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 one-hour layover misses 1 time in 10 at 7 am and 23% of the time at 6 pm.

Nonstops (seasonal or thin)


Delta	DTW	SJU	4h 29m	76%	0.9%	324	Flying now
Spirit	DTW	SJU	4h 37m	79%few flights	0.0%	34	Not flying now

Best connections, any airlines

Most reliable Quickest (80%+ on time)

Ranked by chance you reach San Juan on time. Total trip = scheduled departure to arrival, layover included. Layovers up to 4 hours. Pick a connection for the details.


American Details →	DTW 06:00 → MIA 09:06AA 1020	2h 11m Miami	MIA 11:17 → SJU 14:12AA 2584	8h 12m	98%	89%
United Details →	DTW 10:55 → IAH 12:57UA 6251 · flown by Mesa	2h 06m Houston	IAH 15:03 → SJU 20:38UA 701	9h 43m	96%	87%
Delta + Southwesttwo ticketsDetails →	DTW 07:00 → MCO 09:39DL 2555	2h 31m Orlando	MCO 12:10 → SJU 15:05WN 1465	8h 05m	99%	87%
United Details →	DTW 18:40 → IAH 20:50UA 4032 · flown by Mesa	3h 06m Houston	IAH 23:56 → SJU 05:29 +1UA 1497	10h 49m	100%	85%
American Details →	DTW 07:00 → CLT 08:54AA 1439	2h 09m Charlotte	CLT 11:03 → SJU 14:50AA 783	7h 50m	97%	82%
Southwest + Unitedtwo ticketsDetails →	DTW 05:30 → DEN 06:35WN 1778	3h 08m Denver	DEN 09:43 → SJU 17:38UA 1339	12h 08m	98%	82%
Delta + Southwesttwo ticketsDetails →	DTW 08:45 → MCO 11:27DL 1455	3h 58m Orlando	MCO 15:25 → SJU 18:25WN 2703	9h 40m	99%	82%
Delta + JetBluetwo ticketsDetails →	DTW 12:30 → FLL 15:35DL 1294	3h 40m Fort Lauderdale	FLL 19:15 → SJU 21:53B6 553	9h 27m	98%	81%
Tight connection: often missed
JetBlue Details →	DTW 18:53 → BOS 20:49B6 1136	55m Boston	BOS 21:44 → SJU 02:17 +1B6 561	6h 51m	51%	24%
American Details →	DTW 19:51 → DFW 21:44AA 1786	1h 03m Dallas-Fort Worth	DFW 22:47 → SJU 04:39 +1AA 514	8h 48m	51%	23%
Southwest Details →	DTW 17:45 → BWI 19:15WN 1526	55m Baltimore	BWI 20:10 → SJU 00:40 +1WN 1104	6h 30m	27%	11%

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 · 56m · leaves 05:17 11%

BWI · 50m · leaves 05:50 19%

Afternoon and evening

BOS · 55m · leaves 18:53 49%

DFW · 1h 03m · leaves 19:51 49%

BWI · 55m · leaves 17:45 73%

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