Christmas Markets Near Grand Boulevard 2026

Discover the magic of the Holiday Road, a vibrant celebration spanning Western Avenue in Morgan Park/Beverly Hills. This festive event invites shoppers and families to explore a wide array of local businesses offering unique gifts, delicious food, and seasonal drinks....

Experience the magic of the holidays at Crestwood's Christmas Market with Santa! This festive event offers a delightful array of holiday-themed merchants, perfect for finding unique gifts. Children can share their wishes with Santa and Mrs. Claus, decorate delicious Christmas...

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...

Chicago's premier holiday shopping destination returns for its 25th year! The One of a Kind Holiday Show brings together over 600 exceptional artists, designers, and makers offering unique, handmade gifts for everyone on your list. Explore diverse categories from fashion...

Discover unique, handmade treasures at the St. Christopher Family School Association's Annual Holiday Craft Show. This beloved event, now in its 52nd year, features over 50 crafters and vendors showcasing their original work. Find the perfect holiday gifts and decorations...

The Chicago Artisan Market showcases over 100 independent artisans offering food, fashion, home goods, and art. Attendees can meet the makers and learn about their crafts in historic Chicago venues.

The Balzekas Museum Holiday Craft Fair offers handcrafted gifts made by local artisans in a holiday atmosphere. Lithuanian snacks and refreshments will be available.

Step into the holiday spirit at the Holiday Housewalk & Market in Oak Park and River Forest. This cherished local tradition invites you to tour four stunning homes, each adorned with festive decorations and offering inspiration for your own seasonal...

Discover delightful cookie gift trays from The Polo Inn, perfect for spreading holiday cheer. These handcrafted treats are beautifully presented and make wonderful gifts for friends, family, or colleagues. Treat yourself or someone special to a delicious assortment of festive...

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 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...

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,...

Celebrate the start of the holiday season at the Hyde Park Holly-Day, a FREE family-friendly event on Saturday, December 6, 2025. Explore multiple festive locations including Harper Court, The Promontory, and the Hyde Park Shopping Center Courtyard for a day...

Experience the charm of the Romeoville Winter Wonderland Holiday Market, a festive gathering for the community. Browse unique, handcrafted holiday-themed items from local makers, perfect for finding special gifts. Enjoy a variety of entertainment and festive food options within a...

Experience the best of the Midwest at Green City Market Avondale, an indoor farmers' market running select Saturdays from December through March. Discover a wide array of local, sustainable farmers and food producers offering fresh seasonal produce, artisanal goods, and...

Discover a delightful holiday market experience at The Gwen, a Luxury Collection Hotel. This event brings together a curated selection of local artisans and vendors, offering a unique opportunity to find handcrafted gifts, festive decorations, and seasonal treasures. Immerse yourself...

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...

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 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...

Discover unique, handmade treasures at the Renegade Craft Fair's Winter event in Chicago's West Loop. Browse offerings from over 170 curated artists, perfect for finding distinctive holiday gifts. This indoor market provides a vibrant atmosphere to connect with creators and...

Discover unique treasures and festive cheer at the AA Stagg Music Boosters Fall Craft Show. This vibrant event showcases the finest local crafters, offering a wide selection of handmade gifts, ornaments, and artisanal goods perfect for the holiday season. Enjoy...

Experience the magic of the Randolph Street Holiday Market, a premier destination for unique gifts and festive finds. Browse an eclectic mix of vintage treasures and modern artisan creations from over 125 vendors spread across three floors. Discover one-of-a-kind decorative...

Discover a curated holiday shopping experience at Renegade Craft Fair Chicago's Winter event. Browse over 200 talented artists and makers offering unique handmade gifts, crafts, and festive decorations. Don't miss the special night market on Friday evening for an extended...