← Best suburbs near Chicago

Kenilworth vs Winnetka

Two popular IL suburbs of Chicago, side by side. Here's how they compare on the metrics that matter most to families.

School rating
10/10
10/10
Commute to Chicago
49 min
65 min
Median home price
$2.0M
$1.8M
Annual property tax
$42K
$37K
Walk score
62
65
Density
suburban
suburban

Summary: Winnetka leads in 3 of 6 metrics. It edges out on median home price, annual property tax, walk score. The best choice depends on your family's priorities.

Character & vibe

Kenilworth

Illinois's smallest incorporated village — 2,500 residents, New Trier HS district, and Metra UP-North access.

quietcommunity

Winnetka

Lakefront village on Chicago's North Shore. New Trier HS, Metra UP-North to downtown, and the architecture made famous by Home Alone.

quietcommunityspace

Who should pick which?

Pick Kenilworth if you...

  • ·Want the shortest commute to Chicago
  • ·Drawn to the quiet character

Pick Winnetka if you...

  • ·Need to keep your home budget in check
  • ·Value walkability and a pedestrian-friendly downtown
  • ·Want lower annual property taxes

Still deciding?

Burbia scores both Kenilworth and Winnetka — and every other town in the Chicago Area — based on your specific commute, budget, and priorities. Not a generic list.

Talk to Burbia →