Airport Transfer
Winnetka to O'Hare Car Service
22 miles. 25-40 minutes. Flat-rate pricing with no surprises. Your professional chauffeur tracks your flight and handles your luggage.
Executive Sedan
From $95
Lincoln Continental, Cadillac CT6, or Mercedes S-Class. Up to 3 passengers.
Premium SUV
From $130
Cadillac Escalade ESV or Lincoln Navigator L. Up to 6 passengers.
What's Included
Frequently Asked Questions
How long is the drive from Winnetka to O'Hare?
The drive is approximately 22 miles and takes 25-40 minutes depending on traffic. We recommend booking with a 30-minute buffer during rush hours (7-9 AM, 4-7 PM).
What if my flight is delayed?
We monitor your flight via real-time FAA data from our Winnetka dispatch. Your driver departs Winnetka (19 miles from O'Hare, typically 25-40 minutes) timed to your actual landing, not your scheduled arrival. No extra charge for delays — even if your flight is 3 hours late, the quoted flat rate holds.
Can I book a round trip?
Yes. Many Winnetka clients book round-trip service. You'll get the same flat rate in both directions with a dedicated chauffeur for each leg.
Do you offer early morning pickups?
Absolutely. We operate 24/7. Early morning departures (4-6 AM) are common for Winnetka clients catching the first flights out. Same flat rate regardless of time.
Ready to Book Your Winnetka Airport Transfer?
Flat rates. Flight tracking. Professional chauffeurs. Available 24/7.
Book Winnetka to O'HareRelated:O'Hare Limo Service · Midway Limo Service · Airport Car Service · Our Fleet · Book Now
What Our Customers Say
“Booked a Sprinter for our team's 4 AM O'Hare run before a conference — 12 people, 12 carry-ons, plus pop-up banners. Driver knew exactly which terminal door to drop us at for each airline. Saved us 25 minutes vs the conference shuttle.”
— Priya R. · O'Hare group run
“Caught the last Southwest out of MDW with three minutes to spare because the driver knew the dispatch trick — drop at Concourse A north entrance, not the main island. Beat the security line by going up the elevator instead of escalator. That's a pro.”
— Mike D. · Midway last-flight save
Winnetka to O'Hare Questions
Frequently asked questions
Book at least 24 hours in advance for guaranteed availability. Same-day bookings are accepted when vehicles are available. For holidays and peak travel periods (Thanksgiving, Christmas, summer), book 3-5 days ahead.
Lock Your Chicago Airport Transfer
ORD + MDW flat-rate from $79 · No surge · Flight-tracked · 24/7