Celebrate the holiday season in the old school style with classic Christmas movies and a fun-filled sing-along. One of Chicago's most unique holiday traditions is enjoying classic Hollywood holiday movies, singing along to the beloved tunes and accompanying a live organist to sing Christmas carols … [Read more...] about Music Box Annual Christmas Sing A long
Expired
Shake Shack offers free Shack Sandwich every week in December
Shake Shack is definitely making the holidays a little merrier for hungry bargain hunters! This December, the popular eatery is gifting customers a FREE Shack Sandwich — with a new burger or sandwich available every week. It’s the perfect excuse to take a “bargain break” from running holiday … [Read more...] about Shake Shack offers free Shack Sandwich every week in December
Free Sauced Night Market
Welcome the holiday season with shopping, food, music and vibes at Sauced Night Market, on December 12-13, 2025, at the Chicago Athletic Association downtown. This free roving market supplies over three dozen vendors selling hand-crafted artisan goods and food. The holiday festivities … [Read more...] about Free Sauced Night Market
Chicago Artisan Market
Kick off your holiday shopping experience and discover the best in Chicago's handcrafted goods at the Chicago Artisan Market on December 14, 2025, in the West Loop. Shop for one-of-a-kind fashion, food, jewelry, art and home goods at this curated specialty marketplace. This flagship holiday market … [Read more...] about Chicago Artisan Market
Sonic Drive-In offers 12 days of holiday deals in December
Sonic Drive-In is making the holidays jollier for hungry bargain hunters and fans alike! For 12 days this holiday season, the popular restaurant is unwrapping a new daily deal with big savings — from December 8 to 19, 2025. Photo: Sonic Drive-In The daily deals are only … [Read more...] about Sonic Drive-In offers 12 days of holiday deals in December
Ride the CTA Holiday Train
One of the things that makes the holidays in Chicago extra special is the CTA Holiday Train. For 34 years, a festive train carrying Santa and his reindeer runs through all of the CTA lines, carrying joy and food baskets to Chicago community organizations. The train runs through … [Read more...] about Ride the CTA Holiday Train
Hyde Park Handmade Artisan Bazaar
For ten years, the free Hyde Park Handmade Artisan Bazaar has supplied a monthly pop-up of hand-crafted goodies beloved by loyal customers. Don't miss the fun at the 2025 fall and winter dates on September 21, October 19, November 23 and December 21. This eclectic indoor … [Read more...] about Hyde Park Handmade Artisan Bazaar
Chipotle offers buy-one-get-one free entrée on Saturdays in December
Enjoy a frugal feast at Chipotle on weekends in December! The popular restaurant is making the holiday season a little merrier for Chipotle fans and diners on a budget alike. Take a break from running errands on Saturday to stop by Chipotle for a discounted dinner. And, if you’re dining alone, … [Read more...] about Chipotle offers buy-one-get-one free entrée on Saturdays in December
Popeyes’ new $20 Family Meal brings value and easy prep to dining table
Get ready to make a Popeyes run this holiday season! The popular restaurant is giving busy, frugal families two big gifts this season — a break from cooking (time!) and savings. Through Jan. 4, 2026, customers can unwrap the restaurant’s new Popeyes Family Meal — a feast that brings big value and … [Read more...] about Popeyes’ new $20 Family Meal brings value and easy prep to dining table
Holidaze at Lincoln Park Zoo
Stroll around Lincoln Park Zoo under the glow of millions of lights while enjoying a live DJ during the annual Adults Night Out event, Holidaze, on December 11, 2025. Feel jolly as you dive into the spirit of the season with live ice carvings, pop-up bars and food carts, free rides on the … [Read more...] about Holidaze at Lincoln Park Zoo
Send free Cookie Grams from Pepperidge Farm for the holidays
Knock! Knock! Your holiday Cookie Gram is here! It’s just not the holidays without lots of cookies on the dessert table And there’s no better choice than any of the delicious traditional and seasonal cookies from Pepperidge Farm. This year, the cookie and cracker company is introducing the … [Read more...] about Send free Cookie Grams from Pepperidge Farm for the holidays
Garfield Park Conservatory Winter Flower Show
The Chicago holiday season is never complete without the natural beauty of the Garfield Park Winter Flower Show. This year's theme is Merry & Bright, celebrating the festive colors and foliage of the season through January 6, 2025. Stroll through the displays of boldly colored … [Read more...] about Garfield Park Conservatory Winter Flower Show
