Service Area
Winnetka, IL
Quiet, refined North Shore village along Sheridan Road and Lake Michigan.
Service area
Winnetka, IL
Winnetka has a rhythm of its own, quiet, refined, and residential, from the lakefront estates along Sheridan Road to the tree-lined streets of Indian Hill and the shops of Hubbard Woods. Ground transportation here isn’t a corporate-fleet exercise; it’s about a dependable, discreet chauffeur who knows the village and treats every ride like a standing arrangement.
- O’Hare (ORD) — Typically 30-45 minutes via I-94 Edens, timed around your flight, not a guess
- Midway (MDW) — Full coverage for south-side and Southwest departures
- Chicago Executive (PWK) — Convenient North Shore FBO / private-aviation option
- Flight tracking — Staging window adjusts automatically when arrivals shift early or late
- Luggage & door-to-door — Curb-to-curb assistance, ready before you are
Chauffeur services available in Winnetka, IL
Nearby service areas
Based in Chicago
Chauffeur service reaching Winnetka, IL from downtown Chicago.
Second City Livery Service dispatches from 332 S Michigan Avenue in the Loop, with pre-assigned chauffeurs staged across the metro for residence, hotel, office, and venue pickups.
332 S Michigan Ave, Suite 900
Chicago, IL 60604
312.448.8787 · View on Google Maps
Ready when you are — driver and vehicle locked in.
Book online in minutes or call to confirm availability for airport, corporate, wedding, event, and long-distance transportation.