FlyOnSchedule

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

Dallas Love Field → Chicago Midway International

Data through July 2026 · Last updated October 18, 2026

On-time arrivals69.8%last 12 months
Avg delay when late54 minflights 15+ min late
Cancelled2.0%of scheduled flights
Flights2,179scheduled, 12 months

Over the last 12 months, 69.8% of Dallas (DAL) to Chicago (MDW) flights arrived on time (2,179 scheduled flights). That is 7.8 points below the national average of 77.6%.

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

February has been the best month (85% on time) and Sunday the weakest day of the week (69%).

2.0% of flights were cancelled, versus 1.8% nationally.

DAL 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 69.8%54 min2.0% 2,179

80%+ good 70–79.9% fair <70% poor

Best time of day to fly DAL to MDW

On-time arrival % by scheduled departure hour (local time), 4,421 flights over 24 months.

Show the numbers
Departure hourOn timeCancelledFlights
6am–7am 92.3%1.5% 527
7am–8am 89.9%0.6% 341
8am–9am 89.4%2.1% 144
9am–10am 77.1%1.4% 214
10am–11am 80.3%1.4% 289
11am–12pm 77.6%3.7% 215
12pm–1pm 77.9%1.5% 203
1pm–2pm 75.2%1.2% 167
2pm–3pm 72.2%2.2% 410
3pm–4pm 67.9%3.5% 143
4pm–5pm 58.7%0.7% 289
5pm–6pm 69.0%1.6% 244
6pm–7pm 61.4%1.2% 246
7pm–8pm 58.8%2.5% 434
8pm–9pm 66.3%0.5% 195
9pm–10pm 60.0%1.8% 168
10pm–11pm 57.8%3.1% 192

Best day of the week

24 months, by day of departure.

Best month to fly

24 months, by calendar month.

Holiday travel on DAL 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) 79.1% +3.4 pts 4.4% 91
Christmas & New Year (Dec 20 - Jan 3) 72.1% -3.6 pts 1.0% 193
Summer peak (Jun 15 - Aug 15) 64.4% -11.3 pts 1.9% 833
All other days75.7%—1.7%3,304

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).