The Chicago holiday season roars into gear with the 90th annual Chicago Thanksgiving Parade, which marches down the heart of downtown on State Street on November 27, 2025. This free family-friendly event is highly anticipated because of the exciting showcase of talented performers from … [Read more...] about Chicago Thanksgiving Parade
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Popeyes offers popular Cajun-Style Turkey for pick-up or delivery this Thanksgiving
Part of the Thanksgiving tradition for many families includes having one of Popeyes' most popular menu items on the holiday dinner table — the Cajun-Style Turkey. Pre-seasoned and pre-cooked to perfection, the much-in-demand turkey arrives frozen and ready to simply thaw, heat and serve for your … [Read more...] about Popeyes offers popular Cajun-Style Turkey for pick-up or delivery this Thanksgiving
Winterland at Gallagher Way
Dive into a quintessential Chicago holiday experience by skating around the iconic Wrigley Field as well as enjoying live music, holiday decor, classic holiday movies and more at Winterland at Gallagher Way, November 23-December 31, 2025. Head to the Wrigleyville neighborhood to … [Read more...] about Winterland at Gallagher Way
Chicago’s Christkindlmarket
You don't need to travel to visit a charming European Christmas market because Chicago hosts the most authentic European holiday market outside of Europe. Christkindlmarket brings the sights, scents and sounds of a German holiday market to Chicago, opening on November 21, … [Read more...] about Chicago’s Christkindlmarket
Popeyes offers $6 Big Box with big savings of nearly 60% off many menu favorites
Popeyes is opening up a big box of savings! Bargain hunters know that bundled meal deals are the best option to save money when dining out. They always offer more value than buying the menu items separately. And, if there’s more food than you can eat, you can always save the extras for … [Read more...] about Popeyes offers $6 Big Box with big savings of nearly 60% off many menu favorites
Chicago Magnificent Mile Lights Festival
Chicago's iconic Michigan Avenue will shine even brighter during the 31st annual Magnificent Mile Lights Festival on November 22, 2025. This beloved holiday tradition combines a parade, lights, music, tree lighting and family activities for joy-filled holiday fun. The event kicks off at … [Read more...] about Chicago Magnificent Mile Lights Festival
Denny’s gives away free Grand Slam breakast for one week
That’s a big win for Denny’s fans! Thanks to the Toronto Blue Jays hitting a grand slam in Game 1 of the World Series, Denny’s is giving away its iconic Grand Slam breakfast away to fans for one week — as part of its Grand Slam giveaway. Image: Denny’s From November 3 to … [Read more...] about Denny’s gives away free Grand Slam breakast for one week
Millennium Park Holiday Tree Lighting
The beloved Chicago holiday tradition of lighting the Christmas tree that towers over Millennium Park will kick off on November 21, 2025. This live event will fill Millennium Park with music, fireworks and thousands of twinkling lights. A 53-foot-tall Colorado blue spruce was selected for … [Read more...] about Millennium Park Holiday Tree Lighting
Chipotle’s Boorito 2025 scares up $6 entrée on Halloween night
Back in 2000, Chipotle celebrated its very first Boorito giveaway with a burrito-themed costume contest on Halloween night. In the following years, customers who showed up dressed in any costume on Oct. 31 received a discounted entrée. Over the years, the giveaway has evolved with various … [Read more...] about Chipotle’s Boorito 2025 scares up $6 entrée on Halloween night
Halloween deals, discounts and freebies 2025
October isn’t just about scary monsters, haunted houses and candy everywhere. It’s also about being treated to lots of sweet savings and discounts. And, for frugal families, it’s always a big treat whenever they can save money — especially because the winter holidays are just around the … [Read more...] about Halloween deals, discounts and freebies 2025
Chicago Free and Cheap Halloween Events
Whether you like parades, tours, parties or old school trick or treating, there are lots of free and cheap Halloween events to explore all over Chicago. Check out everything from boat rides to shopping and fall fests in our roundup below. Chicago Halloween Cruises Float along … [Read more...] about Chicago Free and Cheap Halloween Events
Chicago Fall Market for Makers
Celebrate the work of independent artists and makers specializing in home decor, fashion, art, design, food and more at the Chicago Fall Market for Makers on October 25- 26, 2025, in the Ravenswood neighborhood. Score one-of-a-kind deals and support small businesses at this market, which … [Read more...] about Chicago Fall Market for Makers
