A river with a yellow boat, surrounded by tall buildings and a bridge.

Find All-Inclusive Hotels in Chicago, IL

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check availability on Chicago All-Inclusive Hotels

This weekend
Next weekend

Our top choices for Chicago all-inclusive hotels

1. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,006 reviews)
"Always an incredible hotel! Definitely one of the best in the USA"
United States
Vincent Haley
The price is £554
includes taxes & fees
22 Nov - 23 Nov
The Peninsula Chicago

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (2,075 reviews)
"Amazing property and hospitality!"
United States
Matthew
The price is £409
includes taxes & fees
15 Nov - 16 Nov
Trump International Hotel & Tower Chicago

3. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,161 reviews)
"Amazing hotel will stay again"
United States
Matthew
The price is £116
includes taxes & fees
23 Nov - 24 Nov
L7 Chicago by LOTTE

4. Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,001 reviews)
"Nice clean hotel in a great location."
United States
Tom
The price is £388
includes taxes & fees
22 Nov - 23 Nov
Park Hyatt Chicago

5. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"The hotel lobby and rooftop are nice but the rooms are okay. We had 3 rooms and the shower pressure was terrible in all. The king room felt small so we switched to 2 queens which was much better. The service was so good though and it’s attached to a mall. It was good overall but probably won’t stay here again."
United States
Sabina
The price is £278
includes taxes & fees
24 Nov - 25 Nov
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

6. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,763 reviews)
"Best stay, wonderful property."
Canada
Bonnie
The price is £142
includes taxes & fees
23 Nov - 24 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton

7. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (5,639 reviews)
"All the stay was perfect, location is near to all the best places"
Mexico
JESUS VERA
The price is £160
includes taxes & fees
23 Nov - 24 Nov
Hotel Riu Plaza Chicago

8. Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,675 reviews)
"Great location - 2 blocks from Michigan avenue. Nice walkable neighborhood."
United States
Susan
The price is £216
includes taxes & fees
22 Nov - 23 Nov
Sofitel Chicago Magnificent Mile

9. Viceroy Chicago

Viceroy Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,311 reviews)
"Beautiful hotel, friendly staff."
United States
Mary
The price is £241
includes taxes & fees
22 Nov - 23 Nov
Viceroy Chicago

10. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,005 reviews)
"Great stay!"
United States
Miya
The price is £123
includes taxes & fees
22 Nov - 23 Nov
Hotel 505 River North

11. Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Great hotel"
United States
Luis
The price is £445
includes taxes & fees
22 Nov - 23 Nov
Waldorf Astoria Chicago

12. Loews Chicago Hotel

Loews Chicago Hotel
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,524 reviews)
"Excellent location and super friendly staff!"
United States
Rhiannon
The price is £212
includes taxes & fees
24 Nov - 25 Nov
Loews Chicago Hotel

13. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (999 reviews)
"Great place to stay in Chicago!"
United States
ryan
The price is £443
includes taxes & fees
22 Nov - 23 Nov
Four Seasons Hotel Chicago

14. The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (194 reviews)
"Nice property overall Room was very nice Location excellent"
Canada
Michael
The price is £169
includes taxes & fees
23 Nov - 24 Nov
The Talbott, Autograph Collection

15. Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,009 reviews)
"It was a great stay and the staff was super friendly"
United States
Sharon
The price is £199
includes taxes & fees
22 Nov - 23 Nov
Kimpton Gray Hotel by IHG

16. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,901 reviews)
"The room was very clean, staff was very friendly and helpful!"
United States
Lorena
The price is £150
includes taxes & fees
23 Nov - 24 Nov
LondonHouse Chicago, Curio Collection by Hilton

17. Level Chicago - River North

Level Chicago - River North
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,166 reviews)
"Very clean and convenient location."
United States
Veronica
The price is £149
includes taxes & fees
24 Nov - 25 Nov
Level Chicago - River North

18. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (557 reviews)
"Super clean and friendly staff! Would definitely stay here again"
United States
Robert Edward
The price is £170
includes taxes & fees
23 Nov - 24 Nov
Level Chicago – Old Town

19. Kinzie Hotel

Kinzie Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,169 reviews)
"Amazing hotel!"
United States
Alex
The price is £172
includes taxes & fees
22 Nov - 23 Nov
Kinzie Hotel

20. Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,132 reviews)
"The staff was very welcoming, friendly and helpful."
United States
Guadalupe
The price is £194
includes taxes & fees
22 Nov - 23 Nov
Omni Chicago Hotel
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.

Choose what matters most at all-inclusive hotels in Chicago

Find out more about Chicago

Discover top Chicago attractions

The greater Chicago area offers a wealth of experiences perfect for travellers seeking all-inclusive hotels. For those who appreciate art and culture, the renowned art district showcases a vibrant collection of galleries and studios, providing a chance to explore local creativity while enjoying curated exhibits. Families will delight in the interactive science museum, where hands-on exhibits engage children of all ages, making learning both fun and exciting. If you're a sports enthusiast, catching a game at one of the city's historic arenas is a thrilling way to soak in the local atmosphere. For food lovers, the diverse culinary scene is a highlight, with many all-inclusive hotels featuring gourmet dining options that highlight regional specialties, ensuring that every meal is a delightful experience. Finally, the scenic waterfront area offers beautiful paths for leisurely strolls or bike rides, allowing you to unwind while soaking in stunning views of the skyline. When you stay in areas like the vibrant downtown or the picturesque neighborhoods along the lake, you can enjoy a rich tapestry of experiences, from fine dining to cultural explorations, all while having the convenience and luxury of an all-inclusive package that caters to your every need.

Top Chicago Hotel Reviews

Frequently asked questions

What area of Chicago, Illinois, United States of America is best for all-inclusive hotels?
River North is often highlighted as the premier choice for all-inclusive hotels in Chicago, offering an excellent blend of hotel variety, dining options, and central access. This vibrant area ensures you're perfectly positioned to explore the city's myriad attractions, making it a superb base for your adventures.

For those who appreciate an upscale experience with world-class shopping, the Magnificent Mile and Streeterville areas are ideal. This sophisticated tourist corridor is great for indulging in luxury retail therapy and enjoying the finer things Chicago has to offer.

If convenience and proximity to major landmarks are your priorities, The Loop provides an excellent option.
How much does an all-inclusive hotel in Chicago cost?
Enjoy staying in an all-inclusive hotel in Chicago, with hotels from £90 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?
You're looking for luxury all-inclusive options in Chicago, and while true all-inclusive resorts are less common in a bustling city like Chicago compared to traditional holiday destinations, we do have one exceptional property that offers an all-inclusive-like experience.

The 4-star The Wheeler Mansion, with an outstanding guest rating of 9.6, provides a luxurious STAY that includes cooked breakfast, free Wi-Fi, and complimentary toiletries, making for a truly convenient and comfortable visit.
Which Chicago all-inclusive hotels are near Chicago, IL (MDW-Midway Intl.)?
There's one all-inclusive option near Chicago Midway International Airport, the 4-star The Wheeler Mansion, which boasts an excellent guest rating of 9.6. This charming mansion offers a relaxing STAY with complimentary cooked breakfast, free WiFi, and free self-parking, ensuring a convenient and comfortable experience for all guests.
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.
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 programme, to unlock instant discounts with 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 an all-inclusive hotel and flight package in Chicago?
Booking an all-inclusive hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. 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. *Savings vary and are not available on all flight and hotel bookings.
What all-inclusive amenities should we expect at hotels in Chicago?
All-inclusive hotels are perfect for travellers who want a relaxing, top-value holiday. 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.

Explore a world of travel with Expedia