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 FLL → MDW flights land within a few points of 72% on time whatever the hour.

Nonstops


Southwest	FLL	MDW	3h 10m	72%	1.3%	1,124	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 (Chicago is 1 h behind Fort Lauderdale). Layovers up to 4 hours. Pick a connection for the details.


Southwest Details →	FLL 05:15 → MCI 07:15WN 1540	1h 13m Kansas City	MCI 08:28 → MDW 09:52WN 1774	5h 38m	98%	87%
Southwest Details →	FLL 05:40 → STL 07:20WN 1874	1h 35m St Louis	STL 08:55 → MDW 10:00WN 2570	5h 20m	97%	85%
Delta Details →	FLL 06:30 → ATL 08:26DL 1215	2h 39m Atlanta	ATL 11:05 → MDW 12:05DL 2417	6h 35m	98%	84%
Southwest Details →	FLL 06:10 → MCO 07:15WN 4824	1h 00m Orlando	MCO 08:15 → MDW 10:00WN 1340	4h 50m	96%	84%
Delta Details →	FLL 05:25 → ATL 07:20DL 1168	1h 49m Atlanta	ATL 09:09 → MDW 10:09DL 1063	5h 44m	98%	82%
Delta Details →	FLL 06:00 → DTW 08:59DL 2631	3h 26m Detroit	DTW 12:25 → MDW 12:46DL 4688 · flown by Endeavor	7h 46m	99%	79%
Southwest Details →	FLL 05:00 → HOU 06:30WN 1861	1h 40m Houston	HOU 08:10 → MDW 10:40WN 1294	6h 40m	93%	78%
Southwest Details →	FLL 05:30 → TPA 06:35WN 429	1h 25m Tampa	TPA 08:00 → MDW 09:40WN 2869	5h 10m	94%	76%
Tight connection: often missed
Frontier Details →	FLL 17:40 → ATL 20:04F9 1123	56m Atlanta	ATL 21:00 → MDW 22:03F9 2291	5h 24m	41%	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 00m · leaves 06:10 4%

Afternoon and evening

ATL · 56m · leaves 17:40 59%

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 2087 FLL 07:44 → CLT Southwest WN 4529 CLT 11:35 → MDW Connection details →	1h 42m	5h 51m	93%	88%
Delta DL 1168 FLL 05:25 → ATL Southwest WN 224 ATL 10:00 → MDW Connection details →	2h 40m	6h 35m	98%	86%
American AA 444 FLL 06:18 → PHL Southwest WN 3224 PHL 11:22 → MDW Connection details →	2h 16m	7h 14m	97%	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