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WanderNerd

Route Reliability

San Francisco → Chicago

SFOMDW · 1,855 miles · San Francisco International Airport to Chicago Midway International Airport

78
Usually Fine
WanderNerd Reliability Score
79%
Arrive within 15 minutes
4 min
Average arrival delay
1.4%
Cancelled
425
Flights in the data

Data through May 2026.

Southwest Airlines is the only airline in this data on this route, arriving on time 79% of the time across 425 flights. No comparison to make.

What the data says

Morning-you made the right choice.

SFO–MDW flights departing between 6–9 AM arrived on time 90% of the time, versus 58% between 9 PM–12 AM.

Sunday scaries are real for this one.

SFO–MDW flights arrived on time 86% of the time on Thursdays and just 70% on Sundays. That gap is worth planning around.

Slipping a little lately.

SFO–MDW flights arrived on time 74% of the time over the last three months in the data, compared with 79% in the three months before that.

Flights on this route

The breakdown

On-time by weekday
  • Mon80%(60 flights)
  • Tue82%(55 flights)
  • Wed84%(55 flights)
  • Thu86%(59 flights)
  • Fri75%(60 flights)
  • Sat76%(63 flights)
  • Sun70%(63 flights)
On-time by departure window
  • 3–6 AM88%(86 flights)
  • 6–9 AM90%(176 flights)
  • 9 AM–12 PM70%(59 flights)
  • 12–3 PM(8 flights)
  • 9 PM–12 AM58%(86 flights)
On-time trend by month
65%
May

Jun 90% → May 65% on time

On-time arrival percentage by month
MonthOn-time percentageFlights
June 202590%30
July 202583%29
August 202577%30
September 202573%30
October 202590%31
November 202586%29
December 202584%31
January 202664%14
February 202690%19
March 202685%52
April 202672%58
May 202665%62

Based on 425 historical flights, because apparently we checked. Historical flight data: U.S. Bureau of Transportation Statistics, June 2025 – May 2026. Data through May 2026. How we calculate this.