Lower West Side Christmas Markets 2025

Discover the magic of the Holiday Road, a vibrant stretch of Western Avenue transformed into a festive celebration. This event offers a delightful mix of shopping specials, kids' activities, and unique food and drink options. Enjoy free trolley rides, visit...

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...

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...

Experience the magic of the Randolph Street Holiday Market, a premier shopping destination for unique gifts and festive finds. Discover a curated selection of over 100 vendors offering everything from vintage treasures and artisanal crafts to holiday decor and one-of-a-kind...

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, 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, 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...

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 Chicago's premier holiday shopping destination at The One of a Kind Holiday Show. This highly anticipated event brings together over 600 talented artists, designers, and makers, offering a vast array of unique, handmade gifts. Browse thousands of handcrafted items...

Discover unique holiday treasures at the Millennium Park Holiday Market. Browse a curated selection of goods from local artists and makers, featuring everything from holiday-themed items and children's gifts to artwork, jewelry, and home décor. Enjoy live entertainment and festive...

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...

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,...

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...

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...

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...

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 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...

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 ready for the 6th annual Ravenswood Light Up Nights Festival and Holiday Market! This free, one-night event transforms Wilson Avenue into a winter wonderland. Browse a bustling indoor market, enjoy live music, and savor treats from food vendors. Kids...

Discover a festive holiday shopping experience at the Evanston Handmade Holiday Marketplace. This event showcases the talents of over 100 local artisans, offering a curated selection of unique, handcrafted gifts and decorations. It's the perfect opportunity to find one-of-a-kind treasures...

Discover a vibrant holiday shopping experience across Evanston's Main-Dempster Mile during Small Business Saturday weekend. Explore unique promotions, enjoy a festive trolley connecting shopping districts, and snag a free gift bag with qualifying purchases. Find handcrafted treasures, artisanal goods, and...

Discover a festive Holiday Gift Market at the Oakton Community Center, offering a wonderful opportunity to find unique, handcrafted gifts from local artisans. Explore a curated selection of holiday-themed crafts, decorations, and festive items, all while enjoying a cheerful community...

Get into the holiday spirit at the Holiday C.A.R.E. Faire! This festive event invites attendees and their pets to meet Santa for a memorable photo opportunity. Browse unique gifts from crafters and vendors, and indulge in delicious home-baked treats from...

Get a head start on your holiday shopping at the Evanston Holiday Bazaar, a cherished annual tradition. This event features over fifty curated vendors showcasing unique, handcrafted items, including clothing, accessories, home goods, ceramics, glass, food, and bath & body...

Get ready for the 59th annual Hinsdale Christmas Walk, a cherished community event brimming with holiday cheer. This magical evening features visits with Santa Claus, a delightful Santa's Village, an enchanting tree lighting ceremony, and festive rides on the holiday...

Support local businesses in Niles this holiday season and get a chance to win big! The Home for the Holidays Raffle rewards shoppers who spend $50 or more at any Niles business with one raffle entry. Five lucky winners will...

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...

Discover a delightful array of handmade treasures and trinkets at the West Ridge Holiday Bazaar. This festive event showcases local artisans offering unique gifts, crafts, and holiday decorations. It's the perfect place to find special items and get into the...

Discover Santa's Workshop at Wilder Mansion, a unique holiday shopping experience crafted just for kids. Children can select and purchase affordable, age-appropriate gifts for family, friends, and even pets, making it a special opportunity for them to give during the...

The Evanston Art Center's Winter Arts & Crafts Expo is a premier event in the Chicago area, featuring original, handmade works from over 150 selected artisans. Discover unique creations in jewelry, ceramics, fiber, metal, glass, painting, photography, and mixed-media.