FlyOnSchedule

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

Okc Will Rogers International → Chicago Midway International

Data through July 2026 · Last updated October 18, 2026

On-time arrivals84.3%last 12 months
Avg delay when late42 minflights 15+ min late
Cancelled1.4%of scheduled flights
Flights560scheduled, 12 months

560 flights were scheduled from Oklahoma City (OKC) to Chicago (MDW) in the last 12 months, and 84.3% of those that flew arrived on time, 6.7 points above the US average of 77.6%.

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

Over 24 months, Monday was the most reliable day (93% on time) and December the worst month (73%).

The cancellation rate was 1.4% (US average 1.8%).

OKC 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 84.3%42 min1.4% 560

80%+ good 70–79.9% fair <70% poor

Best time of day to fly OKC to MDW

On-time arrival % by scheduled departure hour (local time), 1,064 flights over 24 months.

Show the numbers
Departure hourOn timeCancelledFlights
5am–6am 94.6%1.1% 283
6am–7am 95.1%2.4% 83
7am–8am 93.8%0.0% 96
8am–9am Limited data 12
9am–10am Limited data 8
10am–11am Limited data 28
11am–12pm Limited data 1
12pm–1pm Limited data 17
1pm–2pm Limited data 5
2pm–3pm 69.3%3.1% 64
3pm–4pm 79.9%0.7% 270
4pm–5pm 74.0%1.0% 97
5pm–6pm 76.2%0.0% 84
6pm–7pm Limited data 16

Best day of the week

24 months, by day of departure.

Best month to fly

24 months, by calendar month.

Holiday travel on OKC 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 12
Christmas & New Year (Dec 20 - Jan 3) 70.0% -17.3 pts 0.0% 30
Summer peak (Jun 15 - Aug 15) 82.4% -4.9 pts 1.3% 237
All other days87.3%—0.9%785

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).