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 → SRQ flights land within a few points of 3 in 4 on time whatever the hour.

Nonstops (seasonal or thin)


Southwest	MDW	SRQ	2h 40m	75%	1.3%	520	Flying now

Best connections, one ticket

Most reliable Quickest (80%+ on time)

Ranked by chance you reach Sarasota/Bradenton on time. Total trip = scheduled departure to arrival, layover included (Sarasota/Bradenton is 1 h ahead of Chicago). Layovers up to 4 hours. Pick a connection for the details.


Delta Details →	MDW 06:00 → ATL 08:55DL 1285	3h 45m Atlanta	ATL 12:40 → SRQ 14:14DL 2438	7h 14m	97%	82%
Delta Details →	MDW 11:05 → ATL 14:01DL 1063	3h 14m Atlanta	ATL 17:15 → SRQ 18:52DL 3115	6h 48m	99%	76%
Delta Details →	MDW 17:10 → ATL 20:22DL 1728	2h 45m Atlanta	ATL 23:07 → SRQ 00:49 +1DL 2997	6h 35m	95%	71%
Southwest Details →	MDW 08:55 → BWI 11:45WN 1355	2h 45m Baltimore	BWI 14:30 → SRQ 17:05WN 4817	7h 10m	100%	70%
Southwest Details →	MDW 13:40 → MCO 17:30WN 2819	3h 20m Orlando	MCO 20:50 → SRQ 22:00WN 2710	7h 15m	100%	64%
Southwest Details →	MDW 07:15 → BNA 08:40WN 2959	3h 10m Nashville	BNA 11:50 → SRQ 14:45WN 677	6h 30m	100%	64%
Southwest Details →	MDW 10:32 → STL 11:45WN 2901	3h 15m St Louis	STL 15:00 → SRQ 18:20WN 4913	6h 48m	100%	61%
Tight connection: often missed
Delta Details →	MDW 17:10 → ATL 20:22DL 1728	53m Atlanta	ATL 21:15 → SRQ 22:52DL 1057	4h 43m	73%	50%
Southwest Details →	MDW 13:00 → STL 14:10WN 2902	50m St Louis	STL 15:00 → SRQ 18:20WN 4913	4h 20m	63%	39%
Southwest Details →	MDW 17:05 → BNA 18:35WN 2199	1h 10m Nashville	BNA 19:45 → SRQ 22:45WN 2700	4h 40m	65%	25%

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 · 1h 10m · leaves 06:00 9%

Afternoon and evening

ATL · 53m · leaves 17:10 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.


Southwest WN 3054 MDW 07:15 → ATL Delta DL 2438 ATL 12:40 → SRQ Connection details →	2h 35m	5h 59m	100%	87%
Southwest WN 2801 MDW 05:15 → LGA Delta DL 2412 LGA 10:28 → SRQ Connection details →	2h 13m	7h 19m	98%	81%
Southwest WN 4154 MDW 08:55 → ATL Delta DL 3109 ATL 15:38 → SRQ Connection details →	3h 53m	7h 22m	100%	76%

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