All Inclusive Resorts in Chicago, Illinois

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Top Chicago All Inclusive Resorts

Eaglewood Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (1004)
"This hotel/resort and spa Is clean the staff is very attentive I would recommend to friends "
The price is P7,763
P9,791 total
includes taxes & fees
Dec 23 - Dec 24
Eaglewood Resort and Spa

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property
8.6 out of 10, Excellent, (1004)
"Nothing"
The price is P6,578
P8,276 total
includes taxes & fees
Dec 29 - Dec 30
Hilton Chicago/Oak Brook Hills Resort & Conference Center

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (2389)
"Nice views "
The price is P5,822
P6,834 total
includes taxes & fees
Dec 24 - Dec 25
citizenM Chicago Downtown

Lincolnshire Marriott Resort

4.0 star property
8.8 out of 10, Excellent, (923)
"."
The price is P8,233
P9,220 total
includes taxes & fees
Jan 3 - Jan 4, 2025
Lincolnshire Marriott Resort

Ivy Boutique Hotel

4.5 star property
8.4 out of 10, Very Good, (1011)
"This stay was nice. Came here for a staycation, LOVE the huge soaking tub. Staff is very friendly and the area is great! My only critique is they didnt bring towels up to the rooms (you have to go down and get them yourself), and there was no robe in the room. The tv in the bathroom mirror doesn’t work either which was a bummer but not a deal breaker. If they fixed those things I’d come here all the time. "
The price is P3,910
P4,589 total
includes taxes & fees
Jan 21 - Jan 22, 2025
Ivy Boutique Hotel

The Westin Chicago Lombard

4.0 star property
8.8 out of 10, Excellent, (1006)
"Will book again here."
The price is P6,998
P7,767 total
includes taxes & fees
Jan 5 - Jan 6, 2025
The Westin Chicago Lombard

Hampton Inn & Suites Chicago Waukegan

2.5 star property
9.0 out of 10, Wonderful, (916)
"Positive experience. Clean property. Pet Friendly. Large rooms."
The price is P4,949
P5,542 total
includes taxes & fees
Dec 29 - Dec 30
Hampton Inn & Suites Chicago Waukegan

Hampton Inn Chicago Downtown/N Loop/Michigan Ave

3.0 star property
8.4 out of 10, Very Good, (1002)
"This place is close to everything. Breakfast was included, which is hard to come by nowadays especially in Chicago. Price was good. Front desk people were very nice. I would stay here again. "
The price is P4,501
P5,284 total
includes taxes & fees
Jan 8 - Jan 9, 2025
Hampton Inn Chicago Downtown/N Loop/Michigan Ave

The Emily Hotel

4.0 star property
9.0 out of 10, Wonderful, (942)
"Excellent service at front desk, coffee shop and Fora. Very clean and fun atmosphere. Beds extremely comfortable! Friendly employees. Easy to walk to sops and restaurants. Highly recommend"
The price is P7,772
P9,124 total
includes taxes & fees
Jan 2 - Jan 3, 2025
The Emily Hotel

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.0 out of 10, Very Good, (1479)
"was a nice little hotel "
The price is P4,717
P5,725 total
includes taxes & fees
Dec 23 - Dec 24
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.
Don't see what you're looking for?
See all available properties in Chicago

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 Naval Base Great Lakes, Millennium Park, and Chicago Riverwalk.
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.