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 CHS → MDW flights land within a few points of 82% on time whatever the hour.

Nonstops (seasonal or thin)


Southwest	CHS	MDW	2h 15m	82%	0.5%	370	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 Charleston). Layovers up to 4 hours. Pick a connection for the details.


Southwest Details →	CHS 06:30 → BNA 06:55WN 1141	2h 25m Nashville	BNA 09:20 → MDW 11:00WN 1473	5h 30m	100%	88%
Delta Details →	CHS 07:20 → ATL 08:34DL 1664	2h 31m Atlanta	ATL 11:05 → MDW 12:05DL 2417	5h 45m	98%	84%
Delta Details →	CHS 05:10 → ATL 06:21DL 3055	2h 48m Atlanta	ATL 09:09 → MDW 10:09DL 1063	5h 59m	100%	83%
Delta Details →	CHS 11:18 → ATL 12:27DL 3091	2h 48m Atlanta	ATL 15:15 → MDW 16:15DL 1728	5h 57m	98%	73%
Delta Details →	CHS 17:03 → ATL 18:24DL 1381	2h 51m Atlanta	ATL 21:15 → MDW 22:17DL 1076	6h 14m	97%	72%
Delta Details →	CHS 07:10 → DTW 09:19DL 5092 · flown by Endeavor	3h 06m Detroit	DTW 12:25 → MDW 12:46DL 4688 · flown by Endeavor	6h 36m	92%	71%
Southwest Details →	CHS 07:15 → BWI 08:50WN 1090	3h 40m Baltimore	BWI 12:30 → MDW 13:30WN 435	7h 15m	96%	67%
Southwest Details →	CHS 16:45 → STL 17:50WN 493	3h 55m St Louis	STL 21:45 → MDW 22:55WN 3957	7h 05m	96%	64%
Tight connection: often missed
Southwest Details →	CHS 16:10 → BWI 17:45WN 470	1h 15m Baltimore	BWI 19:00 → MDW 20:05WN 1005	4h 55m	66%	41%
Southwest Details →	CHS 17:40 → DEN 19:25WN 1145	1h 25m Denver	DEN 20:50 → MDW 00:15 +1WN 1615	7h 32m	65%	23%

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 3235 CHS 06:41 → CLT Southwest WN 4529 CLT 11:35 → MDW Connection details →	3h 48m	6h 54m	99%	95%
Delta DL 3055 CHS 05:10 → ATL Southwest WN 224 ATL 10:00 → MDW Connection details →	3h 39m	6h 50m	100%	87%
American AA 3298 CHS 05:00 → CLT Southwest WN 3048 CLT 07:35 → MDW Connection details →	1h 34m	4h 40m	95%	83%

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