PWM to MDW flight delays & on-time performance
Nonstop flights from Portland International Jetport to Chicago Midway International Airport · 895 miles · Aug 2025 – Jul 2026
No FAA-reported ground stops or delays at PWM or MDW right now. Individual flights can still be delayed by the airline; check with your airline for your flight.
Key facts
- Flights from Portland (PWM) to Chicago (MDW) arrived on time 87% of the time in Aug 2025 – Jul 2026, better than the 78% national average.
- 0% were cancelled, and 4% arrived an hour or more late.
- Southwest Airlines is the only airline reporting nonstop flights on this route.
- Departures scheduled around 10am did best (95% on time); around 7am did worst (87%).
- Wednesday was the most reliable day to fly (100% on time) and Saturday the least (71%).
- The largest source of delay minutes was late-arriving aircraft (44%).
Which airline is most on time from PWM to MDW?
Ranked by on-time arrival rate. Regional airlines fly under their partner's brand (e.g. SkyWest for Delta Connection or United Express).
| Airline | On time | Cancelled | Avg delay | 1 hr+ late | Flights |
|---|---|---|---|---|---|
| Southwest Airlines | 87% | 0.0% | 10 min | 4.0% | 151 |
Best time of day to fly
On-time arrival rate by scheduled departure hour (local time).
- 7am87%46 flights
- 10am95%43 flights
- 2pm92%13 flights
- 4pm90%21 flights
- 7pm64%11 flights
Best day of the week
On-time arrival rate by day of departure.
- Monday86%0.0% cancelled
- Tuesday90%0.0% cancelled
- Wednesday100%0.0% cancelled
- Thursday95%0.0% cancelled
- Friday83%0.0% cancelled
- Saturday71%0.0% cancelled
- Sunday86%0.0% cancelled
On-time trend by month
Why flights are late
Share of delay minutes by cause, as reported by airlines to the DOT.
- Late-arriving aircraft44%
- Airline (crew, maintenance, cleaning, fueling)41%
- Air traffic control & airport congestion14%
- Extreme weather1%
- Security0%
Why flights are cancelled
Share of cancellations by reason.
No cancellation causes recorded in this period.
PWM to MDW: common questions
- How often are PWM to MDW flights on time?
- 87% of flights arrived less than 15 minutes late in Aug 2025 – Jul 2026, compared with 78% for all US flights.
- How often are flights from Portland to Chicago cancelled?
- 0.0% of scheduled flights were cancelled (0 of 151).
- How long are typical delays?
- Across all flights the average arrival delay was 10 min (early arrivals count as zero). Flights that were late arrived 69 min behind schedule on average, and 4.0% of flights were an hour or more late.
- How long is taxi time at PWM?
- Flights on this route spent 11 min taxiing from the gate to takeoff on average.
Related routes
Return trip: MDW to PWM — 79% on time
More flights from Portland
Data: U.S. DOT Bureau of Transportation Statistics, Aug 2025 – Jul 2026 (12 months). Latest month published by BTS: July 2026. Route: PWM → MDW, nonstop flights by US airlines that report to the DOT. How we calculate this.