Find All-inclusive Hotel in Chicago, IL

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chicago All-inclusive Hotel

No exact matches found, but these alternatives could be just right

Recommended hotels in Chicago

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,498 reviews)
"Perfect stay for families visiting Chicago"
United States
Casey
The price is AED 724
AED 988 total
includes taxes & fees
25 May - 26 May
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,784 reviews)
"staff friendly and helpful - the laundry & spa did not use"
United States
Jenny
The price is AED 479
AED 677 total
includes taxes & fees
26 May - 27 May
Hilton Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,232 reviews)
"Stayed here with my granddaughter for our Chicago fun day. The location was perfect for shopping and eating. Lots of good inexpensive parking nearby. The staff was top notch. The hotel feels updated and rooms are great with good views. Bar area is very nice also and lots of casual seating while waiting and lounging. Would definitely stay here again. Bonus for our trip was an indoor pool. "
United States
Gail
The price is AED 430
AED 511 total
includes taxes & fees
10 May - 11 May
Aloft Chicago Mag Mile

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,993 reviews)
"Family friendly and pool area was great."
United States
Michael
The price is AED 509
AED 605 total
includes taxes & fees
27 May - 28 May
Hilton Garden Inn Chicago Downtown South Loop

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,466 reviews)
"Breakfast was excellent."
United States
Drew
The price is AED 539
AED 641 total
includes taxes & fees
26 May - 27 May
DoubleTree by Hilton Chicago - Magnificent Mile

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1,425 reviews)
"Great set up for family with mom and dad and two college kids."
United States
Stephanie
The price is AED 564
AED 671 total
includes taxes & fees
20 May - 21 May
The Chicago Hotel Collection Ambassador Gold Coast

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,520 reviews)
"Amazing hotel with great views "
United States
Naurin
The price is AED 529
AED 629 total
includes taxes & fees
11 May - 12 May
Eurostars Magnificent Mile

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,259 reviews)
"We missed breakfast in our rush to get home for a commitment, so I have no comment."
United States
Dana
The price is AED 438
AED 633 total
includes taxes & fees
25 May - 26 May
Silversmith Hotel Chicago Downtown

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,313 reviews)
"Nice rooms, great view"
United States
Irene
The price is AED 756
AED 1,028 total
includes taxes & fees
24 May - 25 May
Swissotel - Chicago

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,156 reviews)
"Breakfast was fresh and good."
United States
Noureddine
The price is AED 737
AED 1,008 total
includes taxes & fees
26 May - 27 May
Fairmont Chicago at Millennium Park
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.

Choose what matters most at all-inclusive hotels in Chicago

Top Chicago Hotel Reviews

Explore a world of travel with Expedia

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 Navy Pier 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 Navy Pier 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.