Chicago to Orlando (MDW–ORL) — Airlines, Schedules & Connections

MDW Airport Page →
983 mi airlines charter/private
On-time Some delays Frequent delays
Connecting Flight Schedule 3 1-stop flights Verified 1mo ago
Also flown by charter / private operators.
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.

Last scheduled nonstop: May 2026.

✦ 1-Stop connections via 3 hubs
ECP Panama City Beach ~4h 34m WN → Panama City Beach (ECP) to Orlando flights
SRQ Sarasota/Bradenton ~4h 40m WN → SGX Sarasota/Bradenton (SRQ) to Orlando flights
SJU San Juan ~9h 16m WN → San Juan (SJU) to Orlando flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Chicago to Orlando
Connecting service available through multiple hubs.
983 mi 2h 3m nonstop +1h ahead

While no nonstop service exists between MDW and ORL, 1-stop connecting options are available.

Also explore MDW Routes ORL Routes MDW Live Flights ORL Live Flights MDW Delays
All flights from Orlando (ORL) Orlando to Chicago flights
Connections

Connection Landscape

1-stop and 2-stop options for MDW to ORL.
1-STOP
One-Stop Connections
3
Hubs
~4h
Fastest
~9h
Longest
ECP ~4h 34m SRQ ~4h 40m SJU ~9h 16m
Verified with published schedule alignment and minimum connection time.
Connections computed from published schedules with minimum connection time verification. Use the interactive explorer above the fold to filter by airline, tier, and layover time.
Reliability

On-Time Performance

What to expect at each end of your journey.
Outbound
MDW → ORL
89%
Generally reliable. Most flights run on time.
Departing
89%
Return
ORL → MDW
90%
Generally reliable. Most flights run on time.
Arriving
90%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →
Alternatives

Other ways to reach Orlando from Chicago

Nearby airports with service to Orlando Executive Airport.
Metric MDW→ORL ORD→ORL MKE→ORL
Distance from MDW – 15 mi 81 mi
Nonstop airlines – 2 1
Weekly flights – – –
Flight time 2h 3m 1h 54m 2h 20m
Departure OTP 89% – –
Chicago (ORD) to Orlando flights · Milwaukee (MKE) to Orlando flights
Airports within 200 miles of MDW with service to Orlando Executive Airport.
Know before you go

Travel Essentials

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

When it's 6:00 PM in Chicago, it's 7:00 PM in Orlando.
Distance & Flight Time
983 mi / 1,582 km
Nonstop flight time is approximately 2h 3m gate to gate.
Facts

MDW–ORL Quick Facts

Key statistics for the Chicago to Orlando route.
Route details
Distance983 mi / 1,582 km
Flight time2h 3m
Time difference+1 hour
Airlines (nonstop)0
1-stop connectionsAvailable
Origin: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: ORL
Full nameOrlando Executive Airport
IATA / ICAOORL / KORL
TimezoneAmerica/New_York
Elevation113 ft / 34 m
FAQ

Frequently Asked Questions

Common questions about MDW to ORL flights.
Nonstop flights from Chicago Midway International Airport to Orlando Executive Airport take about 2h 3m gate to gate. The route covers 983 miles.
Yes, 1-stop connections are available, ranked by layover time.
Orlando is 1 hour ahead of Chicago.
Yes, return flights from ORL to MDW are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include ORD and MKE. 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.

Flights from MDW to ORL

Chicago Midway International Airport (MDW) and Orlando Executive Airport (ORL) are connected through multiple connecting hub airports.

MDW to ORL Flight Duration and Schedule

Nonstop flight time from MDW to ORL is about 2 hours 3 minutes gate to gate. The route covers a distance of 983 miles (1,582 km).

Connecting Options and Alternatives

1-stop connecting options are also available. Nearby alternative airports include Chicago (ORD) and Milwaukee (MKE).