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 → DAL flights land within a few points of 78% on time whatever the hour.

Nonstops


Southwest	MDW	DAL	2h 25m	78%	2.0%	2,185	Flying now

Best connections, one ticket

Most reliable Quickest (80%+ on time)

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


Southwest Details →	MDW 05:20 → PHX 06:55WN 2858	1h 20m Phoenix	PHX 08:15 → DAL 12:40WN 875	7h 20m	94%	88%
Southwest Details →	MDW 07:15 → BNA 08:40WN 2959	3h 40m Nashville	BNA 12:20 → DAL 14:15WN 5046	7h 00m	100%	84%
Southwest Details →	MDW 06:40 → HOU 09:15WN 4497	2h 15m Houston	HOU 11:30 → DAL 12:40WN 22	6h 00m	100%	84%
Delta Details →	MDW 06:00 → ATL 08:55DL 1285	1h 20m Atlanta	ATL 10:15 → DAL 11:24DL 1115	5h 24m	92%	81%
Southwest Details →	MDW 07:30 → LAS 09:20WN 347	1h 18m Las Vegas	LAS 10:38 → DAL 15:25WN 2218	7h 56m	95%	78%
Southwest Details →	MDW 05:15 → LGA 08:15WN 2801	1h 20m New York	LGA 09:35 → DAL 12:15WN 2451	7h 00m	97%	74%
Southwest Details →	MDW 08:05 → LGA 11:20WN 2038	1h 10m New York	LGA 12:30 → DAL 15:05WN 4570	7h 00m	100%	74%
Southwest Details →	MDW 06:50 → DEN 08:20WN 2765	1h 45m Denver	DEN 10:05 → DAL 13:10WN 1518	6h 20m	100%	73%
Tight connection: often missed
Delta Details →	MDW 17:10 → ATL 20:22DL 1728	53m Atlanta	ATL 21:15 → DAL 22:34DL 1104	5h 24m	73%	57%
Southwest Details →	MDW 16:15 → DEN 18:00WN 2769	1h 05m Denver	DEN 19:05 → DAL 22:05WN 1522	5h 50m	64%	15%
Southwest Details →	MDW 16:35 → PHX 18:15WN 2861	50m Phoenix	PHX 19:05 → DAL 23:30WN 193	6h 55m	27%	10%

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

LGA · 1h 20m · leaves 05:15 3%

LAS · 1h 18m · leaves 07:30 5%

ATL · 1h 20m · leaves 06:00 8%

Afternoon and evening

LAS · 1h 08m · leaves 14:18 22%

ATL · 53m · leaves 17:10 27%

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 3054 MDW 07:15 → ATL Delta DL 512 ATL 13:59 → DAL Connection details →	3h 54m	7h 57m	100%	85%
Southwest WN 4592 MDW 14:40 → ATL Delta DL 1104 ATL 21:15 → DAL Connection details →	3h 40m	7h 54m	90%	70%
Southwest WN 4606 MDW 11:00 → ATL Delta DL 2780 ATL 16:38 → DAL Connection details →	2h 48m	6h 55m	85%	65%

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