Find All-inclusive Resorts in Chicago, IL

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Top Chicago All-inclusive Resorts | Reserve now, pay later

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Most booked all-inclusive stays in Chicago in 2024

Frequently asked questions

Looking for Chicago all-inclusive resorts?

Chicago is known for shopping and culture, and offers a host of things to see and do such as Navy Pier and Art Institute of Chicago. Browse our choice of all-inclusive hotel rooms where you can enjoy a host of amenities including entertainment, kid's clubs, and of course food and beverages all included in your stay. Many of our all-inclusive resorts also feature activities such as golf, yoga, water sports, and more, which you can enjoy without any additional cost.

What is there to do near my all-inclusive resort in Chicago?

If you want to venture outside of your all-inclusive resort, head to Navy Pier and Art Institute of Chicago and see why travelers like the shopping and cultural scene in Chicago. Other top attractions include Grant Park, McCormick Place, and Wrigley Field.

When's the best time for an all-inclusive stay in Chicago?

There's nothing like an all-inclusive vacation in Chicago to revive you, especially when you know what to expect from the elements. Here's some info to help you decide when to book: The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. November and January are the driest months while June and May are the rainiest months.

What's the best way to get to Chicago and explore the area?

With plenty of transportation options, making the most of your time in Chicago is a breeze. You can walk to nearby metro stations including Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station. The closest major airport is Chicago Midway Airport (MDW), which is located 8.6 mi (13.9 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

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