It’s the last weekend of March, and we are finally looking forward to warmer weather, which means more outdoor activities. If you’re searching for weekend plans in Chicago, we have the perfect itinerary for you. You can explore art exhibitions at The Other Art Fair, see Summer House’s Kyle Cooke, catch the White Sox as they open their series against the Los Angeles team, and meet and adopt pets at a citywide adoption event. There’s so much more to do!
See Kyle Cooke DJ at TAO
Attention Summer House fans! Kyle Cooke will be DJing at TAO tomorrow night—get ready to twirl to some of your favorite tunes; it’s an exciting show, and you don’t want to miss it. Get tickets here.
🗓️ When: March 28
📍 Where: 632 N Dearborn St, Chicago, IL 60654
White Sox vs. Los Angeles Angels
It’s officially baseball season! While the Cubs don’t have their series opener until next week, don’t worry. The White Sox will be playing games against the LA Angels on Saturday and Sunday. Also, if you head to the game, make sure to try David Chang’s famous chicken sandwich!
🗓️ When: March 29-30
📍 Where: Rate Field
The Other Arts Fair
One of our favorite art shows, The Other Art Fair, returns to Chicago this weekend! You’ll have the chance to explore thousands of unique artworks from over 115 emerging and independent artists—with prices starting at just $100.
🗓️ When: March 28-30
📍 Where: 4325 N Ravenswood Ave., Chicago, IL 60613
Illinois Vintage Fest
One of the largest vintage festivals is happening near Chicago this weekend! The Illinois Vintage Fest is home to over 100+ vendors of mostly vintage clothing, but includes artisans, collectibles, home goods, and much more—and the best part is it’s free.
Boozy Book Fair
We love wine, and we love books. But what we truly adore is combining the two! The Norwood Park wine shop is hosting a pop-up event inspired by the Scholastic Book Fair. Come grab a glass of wine or a beer and explore a curated selection of titles from New Book Joy.
🗓️ When: March 29
📍 Where: WineStyles Norwood Park, 6182 N. Northwest Highway
Pilsen Vintage Warehouse Sale
Looking for vintage shopping near Chicago this weekend? Pilsen Vintage is hosting a warehouse sale in Humboldt Park, where they’ll be selling vintage clothing, furniture, accessories, records, housewares, and jewelry.
🗓️ When: March 29-30
📍 Where: 3216 W. Augusta Blvd.
Everyday Adoption Center Grand Opening
Celebrate the grand opening of the Everyday Adoption Center (EAC) at the Downtown Chicago PetSmart, in partnership with the local animal rescue, One Tail at a Time. This unveiling coincides with PetSmart Charities National Adoption Week, making it the perfect opportunity to highlight adoptable pets who are hoping to find their forever families.
🗓️ When: March 29-30
📍 Where: Petsmart, 1101 S. Canal St. (below Whole Foods)
Madeleine’s Pop-Up At Hopewell Brewing
Happy Mads Bakery, a local Chicago bakery, is hosting a pop-up with its specialty madeleines at Hopewell Brewing Saturday afternoon this weekend in Chicago
🗓️ When: March 29
📍 Where: Hopewell Brewing Company, 2760 N. Milwaukee Ave.
Spring Vendor Market
Shop at this Spring Vendor Market this weekend in Chicago. You’ll be able to purchase artwork, handmade jewelry, bags and totes, baked goods, pet merchandise, books, and more from local artists, creators, and businesses. The event will also feature raffles, an art wall, and live entertainment.
🗓️ When: March 30
📍 Where: Luzietti Studios, 5121 N. Ravenswood Ave., second floor
South Loop Farmers Market
The South Loop Farmers Market is extending its 2025 season with an indoor location at Water Tower Place on Sundays this spring! The farmers market features dozens of unique vendors offering organic, gourmet, and specialty products.
🗓️ When: March 30
📍 Where: 835 Michigan Ave, Chicago, IL 60611