Logan Square
Logan Square is what Wicker Park was fifteen years ago, give or take a natural-wine list. The boulevard system gives it actual urban bones, the Illinois Centennial Monument anchors the roundabout, and Milwaukee Avenue north of the Kennedy is a dense run of small bars, third-wave coffee, and restaurants run by people who left finer-dining kitchens to do their own thing. The gentrification is loud, ongoing, and contested, which is itself part of the texture. The dating pool skews late-twenties to mid-thirties, creative-adjacent, and fluent in the language of orange wine. Bring layers and patience for a wait.
Logan Square by the numbers
Logan Square tilts female, about 52% women to 48% men.
Median individual income in Logan Square is about $63,700.
The City of Chicago, where Logan Square sits, voted about 77% for Harris over Trump in 2024 — the core is heavily Democratic.
The median renter in Logan Square pays about $1,770 a month.
A market-rate one-bedroom in Logan Square asks about $2,100 a month.
About 32,300 Logan Square residents ages 22 to 50 are single.
Local date spots
- Logan SquareDining
The Whale
- Logan SquareDining
Lula Cafe
- Logan SquareDining
Longman & Eagle
- Logan SquareActivity
Waveland Bowl
LGBTQ+ friendlyWheelchair access - Logan SquareDrinks
Scofflaw
- Logan SquareDining
Daisies
- Logan SquareDining
Andros Taverna
- Logan SquareActivity
PanIQ Escape Room Chicago (Logan Square)
LGBTQ+ friendlyWheelchair access - Logan SquareActivity
Rosa's Lounge
Wheelchair access - Logan SquareDrinks
The Whistler
- Logan SquareDining
Table, Donkey and Stick
- Logan SquareActivity
First Ascent Avondale
Outdoor seatingLGBTQ+ friendly - Logan SquareDining
Osteria Langhe
- Logan SquareDrinks
Best Intentions
- Logan SquareDrinks
Billy Sunday
- Logan SquareDrinks
Spilt Milk
- Logan SquareCafés
Pretty Cool Ice Cream
LGBTQ+ friendlyGood for groups - Logan SquareActivity
Habetler Bowl
Wheelchair access - Logan SquareDrinks
Deep Red Wine Merchant
Outdoor seatingGood for groups