Find All-Inclusive Hotels in Chicago, IL

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Check availability on Chicago All-Inclusive Hotels

Tonight
5 Jul - 6 Jul
Tomorrow
6 Jul - 7 Jul
Next weekend
11 Jul - 13 Jul
In two weeks
18 Jul - 20 Jul

Top Chicago All-Inclusive Hotels

We don't have any properties that match your exact search

Recommended hotels in Chicago

The Chicago Hotel Collection Ambassador Gold Coast
Terrace/patio

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1013)
"We stayed for 4days/3nights. We were given a free King bed upgrade upon arrival. We were also given free
breakfast
and bar drinks vouchers for each day or our stay. Pretty good (free
food
). Very lovely/safe area. Took many late night walks around the area and 3-4 blocks down to Lake Shore Drive waterfront. Used hotel parking for $65.00 daily rate, parking is HORRIBLE in the Chi. Had a personal car but used Uber/Taxi. Great clean, safe, accommodating hotel! Would definitely recommend and...
Matasha
The price is £122
includes taxes & fees
8 Jul - 9 Jul
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection - Magnificent Mile
Breakfast and dinner served

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.2 out of 10, Good, (1096)
"Location is excellent. Staff was helpful.
Breakfast
was good."
alain
The price is £106
includes taxes & fees
8 Jul - 9 Jul
The Chicago Hotel Collection - Magnificent Mile
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2020)
"Vibes VIBES VIBES!!! This property is hot, and full of characters. I stayed in a quad because I had a layover and didn't want to drop a ton of money for 8 hours and ended up having only none person in the room with me who was quiet. The bar and lounge area are so inviting for conversation and meeting people. Drinks are nice, the hotel has charm, cool vibes, and decor for a younger hip crowd, but I felt right at home!
Food
was good at the bar, and the portions are large enough! Would stay again...
Damarcus
The price is £93
includes taxes & fees
8 Jul - 9 Jul
Freehand Chicago
Claridge House
Cocktail bar

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1247)
"The Claridge House may be my favorite of all the boutique hotels in Chicago. It's warm, welcoming, clean as a whistle. Most of the rooms are on the snug side; I know because I have stayed there eight or ten times. All the better. If you want a nice hotel in the prettiest and most quite warren of downtown Chicago, then chose the Claridge House. Lots of fine
restaurants
, parks and the lakefront of Chicago within walking distance. Same for the shopping in the Gold Coast."
Scott
The price is £87
includes taxes & fees
8 Jul - 9 Jul
Claridge House
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1640)
"I loved this place! I would definitely stay here again. It was clean and I felt safe and comfortable. Great options for
food
and groceries only steps away. Nice metropolitan area to walk around in the heart of downtown Chicago. Helpful and pleasant staff. Everything was great! Check in and check out smooth and easy."
Lacarol
The price is £90
includes taxes & fees
7 Jul - 8 Jul
Hotel Saint Clair- Magnificent Mile
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2045)
"Great views. Property
restaurants
/bars are nice. Clean rooms and public areas. "
Michael
The price is £186
includes taxes & fees
13 Jul - 14 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (3285)
"Great location, helpful staff and self service is very convenient. Great view of the city. "
Marquita
The price is £116
includes taxes & fees
7 Jul - 8 Jul
citizenM Chicago Downtown
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8886)
"The hotel was very clean, the staff was very friendly and accommodating. The view from our window was spectacular!"
Alan
The price is £123
includes taxes & fees
4 Aug - 5 Aug
Congress Plaza Hotel
The Chicago Hotel Collection River North
Building design

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (507)
"Such a beautiful hotel, staff was extremely helpful and kind. Had so much to offer and it has beautiful views as well"
Victoria
The price is £100
includes taxes & fees
7 Jul - 8 Jul
The Chicago Hotel Collection River North
Hotel Felix River North/Magnificent Mile
Lobby sitting area

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1833)
"The hotel is in a very good spot downtown. I was able to walk almost every place i needed to visit. The room is a bit small. But it was just me so it's perfect for someone who's solo. The room was clean and the ac was good and cold! My room had a great city view, although it was a bit noisy for my liking. But overall i had a great stay, the staff was great also."
Ebony
The price is £97
includes taxes & fees
7 Jul - 8 Jul
Hotel Felix River North/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, Navy Pier and McCormick Place.
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.