All Inclusive Resorts in Chicago, Illinois

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Check availability on Chicago All Inclusive Resorts

Tonight
Jul 5 - Jul 6
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Jul 6 - Jul 7
Next weekend
Jul 11 - Jul 13
In two weeks
Jul 18 - Jul 20

Top Chicago All Inclusive Resorts

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Recommended hotels in Chicago

The Chicago Hotel Collection Ambassador Gold Coast
Terrace/patio

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very Good, (1013)
"Great Front desk staff! All staff was very friendly and location was wonderful 😀"
The price is P480
P9,833 total
includes taxes & fees
Jul 6 - Jul 7
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection - Magnificent Mile
Breakfast and dinner served

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.2 out of 10, Good, (1093)
"We enjoyed our time at this stay. "
The price is P238
P9,521 total
includes taxes & fees
Jul 7 - Jul 8
The Chicago Hotel Collection - Magnificent Mile
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very Good, (2014)
"Stayed many times, great fun!"
The price is P5,519
P7,469 total
includes taxes & fees
Jul 7 - Jul 8
Freehand Chicago
Claridge House
Cocktail bar

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1247)
"Good location, nice area"
The price is P4,319
P6,726 total
includes taxes & fees
Jul 8 - Jul 9
Claridge House
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (1637)
"Great stay"
Hotel Saint Clair- Magnificent Mile
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2043)
"Amazing stay"
The price is P10,789
P14,301 total
includes taxes & fees
Jul 13 - Jul 14
Sable at Navy Pier Chicago, Curio Collection by Hilton
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (3282)
"Perfect stay and great customer service "
The price is P7,625
P8,952 total
includes taxes & fees
Jul 7 - Jul 8
citizenM Chicago Downtown
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (8876)
"Great location, beautiful hotel "
The price is P8,075
P9,479 total
includes taxes & fees
Aug 4 - Aug 5
Congress Plaza Hotel
The Chicago Hotel Collection River North
Building design

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (507)
"The rooms were excellent"
The price is P1,465
P7,659 total
includes taxes & fees
Jul 6 - Jul 7
The Chicago Hotel Collection River North
Hotel Felix River North/Magnificent Mile
Lobby sitting area

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (1830)
"Great price, great location, small but nice rooms!"
The price is P17,802
P22,620 total
includes taxes & fees
Jul 15 - Jul 16
Hotel Felix River North/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.

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 Art Institute of Chicago. 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 Art Institute of Chicago 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.