Itineraries flown on 20+ days in the Jun 6 – Jul 31, 2026 schedule · each leg’s record Aug 2025 – Jul 2026

The best bet has a stop: Southwest via Midway (5h 28m) reaches Boston on time 4 times in 5, against 69% on the nonstop.

Nonstops (seasonal or thin)


Southwest	DAL	BOS	3h 40m	70%	0.8%	260	Flying now

Best connections, one ticket

Most reliable Quickest (80%+ on time)

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


Southwest Details →	DAL 06:00 → DEN 07:00WN 1296	3h 00m Denver	DEN 10:00 → BOS 16:05WN 3690	9h 05m	100%	83%
Southwest Details →	DAL 06:00 → MDW 08:15WN 1355	55m Chicago	MDW 09:10 → BOS 12:28WN 1405	5h 28m	88%	80%
Delta Details →	DAL 06:05 → ATL 09:15DL 516	1h 55m Atlanta	ATL 11:10 → BOS 13:47DL 862	6h 42m	96%	78%
Delta Details →	DAL 15:59 → ATL 19:14DL 512	3h 36m Atlanta	ATL 22:50 → BOS 01:31 +1DL 865	8h 32m	97%	75%
Southwest Details →	DAL 07:20 → STL 09:05WN 274	1h 00m St Louis	STL 10:05 → BOS 13:40WN 3891	5h 20m	84%	69%
Southwest Details →	DAL 06:00 → BWI 09:55WN 1280	3h 55m Baltimore	BWI 13:50 → BOS 15:25WN 211	8h 25m	98%	65%
Delta Details →	DAL 12:19 → ATL 15:31DL 1115	2h 44m Atlanta	ATL 18:15 → BOS 21:01DL 821	7h 42m	97%	65%
Southwest Details →	DAL 09:00 → AUS 10:00WN 4172	1h 40m Austin	AUS 11:40 → BOS 16:40WN 1898	6h 40m	98%	63%
Tight connection: often missed
Delta Details →	DAL 18:40 → ATL 22:00DL 2780	50m Atlanta	ATL 22:50 → BOS 01:31 +1DL 865	5h 51m	72%	54%
Southwest Details →	DAL 15:10 → BWI 19:10WN 1283	55m Baltimore	BWI 20:05 → BOS 21:40WN 4361	5h 30m	60%	20%
Southwest Details →	DAL 17:55 → BNA 19:45WN 277	50m Nashville	BNA 20:35 → BOS 00:55 +1WN 459	5h 15m	23%	10%

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

MDW · 55m · leaves 06:00 12%

BNA · 1h 20m · leaves 07:05 14%

Afternoon and evening

ATL · 50m · leaves 18:40 28%

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 1304 DAL 19:10 → DEN United UA 2656 DEN 23:59 → BOS Connection details →	3h 29m	9h 48m	98%	89%
Southwest WN 1296 DAL 06:00 → DEN United UA 1232 DEN 09:40 → BOS Connection details →	2h 40m	8h 44m	100%	85%
Southwest WN 1261 DAL 06:00 → ATL Delta DL 862 ATL 11:10 → BOS Connection details →	2h 05m	6h 47m	98%	82%

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