Find All-inclusive Hotel in Chicago, IL

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Check availability on Chicago All-inclusive Hotel

Top Chicago All-inclusive Hotel

Eaglewood Resort and Spa

4.0 star property
Itasca
8.6 out of 10, Excellent, (1006)
"Room is clean, very approachable staff! "
United States
raden
The price is ¥16,078
¥21,270 total
includes taxes & fees
Dec 14 - Dec 15
Eaglewood Resort and Spa

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property
Oak Brook
8.8 out of 10, Excellent, (1003)
"Great place "
United States
Ana
The price is ¥15,576
¥19,864 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Hilton Chicago/Oak Brook Hills Resort & Conference Center

citizenM Chicago Downtown

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4101)
"Great stay"
United States
Ericka
The price is ¥16,620
¥19,511 total
includes taxes & fees
Dec 24 - Dec 25
citizenM Chicago Downtown

Lincolnshire Marriott Resort

4.0 star property
Half Day
8.8 out of 10, Excellent, (1003)
"Room was nice, food delicious and employees friendly!"
United States
Jim
The price is ¥18,329
¥20,526 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Lincolnshire Marriott Resort

Ivy Boutique Hotel

4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1037)
"Clean room, nice amenities (especially like the rain shower), very centrally located, and friendly staff. "
United States
Kathleen
The price is ¥15,423
¥18,103 total
includes taxes & fees
Dec 10 - Dec 11
Ivy Boutique Hotel

The Westin Chicago Lombard

4.0 star property
Lombard
8.8 out of 10, Excellent, (1139)
"Great place and restaurants "
United States
Kim
The price is ¥18,383
¥20,401 total
includes taxes & fees
Dec 21 - Dec 22
The Westin Chicago Lombard

Hampton Inn & Suites Chicago Waukegan

2.5 star property
Waukegan
8.8 out of 10, Excellent, (1005)
"Clean and great staff"
United States
Kiara
The price is ¥15,202
¥17,023 total
includes taxes & fees
Dec 21 - Dec 22
Hampton Inn & Suites Chicago Waukegan

Hampton Inn Chicago Downtown/N Loop/Michigan Ave

3.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1040)
"Beautiful historical building"
United States
Amy
The price is ¥13,240
¥15,542 total
includes taxes & fees
Dec 25 - Dec 26
Hampton Inn Chicago Downtown/N Loop/Michigan Ave

The Emily Hotel

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1281)
"great hotel! amazing staff and very clean!"
United States
Marielle
The price is ¥20,438
¥23,991 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Emily Hotel

Hotel Saint Clair- Magnificent Mile

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1787)
"Great stay in a great area."
United States
Giselle
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

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

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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 Wrigley Field, Naval Base Great Lakes, and Millennium Park.
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.