Find All Inclusive Resorts and Hotels in Chicago, IL

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Check availability on Chicago All Inclusive Resorts and Hotels

Tonight
Jul 30 - Jul 31
Tomorrow
Jul 31 - Aug 1
This weekend
Aug 1 - Aug 3
Next weekend
Aug 8 - Aug 10

Top Chicago All Inclusive Resorts and Hotels

Eaglewood Resort and Spa
Front of property - evening/night

Eaglewood Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (1022)
"It was really nice could use more food options and a dj on Saturday nights "
The price is CA $175
CA $222 total
includes taxes & fees
Aug 3 - Aug 4
Eaglewood Resort and Spa
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Front of property - evening/night

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property
8.6 out of 10, Excellent, (1011)
"Will stay here again! "
The price is CA $167
CA $208 total
includes taxes & fees
Aug 25 - Aug 26
Hilton Chicago/Oak Brook Hills Resort & Conference Center
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3484)
"Great stay"
The price is CA $215
CA $253 total
includes taxes & fees
Aug 26 - Aug 27
citizenM Chicago Downtown
Lincolnshire Marriott Resort
Banquet hall

Lincolnshire Marriott Resort

4.0 star property
8.8 out of 10, Excellent, (984)
"We had a great stay! The staff and food were wonderful! "
The price is CA $179
CA $200 total
includes taxes & fees
Aug 15 - Aug 16
Lincolnshire Marriott Resort
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1021)
"Great location and hotel "
The price is CA $198
CA $232 total
includes taxes & fees
Aug 6 - Aug 7
Ivy Boutique Hotel
The Westin Chicago Lombard
Exterior

The Westin Chicago Lombard

4.0 star property
8.8 out of 10, Excellent, (1010)
"Great hotel!"
The price is CA $193
CA $214 total
includes taxes & fees
Aug 10 - Aug 11
The Westin Chicago Lombard
Hampton Inn & Suites Chicago Waukegan
Terrace/patio

Hampton Inn & Suites Chicago Waukegan

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Great guest service."
The price is CA $148
CA $165 total
includes taxes & fees
Aug 25 - Aug 26
Hampton Inn & Suites Chicago Waukegan
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
Exterior

Hampton Inn Chicago Downtown/N Loop/Michigan Ave

3.0 star property
8.2 out of 10, Very good, (1002)
"The location and the breakfast "
The price is CA $205
CA $240 total
includes taxes & fees
Aug 24 - Aug 25
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
The Emily Hotel
Exterior

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1149)
"What a great location for tourists, close to so many sights in Barcelona!! "
The price is CA $259
CA $305 total
includes taxes & fees
Aug 24 - Aug 25
The Emily Hotel
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1711)
"I really enjoyed my stay here, the staff was very pleasant and the rooms great!"
The price is CA $185
CA $229 total
includes taxes & fees
Aug 4 - Aug 5
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.