All Inclusive Resorts in Chicago, Illinois

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Top Chicago All Inclusive Resorts

Eaglewood Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (1043)
"Great location for a staycation "
The price is P5,571
P7,462 total
includes taxes & fees
Oct 5 - Oct 6
Eaglewood Resort and Spa

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property
8.6 out of 10, Excellent, (1028)
"Awesome "resort" property."
The price is P7,106
P8,851 total
includes taxes & fees
Oct 12 - Oct 13
Hilton Chicago/Oak Brook Hills Resort & Conference Center

citizenM Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (3887)
"Absolutely loved this hotel and location. "
The price is P12,653
P14,853 total
includes taxes & fees
Oct 30 - Oct 31
citizenM Chicago Downtown

Lincolnshire Marriott Resort

4.0 star property
8.8 out of 10, Excellent, (1007)
"We had a great stay! The staff and food were wonderful! "
The price is P8,373
P9,376 total
includes taxes & fees
Oct 11 - Oct 12
Lincolnshire Marriott Resort

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1019)
"Perfect location, the front desk could not have been more helpful. "
The price is P11,438
P13,427 total
includes taxes & fees
Oct 29 - Oct 30
Ivy Boutique Hotel

The Westin Chicago Lombard

4.0 star property
8.8 out of 10, Excellent, (1090)
"Always a nice stay"
The price is P8,373
P9,293 total
includes taxes & fees
Oct 30 - Oct 31
The Westin Chicago Lombard

Hampton Inn & Suites Chicago Waukegan

2.5 star property
9.0 out of 10, Wonderful, (1013)
"Staff was very friendly and helpful "
The price is P5,387
P6,033 total
includes taxes & fees
Oct 26 - Oct 27
Hampton Inn & Suites Chicago Waukegan

Hampton Inn Chicago Downtown/N Loop/Michigan Ave

3.0 star property
8.2 out of 10, Very Good, (1025)
"Great location "
The price is P11,003
P12,917 total
includes taxes & fees
Oct 5 - Oct 6
Hampton Inn Chicago Downtown/N Loop/Michigan Ave

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1243)
"Loved it will be staying here again "
The price is P25,987
P30,506 total
includes taxes & fees
Oct 7 - Oct 8
The Emily Hotel

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (1745)
"Nice sized rooms, comfortable beds, and a delicious attached restaurant "
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.

Find out more about 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

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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.