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Outbound ORDExecutive Logistics
298 Miles

Chester to O'HareAirport Transportation

Premium car service from Chester, IL to O'Hare International Airport. Professional chauffeurs, flat rates, and 24/7 availability for your airport transfer.

Executive Sedan

$1675

All-in · Up to 3 passengers

Luxury SUV

$2310

All-in · Up to 6 passengers

Book Chester to O'Hare+1-773-641-9702
Looking for O'Hare to Chester instead?

Why Choose Outbound ORD for Your Chester 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

$1675 sedan / $2310 SUV. No surge, no surprises. Price includes gratuity and tolls.

Door-to-Terminal

We pick you up at your door in Chester 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.

1. Confirmed
Driver assigned immediately. No cancellations. No "searching for driver" screens.
2. Connected
Direct contact with your chauffeur. Text them if you're running late.
3. Consistent
The same driver for round-trips available. Build a relationship with your chauffeur.
System Online
Recent Booking: Chester to ORD • Verified
Driver Availability: High

Book Your Chester 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.

Press Enter to send your message. Use Shift plus Enter to add a new line. Attach an image or start voice input with the buttons to the right.

24/7 dispatcher:773-641-9702Ready

Frequently Asked Questions

How much is a ride from Chester to O'Hare?

Our flat-rate pricing from Chester to O'Hare Airport starts at $1675 for a luxury sedan and $2310 for an executive SUV. All-inclusive with no hidden fees.

How long is the drive from Chester to O'Hare?

The distance from Chester to O'Hare Airport is approximately 298 miles. Drive time is typically 325-397 minutes depending on traffic.

Do you pick up from Chester for early morning flights?

Absolutely! We operate 24/7 and specialize in early morning airport runs. We'll pick you up from Chester with plenty of time for your flight, factoring in traffic and check-in requirements.

Can you take me from O'Hare back to Chester?

Yes! We offer round-trip service. Book your O'Hare to Chester return trip through our quote system or contact dispatch to schedule both legs.

Ready to Book Your Chester to O'Hare Transfer?

Professional chauffeurs, executive vehicles, and flat-rate pricing. Book now or call dispatch 24/7.

Get Instant Quote+1-773-641-9702