Find All-inclusive Hotel in Chicago, IL

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Check availability on Chicago All-inclusive Hotel

Tonight
Jul 28 - Jul 29
Tomorrow
Jul 29 - Jul 30
This weekend
Aug 1 - Aug 3
Next weekend
Aug 8 - Aug 10

Top Chicago All-inclusive Hotel

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, (1020)
"The king room was so spacious! Very clean and an amazing view of the golf course. "
Malak
The price is NT$4,171
NT$5,221 total
includes taxes & fees
Aug 3 - Aug 4
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, (1011)
"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 NT$3,587
NT$4,472 total
includes taxes & fees
Aug 25 - Aug 26
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
9.2 out of 10, Wonderful, (3472)
"Great location, helpful staff and self service is very convenient. Great view of the city. "
Marquita
The price is NT$4,627
NT$5,431 total
includes taxes & fees
Aug 26 - Aug 27
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, (984)
"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 NT$3,828
NT$4,286 total
includes taxes & fees
Aug 15 - Aug 16
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, (1018)
"The hotel is really clean, large rooms, nice bathrooms and showers, big soaking tub. Quite nice"
Joesph
The price is NT$5,094
NT$5,980 total
includes taxes & fees
Aug 19 - Aug 20
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, (1021)
"The hotel was beautiful and spacious. It had a good view. Nice pool, workout room, hot tub, and sauna."
Tameka
The price is NT$4,408
NT$4,892 total
includes taxes & fees
Aug 10 - Aug 11
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, (1017)
"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 NT$3,404
NT$3,811 total
includes taxes & fees
Aug 18 - Aug 19
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, (1014)
"Very convenient. Nice comfortable room. Very good
breakfast
."
Ranjith
The price is NT$4,379
NT$5,140 total
includes taxes & fees
Aug 24 - Aug 25
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, (1157)
"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 NT$6,116
NT$7,180 total
includes taxes & fees
Aug 24 - Aug 25
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, (1706)
"Great Hotel. Close to
restaurants
and shopping. Staff is friendly. "
Cindy
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.

Top Chicago Hotel Reviews

Frequently asked questions

Looking for Chicago all-inclusive resorts?
Chicago is known for shopping and culture, and offers a host of things to see and do such as Michigan Avenue and CIBC Theatre. Browse our choice of all-inclusive hotel rooms where you can enjoy a host of amenities including entertainment, kid's clubs, and of course food and beverages all included in your stay. Many of our all-inclusive resorts also feature activities such as golf, yoga, water sports, and more, which you can enjoy without any 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 CIBC Theatre and see why travelers 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 vacation in Chicago to revive you, especially when you know what to expect from the elements. Here's some info to help you decide when to book: 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. 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, making the most of your time in Chicago is a breeze. You can walk to nearby metro stations including 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) away. If you'd like to explore around the area, consider renting a car to take in more sights.