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Route · MDW → OAK · 2020–2025 BTS data

Chicago to Oakland

The MDW–OAK corridor (Chicago, IL → Oakland, CA) runs behind the national average, served by 1 carrier across roughly 1,844 miles.

Data updated 2026-06-13

75.3%
On-time
-3.7 pts
vs US avg
56 min
Delay when late
3,821
Flights

Cancelled

1.0%

Best Month

Dec 2023 90%

Worst Month

Jun 2024 55%

Distance

1,844 mi

Carriers

1

Monthly Performance

Recent 24 months of route data.

Period Flights Delayed Cancelled Diverted Carriers
Dec 2025 33 21 0 0 WN
Nov 2025 33 10 2 0 WN
Oct 2025 35 19 0 0 WN
Sep 2025 34 8 0 0 WN
Aug 2025 37 8 0 0 WN
Jul 2025 35 14 0 1 WN
Jun 2025 34 8 0 0 WN
May 2025 31 8 0 0 WN
Apr 2025 31 8 0 0 WN
Mar 2025 36 8 0 0 WN
Feb 2025 30 8 0 0 WN
Jan 2025 32 4 0 0 WN
Dec 2024 34 11 0 0 WN
Nov 2024 33 10 0 0 WN
Oct 2024 58 10 0 0 WN
Sep 2024 60 9 0 0 WN
Aug 2024 65 21 0 0 WN
Jul 2024 89 26 1 0 WN
Jun 2024 80 36 0 0 WN
May 2024 54 19 1 2 WN
Apr 2024 53 6 0 0 WN
Mar 2024 52 9 1 0 WN
Jan 2024 38 8 3 0 WN
Dec 2023 62 6 3 0 WN

Cancellation Rate

1.0%

11 of 1,079 flights

Diversion Rate

0.3%

3 of 1,079 flights

What the Data Says About MDW to OAK

The Chicago to Oakland corridor (MDW to OAK) posts a 75.3% on-time rate on the lower edge of the average band, based on 3,821 tracked flights. Late flights run 56.0 minutes behind on average. 1 carrier cover the 1,844-mile route; over the last 24 months, 11 of 1,079 flights were cancelled (1.0%) and 0.3% diverted.

The monthly split is wide on this route: Dec 2023 posted the strongest performance at 90% on-time, while Jun 2024 came in at just 55% - a 35-point swing worth factoring into travel timing.

Frequently Asked Questions

How often are flights delayed from MDW to OAK?
Flights from Chicago to Oakland have a 75.3% on-time rate based on 3,821 flights. The average delay is 56.0 minutes. The best recent month was Dec 2023 with 90% on-time.
What is the cancellation rate for MDW to OAK?
Over the last 24 months, 1.0% of flights on this route were cancelled (11 of 1,079 flights) and 0.3% were diverted.
How far is the flight from MDW to OAK?
The flight distance from Chicago (MDW) to Oakland (OAK) is approximately 1,844 miles. This route is served by 1 carrier.
When is the best time to fly from MDW to OAK?
The best recent month for on-time performance was Dec 2023 (90% on-time). The worst was Jun 2024 (55% 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.