Find All-Inclusive Hotels in Chicago, IL

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Our top choices for Chicago all-inclusive hotels

Wingate by Wyndham Chicago Schaumburg

Wingate by Wyndham Chicago Schaumburg
3.0 star property
Schaumburg
8.6 out of 10, Excellent, (1,044 reviews)
"Room was spacious, staff are nice, place is clean"
United States
Mary Jane
The price is £55
includes taxes & fees
3 Mar - 4 Mar
Wingate by Wyndham Chicago Schaumburg

The Wheeler Mansion

The Wheeler Mansion
4.0 star property
Near South Side
9.0 out of 10, Wonderful, (4 reviews)
"A unique place to stay near the convention centre. "
United States
Leonardo
The Wheeler Mansion

Days Inn & Suites by Wyndham Romeoville

Days Inn & Suites by Wyndham Romeoville
2.0 star property
Romeoville
6.4 out of 10, (615 reviews)
"Bed ver uncomfortable no good breakfast coffee terrivle front desk lady was rude to my grandkids "
United States
Vicki
The price is £61
includes taxes & fees
1 Mar - 2 Mar
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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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?
Enjoy staying in an all-inclusive hotel in Chicago, with hotels from £55 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.
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 Member Prices across a range of premium hotels. Typically, booking in advance will help you save on your booking. 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. 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.

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