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Route · SJC → MDW · 2020–2025 BTS data

San Jose to Chicago

The SJC–MDW corridor (San Jose, CA → Chicago, IL) runs ahead of the national average, served by 1 carrier across roughly 1,838 miles.

Data updated 2026-06-13

85.4%
On-time
+6.4 pts
vs US avg
49 min
Delay when late
2,517
Flights

Cancelled

0.1%

Best Month

Sep 2024 91%

Worst Month

Jul 2025 76%

Distance

1,838 mi

Carriers

1

Monthly Performance

Recent 24 months of route data.

Period Flights Delayed Cancelled Diverted Carriers
Dec 2025 31 1 0 0 WN
Nov 2025 30 2 0 1 WN
Oct 2025 32 2 0 0 WN
Sep 2025 52 7 0 0 WN
Aug 2025 55 11 0 1 WN
Jul 2025 80 19 1 1 WN
Jun 2025 72 13 0 1 WN
May 2025 39 11 0 0 WN
Apr 2025 38 4 0 0 WN
Mar 2025 31 1 0 0 WN
Jan 2025 31 2 0 0 WN
Dec 2024 31 4 0 0 WN
Nov 2024 31 2 0 1 WN
Oct 2024 45 4 0 0 WN
Sep 2024 56 5 0 0 WN
Aug 2024 59 6 0 0 WN
Jul 2024 80 9 0 2 WN
Jun 2024 73 12 0 0 WN
May 2024 54 7 0 1 WN
Apr 2024 46 5 0 0 WN
Mar 2024 31 2 0 0 WN
Jan 2024 31 5 0 0 WN
Dec 2023 31 7 0 0 WN
Nov 2023 32 5 0 0 WN

Cancellation Rate

0.1%

1 of 1,091 flights

Diversion Rate

0.7%

8 of 1,091 flights

What the Data Says About SJC to MDW

San Jose to Chicago (SJC to MDW) is one of the more dependable pairings in the BTS On-Time Performance dataset: a 85.4% on-time rate across 2,517 flights, with delays that do happen averaging 48.5 minutes. The corridor runs roughly 1,838 miles and is served by 1 carrier. Over the most recent 24 months, 1 of 1,091 flights were cancelled (0.1%) and 8 diverted (0.7%).

Monthly performance varies moderately here: Sep 2024 was the strongest month at 91% on-time versus Jul 2025 at 76%, a 15-point difference.

Frequently Asked Questions

How often are flights delayed from SJC to MDW?
Flights from San Jose to Chicago have a 85.4% on-time rate based on 2,517 flights. The average delay is 48.5 minutes. The best recent month was Sep 2024 with 91% on-time.
What is the cancellation rate for SJC to MDW?
Over the last 24 months, 0.1% of flights on this route were cancelled (1 of 1,091 flights) and 0.7% were diverted.
How far is the flight from SJC to MDW?
The flight distance from San Jose (SJC) to Chicago (MDW) is approximately 1,838 miles. This route is served by 1 carrier.
When is the best time to fly from SJC to MDW?
The best recent month for on-time performance was Sep 2024 (91% on-time). The worst was Jul 2025 (76% 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.