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

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Check availability on Chicago All Inclusive Resorts and Hotels

Tonight
Oct 24 - Oct 25
Tomorrow
Oct 25 - Oct 26
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
No exact matches found, but these alternatives could be just right

Recommended hotels in Chicago

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.
A bar area with a long counter, blue bar stools, and a variety of bottles and glasses.
A modern room with a view of a river and high-rise buildings.
A hotel room with a sofa, a small table, a bed, a desk with a laptop, and a coffee machine.

1. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
CA $201
CA $281 total
includes taxes & fees
Nov 22 - Nov 23
LondonHouse Chicago, Curio Collection by Hilton
An outdoor seating area with wicker chairs, a glass-top table, and a sofa with cushions.
Room
The exterior of the Hyatt Centric The Loop hotel with a prominent American flag, a classic facade, and a glass entrance.
Lobby

2. Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
Downtown Chicago
CA $223
CA $300 total
includes taxes & fees
Oct 30 - Oct 31
Hyatt Centric The Loop Chicago
A modern lobby with a grey sofa, checkered ottomans, and a coffee table. There are black chairs, a blue sofa, and a TV on a stand.
A gym with treadmills, ellipticals, and weight machines.
A modern hotel room with a bed, a sofa, a coffee table with flowers, a TV, and a large window with a city view.
A modern indoor swimming pool with blue seating and a view of the city through large windows.

3. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
Downtown Chicago
CA $143
CA $170 total
includes taxes & fees
Nov 22 - Nov 23
Aloft by Marriott Chicago Mag Mile
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.
Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.
A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.
A modern lobby with a seating area, a bar, and a green wall.

4. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
CA $142
CA $168 total
includes taxes & fees
Nov 23 - Nov 24
DoubleTree by Hilton Chicago - Magnificent Mile
A modern building with a colorful facade and a red circular seating area.
A modern hotel room with a large window offering a city view, a contemporary light fixture, and a clean, minimalist design.
A modern bar area with a checkered floor, wooden ceiling, and various bar equipment.
A modern interior with wooden shelves, colorful chairs, and hanging plants.

5. citizenM Chicago Downtown

citizenM Chicago Downtown
Downtown Chicago
CA $162
CA $193 total
includes taxes & fees
Nov 23 - Nov 24
citizenM Chicago Downtown
A river with buildings on both sides, a bridge, and a pedestrian walkway.
A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.
A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

6. River Hotel

River Hotel
Downtown Chicago
CA $162
CA $193 total
includes taxes & fees
Nov 22 - Nov 23
River Hotel
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.
A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.
A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.
A bar area with a long counter, multiple shelves of bottles, and four bar stools.

7. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
CA $182
CA $217 total
includes taxes & fees
Nov 22 - Nov 23
L7 Chicago by LOTTE
A multi-story hotel with a modern glass facade, located in an urban setting with a parking lot and street views.
A restaurant with wooden tables and chairs, large windows, and a green vine-covered ceiling.
A vending machine with various beverages and snacks.
A hotel room with a large bed, two bedside lamps, and a city view through a large window.

8. Hyatt Place Chicago/River North

Hyatt Place Chicago/River North
Downtown Chicago
CA $172
CA $205 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt Place Chicago/River North
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.
A bar area with a marble countertop, bar stools, and a variety of bottles.
A modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.
A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

9. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Downtown Chicago
CA $168
CA $239 total
includes taxes & fees
Nov 23 - Nov 24
Hotel Riu Plaza Chicago
A modern hotel lobby with a bar area, seating arrangements, and a television screen.
A modern hotel lobby with a large wall mural, seating area, and a digital screen displaying information.
A modern hotel lobby with a seating area, a refrigerator stocked with beverages, and a table with snacks.
A modern hotel room with a cityscape mural, a desk with a chair, a sofa, a small table, and a lamp.

10. Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District
Downtown Chicago
CA $156
CA $185 total
includes taxes & fees
Nov 23 - Nov 24
Cambria Hotel Chicago Loop - Theatre District
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Choose what matters most at all-inclusive hotels in Chicago

Adult-only
5 stars
Pool
4 stars
Water park

Find out more about Chicago

Discover top Chicago attractions

For travellers seeking all-inclusive hotels in the greater Chicago area, the vibrant city offers a wealth of engaging experiences. Start your adventure at the stunning waterfront, where you can enjoy picturesque views of the skyline while strolling along the lakeside paths. Families will love exploring the interactive exhibits at a renowned science center, which provides hands-on fun for all ages. For those who appreciate art and culture, the nearby art district showcases a variety of local galleries and unique installations, perfect for an afternoon of inspiration. Don’t miss a visit to the bustling food markets, where you can sample local delicacies and gourmet treats that capture the essence of Chicago's diverse culinary scene. After a day of exploration, return to your all-inclusive hotel, where you can indulge in a variety of dining options, from exquisite multi-course meals to casual bites, all included in your stay. Many properties also offer family-friendly activities, wellness programs, and live entertainment, ensuring a seamless blend of relaxation and excitement. Consider staying in the vibrant downtown area, where you can easily access these attractions while enjoying the luxurious amenities of your hotel, creating the perfect base for your Chicago getaway.

Top Chicago Hotel Reviews

Frequently asked questions

How much does an all-inclusive hotel in Chicago cost?
Enjoy staying in an all-inclusive hotel in Chicago, with hotels from CA $168 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 area of Chicago is best for all-inclusive hotels?
The Magnificent Mile in Chicago is the premier area for travellers seeking all-inclusive hotels that blend luxury with convenience. This iconic stretch along Michigan Avenue is famed for its upscale shopping, fine dining, and proximity to cultural attractions such as the Art Institute of Chicago and the historic Water Tower. Here, you'll find high-end hotels that often include amenities like spa services, gourmet dining options, and rooftop pools, ensuring a comfortable and memorable STAY.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?
The most popular time to STAY at an all-inclusive hotel in Chicago is during the summer months, particularly in July. This time of year typically brings warm temperatures averaging around 28°C, making it ideal for enjoying the city's outdoor attractions, such as Millennium Park or a boat tour along the Chicago River.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.
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. 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 travellers 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.
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 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.

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