Sun, Oct 4 has passed, so this is the 12-month record.

Itineraries flown on 20+ days in the Jun 6 – Jul 31, 2026 schedule · each leg’s record Aug 2025 – Jul 2026

No clear winner: Southwest’s PNS → MDW flights land within a few points of 3 in 4 on time whatever the hour.

Nonstops (seasonal or thin)


Southwest	PNS	MDW	2h 15m	76%	0.0%	124	Flying now

Best connections, one ticket

Most reliable Quickest (80%+ on time)

Ranked by chance you reach Chicago on time. Total trip = scheduled departure to arrival, layover included. Layovers up to 4 hours. Pick a connection for the details.


Delta Details →	PNS 07:00 → ATL 09:17DL 3129	1h 48m Atlanta	ATL 11:05 → MDW 12:05DL 2417	5h 05m	97%	82%
Southwest Details →	PNS 07:50 → BNA 09:20WN 3391	3h 35m Nashville	BNA 12:55 → MDW 14:30WN 1430	6h 40m	100%	78%
Delta Details →	PNS 06:00 → ATL 08:15DL 3019	54m Atlanta	ATL 09:09 → MDW 10:09DL 1063	4h 09m	92%	76%
Delta Details →	PNS 09:23 → ATL 11:35DL 3103	3h 40m Atlanta	ATL 15:15 → MDW 16:15DL 1728	6h 52m	99%	72%
Southwest Details →	PNS 07:00 → DAL 08:45WN 3393	1h 20m Dallas	DAL 10:05 → MDW 12:20WN 1357	5h 20m	92%	71%
Delta Details →	PNS 16:31 → ATL 18:50DL 1013	2h 25m Atlanta	ATL 21:15 → MDW 22:17DL 1076	5h 46m	95%	70%
Southwest Details →	PNS 14:10 → MCI 16:15WN 4795	3h 40m Kansas City	MCI 19:55 → MDW 21:20WN 345	7h 10m	98%	62%
Southwest Details →	PNS 17:15 → AUS 19:20WN 279	1h 40m Austin	AUS 21:00 → MDW 23:35WN 361	6h 17m	94%	60%
Tight connection: often missed
Southwest Details →	PNS 14:10 → MCI 16:15WN 4795	1h 15m Kansas City	MCI 17:30 → MDW 18:55WN 2029	4h 45m	73%	28%
Southwest Details →	PNS 17:05 → DEN 19:10WN 1514	1h 40m Denver	DEN 20:50 → MDW 00:15 +1WN 1615	7h 07m	58%	20%

Same layover, different day-part

How often the first flight arrives too late to connect (45 min minimum), for one-ticket layovers of 45–80 minutes.

Morning

ATL · 54m · leaves 06:00 8%

Afternoon and evening

MCI · 1h 15m · leaves 14:10 27%

Delays build through the day, so an afternoon first leg eats the layover. A short connection is fine early in the morning and a gamble later on.

Mixing airlines

One ticketMiss it and the airline rebooks you; bags go through. 45 min is enough.

Separate ticketsMiss it and you buy a new ticket. Re-check bags, clear security again: we require 90 min.


American AA 5548 PNS 05:22 → CLT Southwest WN 4529 CLT 11:35 → MDW Connection details →	3h 17m	7h 13m	97%	90%
Delta DL 3019 PNS 06:00 → ATL Southwest WN 224 ATL 10:00 → MDW Connection details →	1h 45m	5h 00m	93%	80%
Delta DL 3129 PNS 07:00 → ATL Southwest WN 225 ATL 12:30 → MDW Connection details →	3h 13m	6h 25m	98%	73%

Rank all connections, any airlines →

Regional partners count as the airline that sells them: SkyWest flying Delta Connection is one Delta ticket.

How these are worked out. Makes the connection: share of the last year’s flights where the first flight arrived with at least 45 minutes to spare (90 on separate tickets). Arrives on time: first flight not cancelled × connection made × second flight not cancelled and arriving within 15 minutes. Not yet counted: the second flight also leaving late (which helps), gate-to-gate distance at the hub, and rebooking after a missed connection.

About this data: US DOT on-time records, Aug 2025 – Jul 2026, all US airlines; regional flights count under the airline that sells them. Schedules (which flights and connections exist, and their times) are as of Jun 6 – Jul 31, 2026; seasonal flights outside that window aren’t ranked. Rebuilt monthly. JSON