All Inclusive Hotels and Resorts in Chicago

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Check availability on Chicago All Inclusive Hotels and Resorts

Tonight
28 Jun - 29 Jun
Tomorrow
29 Jun - 30 Jun
Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul

Top All Inclusive Hotels and Resorts in Chicago

Eaglewood Resort and Spa
Front of property – evening/night

Eaglewood Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (1006)
"Great location "
The price is S$181
includes taxes & fees
30 Jun - 1 Jul
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, (1000)
"Nice hotel"
The price is S$193
includes taxes & fees
30 Jun - 1 Jul
Hilton Chicago/Oak Brook Hills Resort & Conference Center
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (3237)
"Great location"
The price is S$183
includes taxes & fees
29 Jun - 30 Jun
citizenM Chicago Downtown
Lincolnshire Marriott Resort
Banquet hall

Lincolnshire Marriott Resort

4.0 star property
8.8 out of 10, Excellent, (957)
"The out door patio area is really nice."
The price is S$199
includes taxes & fees
6 Jul - 7 Jul
Lincolnshire Marriott Resort
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.6 out of 10, Excellent, (1001)
"The Ivy Hotel was so nice! It was very roomy and had everything to make our stay convenient and special! "
The price is S$190
includes taxes & fees
29 Jun - 30 Jun
Ivy Boutique Hotel
The Westin Chicago Lombard
Exterior

The Westin Chicago Lombard

4.0 star property
8.8 out of 10, Excellent, (1002)
"I enjoyed my stay everything was Great!!!"
The price is S$180
includes taxes & fees
30 Jun - 1 Jul
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, (1002)
"comfortable...good hot breakfast"
The price is S$169
includes taxes & fees
6 Jul - 7 Jul
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, (1006)
"Great people, good food! "
The price is S$223
includes taxes & fees
7 Jul - 8 Jul
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, (1101)
"Location is great, nice place."
The price is S$572
includes taxes & fees
12 Jul - 13 Jul
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, (1634)
"Great stay"
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.

Frequently asked questions

Looking for Chicago all-inclusive resorts?
Chicago is known for its shopping and culture, and offers a host of things to see and do, such as Michigan Avenue and Art Institute of Chicago. Look through our choice of all-inclusive accommodation options, where you can enjoy a range of amenities such as entertainment, childrens' clubs and, of course, food and drinks, all included in your room rate. Many of our all-inclusive resorts also feature activities such as golf, yoga, water sports and more, which you can enjoy at no 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 travellers like the shopping and cultural scene in Chicago. Other top attractions include Millennium Park, Grant Park and Soldier Field.
When's the best time for an all-inclusive stay in Chicago?
There's nothing like an all-inclusive holiday in Chicago to revive you, especially when you know what to expect from the elements. Here's some information to help you decide when to book: The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. 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, seeing Chicago is a breeze. Walk to nearby metro stations such as 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) from the city centre. If you'd like to explore around the area, you may want to rent a car for your trip.