All Inclusive Hotels and Resorts in Chicago

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Top All Inclusive Hotels and Resorts in Chicago

Eaglewood Resort and Spa

4.0 star property
Itasca
8.8 out of 10, Excellent, (1011)
"Perfect, Thanks for a great stay!"
United States
William
The price is S$158
includes taxes & fees
26 Nov - 27 Nov
Eaglewood Resort and Spa

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property
Oak Brook
8.8 out of 10, Excellent, (1007)
"Excellent restaurant!"
United States
William Dino
The price is S$167
includes taxes & fees
21 Dec - 22 Dec
Hilton Chicago/Oak Brook Hills Resort & Conference Center

citizenM Chicago Downtown

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4063)
"Clean rooms, friendly staff, great breakfast, amazing location. "
Canada
Gokce
The price is S$164
includes taxes & fees
25 Nov - 26 Nov
citizenM Chicago Downtown

Lincolnshire Marriott Resort

4.0 star property
Half Day
8.8 out of 10, Excellent, (1000)
"Room was nice, food delicious and employees friendly!"
United States
Jim
The price is S$173
includes taxes & fees
19 Dec - 20 Dec
Lincolnshire Marriott Resort

Ivy Boutique Hotel

4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1029)
"Room was nice in an amazing location. "
United States
Christopher
The price is S$144
includes taxes & fees
8 Dec - 9 Dec
Ivy Boutique Hotel

The Westin Chicago Lombard

4.0 star property
Lombard
8.8 out of 10, Excellent, (1134)
"Great place and restaurants "
United States
Kim
The price is S$177
includes taxes & fees
7 Dec - 8 Dec
The Westin Chicago Lombard

Hampton Inn & Suites Chicago Waukegan

2.5 star property
Waukegan
8.8 out of 10, Excellent, (1004)
"It was a nice stay."
United States
Teesa
The price is S$143
includes taxes & fees
30 Nov - 1 Dec
Hampton Inn & Suites Chicago Waukegan

Hampton Inn Chicago Downtown/N Loop/Michigan Ave

3.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1035)
"Beautiful historical building"
United States
Amy
The price is S$134
includes taxes & fees
14 Dec - 15 Dec
Hampton Inn Chicago Downtown/N Loop/Michigan Ave

The Emily Hotel

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1270)
"great hotel! amazing staff and very clean!"
United States
Marielle
The price is S$350
includes taxes & fees
21 Dec - 22 Dec
The Emily Hotel

Hotel Saint Clair- Magnificent Mile

4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1772)
"Great stay in a great area."
United States
Giselle
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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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

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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 Wrigley Field, Naval Base Great Lakes and Millennium Park.
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.