
PLEASANT
Food, Fun, and Fresh Finds.
Food, Fun, and Fresh Finds.
Site Map
Use this site map to navigate all the excitement First Fridays has to offer—food vendors, live music, local shops, and pop-up surprises. Whether you're here to sip, shop, dance, or just explore, there's something fresh waiting around every corner.
Event Details
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More Info Coming Soon
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Bring the whole crew to the Family Fun Zone—packed with activities for kids (and kids at heart)! Climb, race, and bounce your way through the inflatable obstacle course, get your face painted, create something magical at the craft table, and pop bubbles in the sunshine. Test your skills with classic carnival games like Pop-A-Shot, Plinko, Fish Pond, and more. From high-energy fun to hands-on creativity, there’s something for everyone to enjoy!
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Fuel up while you enjoy the festivities! Our festival bar will be pouring Bud Light, Goose Island 312, Cutwater Cocktails, and non-alcoholic options to keep you cool and refreshed.
Plus, local restaurants in the Madison will be open and serving up their neighborhood favorites—so be sure to stop in and show them some love! You’ll also find a few special food vendors set up along the street, offering tasty bites perfect for snacking as you stroll, dance, or play.
There’s something delicious for everyone—come hungry!
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Stroll the street and discover a dynamic mix of local businesses, artists, and community organizations bringing their best to First Fridays! From handmade goods to local services and unique finds, there’s plenty to explore and enjoy.
Check out the full list of vendors for the Madison district below—and visit PickOakPark.com for a deeper dive into all the incredible businesses that call this corridor home.
Confirmed Vendors
Here’s who you can expect to see at this month’s First Friday in the Chicago-Austin district! This list is updated every Friday leading up to each event, so check back often—and don’t forget to explore vendor lineups for other districts across the series at PickOakPark.com.