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

Take the nonstop: Southwest OKC → MDW (1h 55m) reaches Chicago on time 84% of the time; the most reliable connection, Southwest via Nashville (4h 48m), 43%.

Nonstops (seasonal or thin)


Southwest	OKC	MDW	1h 55m	85%	1.4%	560	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.


Southwest Details →	OKC 06:05 → DEN 06:45WN 3111	3h 15m Denver	DEN 10:00 → MDW 13:25WN 755	7h 20m	98%	84%
Delta Details →	OKC 05:49 → ATL 08:59DL 1184	2h 06m Atlanta	ATL 11:05 → MDW 12:05DL 2417	6h 16m	97%	81%
Southwest Details →	OKC 05:45 → DAL 06:40WN 3109	3h 25m Dallas	DAL 10:05 → MDW 12:20WN 1357	6h 35m	100%	81%
Southwest Details →	OKC 21:45 → PHX 22:00WN 3125	1h 55m Phoenix	PHX 23:55 → MDW 05:10 +1WN 3298	7h 25m	92%	77%
Southwest Details →	OKC 20:32 → LAS 21:08WN 3119	2h 47m Las Vegas	LAS 23:55 → MDW 05:25 +1WN 2276	8h 53m	91%	75%
Southwest Details →	OKC 06:20 → LAS 06:50WN 392	1h 30m Las Vegas	LAS 08:20 → MDW 13:55WN 2271	7h 35m	100%	75%
Delta Details →	OKC 11:14 → ATL 14:19DL 2490	56m Atlanta	ATL 15:15 → MDW 16:15DL 1728	5h 01m	89%	64%
Southwest Details →	OKC 09:30 → DEN 10:10WN 3112	2h 50m Denver	DEN 13:00 → MDW 16:20WN 1601	6h 50m	100%	59%
Tight connection: often missed
Delta Details →	OKC 17:07 → ATL 20:29DL 2862	46m Atlanta	ATL 21:15 → MDW 22:17DL 1076	5h 10m	74%	54%
Southwest Details →	OKC 18:10 → HOU 19:42WN 3117	1h 03m Houston	HOU 20:45 → MDW 23:10WN 2044	5h 00m	68%	25%

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

ATL · 55m · leaves 07:00 10%

Afternoon and evening

MCO · 1h 20m · leaves 13:50 18%

ATL · 46m · leaves 17:07 26%

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.


United UA 4751 OKC 06:05 → DEN Southwest WN 755 DEN 10:00 → MDW Connection details →	3h 02m	7h 20m	99%	85%
Delta DL 1184 OKC 05:49 → ATL Southwest WN 225 ATL 12:30 → MDW Connection details →	3h 31m	7h 36m	98%	72%
American AA 3805 OKC 11:10 → DFW Frontier F9 2882 DFW 14:30 → MDW Connection details →	2h 12m	5h 44m	97%	62%

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