Find All-inclusive Hotel in Chicago, IL

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Check availability on Chicago All-inclusive Hotel

Our top choices for Chicago all inclusive hotels

Front of property - evening/night
Eaglewood Resort and Spa

Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.6 out of 10, Excellent, (1007)
"Clean hotel, very friendly staff "
United States
Sherelle
The price is ₩151,726
₩200,731 total
includes taxes & fees
Dec 14 - Dec 15
Eaglewood Resort and Spa
Front of property - evening/night
Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center
4.0 star property
Oak Brook
8.8 out of 10, Excellent, (1004)
"Great place "
United States
Ana
The price is ₩146,934
₩187,376 total
includes taxes & fees
Dec 21 - Dec 22
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Property amenity
citizenM Chicago Downtown

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4107)
"Great stay"
United States
Ericka
The price is ₩156,781
₩184,046 total
includes taxes & fees
Dec 21 - Dec 22
citizenM Chicago Downtown
Banquet hall
Lincolnshire Marriott Resort

Lincolnshire Marriott Resort

Lincolnshire Marriott Resort
4.0 star property
Half Day
8.8 out of 10, Excellent, (1000)
"Room was nice, food delicious and employees friendly!"
United States
Jim
The price is ₩198,480
₩222,258 total
includes taxes & fees
Dec 26 - Dec 27
Lincolnshire Marriott Resort
Front of property
Ivy Boutique Hotel

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1041)
"Clean room, nice amenities (especially like the rain shower), very centrally located, and friendly staff. "
United States
Kathleen
The price is ₩142,464
₩167,239 total
includes taxes & fees
Dec 17 - Dec 18
Ivy Boutique Hotel
Exterior
The Westin Chicago Lombard

The Westin Chicago Lombard

The Westin Chicago Lombard
4.0 star property
Lombard
8.8 out of 10, Excellent, (1140)
"Great location, the room was clean, the lobby was decorated beautifully!"
United States
Georgette
The price is ₩172,898
₩191,883 total
includes taxes & fees
Dec 21 - Dec 22
The Westin Chicago Lombard
Terrace/patio
Hampton Inn & Suites Chicago Waukegan

Hampton Inn & Suites Chicago Waukegan

Hampton Inn & Suites Chicago Waukegan
2.5 star property
Waukegan
8.8 out of 10, Excellent, (1000)
"Clean and great staff"
United States
Kiara
The price is ₩143,464
₩160,651 total
includes taxes & fees
Dec 21 - Dec 22
Hampton Inn & Suites Chicago Waukegan
Exterior
Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Hampton Inn Chicago Downtown/N Loop/Michigan Ave
3.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1037)
"Beautiful historical building"
United States
Amy
The price is ₩125,319
₩147,112 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
Exterior
The Emily Hotel

The Emily Hotel

The Emily Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1276)
"great hotel! amazing staff and very clean!"
United States
Marielle
The price is ₩494,376
₩580,349 total
includes taxes & fees
Dec 13 - Dec 14
The Emily Hotel
Restaurant
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1790)
"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.
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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.