All Inclusive Resorts in Chicago, Illinois

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Top Chicago All Inclusive Resorts

Eaglewood Resort and Spa
Front of property - evening/night
Eaglewood Resort and Spa
4.0 star property
8.6 out of 10, Excellent, (1003)
"I absolutely love this Hotel the pool and Jacuzzi are wonderful and the rooms with balcony are wonderful "
The price is P8,410
P10,509 total
includes taxes & fees
Nov 29 - Nov 30
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, (1001)
"Pleasant atmosphere "
The price is P7,145
P8,907 total
includes taxes & fees
Nov 24 - Nov 25
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, (2277)
"Very small rooms, but clean and hi-tech. Great gym."
The price is P6,423
P7,541 total
includes taxes & fees
Nov 25 - Nov 26
citizenM Chicago Downtown
Lincolnshire Marriott Resort
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Lincolnshire Marriott Resort
4.0 star property
8.8 out of 10, Excellent, (918)
"Convenient. Saw a show had dinner. Do plan to come again. Great Place."
The price is P7,292
P8,166 total
includes taxes & fees
Nov 28 - Nov 29
Lincolnshire Marriott Resort
Ivy Boutique Hotel
Front of property
Ivy Boutique Hotel
4.5 star property
8.4 out of 10, Very Good, (1005)
"Overall everything was great! However there are a few main design flaws with the room including no exhaust fan in the bathroom and only one light circuit for the main room so you couldn’t turn on any light besides all of them at once in the bed area, there was a separate one for the couch area but that was it. Also the blasting heat and fragrance upon entering the building was a bit suffocating, and I was disappointed that the rooftop was closed."
The price is P6,461
P7,585 total
includes taxes & fees
Nov 28 - Nov 29
Ivy Boutique Hotel
The Westin Chicago Lombard
Exterior
The Westin Chicago Lombard
4.0 star property
8.8 out of 10, Excellent, (1001)
"The bathroom could have been updated. Was put in a handicap room and not handicapped, so that was frustrating. "
The price is P6,998
P7,767 total
includes taxes & fees
Nov 24 - Nov 25
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, (899)
"Close to restaurants and the military base. Great location. "
The price is P5,960
P6,674 total
includes taxes & fees
Dec 8 - Dec 9
Hampton Inn & Suites Chicago Waukegan
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
Reception
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
3.0 star property
8.4 out of 10, Very Good, (1012)
"Wonderful location, friendly staff, comfortable beds. "
The price is P5,781
P6,786 total
includes taxes & fees
Dec 17 - Dec 18
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
The Emily Hotel
City view from property
The Emily Hotel
4.0 star property
9.0 out of 10, Wonderful, (893)
"Very cool and modern hotel. Staff was very nice and recommended great restaurants in the area. "
The price is P8,630
P10,131 total
includes taxes & fees
Nov 28 - Nov 29
The Emily Hotel
Hotel Saint Clair- Magnificent Mile
Restaurant
Hotel Saint Clair- Magnificent Mile
4.0 star property
7.8 out of 10, Good, (1433)
"Nice location. Walking distance to shopping and restaurants. Staff was really nice. Espresso machine in the room so that was nice. Older hotel so as long as you are ok with small Space and older looking rooms, you’re in a good spot. I think there are some nice touches for being an older property. Elevator is slow though so be patient or take 7 flights of stairs like I did . :)"
The price is P5,724
P6,949 total
includes taxes & fees
Nov 27 - Nov 28
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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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 McCormick Place, Wrigley Field, and Naval Base Great Lakes.
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.