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Find All-inclusive Resorts in Chicago, IL

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No exact matches found, but these alternatives could be just right

Recommended hotels in Chicago

A hotel entrance with a marquee sign, a blue carpet, and a flag.

1. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,210 reviews)
$111 nightly
The price is $132
Dec 10 - Dec 11
Total with taxes and fees
Hilton Vacation Club Hotel Blake Chicago
A grand lobby with a marble staircase, plush seating, and a large painting on the wall.

2. River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,617 reviews)
$98 nightly
The price is $117
Dec 10 - Dec 11
Total with taxes and fees
River Hotel
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

3. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,895 reviews)
$169 nightly
The price is $201
Nov 23 - Nov 24
Total with taxes and fees
LondonHouse Chicago, Curio Collection by Hilton
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

4. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,588 reviews)
$98 nightly
The price is $115
Dec 7 - Dec 8
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
A cityscape at dusk with high-rise buildings, including a Hilton hotel.

5. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (5,069 reviews)
$102 nightly
The price is $121
Dec 10 - Dec 11
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites
A dining table set for six with a cityscape view through large windows.

6. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,586 reviews)
$155 nightly
The price is $184
Dec 13 - Dec 14
Total with taxes and fees
Swissotel - Chicago
A multi-story hotel with a prominent 'La Quinta' sign, featuring a modern architectural design with large windows and a flat facade.

7. La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2,958 reviews)
$114 nightly
The price is $136
Nov 23 - Nov 24
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Chicago Downtown
A bar area with a long counter, multiple stools, and shelves stocked with bottles.

8. L7 CHICAGO by LOTTE HOTELS

L7 CHICAGO by LOTTE HOTELS
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,243 reviews)
$161 nightly
The price is $192
Nov 24 - Nov 25
Total with taxes and fees
L7 CHICAGO by LOTTE HOTELS
A bar area with a checkered floor, bar stools, and a well-lit sign above the bar.

9. ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,930 reviews)
$85 nightly
The price is $101
Dec 7 - Dec 8
Total with taxes and fees
ACME Hotel Chicago, Outset Collection by Hilton
A bar with a circular liquor display, seating with stools, and a city view through large windows.

10. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,502 reviews)
$185 nightly
The price is $220
Nov 22 - Nov 23
Total with taxes and fees
Hyatt Regency Chicago
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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Choose what matters most at all-inclusive hotels in Chicago

Adult-only
5 stars

Find out more about Chicago

Discover top Chicago attractions

For travelers seeking an all-inclusive experience in the greater Chicago area, there are several captivating activities and attractions to explore. Start your journey at the stunning waterfront, where you can enjoy leisurely strolls along the scenic paths, take in views of the skyline, or even hop on a boat tour for a unique perspective of the city. Art enthusiasts will love the vibrant art scene, with numerous galleries showcasing local talent and renowned exhibitions that make for an enriching cultural experience. Families can indulge in interactive exhibits at a hands-on science museum, where learning becomes a fun adventure for kids and adults alike. For those who appreciate history, the nearby historic neighborhoods offer charming architecture and rich stories waiting to be uncovered as you explore the streets. Finally, food lovers will be thrilled by the culinary diversity available, from gourmet dining experiences to local delicacies that can be enjoyed as part of your all-inclusive package. Many hotels in areas like the River North neighborhood offer unique dining options and leisure activities, ensuring that you and your family receive top-notch service and comfort during your stay. Enjoy a seamless vacation where everything you need is at your fingertips, allowing you to focus on creating unforgettable memories.

Find the best all inclusive resorts and hotels in Chicago

For travelers seeking all-inclusive meal options in Chicago, these hotels offer exceptional amenities and services that cater to every need, ensuring a seamless and enjoyable stay.

The Wheeler Mansion

  • Why it's great for an all-inclusive vacation: The Wheeler Mansion stands out as an exquisite choice for travelers looking for an all-inclusive experience. With a remarkable traveler review rating of 10 out of 10, this 4-star boutique hotel not only offers an All-Inclusive Plan but also features premium bedding and designer toiletries for an indulgent stay. Its child-friendly design ensures comfort for families, making it a great option for all-inclusive travelers seeking a touch of luxury in a welcoming place.
  • Other amenities: Guests can enjoy a variety of features, including a beautiful garden and terrace, perfect for relaxing outdoors. The hotel also offers complimentary cooked breakfasts daily, a fireplace for cozy evenings, and a yard for leisurely strolls. For families, babysitting and childcare services are available, both onsite and in-room, ensuring peace of mind. Additional amenities include free WiFi, self-parking, and access to nearby boardwalks and beaches, enhancing the overall experience.
  • Neighborhood: Near South Side
  • Nearby attractions: Joseph G Coleman House - less than 1 mile, Elbridge G Keith House - less than 1 mile, National Vietnam Veterans Art Museum - less than 1 mile

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 $101 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.
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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