Oak Park Christmas Markets 2026

Visitors tour five festively decorated private residences in Oak Park and River Forest, including an 1896 Frank Lloyd Wright home, an Arts and Crafts residence, and a Victorian painted lady. Inside the homes, guests can view floral arrangements, holiday tablescapes,...

Shoppers browse thousands of handmade goods across twenty categories, including fashion, ceramics, gourmet items, home goods, and jewelry. The show floor features live daily artist demonstrations at center stage, a curated fine art gallery with talks, and an emerging market...

Visitors can browse indoor and outdoor dealer booths featuring antiques, vintage and indie fashion, fine art, vinyl records, estate jewelry, and home decor. The market offers a wide variety of food stations alongside drinks such as beer, wine, and cocktails....

Visitors can browse and shop handcrafted goods from over 200 curated artists and independent small businesses. The event takes place across two indoor floors and includes an evening night market. Attendees are welcome to explore sustainable, thoughtful creations alongside fellow...

Visitors can browse and shop one-of-a-kind items produced by independent Midwest makers and small businesses. The curated event features an array of offerings including fashion, art, home goods, and specialty eats. Shoppers also have the opportunity to meet the artisans...

Visitors can stroll or ride a hop-on, hop-off trolley to explore participating shops and dining spots along South Western Avenue. Activities include holiday ornament making, kids' crafts, face painting, a scavenger hunt, and photo opportunities with Santa. Along the route,...

Wilder Mansion hosts a holiday shopping experience designed exclusively for children. Young shoppers can browse kid-friendly items to pick out gifts for their parents, siblings, grandparents, relatives, teachers, friends, and pets.

Visitors can browse handcrafted gifts and creative items created by local artisans across vendor tables. The fair also features a raffle and offers traditional Lithuanian holiday snacks and refreshments.

Discover the magic of Winterfest and the beloved Cookie Walk in downtown Oak Park. This festive event invites visitors to stroll through the charming streets, collecting delicious cookies from participating local businesses. It's a perfect way to embrace the holiday...

Step into a magical European winter wonderland at the Christkindlmarket Chicago. This beloved holiday tradition offers a unique shopping experience with over 100 international and local vendors selling handmade crafts, ornaments, and gifts. Savor the aromas of roasted nuts, fresh...

Discover the magic of the season at the Millennium Park Holiday Market. Browse unique gifts and handcrafted items from over 40 local vendors, perfect for finding that special something. Enjoy live entertainment and festive food and drinks, including specialty cocktails...

Discover unique treasures at the Ravenswood Holiday Craft Show, a vibrant marketplace showcasing the Midwest's best in artisanal food, fashion, home goods, and art. Meet and shop directly from over 100 independent creators, celebrating their ingenuity and passion. It's the...

Get into the holiday spirit at The Salt Shed's Holiday Gift Market. This vibrant event showcases Chicago's finest artisans, jewelers, ceramicists, and vintage vendors, offering a perfect opportunity to find unique gifts for everyone on your list. Explore one-of-a-kind jewelry,...

Get ready for a magical holiday experience as Jack Frost returns in November 2025. This festive pop-up event promises to bring the enchantment of the North Pole to life. Join their VIP list for exclusive updates and surprises, ensuring you...

Discover unique, handcrafted treasures at the Logan Square Makers Market & Bar Hop. This event brings together over 100 local artisans and small businesses, offering a diverse array of handmade goods. Complement your shopping with a festive bar hop, visiting...