Are there any 4-star casino hotels in Historic Route 66?

Use our convenient filters to narrow down your Historic Route 66 search by star rating, amenities and much more. Whether you're after the full gaming resort experience or just want to give your luck a try while living in the lap of 4-star style, you're sure to find a stay that strikes the perfect balance between relaxation and entertainment.

The 10 Best 4 Star Hotels in Historic Route 66 - 2026 Updated Prices

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Our top choices for Historic Route 66 4-star hotels

55-inch TV with cable channels, video game console, pay films

Hilton Chicago O'Hare Airport

O'Hare

Hannah

includes taxes & fees

4 Jul - 5 Jul

Hyatt Regency O'Hare Chicago

Rosemont

Jason

includes taxes & fees

28 Jun - 29 Jun

The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Zhiwen

includes taxes & fees

1 Jul - 2 Jul

Palmer House a Hilton Hotel

Downtown Chicago

Charles Otto

includes taxes & fees

9 Jul - 10 Jul

Omni Chicago Hotel

Downtown Chicago

Bruce

includes taxes & fees

5 Jul - 6 Jul

InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

Sabrina

includes taxes & fees

6 Jul - 7 Jul

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Downtown Chicago

Alondra

includes taxes & fees

28 Jun - 29 Jun

Hyatt Regency Chicago

Downtown Chicago

Marianne

includes taxes & fees

6 Jul - 7 Jul

La Fonda on the Plaza

Downtown Santa Fe

Manuel

includes taxes & fees

1 Jul - 2 Jul

Hyatt Regency St. Louis at The Arch

Downtown St. Louis

Elisha

includes taxes & fees

28 Jun - 29 Jun

Warwick Allerton - Chicago

Downtown Chicago

Peter Anthony

includes taxes & fees

6 Jul - 7 Jul

River Hotel

Downtown Chicago

Jody

includes taxes & fees

1 Jul - 2 Jul

The Royal Sonesta Chicago Downtown

Downtown Chicago

Feng

includes taxes & fees

1 Jul - 2 Jul

Hotel Riu Plaza Chicago

Downtown Chicago

Kyle

includes taxes & fees

5 Jul - 6 Jul

Fairmont Chicago at Millennium Park

Downtown Chicago

Michele

includes taxes & fees

6 Jul - 7 Jul

Pendry Chicago

Downtown Chicago

lumumba T.

includes taxes & fees

30 Jun - 1 Jul

Arlo Chicago

Downtown Chicago

Justin

includes taxes & fees

1 Jul - 2 Jul

Hotel Felix River North/Magnificent Mile

Downtown Chicago

catherine

includes taxes & fees

8 Jul - 9 Jul

Sofitel Chicago Magnificent Mile

Downtown Chicago

Karolina

includes taxes & fees

30 Jun - 1 Jul

Hilton Chicago

Downtown Chicago

Jose saul

includes taxes & fees

30 Jun - 1 Jul

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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Historic Route 66.

Trump International Hotel & Tower Chicago

401 N Wabash Ave Chicago IL

£457

6 Jul - 7 Jul

includes taxes & fees

9.6/10 Exceptional! (1,903 reviews)

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Pool Spa Hot tub Breakfast included Waterpark

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

Venture to sights like National Route 66 Museum and Cherokee Casino as you discover Historic Route 66.

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Top Historic Route 66 Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

8/10 Good

"When I went to the bar…my beer wasn’t even cold. She didn’t have a frozen mug or anything. Paid for warm beer"

Hyatt Regency O'Hare Chicago

10/10 Excellent

"Somehow I lucked out and arrived on a very slow weekend, which is nice but can also be very bad in terms of service. This wasn't the case at all. Service was top notch and readily available. My room was clean, comfortable and had a little balcony looking out on the airport. Despite this, my room was adequately quiet. As for the ambiance of the hotel, it was welcoming and uniquely elegant. Based on my experience, I would recommend a stay here."

