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Route · PDX → MDW · 2020–2025 BTS data

Portland to Chicago

The PDX–MDW corridor (Portland, OR → Chicago, IL) runs ahead of the national average, served by 1 carrier across roughly 1,751 miles.

Data updated 2026-06-13

88.5%
On-time
+9.5 pts
vs US avg
51 min
Delay when late
2,831
Flights

Cancelled

0.2%

Best Month

Oct 2024 93%

Worst Month

Jun 2024 78%

Distance

1,751 mi

Carriers

1

Monthly Performance

Recent 24 months of route data.

Period Flights Delayed Cancelled Diverted Carriers
Dec 2025 31 5 0 0 WN
Nov 2025 31 1 0 1 WN
Oct 2025 54 9 0 0 WN
Sep 2025 82 7 0 0 WN
Aug 2025 84 7 0 0 WN
Jul 2025 88 18 1 2 WN
Jun 2025 78 16 0 0 WN
May 2025 31 2 0 0 WN
Apr 2025 30 3 0 0 WN
Mar 2025 31 4 0 0 WN
Jan 2025 31 1 0 0 WN
Dec 2024 31 3 0 0 WN
Nov 2024 31 1 0 0 WN
Oct 2024 55 4 0 0 WN
Sep 2024 81 13 0 0 WN
Aug 2024 85 8 0 1 WN
Jul 2024 88 12 0 0 WN
Jun 2024 80 18 0 0 WN
May 2024 31 1 0 1 WN
Apr 2024 30 0 0 0 WN
Mar 2024 31 1 0 0 WN
Jan 2024 31 7 1 0 WN
Dec 2023 31 6 0 0 WN
Nov 2023 33 3 0 0 WN

Cancellation Rate

0.2%

2 of 1,209 flights

Diversion Rate

0.4%

5 of 1,209 flights

What the Data Says About PDX to MDW

Portland to Chicago (PDX to MDW) is one of the more dependable pairings in the BTS On-Time Performance dataset: a 88.5% on-time rate across 2,831 flights, with delays that do happen averaging 50.7 minutes. The corridor runs roughly 1,751 miles and is served by 1 carrier. Over the most recent 24 months, 2 of 1,209 flights were cancelled (0.2%) and 5 diverted (0.4%).

The monthly split is wide on this route: Oct 2024 posted the strongest performance at 93% on-time, while Jun 2024 came in at just 78% - a 15-point swing worth factoring into travel timing.

Frequently Asked Questions

How often are flights delayed from PDX to MDW?
Flights from Portland to Chicago have a 88.5% on-time rate based on 2,831 flights. The average delay is 50.7 minutes. The best recent month was Oct 2024 with 93% on-time.
What is the cancellation rate for PDX to MDW?
Over the last 24 months, 0.2% of flights on this route were cancelled (2 of 1,209 flights) and 0.4% were diverted.
How far is the flight from PDX to MDW?
The flight distance from Portland (PDX) to Chicago (MDW) is approximately 1,751 miles. This route is served by 1 carrier.
When is the best time to fly from PDX to MDW?
The best recent month for on-time performance was Oct 2024 (93% on-time). The worst was Jun 2024 (78% 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.