16TH ANNUAL PLAY HARD HOOPS WINTER LEAGUE @ WOLCOTT COLLEGE PREP, 1950 W HUBBARD STREET

OVER 230 PLAYERS IN 2025-26 - INFORMATION BELOW, 11 WEEK SEASON

The PHH Winter League has been the top weekly in-house basketball program in Chicago over the past decade, and we can't wait to hold this winter season at the beautiful Wolcott College Prep multi-court gymnasium in the West Town neighborhood.

Our 11-week season opens up with skills+evaluations dates to finish 2026 before we head into preseason action and team placement in January 2027. We'll then conduct our standard regular season+playoff format for all divisions from 2nd to 8th grade.

SEASON OUTLINE

• Evaluation Period December 6th, 13th with Preseason Play on December 20th: Focus on skills and small-sided scrimmages (1-on-1 to 3-on-3 play) for team placements
• January 10th - 1st Regular Season game to allow any final roster revisions for balanced teams across the divisions
• Regular Season will begin for 5 weeks of games before playoffs
• Playoffs February 21 & 28 with Championship Day on March 7th

DIVISION DETAILS

• All League divisions from 2nd to 8th grade will have a 25 minute skills and game concepts each week to foster fundamentals improvement and team offensive+defensive concepts. Games consist of two 20-minute halves with PHH coaches providing guidance along with coach-controlled possessions for instruction.
• K-1st Co-ed Grade Division and Girls 2nd-3rd Grade will gradually build into competitive 4 on 4 and 5 on 5 gameplay later in season

WINTER LEAGUE HISTORY
The City Winter League had over 230 players in 2025-2026. PHH Winter League has seen many top city boys and girls players participate since its founding in 2011.

WINTER LEAGUE DETAILS
-Teams will have no more than 10 players (capped at 8 players in the 2nd/3rd division)
-Balanced, Competitive Teams
-Equal Playing Time On # Rotation System
-No More Than 2 Friend Requests
-Play Minimum 7 Games

2026-2027 WINTER LEAGUE DATES
December 6, 13, 20 January 10, 17, 24, 31, February 7, 21, 28, March 7

K-1st Grade Coed Developmental: 11:30-12:40 PM
Girls 2nd-3rd Grade Developmental: 11:30-12:40 PM

2nd-3rd Grade Boys League: 12:45-2:00 PM, 2:05-3:20 and 3:25-4:40 PM

December 6, 13 and 20 will all be at 12:45-2:15 and 220-350PM for this division (2nd-3rd)

4th-5th Grade Boys League: 3:25-4:40PM and 4:45-6:00 PM

December 6, 13 and 20 will all be at 3:55-5:25 for this division (4th-5th)

6th-8th Grade Boys League: 6:05-7:30 PM

December 6, 13 and 20 will all be at 5:30-700 PM for this division (6th-8th)

Location: Wolcott Arts & Athletics Center, 1950 W Hubbard Street
League Cost: $515 (Register now through October 26th for a $55 Early Bird Discount)
K-1st Coed and Girls 2nd-3rd Grade Developmental Cost: $405 (Register now through October 26th for a $45 Early Bird Discount)

*All New League Participants will purchase the new $25 reversible Play Hard gray/white jersey that is utilized during gameplay and in future leagues