Title: TOP Chicago All-inclusive Hotels for 2026 - All Inclusive Resorts in Chicago, IL | Expedia.co.uk

[Chicago Travel Guide](https://expedia.co.uk/Chicago.dx178248)[Hotels in Chicago](https://expedia.co.uk/Chicago-Hotels.d178248.Travel-Guide-Hotels)[Holiday Rentals in Chicago](https://expedia.co.uk/Chicago-Holiday-Rentals.d178248.Travel-Guide-HolidayRentals)[Flights to Chicago](https://expedia.co.uk/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.co.uk/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Chicago Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chicago.d178248.Car-Hire-Guide)[Chicago Holidays](https://expedia.co.uk/Chicago.d178248.Holidays-City-Breaks)

![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 Hotels in Chicago, IL

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## Check availability on Chicago All-Inclusive Hotels

Tonight

[5 Jan - 6 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=178248&startDate=2026-01-05&endDate=2026-01-06&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[6 Jan - 7 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=178248&startDate=2026-01-06&endDate=2026-01-07&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=178248&startDate=2026-01-09&endDate=2026-01-11&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[16 Jan - 18 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=178248&startDate=2026-01-16&endDate=2026-01-18&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 | Premium bedding, pillow-top beds, individually decorated](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)

![Exterior](https://images.trvl-media.com/lodging/8000000/7820000/7818200/7818107/95a0afba.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.co.uk/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.co.uk/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.co.uk/Hotel-Search?startDate=2026-01-20&endDate=2026-01-21&regionId=178248&adults=2&mealPlan=ALL_INCLUSIVE&sort=RECOMMENDED&openPlayBack=true)

## 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

## 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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