Are pickleball courts in Chicago free?

Most neighborhood Park District courts (like Grant Park or Horner Park) are free and operate on open play. Premier downtown courts like Maggie Daley often require paid reservations.

Do I need to bring my own net?

On dedicated courts, nets are permanent. On shared tennis courts with painted lines, you usually need to bring your own portable net.

Chicago • Venues

Best Pickleball Courts in Chicago: Where to Play Outdoors in 2026

Last updated: December 2025

Pickleball has officially taken over Chicago. The Chicago Park District is rapidly converting tennis courts and building new dedicated facilities to keep up with demand. From the stunning skyline views at Maggie Daley to the new dedicated hub in Grant Park, here is your guide to the best outdoor pickleball courts in Chicago for the 2026 season.

Outdoor pickleball courts in a Chicago park setting — Summer in the city means packed courts. Arrive early or be prepared to "stack paddles."

1. Grant Park (The New Hub)

Located near Columbus and Balbo, this is the crown jewel of downtown pickleball. These are dedicated courts (not temporary nets on tennis courts), centrally located, and draw a massive crowd.

Vibe: Busy, social, and iconic Chicago views.
Best For: High-energy open play.

2. Maggie Daley Park

Right next to Millennium Park, these courts offer perhaps the best backdrop in the city. However, they are often shared with tennis and require paid reservations through the Park District system.

3. Neighborhood Gems (Dedicated Courts)

The real growth is happening in the neighborhoods, where the Park District is creating dedicated spaces with permanent nets.

Horner Park (North Side): A fantastic hub with multiple dedicated courts and a strong local community.
Gately Park (South Side): A major athletic complex featuring excellent new pickleball facilities.

Winter Warning: These outdoor courts are great from May to October. Once the snow flies, you need to move inside. Check our guide to Indoor Pickleball Courts in Chicago.

Court	Setup	Access
Grant Park	Dedicated	Free / Open Play
Maggie Daley	Shared/Overlay	Paid Reservation
Horner Park	Dedicated	Free / Open Play

The "Paddle Stack" Culture

At free, public courts like Grant Park, the rule is "stacking paddles." If all courts are full, you place your paddle in a line rack. When a game finishes, the next group in line takes the court. It's the best way to meet people and get games.

Looking for organized leagues instead of open play? See our guide to Chicago Pickleball Leagues & Tournaments.

Private Coaching at Your Court

Whether you are learning the basics at a quiet neighborhood park or refining your dink game at Grant Park, we send the coach to you.

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