Flights Portland → Chicago
PDX → MDW
Route overview
The flight route from Portland to Chicago boasts a high on-time performance rate of 92%, with an average delay of only 1.7 minutes per flight. Over the course of a year, this route sees 146 flights connecting two major cities, serving one of the busiest airports in the United States, which handles nearly 19.9 million passengers annually.
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 Portland (PDX) → Chicago (MDW) route is operated by Southwest Airlines. Across 177 flights monitored in recent months, 91% arrived on time (within 15 min of schedule), with an average delay of 2 minutes. The cancellation rate is 2.26%. FlightGuard's average computed risk is 21.5/100 (medium), updated in real time from weather, ATC delays, strikes, NOTAMs, fuel and flight history. At Chicago the average ATFM delay is 2.0 minutes (main cause: atfm). Departing from Portland the average ATFM delay is 2.0 minutes.
Heading to Chicago: what to expect in this direction
Flying from Portland (PDX) to Chicago (MDW) heads east for about 2,811 km, a flight time of roughly 3h 56m.
Departures from Portland on this leg cluster in the overnight window: about 40% of PDX-MDW flights take off then.
Air-traffic congestion: departing Portland the average ATFM delay is 2.0 min (atfm); arriving into Chicago it is 2.0 min (atfm).
Across 177 tracked PDX-MDW flights, 91% left on time with an average delay of 2 min and a 2.3% 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) | 73% | 6 min | 3.1% |
Airlines operating PDX-MDW
Airports
Frequently asked questions about PDX-MDW
On the Portland (PDX) -> Chicago (MDW) route, on-time performance is 91% with an average delay of 2 minutes, based on 177 tracked flights.
The cancellation rate on Portland-Chicago is 2.26% across 177 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.
