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Apple Vacations has the best Chicago resort deals anywhere online, and we’ve put them together for you to compare and book. There are 125 top Chicago resort hotels here based on the best nightly rates and average guest ratings (the highest-rated Chicago resort is 5 stars!). In a city like Chicago, you never know what kinds of amazing resorts you will find for your upcoming family trip, luxury vacation, or all-inclusive holiday. If you're looking for a Chicago resort with great service, amazing food, and tons of activities, we've got you covered. You'll find the lowest rates on the top hotel resorts in Chicago right here on AppleVacations.com. Don’t wait, book a great Chicago resort experience today!
Let’s be honest, one of the best things about staying at a fantastic Chicago resort is the perks. When you book a resort in Chicago with Apple Vacations, you’ll get to experience great hotel amenities like exercise gym, restaurant, room service, cocktail lounge and more. Throw in the fact that we’ve put together our best Chicago resort deals and you get even more for less. Browse the great Chicago deals on this page, compare all of the offerings, and book a great vacation for the whole family!