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 MDW → PNS flights land within a few points of 88% on time whatever the hour.

Nonstops (seasonal or thin)


Southwest	MDW	PNS	2h 15m	88%	0.8%	124	Flying now

Best connections, one ticket

Most reliable Quickest (80%+ on time)

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


Delta Details →	MDW 06:00 → ATL 08:55DL 1285	3h 55m Atlanta	ATL 12:50 → PNS 13:00DL 1640	7h 03m	97%	82%
Delta Details →	MDW 11:05 → ATL 14:01DL 1063	2h 49m Atlanta	ATL 16:50 → PNS 17:06DL 2211	6h 01m	98%	76%
Southwest Details →	MDW 05:00 → DAL 07:15WN 1377	2h 20m Dallas	DAL 09:35 → PNS 11:25WN 3796	6h 25m	100%	75%
Delta Details →	MDW 17:10 → ATL 20:22DL 1728	2h 53m Atlanta	ATL 23:15 → PNS 23:32DL 2807	6h 22m	95%	71%
Southwest Details →	MDW 06:40 → HOU 09:15WN 4497	2h 45m Houston	HOU 12:00 → PNS 13:30WN 4795	6h 50m	100%	71%
Delta Details →	MDW 12:50 → ATL 15:49DL 2417	2h 22m Atlanta	ATL 18:11 → PNS 18:27DL 3059	5h 36m	97%	69%
Southwest Details →	MDW 09:48 → AUS 12:22WN 2727	1h 33m Austin	AUS 13:55 → PNS 15:45WN 931	5h 57m	99%	66%
Southwest Details →	MDW 09:55 → DEN 11:30WN 2654	2h 15m Denver	DEN 13:45 → PNS 17:40WN 2264	7h 45m	100%	64%
Tight connection: often missed
Southwest Details →	MDW 16:20 → DAL 18:35WN 2758	1h 15m Dallas	DAL 19:50 → PNS 21:35WN 1388	5h 15m	70%	22%

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.

Afternoon and evening

ATL · 1h 17m · leaves 17:10 18%

DAL · 1h 15m · leaves 16:20 30%

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.


Southwest WN 3054 MDW 07:15 → ATL Delta DL 1640 ATL 12:50 → PNS Connection details →	2h 45m	5h 48m	100%	86%
Southwest WN 4154 MDW 08:55 → ATL Delta DL 1013 ATL 15:11 → PNS Connection details →	3h 26m	6h 31m	100%	84%
Southwest WN 2464 MDW 08:30 → MIA American AA 3749 MIA 15:31 → PNS Connection details →	3h 01m	7h 58m	100%	81%

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