Find All-inclusive Resorts in Chicago, IL

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Our top choices for Chicago all inclusive hotels

Interior

The Wheeler Mansion

The Wheeler Mansion
4.0 star property
Near South Side
9.0 out of 10, Wonderful, (4 reviews)
  • cleanliness
    Tropical paradise meets luxury in this all-inclusive mansion with gourmet meals, gardens, and downtown access.
$620 nightly
The price is $724
Mar 16 - Mar 17
Total with taxes and fees
The Wheeler Mansion
Pillowtop beds, in-room safe, desk, iron/ironing board

Days Inn & Suites by Wyndham Romeoville

Days Inn & Suites by Wyndham Romeoville
2.0 star property
Romeoville
6.4 out of 10, (616 reviews)
$93 nightly
The price is $107
Mar 17 - Mar 18
Total with taxes and fees
Days Inn & Suites by Wyndham Romeoville
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

Travelers seeking all-inclusive experiences in the greater Chicago area will find a wealth of activities and attractions that cater to both adventure and relaxation. Start your journey at the iconic Millennium Park, where you can enjoy art installations like the Cloud Gate sculpture, often called "The Bean," and take part in seasonal concerts and events that create a lively atmosphere. Just a short walk away, the Art Institute of Chicago offers an expansive collection of artworks, from Impressionist masterpieces to contemporary pieces, making it a perfect cultural stop. For family fun, visit the Shedd Aquarium, where you can explore aquatic life from around the globe, with interactive exhibits that are sure to entertain children and adults alike. After a day of exploration, unwind at Navy Pier, where you can enjoy dining options that range from deep-dish pizza to gourmet seafood, and take a scenic boat ride on Lake Michigan. When it comes to all-inclusive hotels, many properties in the River North area offer packages that include gourmet meals, spa treatments, and guided tours of the city's attractions, ensuring you and your family are pampered throughout your stay. This vibrant neighborhood is known for its luxury shopping and dynamic nightlife, creating an engaging atmosphere that enhances your all-inclusive experience.

Top Chicago Hotel Reviews

Frequently asked questions

What are the most popular all-inclusive resorts in Chicago?
For travellers seeking a convenient and value-driven getaway in Chicago, The Wheeler Mansion is a standout all-inclusive option. This charming 4-star hotel boasts an excellent guest rating of 9.0, making it a favorite among visitors looking for an inclusive experience.

At The Wheeler Mansion, guests can enjoy a delightful start to their day with a complimentary cooked breakfast, ensuring you're fueled up for your Chicago adventures. The property also features free WiFi, allowing you to stay connected, and free self-parking, a rare convenience in the city.
How much does an all-inclusive hotel in Chicago cost?
Enjoy staying in an all-inclusive hotel in Chicago, with hotels from $107 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
What are the top-rated luxury all-inclusive hotels in Chicago?
For those seeking a luxurious all-inclusive experience in Chicago, the 4-star Wheeler Mansion stands out with an excellent guest rating of 9.0. This boutique hotel offers an intimate atmosphere and is designed to provide a comfortable and memorable stay.

At The Wheeler Mansion, you can indulge in a complimentary cooked breakfast each morning, setting the tone for a delightful day ahead. The hotel also offers free Wi-Fi, ensuring you stay connected during your visit.
What are the best Chicago all-inclusive hotels on the beach?
For travellers seeking all-inclusive meal options in Chicago, the 4-star Wheeler Mansion is a standout option, boasting an excellent guest rating of 9.0. While not directly on the beach, it provides a unique all-inclusive stay that includes a delicious cooked breakfast, complimentary toiletries, and free WiFi, ensuring a comfortable and convenient experience for all guests.

This historic mansion offers a charming atmosphere with luxurious accommodations, making it particularly appealing for couples looking for a romantic getaway.
How can I save on an all-inclusive hotel in Chicago with Expedia?
There are plenty of ways to save on an all-inclusive hotel in Chicago. Join One Key™, our free travel rewards program, to unlock discounted Member Prices across a range of premium hotels. Typically, booking in advance will help you save on your hotel. If you're feeling spontaneous, be sure to check for last-minute deals.
Is it cheaper to book a Chicago all-inclusive hotel and flight package?
Booking an all-inclusive hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect all-inclusive travel package.
What all-inclusive amenities should we expect at hotels in Chicago?
All-inclusive hotels are perfect for travelers who want a relaxing, top-value vacation. Most packages include your room, all meals, snacks, unlimited drinks including alcohol and non-alcoholic drinks. Entertainment, kids' clubs, access to pools and fitness facilities are often included in the all-inclusive package as well. Some even cover airport transfers, while extras like spa treatments or premium alcohol may cost more. Knowing most of your expenses are already covered makes for a truly relaxing getaway. For more information, refer to the property details on Expedia.
Can I cancel my all-inclusive hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right all-inclusive hotel in Chicago for you.

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