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, (1008)
"This was a really nice resort and me and my wife really enjoyed our birthdays I would recommend others to check it out "
The price is P6,951
P8,882 total
includes taxes & fees
Nov 5 - Nov 6
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, (1010)
"Na"
The price is P7,083
P8,829 total
includes taxes & fees
Nov 10 - Nov 11
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, (2189)
"Horrible Shower head"
The price is P5,729
P6,726 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, (913)
"It is a very pretty property. "
The price is P7,243
P8,110 total
includes taxes & fees
Nov 24 - Nov 25
Lincolnshire Marriott Resort
Ivy Boutique Hotel
Front of property
Ivy Boutique Hotel
4.5 star property
8.4 out of 10, Very Good, (1008)
"Great room !! "
The price is P9,514
P11,169 total
includes taxes & fees
Nov 7 - Nov 8
Ivy Boutique Hotel
The Westin Chicago Lombard
Exterior
The Westin Chicago Lombard
4.0 star property
8.6 out of 10, Excellent, (1027)
"Love it here "
The price is P6,367
P7,066 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, (891)
"Drove up from Chicago for a show at the Genesee theater and this was the perfect place to stay overnight."
The price is P5,412
P6,060 total
includes taxes & fees
Nov 10 - Nov 11
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, (1053)
"This location was so convient to everything downtown. The staff was great and friendly. The room was quiet and clean. Just slighty stuffy but not a big deal. Breakfast buffet was delicious and filling. I would stay here again "
The price is P5,520
P6,480 total
includes taxes & fees
Nov 24 - Nov 25
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, (854)
"At first, I didn’t think I would like it because it was so different, but I ended up loving it. It was so convenient."
The price is P13,488
P15,833 total
includes taxes & fees
Nov 10 - Nov 11
The Emily Hotel
Hotel Saint Clair- Magnificent Mile
Restaurant
Hotel Saint Clair- Magnificent Mile
4.0 star property
7.8 out of 10, Good, (1446)
"This hotel service was exemplary from ease of checkout, outstandingly comfortable beds and superb onsite restaurant. I didn't have time to try a drink from the am espresso bar (my fault... I overslept), but would expect it is ax wonderful as the rest. The location is also central and makes it easy to get around down down being less than a block away from major buslines."
The price is P7,000
P8,498 total
includes taxes & fees
Nov 11 - Nov 12
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 Navy Pier, McCormick Place, and Wrigley Field.
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.