FlyOnSchedule

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

Louis Armstrong New Orleans International → Chicago Midway International

Data through July 2026 · Last updated October 18, 2026

On-time arrivals74.9%last 12 months
Avg delay when late54 minflights 15+ min late
Cancelled1.2%of scheduled flights
Flights1,014scheduled, 12 months

1,014 flights were scheduled from New Orleans (MSY) to Chicago (MDW) in the last 12 months, and 74.9% of those that flew arrived on time, 2.7 points below the US average of 77.6%.

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

February has been the best month (90% on time) and Friday the weakest day of the week (74%).

1.2% of flights were cancelled, versus 1.8% nationally.

MSY 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 74.9%54 min1.2% 1,014

80%+ good 70–79.9% fair <70% poor

Best time of day to fly MSY to MDW

On-time arrival % by scheduled departure hour (local time), 2,014 flights over 24 months.

Show the numbers
Departure hourOn timeCancelledFlights
5am–6am 97.0%1.6% 242
6am–7am 91.1%0.3% 317
7am–8am 94.6%0.0% 74
8am–9am 92.8%0.0% 98
9am–10am 92.9%5.1% 59
10am–11am 88.9%1.6% 64
11am–12pm 78.6%0.8% 134
12pm–1pm 86.0%0.7% 145
1pm–2pm 86.3%0.0% 51
2pm–3pm 72.7%0.0% 152
3pm–4pm 76.7%3.0% 134
4pm–5pm 67.0%0.9% 116
5pm–6pm 56.4%2.2% 139
6pm–7pm 51.1%0.5% 190
7pm–8pm 62.5%0.0% 32
8pm–9pm Limited data 3
9pm–10pm 71.4%0.0% 49
10pm–11pm Limited data 15

Best day of the week

24 months, by day of departure.

Best month to fly

24 months, by calendar month.

Holiday travel on MSY 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) 90.3% +8.8 pts 5.9% 34
Christmas & New Year (Dec 20 - Jan 3) 74.0% -7.6 pts 0.0% 73
Summer peak (Jun 15 - Aug 15) 71.0% -10.5 pts 0.5% 374
All other days81.5%—1.0%1,533

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).