All Inclusive Resorts in Chicago, Illinois

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Recommended hotels in Chicago

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,493 reviews)
"I enjoyed this property and the view is top notch "
United States
beth
The price is P11,506
P15,797 total
includes taxes & fees
May 26 - May 27
Sable at Navy Pier Chicago, Curio Collection by Hilton

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,226 reviews)
"Stayed here with my granddaughter for our Chicago fun day. The location was perfect for shopping and eating. Lots of good inexpensive parking nearby. The staff was top notch. The hotel feels updated and rooms are great with good views. Bar area is very nice also and lots of casual seating while waiting and lounging. Would definitely stay here again. Bonus for our trip was an indoor pool. "
United States
Gail
The price is P9,150
P10,879 total
includes taxes & fees
May 27 - May 28
Aloft by Marriott Chicago Mag Mile

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,798 reviews)
"staff friendly and helpful - the laundry & spa did not use"
United States
Jenny
The price is P9,764
P13,411 total
includes taxes & fees
May 26 - May 27
Hilton Chicago

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1,435 reviews)
"All inclusive and it was a nice spot in the Gold Coast."
United States
Milad
The price is P10,065
P11,966 total
includes taxes & fees
May 27 - May 28
The Chicago Hotel Collection Ambassador Gold Coast

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,117 reviews)
"Room was bright and open. Great view. Doorman Steve was so helpful and friendly."
Canada
Anelia McLavy
The price is P8,202
P9,751 total
includes taxes & fees
May 26 - May 27
Congress Plaza Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,466 reviews)
"Great location, great bar, helpful staff, relaxing pool amongst the other sky scrapers. I would go there again."
United Kingdom
David
The price is P10,101
P12,010 total
includes taxes & fees
May 25 - May 26
DoubleTree by Hilton Chicago - Magnificent Mile

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,530 reviews)
"Clean with great views. "
United States
Kent
The price is P9,123
P12,382 total
includes taxes & fees
May 25 - May 26
Hyatt Centric The Loop Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,144 reviews)
"Reminded us of the ones when we stay at all inclusive resorts when it comes to breafast options."
Canada
Steve
The price is P9,149
P12,627 total
includes taxes & fees
May 27 - May 28
Hotel Riu Plaza Chicago

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,410 reviews)
"Big rooms, fun boutique hotel. Inclusive package was well worth the price."
United States
Catherine
The price is P6,987
P8,307 total
includes taxes & fees
May 25 - May 26
The Chicago Hotel Collection - Magnificent Mile

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (3,945 reviews)
"Hot breakfast is an excellent perk"
United States
Michelle
The price is P7,809
P9,284 total
includes taxes & fees
May 25 - May 26
The Whitehall Hotel, BW Premier Collection
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.

Choose what matters most at all-inclusive hotels in Chicago

Find out more about Chicago

Discover top Chicago (and vicinity) attractions

Travelers seeking all-inclusive experiences in the greater Chicago area will find a wealth of activities and attractions that cater to both adventure and relaxation. Start your journey at the iconic Millennium Park, where you can enjoy art installations like the Cloud Gate sculpture, often called "The Bean," and take part in seasonal concerts and events that create a lively atmosphere. Just a short walk away, the Art Institute of Chicago offers an expansive collection of artworks, from Impressionist masterpieces to contemporary pieces, making it a perfect cultural stop. For family fun, visit the Shedd Aquarium, where you can explore aquatic life from around the globe, with interactive exhibits that are sure to entertain children and adults alike. After a day of exploration, unwind at Navy Pier, where you can enjoy dining options that range from deep-dish pizza to gourmet seafood, and take a scenic boat ride on Lake Michigan. When it comes to all-inclusive hotels, many properties in the River North area offer packages that include gourmet meals, spa treatments, and guided tours of the city's attractions, ensuring you and your family are pampered throughout your stay. This vibrant neighborhood is known for its luxury shopping and dynamic nightlife, creating an engaging atmosphere that enhances your all-inclusive experience.

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 Navy Pier 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 Navy Pier and CIBC Theatre and see why travelers like the shopping and cultural scene in Chicago. Other top attractions include McCormick Place, Wrigley Field, and Naval Base Great Lakes.
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.