Stumblday's hand-checked ranking of the best outdoors in Logan Square, Wicker Park & Bucktown the weekend of Oct 2–4, 2026: 9 picks, refreshed weekly.
9 picks · checked Sep 21
Humboldt Park Fieldhouse (outdoor), Humboldt Park, Logan Square, Wicker Park & BucktownSteven Kevil · CC BY-SA 4.0 · Wikimedia CommonsThe festival ends with a free outdoor afternoon: Dogo du Togo, El Laberinto del Coco and more.
Humboldt Park Fieldhouse (outdoor), Humboldt Park, Logan Square, Wicker Park & BucktownSteven Kevil · CC BY-SA 4.0 · Wikimedia CommonsThe festival ends with a free outdoor afternoon: Dogo du Togo, El Laberinto del Coco and more.
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Humboldt Park, Logan Square, Wicker Park & Bucktownpublic-domain postcard scan · public domain · Wikimedia CommonsA Humboldt Park 5K ends with a daytime concert featuring Diplo and Felix da Housecat.
Humboldt Park, Logan Square, Wicker Park & Bucktownpublic-domain postcard scan · public domain · Wikimedia CommonsA Humboldt Park 5K ends with a daytime concert featuring Diplo and Felix da Housecat.
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Taan, Humboldt Park, Pilsen, West Town & the West SideA former pop-up's new permanent Humboldt Park home, serving tiger prawns in chu chee curry.
Taan, Humboldt Park, Pilsen, West Town & the West SideA former pop-up's new permanent Humboldt Park home, serving tiger prawns in chu chee curry.
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The Den Theatre, Wicker Park, Logan Square, Wicker Park & BucktownMiller films four stand-up sets over two nights on The Den’s intimate Heath Mainstage.
The Den Theatre, Wicker Park, Logan Square, Wicker Park & BucktownMiller films four stand-up sets over two nights on The Den’s intimate Heath Mainstage.
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The Alley Cat, Wicker Park, Logan Square, Wicker Park & BucktownChef Stephen Gillanders takes over The Alley Cat's kitchen until the food runs out.
The Alley Cat, Wicker Park, Logan Square, Wicker Park & BucktownChef Stephen Gillanders takes over The Alley Cat's kitchen until the food runs out.
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Chop Shop + 1st Ward Events, Wicker Park, Logan Square, Wicker Park & BucktownWorld Music Festival Chicago: Grupo Rebolu and Radio Free Honduras has enough weekend energy to earn a spot on the board.
Chop Shop + 1st Ward Events, Wicker Park, Logan Square, Wicker Park & BucktownWorld Music Festival Chicago: Grupo Rebolu and Radio Free Honduras has enough weekend energy to earn a spot on the board.
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Jackson Junge Gallery, Logan Square, Wicker Park & BucktownWicker Park Bucktown’s “First Fridays” Art Walk has enough weekend energy to earn a spot on the board.
Jackson Junge Gallery, Logan Square, Wicker Park & BucktownWicker Park Bucktown’s “First Fridays” Art Walk has enough weekend energy to earn a spot on the board.
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Wicker Park, Logan Square, Wicker Park & BucktownWicker Park Farmers Market has enough weekend energy to earn a spot on the board.
Wicker Park, Logan Square, Wicker Park & BucktownWicker Park Farmers Market has enough weekend energy to earn a spot on the board.
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Bucktown, Logan Square, Wicker Park & BucktownA free, all-ages Holstein Park performance blends Bollywood dance, Indian stories and audience participation.
Bucktown, Logan Square, Wicker Park & BucktownA free, all-ages Holstein Park performance blends Bollywood dance, Indian stories and audience participation.
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