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

Connect in the morning. The same 70-minute layover misses 4% of the time at 7 am and 1 time in 3 at 8 pm.

Nonstops (seasonal or thin)


JetBlue	BOS	MKE	2h 36m	88%	0.0%	172	Flying now
Delta	BOS	MKE	2h 46m	82%	4.0%	569	Flying now

Best connections, one ticket

Most reliable Quickest (80%+ on time)

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


Southwest Details →	BOS 06:25 → DEN 08:50WN 4156	1h 25m Denver	DEN 10:15 → MKE 13:40WN 1626	8h 15m	97%	94%
Southwest Details →	BOS 05:25 → MDW 07:00WN 3239	3h 15m Chicago	MDW 10:15 → MKE 11:00WN 1702	6h 35m	100%	90%
Delta Details →	BOS 05:30 → ATL 08:15DL 2242	2h 35m Atlanta	ATL 10:50 → MKE 11:51DL 1151	7h 21m	100%	87%
Southwest Details →	BOS 05:30 → BWI 07:05WN 727	3h 40m Baltimore	BWI 10:45 → MKE 11:50WN 1011	7h 20m	100%	87%
Delta Details →	BOS 06:50 → ATL 09:33DL 695	3h 20m Atlanta	ATL 12:53 → MKE 13:50DL 1246	8h 00m	98%	84%
Delta Details →	BOS 05:30 → DTW 07:39DL 1019	56m Detroit	DTW 08:35 → MKE 08:51DL 3191	4h 21m	94%	84%
United Details →	BOS 09:40 → DEN 12:12UA 662	1h 18m Denver	DEN 13:30 → MKE 17:04UA 4802 · flown by SkyWest	8h 24m	94%	83%
Delta Details →	BOS 06:00 → LGA 07:20DL 5836 · flown by Republic	3h 45m New York	LGA 11:05 → MKE 12:36DL 5723 · flown by Republic	7h 40m	100%	83%
Tight connection: often missed
American Details →	BOS 19:37 → PHL 21:20AA 1147	1h 05m Philadelphia	PHL 22:25 → MKE 23:44AA 5483 · flown by PSA	5h 07m	50%	25%
American Details →	BOS 17:38 → ORD 19:59AA 1592	1h 21m Chicago	ORD 21:20 → MKE 22:23AA 6357 · flown by SkyWest	5h 43m	55%	25%
Southwest Details →	BOS 20:00 → BNA 21:45WN 2338	50m Nashville	BNA 22:35 → MKE 00:20 +1WN 4519	5h 10m	18%	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

EWR · 1h 18m · leaves 06:05 4%

PHL · 1h 20m · leaves 08:03 4%

LGA · 1h 10m · leaves 06:00 5%

Afternoon and evening

PHL · 1h 05m · leaves 19:37 50%

STL · 50m · leaves 18:50 73%

BNA · 50m · leaves 20:00 82%

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.


Delta DL 5703 BOS 06:35 → BWI Southwest WN 1011 BWI 10:45 → MKE Connection details →	2h 25m	6h 15m	98%	84%
American AA 4424 BOS 06:00 → LGA Delta DL 5723 LGA 11:05 → MKE Connection details →	3h 41m	7h 40m	100%	81%
American AA 3022 BOS 10:29 → ORD United UA 5345 ORD 15:36 → MKE Connection details →	3h 06m	7h 13m	96%	78%

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