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 → CLT flights land within a few points of 3 in 4 on time whatever the hour.

Nonstops (seasonal or thin)


Southwest	MDW	CLT	1h 50m	76%	1.4%	719	Flying now

Best connections, one ticket

Most reliable Quickest (80%+ on time)

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


Delta Details →	MDW 09:17 → DTW 11:35DL 4674 · flown by Endeavor	2h 30m Detroit	DTW 14:05 → CLT 15:58DL 1429	5h 41m	96%	82%
Delta Details →	MDW 06:00 → ATL 08:55DL 1285	3h 25m Atlanta	ATL 12:20 → CLT 13:35DL 2157	6h 35m	96%	78%
Delta Details →	MDW 09:54 → MSP 11:35DL 5469 · flown by Endeavor	3h 40m Minneapolis	MSP 15:15 → CLT 18:49DL 2821	7h 53m	98%	78%
Southwest Details →	MDW 07:15 → BNA 08:40WN 2959	1h 30m Nashville	BNA 10:10 → CLT 12:35WN 477	4h 20m	88%	76%
Delta Details →	MDW 17:10 → ATL 20:22DL 1728	2h 19m Atlanta	ATL 22:41 → CLT 23:59DL 3177	5h 49m	93%	74%
Delta Details →	MDW 11:05 → ATL 14:01DL 1063	3h 00m Atlanta	ATL 17:01 → CLT 18:19DL 3158	6h 15m	99%	66%
Southwest Details →	MDW 08:55 → BWI 11:45WN 1355	2h 05m Baltimore	BWI 13:50 → CLT 15:25WN 914	5h 30m	100%	63%
Delta Details →	MDW 12:50 → ATL 15:49DL 2417	3h 06m Atlanta	ATL 18:55 → CLT 20:14DL 720	6h 26m	98%	53%

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 · 1h 15m · leaves 06:00 8%

Afternoon and evening

ATL · 1h 12m · leaves 12:50 12%

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 2906 MDW 05:00 → TPA American AA 2828 TPA 11:56 → CLT Connection details →	3h 31m	7h 53m	100%	89%
Southwest WN 2808 MDW 08:00 → MCI American AA 2052 MCI 12:15 → CLT Connection details →	2h 45m	6h 43m	100%	87%
Southwest WN 2816 MDW 06:30 → MCO American AA 2074 MCO 12:48 → CLT Connection details →	2h 43m	7h 15m	98%	87%

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