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

Nonstops (seasonal or thin)


Southwest	MDW	MHT	2h 05m	75%	1.0%	522	Flying now

Best connections, any airlines

Most reliable Quickest (80%+ on time)

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


Southwest + Americantwo ticketsDetails →	MDW 07:40 → PHL 10:42WN 4122	2h 13m Philadelphia	PHL 12:55 → MHT 14:29AA 5840 · flown by Piedmont	5h 49m	98%	86%
Southwest Details →	MDW 07:00 → BWI 09:45WN 2742	1h 10m Baltimore	BWI 10:55 → MHT 12:25WN 1003	4h 25m	94%	84%
Southwest Details →	MDW 08:55 → BWI 11:45WN 1355	3h 10m Baltimore	BWI 14:55 → MHT 16:25WN 1004	6h 30m	100%	83%
Southwest + JetBluetwo ticketsDetails →	MDW 06:30 → MCO 10:05WN 2816	2h 38m Orlando	MCO 12:43 → MHT 15:41B6 1144	8h 11m	98%	76%
Southwest Details →	MDW 12:00 → BWI 14:50WN 2744	2h 00m Baltimore	BWI 16:50 → MHT 18:25WN 4736	5h 22m	96%	71%
Southwest + Americantwo ticketsDetails →	MDW 07:50 → CLT 10:55WN 2749	3h 46m Charlotte	CLT 14:41 → MHT 17:02AA 5288 · flown by PSA	8h 11m	100%	69%
Southwest + Americantwo ticketsDetails →	MDW 15:22 → PHL 18:22WN 4948	3h 38m Philadelphia	PHL 22:00 → MHT 23:38AA 5966 · flown by Piedmont	7h 16m	86%	67%
Southwest + Americantwo ticketsDetails →	MDW 08:15 → DCA 11:10WN 2569	3h 45m Washington	DCA 14:55 → MHT 16:39AA 5295 · flown by PSA	7h 24m	100%	59%

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