All Inclusive Hotels and Resorts in Chicago

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Check availability on Chicago All Inclusive Hotels and Resorts

Top All Inclusive Hotels and Resorts in Chicago

Eaglewood Resort and Spa
Guests arrive at the hotel's entrance, where a covered walkway leads to the main building.

Eaglewood Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (1015)
"The king room was so spacious! Very clean and an amazing view of the golf course. "
Malak
The price is S$232
includes taxes & fees
13 Jul - 14 Jul
Eaglewood Resort and Spa
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Experience the grandeur of this iconic hotel, set amidst beautifully landscaped gardens.

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property
8.6 out of 10, Excellent, (1007)
"The pool was great! My daughter and her friends had a blast. Staff was helpful, my request for connecting rooms was granted. Service at the restaurant was excellent. Unfortunately our room had a very strong chemical cleaner smell which was pretty awful. I would have changed rooms but the connecting room was fine and my daughter and friends had already settled in. "
Sally
The price is S$207
includes taxes & fees
13 Jul - 14 Jul
Hilton Chicago/Oak Brook Hills Resort & Conference Center
citizenM Chicago Downtown
Experience the vibrant city atmosphere in this urban oasis, featuring a striking geometric-patterned awning and modern architecture.

citizenM Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (3327)
"Great location, helpful staff and self service is very convenient. Great view of the city. "
Marquita
The price is S$241
includes taxes & fees
7 Aug - 8 Aug
citizenM Chicago Downtown
Lincolnshire Marriott Resort
Experience the serene ambiance of this beautifully designed space, featuring a central aisle, floral arrangements, and intricate wall designs.

Lincolnshire Marriott Resort

4.0 star property
8.8 out of 10, Excellent, (964)
"This hotel is a comfortable and friendly place to stay. We have no complaints at all. What a nice area. Everything and everyone there was pleasant. Kudos to housekeeping! They all were wonderful!"
Robert P
The price is S$199
includes taxes & fees
9 Aug - 10 Aug
Lincolnshire Marriott Resort
Ivy Boutique Hotel
Stunning city views from a sleek, high-rise building with a dynamic design and lush greenery.

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1008)
"The hotel is really clean, large rooms, nice bathrooms and showers, big soaking tub. Quite nice"
Joesph
The price is S$272
includes taxes & fees
4 Aug - 5 Aug
Ivy Boutique Hotel
The Westin Chicago Lombard
Standing proudly by the water, The Westin hotel showcases its modern design.

The Westin Chicago Lombard

4.0 star property
8.8 out of 10, Excellent, (1001)
"Room was great and so was the view "
Tiana
The price is S$192
includes taxes & fees
27 Jul - 28 Jul
The Westin Chicago Lombard
Hampton Inn & Suites Chicago Waukegan
Relax on the patio with comfortable seating and shade from umbrellas.

Hampton Inn & Suites Chicago Waukegan

2.5 star property
9.0 out of 10, Wonderful, (1001)
"The staff were very friendly & helpful. The bed was super comfortable - always had a peaceful night’s sleep. Delicious coffee & tea flowing all day & night, as well as a vast variety of
breakfast
choices each day. Despite being busy at times, it was always quiet inside the room. Great vibes here overall."
Lynette
The price is S$157
includes taxes & fees
10 Aug - 11 Aug
Hampton Inn & Suites Chicago Waukegan
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
Classic hotel entrance with a prominent marquee sign and decorative elements.

Hampton Inn Chicago Downtown/N Loop/Michigan Ave

3.0 star property
8.2 out of 10, Very good, (1004)
"Very convenient. Nice comfortable room. Very good
breakfast
."
Ranjith
The price is S$267
includes taxes & fees
24 Jul - 25 Jul
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
The Emily Hotel
Enjoy meals in a spacious dining area with sofas and chairs along a central aisle.

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1120)
"Staying at The Emily was a great experience for my first trip to Chicago. The location is great, as it's close to so many attractions and
restaurants
, including a delicious on-site restaurant, Fora, which I had twice in my three days. The front desk staff was friendly and informative, while the cleaning staff left my room sparkling. The room offered plenty of natural light, a comfortable king bed and a strong air conditioner (which was a necessity during a heat wave). I will definitely be...
Michael
The price is S$575
includes taxes & fees
17 Jul - 18 Jul
The Emily Hotel
Hotel Saint Clair- Magnificent Mile
Enjoy meals around the central dining table, surrounded by comfortable chairs and a display case.

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1659)
"I loved this place! I would definitely stay here again. It was clean and I felt safe and comfortable. Great options for
food
and groceries only steps away. Nice metropolitan area to walk around in the heart of downtown Chicago. Helpful and pleasant staff. Everything was great! Check in and check out smooth and easy."
Lacarol
Hotel Saint Clair- Magnificent Mile
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.

Frequently asked questions

Looking for Chicago all-inclusive resorts?
Chicago is known for its shopping and culture, and offers a host of things to see and do, such as Michigan Avenue and Art Institute of Chicago. Look through our choice of all-inclusive accommodation options, where you can enjoy a range of amenities such as entertainment, childrens' clubs and, of course, food and drinks, all included in your room rate. Many of our all-inclusive resorts also feature activities such as golf, yoga, water sports and more, which you can enjoy at no additional cost.
What is there to do near my all-inclusive resort in Chicago?
If you want to venture outside of your all-inclusive resort, head to Michigan Avenue and Art Institute of Chicago, and see why travellers like the shopping and cultural scene in Chicago. Other top attractions include Millennium Park, Navy Pier and McCormick Place.
When's the best time for an all-inclusive stay in Chicago?
There's nothing like an all-inclusive holiday in Chicago to revive you, especially when you know what to expect from the elements. Here's some information to help you decide when to book: The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. November and January are the driest months, while June and May are the rainiest months.
What's the best way to get to Chicago and explore the area?
With plenty of transportation options, seeing Chicago is a breeze. Walk to nearby metro stations such as Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station. The closest major airport is Chicago Midway Airport (MDW), which is located 8.6 mi (13.9 km) from the city centre. If you'd like to explore around the area, you may want to rent a car for your trip.