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 → MSY flights land within a few points of 77% on time whatever the hour.

Nonstops


Southwest	MDW	MSY	2h 20m	77%	1.5%	1,013	Flying now

Best connections, one ticket

Most reliable Quickest (80%+ on time)

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


Southwest Details →	MDW 05:15 → DEN 06:50WN 2989	1h 10m Denver	DEN 08:00 → MSY 11:45WN 1642	6h 27m	100%	96%
Delta Details →	MDW 09:17 → DTW 11:35DL 4674 · flown by Endeavor	2h 48m Detroit	DTW 14:23 → MSY 15:57DL 1652	6h 40m	98%	84%
Southwest Details →	MDW 06:40 → HOU 09:15WN 4497	1h 30m Houston	HOU 10:45 → MSY 12:00WN 2051	5h 20m	98%	84%
Delta Details →	MDW 06:00 → ATL 08:55DL 1285	2h 10m Atlanta	ATL 11:05 → MSY 11:42DL 2542	5h 42m	95%	80%
Southwest Details →	MDW 05:10 → MCO 08:40WN 2815	55m Orlando	MCO 09:35 → MSY 10:25WN 2668	5h 15m	88%	77%
Southwest Details →	MDW 10:20 → MCI 11:45WN 2529	3h 50m Kansas City	MCI 15:35 → MSY 17:35WN 2577	7h 15m	100%	76%
Southwest Details →	MDW 06:00 → DCA 08:45WN 4976	2h 50m Washington	DCA 11:35 → MSY 13:10WN 311	7h 10m	100%	76%
Delta Details →	MDW 17:10 → ATL 20:22DL 1728	2h 48m Atlanta	ATL 23:10 → MSY 23:43DL 2224	6h 34m	95%	75%
Tight connection: often missed
Southwest Details →	MDW 11:20 → BNA 12:45WN 2733	47m Nashville	BNA 13:32 → MSY 15:08WN 595	3h 47m	42%	25%
Southwest Details →	MDW 16:15 → DEN 18:00WN 2769	1h 05m Denver	DEN 19:05 → MSY 22:48WN 3301	6h 30m	64%	22%
Southwest Details →	MDW 11:00 → ATL 13:50WN 4606	1h 00m Atlanta	ATL 14:50 → MSY 15:20WN 234	4h 20m	38%	19%

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

DEN · 1h 10m · leaves 05:15 0%

MSP · 1h 10m · leaves 09:54 11%

MCO · 55m · leaves 05:10 12%

Afternoon and evening

DEN · 1h 05m · leaves 16:15 36%

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 2815 MDW 05:10 → MCO Frontier F9 3553 MCO 10:57 → MSY Connection details →	2h 17m	6h 41m	100%	85%
Southwest WN 1243 MDW 07:40 → MSP Delta DL 2695 MSP 12:45 → MSY Connection details →	3h 35m	7h 45m	100%	83%
Southwest WN 3054 MDW 07:15 → ATL Delta DL 3157 ATL 13:45 → MSY Connection details →	3h 40m	7h 05m	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