Title: Book the Best Chicago, IL ALL INCLUSIVE Resorts and Hotels | Expedia.ca

[Chicago Travel Guide](https://expedia.ca/Chicago.dx178248)[Hotels in Chicago](https://expedia.ca/Chicago-Hotels.d178248.Travel-Guide-Hotels)[Vacation Rentals in Chicago](https://expedia.ca/Chicago-Vacation-Rentals.d178248.Travel-Guide-VacationRentals)[Flights to Chicago](https://expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Chicago Car Rentals](https://expedia.ca/Car-Rentals-In-Chicago.d178248.Car-Rental-Guide)[Chicago Vacation Packages](https://expedia.ca/Chicago.d178248.Destination-Travel-Guides)

![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find All Inclusive Resorts and Hotels in Chicago, IL

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## Check availability on Chicago All Inclusive Resorts and Hotels

Tonight

[Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=178248&startDate=2025-12-18&endDate=2025-12-19&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=178248&startDate=2025-12-19&endDate=2025-12-20&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=178248&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=178248&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chicago all-inclusive hotels

![Signature Suite, 1 Bedroom](https://images.trvl-media.com/lodging/8000000/7820000/7818200/7818107/896f58e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sports facility](https://images.trvl-media.com/lodging/8000000/7820000/7818200/7818107/09b5ecfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/8000000/7820000/7818200/7818107/c6aa1dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/8000000/7820000/7818200/7818107/w3908h6229x0y7-cf0011db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Wheeler Mansion

[](https://www.expedia.ca/Chicago-Hotels-The-Wheeler-Mansion.h7818107.Hotel-Information)

Near South Side

9.0/10

Wonderful

(4)

"A unique place to stay near the convention centre. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Leonardo

[](https://www.expedia.ca/Chicago-Hotels-The-Wheeler-Mansion.h7818107.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-01&endDate=2026-01-02&regionId=178248&adults=2&mealPlan=ALL_INCLUSIVE&sort=RECOMMENDED&openPlayBack=true)

## Find out more about Chicago

### Discover top Chicago (and vicinity) attractions

For families seeking all-inclusive meal options in the greater Chicago area, there are numerous attractions that blend excitement with relaxation. Start your adventure at the Shedd Aquarium, where you can marvel at diverse marine life and even enjoy interactive exhibits. Just a short drive away, the Field Museum offers a captivating journey through history, with its impressive dinosaur skeletons and ancient treasures that spark the imagination of both young and old. Culture enthusiasts will love the Art Institute of Chicago, housing masterpieces ranging from Impressionist paintings to contemporary works, providing a feast for the eyes. For outdoor enthusiasts, the Lincoln Park Zoo is not only free but also features beautiful gardens and picnic areas, perfect for a day out with the family. After a day of adventure, returning to an all-inclusive hotel often means indulging in a variety of dining options, from classic Chicago deep-dish pizza to gourmet international cuisine, along with activities like guided city tours or family-friendly entertainment. The Lincoln Park area is particularly suited for families, offering a blend of green spaces, museums, and nearby the vibrant North Avenue Beach, which is ideal for relaxation and fun. Staying in this bustling neighbourhood allows for an easy exploration of the city’s rich offerings, ensuring that every day is filled with memorable experiences.

## Top Chicago Hotel Reviews

## Frequently asked questions

### How much does an all-inclusive hotel in Chicago cost?

### What area of Chicago is best for all-inclusive hotels?

> For couples on a romantic escape, the nearby River North district is a delightful option. With its chic atmosphere, art galleries, and intimate restaurants, this area provides a great backdrop for a romantic getaway. Enjoy a leisurely stroll along the Chicago Riverwalk or indulge in a candlelit dinner at one of the many acclaimed eateries, making your trip truly special.
> 
>   
> Families will appreciate the convenience of staying near Navy Pier, where a wealth of entertainment awaits. From the iconic Ferris wheel to interactive museums like the Chicago Children's Museum, the area is designed to engage visitors of all ages. Many family-friendly hotels offer packages that include meals and tickets to local attractions, ensuring a straightforward experience for parents and children alike.

### What is the best time to stay at an all-inclusive hotel in Chicago?

> With the pleasant weather, tourists flock to the city, and you'll find a bustling atmosphere around popular sites like Navy Pier, where festivals and outdoor concerts often take place. The vibrant summer calendar also includes events like the Chicago Air and Water Show, providing fantastic entertainment for families and groups of friends.
> 
>   
> If you're looking for a more budget-friendly and relaxed experience, consider visiting in September. The weather remains agreeable, with temperatures ranging from 20°C to 25°C, and it's less busy. This month also offers a great opportunity to enjoy local festivals, such as the Chicago Gourmet, while benefiting from lower hotel rates and better availability.

### How can I save on an all-inclusive hotel in Chicago with Expedia?

### Is it cheaper to book an all-inclusive hotel and flight package in Chicago?

### What all-inclusive amenities should we expect at hotels in Chicago?

### Can I cancel my all-inclusive hotel reservation on Expedia?

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