Chicago, IL Resorts from AED 555

A river with a yellow boat, surrounded by tall buildings and a bridge.

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Our top choices for Chicago resorts

1. Hilton Chicago/Oak Brook Hills Resort & Conference Center

Oak Brook

Elise

AED 592 total

includes taxes & fees

9 Aug - 10 Aug

2. Eaglewood Resort and Spa

Itasca

MT.

AED 568 total

includes taxes & fees

23 Aug - 24 Aug

3. Lincolnshire Marriott Resort

Half Day

Collier

AED 555 total

includes taxes & fees

28 Aug - 29 Aug

Couples treatment rooms, sauna, body treatments, aromatherapy

4. Wind Creek Southland Casino and Hotel

East Hazel Crest

Danielle

AED 758 total

includes taxes & fees

1 Sep - 2 Sep

5. Great Wolf Lodge Illinois

Gurnee

Leon

AED 624 total

includes taxes & fees

24 Aug - 25 Aug

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Top Chicago Hotel Reviews

Hotel Riu Plaza Chicago

10/10 Excellent

"The hotel is beautiful. It has an amazing breakfast buffet, an amazing terrace with great drinks. The staff is super helpful and friendly. This hotel is a 10/10 for sure!"

The Chicago Hotel Collection - Magnificent Mile

8/10 Good

"First, I’m going to say that price and location wise: it’ll be my go-to place in Chicago. I really enjoyed the room and was impressed by the view we got. As someone who’s frequently made trips to Chicago, it felt like Chicago to me. And the pizza, bagel and ice cream right next door was a bonus. What I found frustrating was that the texting line didn’t work. I had to call because I could not get answers via the text service they kept promoting. Also, the upgraded package, which apparently was for everyone, was not well explained. For example, I was traveling with a child, and they didn’t tell me that they would be counted for breakfast despite them only being part of the whip cream club, I wasn’t told that the drink tickets and the $10 dinner was available at any time on weekends, despite a time limit posted on the website. I found out by eavesdropping that the TV actually worked and that the internet was easy to access. But, the staff, as people, seemed really kind. They just don’t seem like they communicate well with each other as my card wasn’t working despite having called. They seemed extremely hard working. And, I’ll say it again - for the price and the location - I will stay there again."

The Royal Sonesta Chicago Downtown

10/10 Excellent

"The room was clean and the perfect location to watch the river get dyed. Because we were there for St Patricks Day, the elevators were a huge problem to get down from our room so ended up taking the stairs. This is not the hotels fault by any means. There is a small restaurant and bar. We only got drinks from there. The decor was great and we were so comfy in our bed. I would definitely stay here again!!"

Frequently asked questions

What is Chicago like for a resort vacation?

Dreaming of a relaxing getaway? You deserve the comforts and luxuries of a resort, where you can find everything you need for your trip from tasty food and drink options to activities and shopping. Check out the 5 resorts in Chicago and discover the one that's best for you, whether you picture yourself kicking back in a luxury suite or hitting the golf course for an afternoon game.

What's a top resort in Chicago?

Wind Creek Southland Casino and Hotel - Spa resort. Features 4 restaurants, 3 bars, and a full-service spa. Eaglewood Resort and Spa - Spa resort. Has 2 restaurants, 2 bars, and a golf course. Great Wolf Lodge Illinois - Family-friendly resort. Enjoy the 5 restaurants, 6 indoor pools, and 2 bars. Hilton Chicago/Oak Brook Hills Resort & Conference Center - Spa resort. Amenities include 4 restaurants, 2 bars, and a golf course. Highly rated for its pool. Lincolnshire Marriott Resort - Golf resort. Access to 2 restaurants, 2 bars, and a golf course.

How many hotel resorts will I find in Chicago?

Choose among Expedia's 5 resort hotels in Chicago where you'll find top-notch bars, spacious rooms, and more.

What can I do in Chicago?

Travelers come to Chicago to experience its theaters, museums, and other cultural offerings. Check out the interesting exhibits at Fine Arts Building and Art Institute of Chicago, or catch the latest production at CIBC Theatre or Symphony Center. Other top attractions you can add to your list are Wrigley Field and Michigan Avenue.

What's the weather like in Chicago?

The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Chicago is 50 inches.

What's the best way to get to and around Chicago?

Fly into Chicago Midway Airport (MDW), which is located 8.6 mi (13.9 km) away. You can also search for flights into Chicago O'Hare Intl. Airport (ORD), which is 15.7 mi (25.3 km) away. You can walk to nearby metro stations including Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chicago resorts

1. Hilton Chicago/Oak Brook Hills Resort & Conference Center

2. Eaglewood Resort and Spa

3. Lincolnshire Marriott Resort

4. Wind Creek Southland Casino and Hotel

5. Great Wolf Lodge Illinois

Top Chicago Hotel Reviews

Hotel Riu Plaza Chicago

The Chicago Hotel Collection - Magnificent Mile

River Hotel

Hilton Chicago

Fairmont Chicago at Millennium Park

The Allegro Royal Sonesta Hotel Chicago Loop

Holiday Inn Chicago Dwtn - The Mart by IHG

The Royal Sonesta Chicago Downtown

Hyatt Regency McCormick Place Chicago

Frequently asked questions

Explore a world of travel with Expedia

Search Resorts in Chicago

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chicago resorts

1. Hilton Chicago/Oak Brook Hills Resort & Conference Center

2. Eaglewood Resort and Spa

3. Lincolnshire Marriott Resort

4. Wind Creek Southland Casino and Hotel

5. Great Wolf Lodge Illinois

Top Chicago Hotel Reviews

Hotel Riu Plaza Chicago

Frequently asked questions

Explore a world of travel with Expedia