Winchester to O'HareAirport Transportation
Premium car service from Winchester, IN to O'Hare International Airport. Professional chauffeurs, flat rates, and 24/7 availability for your airport transfer.
Executive Sedan
$1134
All-in · Up to 3 passengers
Luxury SUV
$1563
All-in · Up to 6 passengers
Why Choose Outbound ORD for Your Winchester Airport Run?
Never Miss Your Flight
We factor in traffic, weather, and your check-in time. Arrive at O'Hare stress-free.
Flat-Rate Pricing
$1134 sedan / $1563 SUV. No surge, no surprises. Price includes gratuity and tolls.
Door-to-Terminal
We pick you up at your door in Winchester and drop you at your terminal at O'Hare.
Your Assigned Driver: Guaranteed.
Unlike rideshare apps where you hope a driver accepts, we assign a specific professional chauffeur to your trip immediately upon booking. You'll receive their name, photo, and direct cell number 24 hours before pickup.
Book Your Winchester to O'Hare Transfer
Tell us your pickup address, flight time, and passenger count. We'll handle the rest.
Text conciergeReady
Chat your escape plan
Text or speak with me to keep your escape 100% fulfilled. I’ll pull live routing, add extras like chilled water or $35 child seats, and hand everything to dispatch without losing the thread.
Outbound concierge
Hi! I’m your Outbound concierge—text or tap voice whenever you like. Give me the pickup, dropoff, and timing and I’ll lock the fare with our 100% fulfillment guarantee.
Frequently Asked Questions
How much is a ride from Winchester to O'Hare?
Our flat-rate pricing from Winchester to O'Hare Airport starts at $1134 for a luxury sedan and $1563 for an executive SUV. All-inclusive with no hidden fees.
How long is the drive from Winchester to O'Hare?
The distance from Winchester to O'Hare Airport is approximately 197 miles. Drive time is typically 215-263 minutes depending on traffic.
Do you pick up from Winchester for early morning flights?
Absolutely! We operate 24/7 and specialize in early morning airport runs. We'll pick you up from Winchester with plenty of time for your flight, factoring in traffic and check-in requirements.
Can you take me from O'Hare back to Winchester?
Yes! We offer round-trip service. Book your O'Hare to Winchester return trip through our quote system or contact dispatch to schedule both legs.
Ready to Book Your Winchester to O'Hare Transfer?
Professional chauffeurs, executive vehicles, and flat-rate pricing. Book now or call dispatch 24/7.