The holidays are just right around the corner, which means it’s officially gifting season. Whether you’re shopping at an indie artisan market or browsing one of the Chicago Christmas markets, this city is filled with festive experiences. Here are some of our favorite holiday markets happening this season!
Holiday markets in Chicago that are a must-visit
Christkindlmarket
We have to start with one of the world’s best Chicago Christmas markets on the list!
As Chicago faces its notorious winter, the festive season counters it with a sense of joy. Chicago’s German-inspired annual Christmas market promises a cheery and cozy celebration filled with European eats and festive retail. Guests savor bratwurst, pretzels, and mulled wine while picking out the perfect gift for the holidays.
Chicago
🗓️ Dates: November 21 – December 24
📍 Location: Daley Plaza, 50 W Washington St, Chicago, IL 60602
Wrigleyville
🗓️ Dates: November 23 – December 31
📍 Location: Gallagher Way, 3635 N Clark St, Chicago, IL 60613
Randolph Street Market Festival
If you’re looking for something unique, Randolph Street Market Festival is the quintessential market. You’ll find a curated selection of vintage treasures and memorable holiday décor.
This beloved event features over 125 vendors offering designer fashion, estate jewelry, retro home furnishings, artisan gifts, and more. It’s the perfect winter market with hot cocoa, live entertainment, and seasonal cocktails, making this a must-visit.
🗓️ Dates: November 15–16 & December 13–14, 2025
📍 Location: 1341 W. Randolph St., Chicago’s West Loop
One of a Kind Holiday Show
Now in its 24th year, the One of a Kind Show features over 600 artists, makers, and designers. Attendees can shop original artwork, jewelry, apparel, ceramics, furniture, and gourmet goods, enjoy live artist demos, gallery tours, music, floral installations, and food by Foodstuffs—a portion of ticket sales benefits Ann & Robert H. Lurie Children’s Hospital of Chicago.
🗓️ Dates: December 4–7, 2025
📍 Location: THE MART, 222 Merchandise Mart Plaza, 7th Floor