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

Nonstops (seasonal or thin)


Southwest	MDW	BUF	1h 30m	75%	1.5%	824	Flying now

Best connections, any airlines

Most reliable Quickest (80%+ on time)

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


Southwest + Americantwo ticketsDetails →	MDW 07:40 → BOS 10:55WN 4611	3h 00m Boston	BOS 13:55 → BUF 15:44AA 4440 · flown by Republic	7h 04m	100%	88%
Southwest + Deltatwo ticketsDetails →	MDW 10:15 → MSP 11:45WN 2869	3h 37m Minneapolis	MSP 15:22 → BUF 18:27DL 1749	7h 12m	98%	82%
Southwest + Deltatwo ticketsDetails →	MDW 07:15 → ATL 10:05WN 3054	3h 55m Atlanta	ATL 14:00 → BUF 16:06DL 2266	7h 51m	100%	82%
Southwest Details →	MDW 07:00 → BWI 09:45WN 2742	1h 05m Baltimore	BWI 10:50 → BUF 12:05WN 762	4h 05m	94%	80%
Southwest Details →	MDW 08:55 → BWI 11:45WN 1355	1h 15m Baltimore	BWI 13:00 → BUF 14:15WN 894	4h 20m	95%	76%
Southwest + Americantwo ticketsDetails →	MDW 07:40 → PHL 10:42WN 4122	2h 08m Philadelphia	PHL 12:50 → BUF 14:19AA 6041 · flown by Piedmont	5h 39m	98%	75%
Southwest + Deltatwo ticketsDetails →	MDW 07:55 → DTW 10:05WN 1775	3h 58m Detroit	DTW 14:03 → BUF 15:21DL 3642 · flown by SkyWest	6h 26m	100%	75%
Southwest + Americantwo ticketsDetails →	MDW 06:00 → DCA 08:45WN 4976	2h 06m Washington	DCA 10:51 → BUF 12:15AA 5104 · flown by PSA	5h 17m	100%	74%
Tight connection: often missed
Southwest Details →	MDW 19:00 → BWI 21:55WN 2745	1h 00m Baltimore	BWI 22:55 → BUF 00:15 +1WN 4577	4h 10m	66%	40%

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

BWI · 1h 15m · leaves 08:55 5%

Afternoon and evening

BWI · 1h 00m · leaves 19:00 34%

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.

The table above includes two-ticket connections (marked “two tickets”), held to the 90-minute minimum. One ticket only →

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