Route on-time record

MDW to RSW: most on-time flights and the best time to fly

Chicago (Chicago Midway International Airport) to Fort Myers (Southwest Florida International Airport). 1,162 nonstop flights in Jun 2025 to May 2026, 76% arrived within 15 minutes and 1.1% were cancelled. The most reliable flight number was Southwest 3991 at 7:00 AM.

Flying on a specific date? We’ll adjust for the month, the weekday and the forecast.

MDW → RSW

Chicago to Fort Myers: 1,162 nonstop flights a year

On time (12 months)

76%

Cancelled

1.1%

avg delay 14 min

Best time to leave

Before 9 AM

85% on time vs 66% 6 to 9 PM

Most reliable airline

Southwest

75% chance on time

Check MDW to RSW fares

Lowest nonstop fare seen in the next two months: $234 (Southwest 4566 on 2026-11-04). Fares open on our travel partner (Aviasales). Pick the flight number you chose here.

Most reliable nonstop flights

Ranked by the chance the flight operates and arrives within 15 minutes of schedule, from Jun 2025 to May 2026 records.

#1 · Southwest 3991
7:00 AM → 10:50 AM2h 45m nonstop
Local times, typical schedule. Last flown 2026-04-06.
83%
chance on time
On time (history)
87%
Cancelled
3.0%
Avg arrival delay
5 min
- Arrived on time 87% of the time (31 flights, Jun 2025 to May 2026).
- Cancelled 3.0% of the time (1 of 33).
- Leaves in this route's most on-time window (Before 9 AM: 85% on time; 6 to 9 PM: 66%).
- Departs inside MDW's trouble window: 50% of its 30 ground stops and delay programs started between 7 AM and 1 PM.
Limited track record · 31 flights
Find Southwest 3991 fares Opens this date on Aviasales
#2 · Southwest 1988
7:25 AM → 11:10 AM2h 45m nonstop
Local times, typical schedule. Last flown 2026-05-29.
83%
chance on time
On time (history)
91%
Cancelled
0.0%
Avg arrival delay
2 min
- Arrived on time 91% of the time (23 flights, Jun 2025 to May 2026).
- Leaves in this route's most on-time window (Before 9 AM: 85% on time; 6 to 9 PM: 66%).
- Departs inside MDW's trouble window: 50% of its 30 ground stops and delay programs started between 7 AM and 1 PM.
- Short track record (23 flights), so its score leans on the airline's record at this hour.
Limited track record · 23 flights
Find Southwest 1988 fares Opens this date on Aviasales
#3 · Southwest 1327
9:00 AM → 12:45 PM2h 45m nonstop
Local times, typical schedule. Last flown 2026-05-30. Same departure also flew as Southwest 3992; its record covers all of them.
82%
chance on time
On time (history)
83%
Cancelled
0.0%
Avg arrival delay
14 min
- Arrived on time 83% of the time (52 flights, Jun 2025 to May 2026).
- Never cancelled in 52 scheduled flights.
- Departs inside MDW's trouble window: 50% of its 30 ground stops and delay programs started between 7 AM and 1 PM.
- Short track record (52 flights), so its score leans on the airline's record at this hour.
Limited track record · 52 flights
Find Southwest 1327 fares Opens this date on Aviasales
#4 · Southwest 4707
11:15 AM → 3:00 PM2h 45m nonstop
Local times, typical schedule. Last flown 2026-04-01.
78%
chance on time
On time (history)
88%
Cancelled
0.0%
Avg arrival delay
15 min
- Arrived on time 88% of the time (8 flights, Jun 2025 to May 2026).
- Departs inside MDW's trouble window: 50% of its 30 ground stops and delay programs started between 7 AM and 1 PM.
- Short track record (8 flights), so its score leans on the airline's record at this hour.
Limited track record · 8 flights
Find Southwest 4707 fares Opens this date on Aviasales
#5 · Southwest 3466
12:00 PM → 3:45 PM2h 45m nonstop
Local times, typical schedule. Last flown 2026-05-30.
75%
chance on time
On time (history)
88%
Cancelled
0.0%
Avg arrival delay
11 min
- Arrived on time 88% of the time (8 flights, Jun 2025 to May 2026).
- Departs inside MDW's trouble window: 50% of its 30 ground stops and delay programs started between 7 AM and 1 PM.
- Short track record (8 flights), so its score leans on the airline's record at this hour.
Limited track record · 8 flights
Find Southwest 3466 fares Opens this date on Aviasales
#6 · Southwest 4301
12:50 PM → 4:35 PM2h 45m nonstop
Local times, typical schedule. Last flown 2026-05-31. Same departure also flew as Southwest 3456; its record covers all of them.
73%
chance on time
On time (history)
73%
Cancelled
0.0%
Avg arrival delay
18 min
- Arrived on time 73% of the time (55 flights, Jun 2025 to May 2026).
- Never cancelled in 56 scheduled flights.
- Departs inside MDW's trouble window: 50% of its 30 ground stops and delay programs started between 7 AM and 1 PM.
- Short track record (55 flights), so its score leans on the airline's record at this hour.
Limited track record · 55 flights
Find Southwest 4301 fares Opens this date on Aviasales
#7 · Southwest 2079
6:55 PM → 10:40 PM2h 45m nonstop
Local times, typical schedule. Last flown 2026-05-31.
73%
chance on time
On time (history)
76%
Cancelled
1.8%
Avg arrival delay
11 min
- Arrived on time 76% of the time (54 flights, Jun 2025 to May 2026).
- Leaves in this route's least on-time window (6 to 9 PM: 66% on time; Before 9 AM: 85%).
- Departs outside MDW's trouble window (7 AM to 1 PM, when 50% of its 30 ground stops and delay programs started).
- Short track record (54 flights), so its score leans on the airline's record at this hour.
Limited track record · 54 flights
Find Southwest 2079 fares Opens this date on Aviasales
#8 · Southwest 2786
4:45 PM → 8:30 PM2h 45m nonstop
Local times, typical schedule. Last flown 2026-04-01.
72%
chance on time
On time (history)
63%
Cancelled
0.0%
Avg arrival delay
15 min
- Arrived on time 63% of the time (8 flights, Jun 2025 to May 2026).
- Departs outside MDW's trouble window (7 AM to 1 PM, when 50% of its 30 ground stops and delay programs started).
- Short track record (8 flights), so its score leans on the airline's record at this hour.
Limited track record · 8 flights
Find Southwest 2786 fares Opens this date on Aviasales
#9 · Southwest 4690
1:00 PM → 4:45 PM2h 45m nonstop
Local times, typical schedule. Last flown 2026-05-31.
68%
chance on time
On time (history)
63%
Cancelled
0.0%
Avg arrival delay
18 min
- Arrived on time 63% of the time (30 flights, Jun 2025 to May 2026).
- Never cancelled in 30 scheduled flights.
- Departs outside MDW's trouble window (7 AM to 1 PM, when 50% of its 30 ground stops and delay programs started).
- 52% of its delay minutes came from the plane arriving late from an earlier flight.
Limited track record · 30 flights
Find Southwest 4690 fares Opens this date on Aviasales
#10 · Southwest 1949
4:55 PM → 8:40 PM2h 45m nonstop
Local times, typical schedule. Last flown 2026-04-06.
64%
chance on time
On time (history)
48%
Cancelled
9.1%
Avg arrival delay
31 min
- Arrived on time 48% of the time (29 flights, Jun 2025 to May 2026).
- Cancelled 9.1% of the time (3 of 33).
- Departs outside MDW's trouble window (7 AM to 1 PM, when 50% of its 30 ground stops and delay programs started).
- 57% of its delay minutes came from the plane arriving late from an earlier flight.
Limited track record · 29 flights
Find Southwest 1949 fares Opens this date on Aviasales

