Winnetka limo service · $120 O'Hare · estate pickups
Winnetka limo service: sedan $120 to O'Hare (20 miles via I-94), Escalade ESV airport $180. Estate pickups near Indian Hill and the Winnetka Community House. Winnetka residents pay the same rate at 6 AM or midnight; your fare is quoted before you book and guaranteed at pickup. Call (224) 801-3090.
Sample fares from Winnetka
Gratuity and tolls included. No surge. Tap any fare to book that exact ride.
How pickup works
Door-to-door from Winnetka. For airport arrivals your chauffeur tracks the flight and meets you inside at baggage claim.
Lock the flat fare
Book online or call (224) 801-3090. Winnetka residents pay the same rate at 6 AM or midnight. No surge multipliers, no surprise charges. Your fare is quoted before you book and guaranteed at pickup. Flight delays? We wait for free with real-time tracking.
Estate drives handled with discretion
Winnetka is one of the most affluent communities on the North Shore, famous as the filming location of Home Alone. Our chauffeurs get through the tree-lined streets, private drives, and estate entrances with discretion and precision.
Smart Edens routing
At 20 miles from O'Hare via the Edens Expressway, Winnetka riders depend on our drivers knowing the optimal merge points and exit timing. We monitor I-94 traffic in real time and reroute through Willow Road or Tower Road when needed.
Meet-and-greet at baggage claim
Your chauffeur meets you at baggage claim rather than curbside, and loads and unloads the luggage. Flight tracking is real-time and adjusts for delays, and the scheduled pickup is guaranteed rather than dependent on demand.
Ready when you are
Flat fare confirmed before you pay
Under two minutes to book. Flight tracked automatically from the moment it departs.
Where we go from Winnetka
Winnetka Community House & estate weddings
North Shore estate weddings call for transportation that matches the setting. Monarch Fleet handles ceremonies and receptions at the Winnetka Community House, North Shore Country Day School graduation celebrations, and private-estate events along Sheridan Road. Our stretch limo ($159/hr) carries the bridal party with a red-carpet arrival; 14-passenger Mercedes Sprinters ($149/hr) shuttle guests between estates and downtown hotels. Peak May-October Saturdays book 4-6 weeks out.
New Trier prom & homecoming
New Trier Township High School (385 Winnetka Ave) is one of the most prominent public high schools in the country, and its prom and homecoming runs are among our busiest North Shore bookings each spring: Cadillac Escalades for groups of four to six, Mercedes Sprinters for groups up to 14, and party buses for larger parties. Every prom chauffeur is uniformed, background-checked, and licensed by the Illinois Commerce Commission, with a strict no-underage-drinking policy and a direct parent contact line for the assigned driver. Prom season runs April through June and the best vehicles sell out by late March.
Wedding & event shuttles, multi-stop
Estate and venue loops on multi-stop routes for Winnetka venues including North Shore Country Club, Winnetka Community House, and Christ Church. Sprinter vans seat 14, party buses seat 20-40. We coordinate the loops so no guest is left waiting and no one drives home after the reception.
Hubbard Woods, Indian Hill Club & the lakefront
From the Green Bay Trail to the lakefront beaches at Elder Lane and Lloyd Park, our drivers know every Winnetka landmark: Sheridan Road, Tower Road Beach, the Hubbard Woods neighborhood, Winnetka Yacht Club, the A.C. Nielsen Tennis Club, Greenwood Trail, Crow Island Woods, North Shore Country Day School and Indian Hill Club. Daily runs include Hubbard Woods Park and the Winnetka Metra Station on the UP-N line, same flat fare to ORD, Midway, downtown Chicago, and the entire North Shore.
North Shore executive car service
Winnetka executives travel from North Shore estates to the downtown Loop, O'Hare's corporate terminals, and Chicago conference venues with a chauffeur who treats discretion as part of the service. The Mercedes S-Class sedan is our standard for executive travel; the Cadillac Escalade handles small groups and extra luggage. Hourly as-directed service runs $110/hr sedan, $145/hr SUV. Corporate accounts get Net-30 billing.
Party bus to River North & the Gold Coast
Winnetka to River North / Gold Coast is 18 miles, 25-35 minutes, for night out service: sedan $120, or the 20-passenger party bus from $250/hr for weddings, proms and nights out.
Vehicles available in Winnetka
28+ suburbs, one fleet. Sedan for two, SUV for five, Sprinter for fourteen.
Winnetka limo questions
Do you offer car seats or booster seats?
Yes, at no extra charge. Tell us the type and number of seats at booking, or call (224) 801-3090, and your chauffeur installs and secures them before pickup. Family airport runs to O'Hare and Midway are a regular booking for us.
How much does a limo from Winnetka to O'Hare cost?
A sedan from Winnetka to O'Hare is $120. Generic SUV $140. Escalade ESV airport $180. No peak pricing. About 20 miles via I-94 and I-190, typically 30-45 minutes.
Do you offer limousine service in Winnetka IL?
Yes. Sedan $120 to O'Hare (~20 miles via I-94), Escalade ESV $180 for lakefront estates and Indian Hill, Sprinter $149/hr, stretch $159/hr. Call (224) 801-3090.
Can I book a wedding shuttle in Winnetka?
Yes. Wedding transportation for Winnetka venues including North Shore Country Club, Winnetka Community House, and Christ Church. Sprinter vans seat 14, party buses seat 20-40. Multi-stop routes available.
Do you have Escalade limos for Winnetka events?
Yes. Cadillac Escalade ESVs from $180 for Winnetka residents. Black exterior, leather interior, WiFi, privacy partition. Our most requested SUV on the North Shore for galas and dinner events.
How far ahead should I book a limo in Winnetka?
Book airport transfers 24-48 hours ahead. Social events 1-2 weeks. For New Trier prom season (April-June) and summer weddings, book 4-6 weeks ahead. Call (224) 801-3090 for same-day availability.
Do you provide corporate car service from Winnetka?
Yes. Corporate accounts for Winnetka executives with monthly billing and priority scheduling. Daily commutes to downtown Chicago, O'Hare, and Northbrook Court offices. Dedicated account managers.
Book your Winnetka ride
$120 to O'Hare or Midway · flight-tracked · 60 min free wait · 4.6★ from 237 riders