FlyOnSchedule

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

City of Colorado Springs Municipal → Chicago Midway International

Data through July 2026 · Last updated October 18, 2026

On-time arrivals75.0%last 12 months
Avg delay when late46 minflights 15+ min late
Cancelled1.1%of scheduled flights
Flights189scheduled, 12 months

189 flights were scheduled from Colorado Springs (COS) to Chicago (MDW) in the last 12 months, and 75.0% of those that flew arrived on time, 2.6 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 (95% on time) and Thursday the weakest day of the week (70%).

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

COS 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 75.0%46 min1.1% 189

80%+ good 70–79.9% fair <70% poor

Best time of day to fly COS to MDW

On-time arrival % by scheduled departure hour (local time), 579 flights over 24 months.

Show the numbers
Departure hourOn timeCancelledFlights
5am–6am Limited data 2
7am–8am Limited data 2
8am–9am Limited data 15
9am–10am 85.7%0.0% 65
10am–11am Limited data 21
11am–12pm 84.3%1.4% 72
12pm–1pm 83.1%1.2% 84
1pm–2pm 77.6%0.0% 76
2pm–3pm 70.5%0.0% 107
3pm–4pm 78.8%1.7% 120
4pm–5pm 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 COS 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 13
Christmas & New Year (Dec 20 - Jan 3) Limited data 26
Summer peak (Jun 15 - Aug 15) 69.4% -12.5 pts 0.6% 162
All other days81.9%—0.3%378

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).