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Route · PWM → MDW · 2020–2025 BTS data

Portland to Chicago

The PWM–MDW corridor (Portland, ME → Chicago, IL) runs behind the national average, served by 1 carrier across roughly 895 miles.

Data updated 2026-06-13

70.9%
On-time
-8.1 pts
vs US avg
67 min
Delay when late
660
Flights

Cancelled

1.7%

Best Month

Aug 2022 71%

Worst Month

Jul 2022 54%

Distance

895 mi

Carriers

1

Monthly Performance

Recent 24 months of route data.

Period Flights Delayed Cancelled Diverted Carriers
Oct 2025 31 2 0 0 WN
Sep 2025 30 2 0 0 WN
Aug 2025 31 5 0 1 WN
Jul 2025 31 16 3 0 WN
Oct 2024 31 2 0 0 WN
Sep 2024 30 3 0 0 WN
Aug 2024 31 13 0 0 WN
Jul 2024 31 7 0 0 WN
Oct 2023 31 6 0 0 WN
Sep 2023 30 8 0 0 WN
Aug 2023 31 16 0 0 WN
Jul 2023 31 17 0 0 WN
Oct 2022 31 10 0 0 WN
Sep 2022 34 5 0 0 WN
Aug 2022 58 17 3 1 WN
Jul 2022 57 26 0 0 WN
Jun 2022 49 16 2 0 WN
Aug 2021 31 12 2 0 WN
Jul 2021 31 9 1 0 WN

Cancellation Rate

1.7%

11 of 660 flights

Diversion Rate

0.3%

2 of 660 flights

What the Data Says About PWM to MDW

On-time performance on the PWM to MDW pairing (Portland to Chicago) trails a chunk of the network: 70.9% of 660 tracked flights arrived on schedule, with a 67.2-minute average delay on the ones that ran late. The route spans about 895 miles across 1 carrier. Cancellations over the trailing 24 months hit 1.7% (11 of 660 flights), with 0.3% diverted.

The monthly split is wide on this route: Aug 2022 posted the strongest performance at 71% on-time, while Jul 2022 came in at just 54% - a 16-point swing worth factoring into travel timing.

Frequently Asked Questions

How often are flights delayed from PWM to MDW?
Flights from Portland to Chicago have a 70.9% on-time rate based on 660 flights. The average delay is 67.2 minutes. The best recent month was Aug 2022 with 71% on-time.
What is the cancellation rate for PWM to MDW?
Over the last 24 months, 1.7% of flights on this route were cancelled (11 of 660 flights) and 0.3% were diverted.
How far is the flight from PWM to MDW?
The flight distance from Portland (PWM) to Chicago (MDW) is approximately 895 miles. This route is served by 1 carrier.
When is the best time to fly from PWM to MDW?
The best recent month for on-time performance was Aug 2022 (71% on-time). The worst was Jul 2022 (54% on-time). Consider booking during months with historically better performance.

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Data source

Data Source: Bureau of Transportation Statistics (BTS), On-Time Performance Data. Statistics reflect cumulative performance across all available reporting periods.

Data sourced from U.S. Department of Transportation Bureau of Transportation Statistics (BTS) On-Time Performance data. See our methodology for details. Retrieved and formatted by PlainFlights Editorial

Every figure on PlainFlights is rendered directly from BTS On-Time Performance data, no number is typed in by an editor. This page aggregates this specific route's on-time performance and monthly trend, live from the dataset. See our editorial standards & corrections policy, the methodology behind these numbers, or report a data error.