Flights Orlando → Chicago
MCO → MDW
How long is the flight from Orlando to Chicago?
The flight from Orlando (MCO) to Chicago (MDW) takes 2h 55m on average. That is the median time recorded across 2 scheduled flights on this leg; the actual time varies by a few minutes with wind, routing and take-off queues.
Route overview
The flight route from Orlando to Chicago operates with a mix of Boeing 717, 737-800, and 737-300 aircraft, serving the high-traffic O'Hare International Airport in Chicago, which handles nearly 20 million passengers annually. With an on-time performance rate of 67%, the route experiences a mean delay of approximately 21.8 minutes per flight across its total of 709 flights.
Your rights on this US flight (DOT)
US flights have no statutory cash compensation for delays. Under the US DOT rules, if your flight is cancelled or significantly changed and you decline rebooking, you're owed an automatic refund of the unused ticket. The tarmac-delay limit is 3 hours (domestic) / 4 hours (international). Amenities for controllable delays depend on each airline's contract of carriage.
US flight refund rules & checker →General information, not legal advice.
The Orlando (MCO) → Chicago (MDW) route is operated by Southwest Airlines. Across 1693 flights monitored in recent months, 65% arrived on time (within 15 min of schedule), with an average delay of 22 minutes. The cancellation rate is 2.84%. FlightGuard's average computed risk is 27/100 (medium), updated in real time from weather, ATC delays, strikes, NOTAMs, fuel and flight history. At Chicago the average ATFM delay is 5.5 minutes (main cause: atfm). Departing from Orlando the average ATFM delay is 5.5 minutes.
Heading to Chicago: what to expect in this direction
Flying from Orlando (MCO) to Chicago (MDW) heads north for about 1,595 km, a flight time of roughly 2h 55m.
Departures from Orlando on this leg cluster in the midday window: about 37% of MCO-MDW flights take off then.
Air-traffic congestion: departing Orlando the average ATFM delay is 5.5 min (atfm); arriving into Chicago it is 5.5 min (atfm).
Across 1,693 tracked MCO-MDW flights, 65% left on time with an average delay of 22 min and a 2.8% cancellation rate.
Route facts
Flights on this route
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Airline punctuality on this route
| Airline | On-time | Average delay | Cancellations |
|---|---|---|---|
| Southwest Airlines (WN) | 75% | 5 min | 0.3% |
Airlines operating MCO-MDW
Airports
Frequently asked questions about MCO-MDW
The flight from Orlando (MCO) to Chicago (MDW) takes 2h 55m on average. That is the median time recorded across 2 scheduled flights on this leg; the actual time varies by a few minutes with wind, routing and take-off queues.
On the Orlando (MCO) -> Chicago (MDW) route, on-time performance is 65% with an average delay of 22 minutes, based on 1693 tracked flights.
The cancellation rate on Orlando-Chicago is 2.84% across 1693 monitored flights.
The route is operated by 1 airline: Southwest Airlines.
Enter your flight number on FlightGuard for a real-time analysis based on 9 factors: weather at Chicago, ATC delays, strikes, NOTAMs, fuel, airline punctuality and recent trends.
US flights have no statutory cash compensation for delays. Under US DOT rules, if the airline cancels or significantly changes your flight and you decline rebooking, you're owed an automatic refund of the unused ticket. The tarmac-delay limit is 3 hours (domestic) / 4 hours (international). Meals or hotels for controllable delays depend on each airline's contract of carriage.