Hotel Felix River North/Magnificent Mile

10/10 Excellent

"Great experience. Lobby area is a tad small but love to see the hustle and bustle of guests downstairs enjoying the amenities. Rooms were clean and definitely utilize our drink and breakfast coupons. We loved Emma as she was attending to us most days. Raymond I think at check-in was also quite helpful."

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"The Ambassador Gold Coast was our first hotel stay as we embarked on an AmTrak Rail Pass trek across the country and back, and they set the bar very high! The staff was very helpful, the room was large with a big window, very clean, great bed, and nice bathroom. The buffet breakfast (included) was the BEST of the entire month-long trip! Everything imaginable, in a lovely comfortable dining room. Also, we were welcomed with free drink tickets at the bar, and an h'or d'oeuvre ticket that we didn't have time to use! We loved the Gold Coast neighborhood, felt very safe there, and this hotel remained an absolute favorite for the remainder of our trip. Thanks for getting us off to a great start on the trip of a lifetime! We hope to stay there again, and will recommend it to anyone traveling to Chicago!"

Freehand Chicago

10/10 Excellent

"Loved this place. I was traveling for work and needed a hotel that was centrally located, safe, and within walking distance of restaurants, attractions, and the areas where I’d be working. Freehand checked all the boxes. The rooms were clean, the hotel was well maintained, and it had a character that’s hard to find in chain hotels. I especially loved the eclectic vibe, Art Deco details, and the way they’ve preserved many of the building’s original features; from the beautiful woodwork and fixtures to the old mail chute. This is definitely a place for travelers who enjoy experiences that are a little off the beaten path. It’s unique, stylish, and full of personality while still being comfortable and practical. A great spot to explore Chicago during the day and rest your head comfortably at night."

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Frequently asked questions

How much does it cost to stay in a 4-star hotel in Historic Route 66?

With Expedia's sort and search filters, bagging a top deal on a 4-star hotel in Historic Route 66 just got easier. Start by entering your chosen arrival date and length of your break. Then list the results by price and pick a property that best fits your budget and style.

Search for the lowest price from £457

What's the difference between 5-star and 4-star hotels in Historic Route 66?

If you decide to stay at a 4-star hotel in Historic Route 66, you'll usually find plenty of amenities to keep you relaxed, such as a pool, gym and restaurant. You can look forward to excellent service and upscale accommodation. Opt for a 5-star hotel and you'll have access to a few more perks — think on-site spas, around-the-clock concierge and nightly turndown services. You're likely to get more amenities and premium services at a 5-star stay, though both are fabulous options for luxury travellers.

Does Historic Route 66 have any 4-star all-inclusive resorts?

Enjoy a worry-free holiday experience where almost everything is included in the upfront price by using our "All inclusive" filter. Keeping to your budget is easy when your meals, accommodation and activities are already taken care of. After more options? Check out the terrific deals on our standard 4-star stays in and around Historic Route 66 too.

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Compare and book 4 Star hotels in Historic Route 66, United States of America

Change your mind

Treat yourself

Be picky

Check availability on Historic Route 66 4 Star Hotels

Our top choices for Historic Route 66 4-star hotels

Hilton Chicago O'Hare Airport

Hyatt Regency O'Hare Chicago

The Chicago Hotel Collection Ambassador Gold Coast

Palmer House a Hilton Hotel

Omni Chicago Hotel

InterContinental Chicago Magnificent Mile by IHG

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Hyatt Regency Chicago

La Fonda on the Plaza

Hyatt Regency St. Louis at The Arch

Warwick Allerton - Chicago

River Hotel

The Royal Sonesta Chicago Downtown

Hotel Riu Plaza Chicago

Fairmont Chicago at Millennium Park

Pendry Chicago

Arlo Chicago

Hotel Felix River North/Magnificent Mile

Sofitel Chicago Magnificent Mile

Hilton Chicago

Explore similar 5-star hotels

Trump International Hotel & Tower Chicago

Learn more about Historic Route 66

Top Historic Route 66 Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

Find out more about Historic Route 66

Frequently asked questions

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