FlyOnSchedule

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

LaGuardia → Chicago Midway International

Data through July 2026 · Last updated October 18, 2026

On-time arrivals72.5%last 12 months
Avg delay when late66 minflights 15+ min late
Cancelled4.9%of scheduled flights
Flights2,385scheduled, 12 months

2,385 flights were scheduled from New York (LGA) to Chicago (MDW) in the last 12 months, and 72.5% of those that flew arrived on time, 5.1 points below the US average of 77.6%.

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

Over 24 months, Wednesday was the most reliable day (78% on time) and June the worst month (62%).

The cancellation rate was 4.9% (US average 1.8%).

LGA 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 72.5%66 min4.9% 2,385

80%+ good 70–79.9% fair <70% poor

Best time of day to fly LGA to MDW

On-time arrival % by scheduled departure hour (local time), 4,744 flights over 24 months.

Show the numbers
Departure hourOn timeCancelledFlights
6am–7am 92.3%1.6% 581
7am–8am 78.8%3.5% 226
8am–9am 86.7%6.2% 32
9am–10am 86.3%1.9% 529
10am–11am 83.2%1.6% 128
11am–12pm 81.8%1.9% 542
12pm–1pm 77.8%0.0% 45
1pm–2pm 75.2%3.8% 160
2pm–3pm 77.2%2.8% 531
3pm–4pm 67.5%6.1% 361
4pm–5pm 67.0%3.5% 284
5pm–6pm 62.0%5.2% 362
6pm–7pm 64.0%6.3% 237
7pm–8pm 71.4%7.8% 77
8pm–9pm 67.7%7.9% 38
9pm–10pm 60.7%6.5% 611

Best day of the week

24 months, by day of departure.

Best month to fly

24 months, by calendar month.

Holiday travel on LGA 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) 85.5% +7.8 pts 3.8% 80
Christmas & New Year (Dec 20 - Jan 3) 70.6% -7.2 pts 1.1% 184
Summer peak (Jun 15 - Aug 15) 65.5% -12.2 pts 7.6% 828
All other days77.8%—3.0%3,652

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).