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Route Reliability

Chicago → San Diego

MDW–SAN · 1,728 miles · Chicago Midway International Airport to San Diego International Airport

77
Usually Fine
WanderNerd Reliability Score
75%
Arrive within 15 minutes
8 min
Average arrival delay
1.0%
Cancelled
1,066
Flights in the data

Data through May 2026.

Southwest Airlines is the only airline in this data on this route, arriving on time 75% of the time across 1,066 flights. No comparison to make.

What the data says

Morning-you made the right choice.

MDW–SAN flights departing between 6–9 AM arrived on time 87% of the time, versus 56% between 9 PM–12 AM.

Sunday scaries are real for this one.

MDW–SAN flights arrived on time 82% of the time on Wednesdays. On Sundays: 72%.

Recent months have been rougher.

MDW–SAN flights arrived on time 70% of the time over the last three months in the data, compared with 78% in the three months before that.

Flights on this route

The breakdown

On-time by weekday
  • Mon74%(157 flights)
  • Tue76%(144 flights)
  • Wed82%(146 flights)
  • Thu74%(159 flights)
  • Fri74%(162 flights)
  • Sat76%(131 flights)
  • Sun72%(151 flights)
On-time by departure window
  • 3–6 AM—(9 flights)
  • 6–9 AM87%(335 flights)
  • 9 AM–12 PM70%(148 flights)
  • 12–3 PM75%(149 flights)
  • 3–6 PM64%(132 flights)
  • 6–9 PM69%(261 flights)
  • 9 PM–12 AM56%(16 flights)
On-time trend by month
68%
May

Jun 70% → May 68% on time

On-time arrival percentage by month
MonthOn-time percentageFlights
June 202570%89
July 202575%92
August 202579%86
September 202578%85
October 202587%87
November 202578%83
December 202570%91
January 202684%67
February 202679%66
March 202674%99
April 202669%102
May 202668%103

Same trip, other airports

Keep nerding

Based on 1,066 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.