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, any airlines

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%
American + Southwesttwo ticketsDetails →	ECP 07:05 → CLT 09:56AA 5175 · flown by PSA	1h 39m Charlotte	CLT 11:35 → MDW 12:35WN 4529	5h 30m	87%	79%
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 + Southwesttwo ticketsDetails →	ECP 07:41 → ATL 09:55DL 1674	2h 35m Atlanta	ATL 12:30 → MDW 13:25WN 225	5h 44m	97%	72%
Delta Details →	ECP 17:08 → ATL 19:24DL 3094	1h 51m Atlanta	ATL 21:15 → MDW 22:17DL 1076	5h 09m	92%	68%
Delta + Frontiertwo ticketsDetails →	ECP 14:47 → ATL 17:00DL 2823	4h 00m Atlanta	ATL 21:00 → MDW 22:03F9 2291	7h 17m	97%	64%
American + Frontiertwo ticketsDetails →	ECP 10:06 → DFW 12:23AA 3503 · flown by Envoy	2h 07m Dallas-Fort Worth	DFW 14:30 → MDW 16:51F9 2882	6h 48m	92%	58%

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.

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