 66
- Villas in Historic Route 66
- Farmstay in Historic Route 66
- RV Parks in Historic Route 66
Explore more hotels
- citizenM Chicago Downtown
- The Allegro Royal Sonesta Hotel Chicago Loop
- Hilton Garden Inn Chicago Downtown/Magnificent Mile
- Hotel Felix River North/Magnificent Mile
- The Aquarius Casino Resort, BW Premier Collection
- The Royal Sonesta Chicago River North
- Freehand Chicago
- Hyatt Regency O'Hare Chicago
- Ambassador Hotel Chicago
- Courtyard by Marriott Chicago Magnificent Mile
- DoubleTree by Hilton Chicago - Magnificent Mile
- Best Western Grant Park Hotel
- Holiday Inn Chicago Dwtn - The Mart by IHG
- Hotel Riu Plaza Chicago
- Eurostars Magnificent Mile
- The Royal Sonesta Chicago Downtown
- Drury Plaza Hotel St. Louis at the Arch
- The Chicago Hotel Collection - Magnificent Mile
- Hyatt Regency Chicago
- Palmer House a Hilton Hotel