Chicago to Leesburg (MDW–JYO) — Airlines, Schedules & Connections

MDW Airport Page →
567 mi airlines charter/private ~1/wk
On-time Some delays Frequent delays
Flight Schedule Charter / private Verified 56m ago
Charter / private route. No scheduled airline service — operated by charter & private aviation.
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop

No flights match your filters.

No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.

1-STOP More options, longer trips
2-STOP Loading... Reach the hardest destinations
Chicago to Leesburg
Flown by charter / private operators — no scheduled airline service.
567 mi +1h ahead

MDW–JYO has no scheduled airline service; it is flown by charter / private operators.

On-Time Performance

What to expect at each end of your journey.
Outbound
MDW → JYO
40%
Frequent delays expected. Consider flexible booking.
Departing
40%
Return
JYO → MDW
64%
Moderate delays possible. Allow buffer time.
Arriving
64%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →

Other ways to reach Leesburg from Chicago

Nearby airports with service to Leesburg Executive Airport.
Metric MDW→JYO ORD→JYO
Distance from MDW 15 mi
Nonstop airlines 1
Weekly flights ~1 1
Departure OTP 40%
Airports within 200 miles of MDW with service to Leesburg Executive Airport.

Travel Essentials

Practical planning for this route.
Time Difference
+1h
Leesburg is 1 hour ahead of Chicago.
MDW: CDT · JYO: EDT

When it's 6:00 PM in Chicago, it's 7:00 PM in Leesburg.
Distance & Flight Time
567 mi / 913 km

MDW–JYO Quick Facts

Key statistics for the Chicago to Leesburg route.
Route details
Distance567 mi / 913 km
Time difference+1 hour
Airlines (nonstop)Charter / private
Weekly flights~1 out
Origin: MDW
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: JYO
IATA / ICAOJYO / KJYO
TimezoneAmerica/New_York
Elevation389 ft / 119 m

Frequently Asked Questions

Common questions about MDW to JYO flights.
Leesburg is 1 hour ahead of Chicago.
Yes, return flights from JYO to MDW are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include ORD. See the Alternatives section for a full comparison.
Click the 'Search Flights' button to check availability and prices on Google Flights. You can also compare airlines and schedules on this page to find the best option.
See the On-Time Performance section for the latest delay data at both airports. This shows departure and arrival reliability to help you plan.
Route data is updated regularly from official airline schedules. On-time performance data comes from recent airport delay snapshots.

Connecting Options and Alternatives

Nearby alternative airports include Chicago (ORD).