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Route Reliability

San Juan → Chicago

SJU–MDW · 2,057 miles · Luis Muñoz Marín International Airport to Chicago Midway International Airport

67
Usually Fine
WanderNerd Reliability Score
67%
Arrive within 15 minutes
11 min
Average arrival delay
1.9%
Cancelled
53
Flights in the data

Data through May 2026.

Southwest Airlines is the only airline in this data on this route, arriving on time 67% of the time across 53 flights. No comparison to make.

What the data says

The 12–3 PM departure wins.

SJU–MDW flights departing between 12–3 PM arrived on time 77% of the time, versus 55% between 3–6 PM.

Sunday has been the better bet.

A small edge: 71% on time on Sundays against 66% on Saturdays.

Flights on this route

The breakdown

On-time by weekday
  • Mon—(0 flights)
  • Tue—(0 flights)
  • Wed—(0 flights)
  • Thu—(0 flights)
  • Fri—(0 flights)
  • Sat66%(38 flights)
  • Sun71%(14 flights)
On-time by departure window
  • 12–3 PM77%(30 flights)
  • 3–6 PM55%(22 flights)

Same trip, other airports

Keep nerding

Based on 53 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.