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

The nonstop is quickest: Southwest SRQ → MDW (2h 45m), on time 73% of the time. Southwest via MCO (4h 45m) is more reliable, 86%, but takes 2h 00m longer.

Nonstops (seasonal or thin)


Southwest	SRQ	MDW	2h 45m	74%	1.5%	520	Flying now

Best connections, any airlines

Most reliable Quickest (80%+ on time)

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


American + Southwesttwo ticketsDetails →	SRQ 06:21 → CLT 08:15AA 2264	3h 20m Charlotte	CLT 11:35 → MDW 12:35WN 4529	7h 14m	97%	92%
Southwest Details →	SRQ 06:15 → MCO 07:10WN 385	1h 05m Orlando	MCO 08:15 → MDW 10:00WN 1340	4h 45m	97%	86%
Delta + Southwesttwo ticketsDetails →	SRQ 06:00 → ATL 07:43DL 1499	2h 17m Atlanta	ATL 10:00 → MDW 11:00WN 224	6h 00m	97%	84%
Delta Details →	SRQ 07:04 → ATL 08:45DL 1445	2h 20m Atlanta	ATL 11:05 → MDW 12:05DL 2417	6h 01m	98%	82%
Delta Details →	SRQ 11:01 → ATL 12:44DL 3196	2h 31m Atlanta	ATL 15:15 → MDW 16:15DL 1728	6h 14m	98%	71%
Southwest Details →	SRQ 06:45 → BWI 09:10WN 3876	3h 20m Baltimore	BWI 12:30 → MDW 13:30WN 435	7h 45m	98%	66%
Delta + Frontiertwo ticketsDetails →	SRQ 15:20 → ATL 17:05DL 2438	3h 55m Atlanta	ATL 21:00 → MDW 22:03F9 2291	7h 44m	98%	64%
Southwest Details →	SRQ 12:10 → BWI 14:35WN 1534	1h 53m Baltimore	BWI 16:28 → MDW 17:32WN 997	6h 23m	96%	61%
Tight connection: often missed
Southwest Details →	SRQ 18:30 → BNA 19:25WN 4425	1h 00m Nashville	BNA 20:25 → MDW 21:55WN 4286	4h 25m	53%	16%

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 02m · leaves 18:22 20%

BNA · 1h 00m · leaves 18:30 47%

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.

The table above includes two-ticket connections (marked “two tickets”), held to the 90-minute minimum. One ticket only →

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