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 ECP → MDW flights land within a few points of 4 in 5 on time whatever the hour.

Nonstops (seasonal or thin)


Southwest	ECP	MDW	2h 20m	79%	0.0%	169	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 →	ECP 06:00 → ATL 08:15DL 3114	2h 50m Atlanta	ATL 11:05 → MDW 12:05DL 2417	6h 05m	96%	82%
Southwest Details →	ECP 06:55 → DAL 08:50WN 1787	1h 15m Dallas	DAL 10:05 → MDW 12:20WN 1357	5h 25m	96%	75%
Delta Details →	ECP 09:19 → ATL 11:31DL 3048	3h 44m Atlanta	ATL 15:15 → MDW 16:15DL 1728	6h 56m	99%	74%
Delta Details →	ECP 17:08 → ATL 19:24DL 3094	1h 51m Atlanta	ATL 21:15 → MDW 22:17DL 1076	5h 09m	92%	68%
Southwest Details →	ECP 13:25 → STL 15:15WN 1790	3h 15m St Louis	STL 18:30 → MDW 19:35WN 596	6h 10m	100%	50%
Southwest Details →	ECP 07:50 → BNA 09:15WN 1785	1h 30m Nashville	BNA 10:45 → MDW 12:20WN 575	4h 30m	100%	44%
Southwest Details →	ECP 11:30 → MCI 13:45WN 1788	3h 45m Kansas City	MCI 17:30 → MDW 18:55WN 2029	7h 25m	100%	38%
Southwest Details →	ECP 18:20 → BNA 19:45WN 554	1h 55m Nashville	BNA 21:40 → MDW 19:10WN 578	4h 50m	88%	37%

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

DAL · 1h 15m · leaves 06:55 4%

ATL · 1h 10m · leaves 07:41 6%

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.


Delta DL 3114 ECP 06:00 → ATL Southwest WN 224 ATL 10:00 → MDW Connection details →	1h 45m	5h 00m	91%	80%
American AA 5175 ECP 07:05 → CLT Southwest WN 4529 CLT 11:35 → MDW Connection details →	1h 39m	5h 30m	87%	79%
Delta DL 1674 ECP 07:41 → ATL Southwest WN 225 ATL 12:30 → MDW Connection details →	2h 35m	5h 44m	97%	72%

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