Chicago All-inclusive Hotel

Start date: Check-in selected.
To Date
End date: Check-out
  • 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

This weekend
Next weekend

Top Chicago All-inclusive Hotel

Eaglewood Resort and Spa
4.0 star property
8.6 out of 10, Excellent, (1039)
"Property was clean, quiet, and great place to stay."
United States
Donald
The price is HK$864
HK$1,130 total
includes taxes & fees
9 Nov - 10 Nov
Eaglewood Resort and Spa
Hilton Chicago/Oak Brook Hills Resort & Conference Center
4.0 star property
8.8 out of 10, Excellent, (1035)
"Great place great location "
United States
Allyson
The price is HK$796
HK$1,012 total
includes taxes & fees
24 Nov - 25 Nov
Hilton Chicago/Oak Brook Hills Resort & Conference Center
citizenM Chicago Downtown
4.0 star property
9.2 out of 10, Wonderful, (4052)
"Great stay"
United States
Riley
The price is HK$885
HK$1,039 total
includes taxes & fees
19 Nov - 20 Nov
citizenM Chicago Downtown
Lincolnshire Marriott Resort
4.0 star property
8.8 out of 10, Excellent, (1000)
"Loved it"
United States
Brittanie
The price is HK$1,111
HK$1,244 total
includes taxes & fees
23 Nov - 24 Nov
Lincolnshire Marriott Resort
Ivy Boutique Hotel
4.5 star property
8.8 out of 10, Excellent, (1015)
"Clean and convenient location"
United States
ali
The price is HK$853
HK$1,002 total
includes taxes & fees
25 Nov - 26 Nov
Ivy Boutique Hotel
The Westin Chicago Lombard
4.0 star property
8.8 out of 10, Excellent, (1116)
"The stay was nice and the beds where comfortable and I will return."
United States
Anthony
The price is HK$917
HK$1,018 total
includes taxes & fees
23 Nov - 24 Nov
The Westin Chicago Lombard
Hampton Inn & Suites Chicago Waukegan
2.5 star property
8.8 out of 10, Excellent, (1004)
"Staff was very friendly and helpful "
United States
Jimmy
The price is HK$720
HK$806 total
includes taxes & fees
23 Nov - 24 Nov
Hampton Inn & Suites Chicago Waukegan
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
3.0 star property
8.2 out of 10, Very good, (1033)
"Staff was awesome!!!"
United States
Maria
The price is HK$786
HK$923 total
includes taxes & fees
24 Nov - 25 Nov
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
The Emily Hotel
4.0 star property
9.2 out of 10, Wonderful, (1250)
"Excellent stay. The hotel staff is very courteous and helpful, and the location is great!"
United States
Mahesh
The price is HK$1,244
HK$1,461 total
includes taxes & fees
9 Nov - 10 Nov
The Emily Hotel
Hotel Saint Clair- Magnificent Mile
4.0 star property
8.2 out of 10, Very good, (1758)
"Very nice convenient place to stay ."
United States
Mark
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.

Find out more about Chicago

Discover top Chicago (and vicinity) attractions

For families and adventurous travellers seeking all-inclusive hotels in the greater Chicago area, the options are plentiful and exciting. Start your journey at the iconic Millennium Park, where the striking Cloud Gate sculpture (also known as "The Bean") provides a perfect backdrop for family photos and fun. Just a short stroll away, the Art Institute of Chicago showcases world-class art collections that can captivate both young and old, making it a cultural feast. For those who enjoy the great outdoors, Lincoln Park offers expansive gardens, a nature museum, and even a free zoo, ensuring that family-friendly adventures . Don’t miss a visit to Navy Pier, where you can board a boat for a scenic cruise on Lake Michigan, or enjoy thrilling rides and games at the amusement park. In the evening, indulge in Chicago’s famed deep-dish pizza at local eateries, with many all-inclusive hotels offering on-site dining options that showcase the city's culinary delights. Areas such as River North or the Loop are particularly suited for your stay, where luxury meets convenience. Many all-inclusive properties in these areas provide not just comfortable accommodation but also packages that include gourmet dining, spa services, and access to local attractions, ensuring you feel pampered throughout your visit. With attentive guest service and a plethora of activities to enjoy, you can explore the vibrant city with the peace of mind that everything is taken care of, allowing you to focus on creating lasting memories with your loved ones.

Top Chicago Hotel Reviews

Explore a world of travel with Expedia

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 CIBC Theatre. 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 CIBC Theatre, 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.