Prepare for Labor Day with these Chicago Hotel Deals


There is no better time than Labor Day weekend (September 3-5) to experience the last of Chicago summer. These hotels’ unique packages and adventures are here to ensure you make the most of your visit to Chicago.

The Blackstone

The Blackstone, labeled ‘an iconic Downtown Chicago hotel,’ prides itself on its stylish architecture and decor. When coupled with the hotel’s lake and city views, your stay is bound to be luxurious. Book your Labor Day stay with one of The Blackstone’s various packages. For a weekend of family fun, book the “Shedd Aquarium Package,” which includes tickets to the Shedd Aquarium and 10 percent off of photo opportunities and food/beverage purchases. For a look into Chicago’s music scene, book the “Soulful Chicago Package” and experience blues in its birthplace via a private tour of various music venues and historical locations that hold vital to the development of soul music as we know it.

theWit Hotel

theWit Hotel boasts a hotel experience like no other in the heart of Chicago: The Loop. To add to its dining, entertainment, and rooftop experiences, theWit is offering a “Field Museum” package this Labor Day weekend. Perfect for families, this package includes all access passes to the museum and all of its special exhibitions. The Field Museum, one of the largest natural history museums in the world, will keep the whole family excited about learning.

Radisson Blu Aqua Hotel

Looking for a couple’s retreat or ladies’ weekend this Labor Day? Radisson Blu Aqua Hotel’s “Suite retreat,” is just the thing for you. Experience true luxury in the hotel’s Ambassador Suite with 20% off the best available rate, breakfast for two and late check-out. This centrally located, upscale hotel is truly an escape with its indoor and rooftop pools, sauna, outdoor running track, lifestyle garden, and more. (Note: You must book this package within 14 days of arrival, so get moving!)

Loews Hotel Chicago

Situate your stay adjacent to one of Chicago’s iconic landmarks, Navy Pier. At Loews Hotel, the whole family, even pets, is invited to experience stylish rooms and unbeatable service. Enjoy the last of the hotel’s Summerfest with the “Splash + Snooze” family package, which includes a $50 breakfast credit, pool toys, Bedtime Story Cart milk and cookie service, and a kid’s pop up tent for your suite. This package is truly every kid’s vacation dream!

Sheraton Grand Chicago Riverwalk  

Sheraton Grand offers contemporary style and comfortable accommodations amidst the bustle of the Windy City. Located in River North, this hotel offers an indoor pool and fitness center, as well as sweeping views of Lake Michigan and the skyline. Book your Labor Day stay with the “Get Away Downtown and Save” package and save 10 percent.

Aloft Chicago Mag Mile 

A shop-a-holic’s dream: Aloft Chicago, situated on Chicago’s famed Magnificent Mile is the perfect shopping destination. This bold, artsy hotel is sure to have all buzzing with its  “Sip and Shop” package, which includes two complimentary cocktails, savings at hundreds of Macerich retailers, and a small gift from select shopping centers. Furthermore, enjoy an indoor pool, fitness center, and free coffee and tea.

Kimpton Gray Hotel

Kimpton Hotels, The Gray, Chicago. Photographed by Laure Joliet

At Kimpton Gray Hotel, rated one of the ‘Best Hotels in the USA, 2022” by the U.S. News & World Report, all of your needs are considered. From complimentary nightly wine receptions and social hours to free bike rentals, Kimpton Gray has you covered. Enjoy a lavish stay in the hotel’s historical building complete with airy rooftop dining, a sophisticated cocktail bar, and a variety of relaxing spa packages. Book your stay at least seven days in advance to save up to 20 percent.

Written By: Hannah Carroll

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