Sun, Oct 4 has passed, so this is the 12-month record.

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

No nonstop, and no clear pattern: the best connection reaches Chicago on time 86% of the time.

Best connections, one ticket

Ranked by chance you reach Chicago on time. Total trip = scheduled departure to arrival, layover included (Chicago is 1 h behind West Palm Beach). Layovers up to 4 hours. Pick a connection for the details.


Southwest Details →	PBI 06:10 → MCO 07:10WN 3083	50m Orlando	MCO 08:00 → MDW 09:50WN 2835	4h 40m	94%	86%
Delta Details →	PBI 06:00 → ATL 07:50DL 1376	3h 15m Atlanta	ATL 11:05 → MDW 12:05DL 2417	7h 05m	99%	84%
Delta Details →	PBI 10:03 → ATL 11:54DL 1266	3h 21m Atlanta	ATL 15:15 → MDW 16:15DL 1728	7h 12m	100%	73%
Delta Details →	PBI 16:55 → ATL 18:55DL 838	2h 20m Atlanta	ATL 21:15 → MDW 22:17DL 1076	6h 22m	95%	70%
Southwest Details →	PBI 07:10 → BWI 09:35WN 3189	2h 55m Baltimore	BWI 12:30 → MDW 13:30WN 435	7h 20m	100%	69%
Southwest Details →	PBI 14:40 → BWI 17:05WN 1072	1h 55m Baltimore	BWI 19:00 → MDW 20:05WN 1005	6h 25m	100%	63%
Delta Details →	PBI 12:25 → DTW 15:20DL 2926	2h 47m Detroit	DTW 18:07 → MDW 18:25DL 4677 · flown by Endeavor	7h 04m	99%	58%
Southwest Details →	PBI 11:30 → BNA 12:50WN 4599	3h 25m Nashville	BNA 16:15 → MDW 17:50WN 2241	7h 20m	100%	26%

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

MCO · 1h 05m · leaves 06:10 2%

ATL · 1h 19m · leaves 06:00 2%

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.


American AA 2848 PBI 05:43 → CLT Southwest WN 4529 CLT 11:35 → MDW Connection details →	3h 55m	7h 52m	100%	95%
Delta DL 1376 PBI 06:00 → ATL Southwest WN 224 ATL 10:00 → MDW Connection details →	2h 10m	6h 00m	98%	85%
American AA 2642 PBI 07:04 → PHL Southwest WN 3224 PHL 11:22 → MDW Connection details →	1h 34m	6h 28m	92%	76%

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