Airlines on this route

Season-adjusted chance of operating and arriving on time.

Southwest Airlines75%
1,162 flights · 76% on time as flown · 1.1% cancel

On time by departure time

All airlines, scheduled local departure, Jun 2025 to May 2026.

Before 9 AM85%
288 flights · avg delay 6 min
9 AM to noon84%
175 flights · avg delay 11 min
Noon to 3 PM71%
298 flights · avg delay 17 min
3 to 6 PM73%
110 flights · avg delay 13 min
6 to 9 PM66%
291 flights · avg delay 21 min

Best day: Monday (78%). Worst: Sunday (73%).

On time by month

All airlines, Jun 2023 to May 2026. Several years per month, so one stormy season doesn't define a month. Travel-month estimates use this seasonal pattern.

What delays this route

Late-arriving aircraft41%
Airline (crew, maintenance, boarding)32%
Air traffic control and airport volume24%
Severe weather2%

Share of delay minutes by the cause airlines report to the US DOT.

Historical odds, not a guarantee. Built from the US DOT Bureau of Transportation Statistics on-time reports (Jun 2025 to May 2026), FAA ground stop and delay program advisories, and 20 years of airport weather observations. Covers US airlines that report to the DOT; schedules are flights operated recently, so confirm times when you book. ATIS Alerts is not affiliated with any airline. Fares are what Aviasales travelers saw in recent searches (USD, one way, 1 adult), not live quotes; the partner site shows the current price. Fare links go to our travel partner and may earn us a commission at no cost to you. Affiliate disclosure

Finding the most reliable connections from MDW to RSW…

MDW to RSW questions

What time of day is best to fly MDW to RSW?: Before 9 AM: 85% of flights arrived on time, against 66% for departures 6 to 9 PM. Later flights inherit delays from earlier ones, so the first departures of the day usually run best.
Which airline is most on time from MDW to RSW?: Southwest, with a season-adjusted 75% chance of operating and arriving on time over 1,162 flights. The adjustment compares each airline with what the route did in the months it flew, so a carrier that skipped a stormy month gets no free credit.
What is the worst month for delays on MDW to RSW?: July (61% on time); the best was November (86%), averaged over Jun 2023 to May 2026.
Is this a prediction for my flight?: No. These are historical odds from the US DOT on-time reports, FAA advisories and airport weather records. Check your flight status and the FAA delay board on the day you fly.

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