FlyOnSchedule

Best Time to Fly SAT to MDW: On-Time Stats by Hour & Airline

San Antonio International → Chicago Midway International

Data through July 2026 · Last updated October 18, 2026

On-time arrivals76.8%last 12 months
Avg delay when late44 minflights 15+ min late
Cancelled1.1%of scheduled flights
Flights661scheduled, 12 months

661 flights were scheduled from San Antonio (SAT) to Chicago (MDW) in the last 12 months, and 76.8% of those that flew arrived on time, 0.8 points below the US average of 77.6%.

Southwest Airlines was the only reporting airline with regular flights on this route.

October has been the best month (93% on time) and Sunday the weakest day of the week (78%).

1.1% of flights were cancelled, versus 1.8% nationally.

SAT to MDW on-time performance by airline

Last 12 months. Airlines with fewer than 30 completed flights are marked “limited data”.

AirlineOn timeAvg delay when lateCancelledFlights
Southwest Airlines 76.8%44 min1.1% 661

80%+ good 70–79.9% fair <70% poor

Best time of day to fly SAT to MDW

On-time arrival % by scheduled departure hour (local time), 1,393 flights over 24 months.

Show the numbers
Departure hourOn timeCancelledFlights
5am–6am 96.3%0.7% 136
6am–7am 91.9%1.0% 311
7am–8am 95.5%2.9% 69
8am–9am 95.3%0.0% 43
9am–10am 87.6%1.9% 107
11am–12pm 83.3%0.0% 36
12pm–1pm Limited data 1
1pm–2pm 90.9%0.0% 33
2pm–3pm 76.5%0.7% 295
3pm–4pm 61.1%0.0% 177
4pm–5pm 88.8%0.0% 100
5pm–6pm 75.6%2.3% 43
6pm–7pm 83.3%0.0% 42

Best day of the week

24 months, by day of departure.

Best month to fly

24 months, by calendar month.

Holiday travel on SAT to MDW

On-time arrivals during holiday periods compared with all other days, last 24 months.

PeriodOn timevs other daysCancelledFlights
Thanksgiving week (Tue before to Mon after) Limited data 26
Christmas & New Year (Dec 20 - Jan 3) 75.0% -9.2 pts 0.0% 60
Summer peak (Jun 15 - Aug 15) 84.0% -0.1 pts 1.1% 267
All other days84.2%—0.7%1,040

Monthly on-time trend

On-time arrival % each month, with the 12-month US average for reference.

What causes delays on this route

Share of reported delay minutes, last 12 months (BTS cause categories).