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All Inclusive Resorts & Hotels in Chicago

All Inclusive Resorts & Hotels in Chicago

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Featured Chicago All-inclusive Hotel

Estimated price for 1 night/2 adults


All inclusive resorts in Chicago

When you think of all inclusive hotels in Chicago, you likely conjure up visions of relaxing by the pool all day with a cold cocktail in hand. And hey, we do too, but we also imagine exiting that bliss-filled bubble. Why? Because you'll have booked an epic deal on one of the best Chicago all inclusive resorts, and you'll still have money left over to add on a few more experiences to that all inclusive one.

A vacation a cut above the rest

You're probably thinking, "All inclusive means non-stop partying, right?" While those types of hotels do exist—and you know, they sure are fun—there are Chicago all inclusive resorts that are perfect for families too. Any way you slice that lime for your cocktail, there is one thing they all have in common: You can keep that wallet in your pocket or purse and order off the menu until your heart and stomach are content. And if you want to up the ante and the savings, choose the Hotwire Hot Rate. You'll get a sweet resort at an oh-so-nice rate. You won't discover the name until after you book it, but trust us, it'll be what you're going for.

Go all-in without going all-out

It can be hard to find the exact all inclusive hotel you want. We get it. So, we want to take all the drama out of building that perfect vacation and have you focus on the fun. We make it as simple as ordering a drink at an all inclusive resort. Sort Chicago resorts by:

  • Hotwire Hot Rate: Grab a sweet Chicago hotel at an unbelievably cheap rate. You'll get the name of the hotel after you book, but if you get what you want, there's no real risk, right?
  • Price: How low can we go? Pretty low. We have rates on all inclusive resorts starting as low as $69.
  • Amenities: Lazy rivers? 24-hour room service? Private balconies? All the amenities that make you say, "Ahhh...vacation life."
  • Reviews: Read through the comments and learn how others used Hotwire to book their happy place.

So we say book one of the 2689 all inclusive resorts we have listed and think about not having to plan out much at all.