All Inclusive Resorts in Chicago, Illinois

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Check availability on Chicago All Inclusive Resorts

Tonight
Jul 31 - Aug 1
Tomorrow
Aug 1 - Aug 2
This weekend
Aug 1 - Aug 3
Next weekend
Aug 8 - Aug 10

Top Chicago All Inclusive Resorts

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, (1026)
"It was really nice could use more food options and a dj on Saturday nights "
The price is P8,119
P10,163 total
includes taxes & fees
Aug 12 - Aug 13
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, (1000)
"Will stay here again! "
The price is P7,073
P8,817 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, (3490)
"Great stay"
The price is P9,122
P10,708 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, (985)
"We had a great stay! The staff and food were wonderful! "
The price is P7,486
P8,383 total
includes taxes & fees
Aug 16 - Aug 17
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, (1003)
"Great location and hotel "
The price is P9,170
P10,764 total
includes taxes & fees
Aug 24 - Aug 25
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, (1010)
"Great hotel!"
The price is P7,874
P8,739 total
includes taxes & fees
Sep 1 - Sep 2
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, (1000)
"Great guest service."
The price is P6,559
P7,345 total
includes taxes & fees
Aug 17 - Aug 18
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, (1006)
"The location and the breakfast "
The price is P8,702
P10,216 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, (1150)
"What a great location for tourists, close to so many sights in Barcelona!! "
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, (1673)
"I really enjoyed my stay here, the staff was very pleasant and the rooms great!"
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.