No nonstop, and no clear pattern: the best connection reaches Oakland on time 3 times in 4.
Best connections, any airlines
Ranked by chance you reach Oakland on time. Total trip = scheduled departure to arrival, layover included (Oakland is 3 h behind New York). Layovers up to 4 hours. Pick a connection for the details.
| SouthwestDetails → | LGA 06:00 → MDW 07:20WN 2464 | 2h 45m Chicago | MDW 10:05 → OAK 12:35WN 3366 | 9h 35m | 100% | 74% |
| Delta + Southwesttwo ticketsDetails → | LGA 07:45 → DEN 09:55DL 751 | 3h 20m Denver | DEN 13:15 → OAK 14:50WN 3563 | 10h 05m | 99% | 62% |
| SouthwestDetails → | LGA 06:55 → DEN 09:05WN 2454 | 1h 40m Denver | DEN 10:45 → OAK 12:18WN 1577 | 8h 22m | 95% | 61% |
| SouthwestDetails → | LGA 17:30 → MDW 19:20WN 4746 | 2h 20m Chicago | MDW 21:40 → OAK 00:15 +1WN 4042 | 9h 40m | 86% | 36% |
| United + Southwesttwo ticketsDetails → | LGA 16:59 → DEN 19:35UA 2834 | 2h 35m Denver | DEN 22:10 → OAK 23:45WN 1650 | 9h 46m | 84% | 32% |
| SouthwestDetails → | LGA 14:00 → DEN 16:20WN 2455 | 2h 30m Denver | DEN 18:50 → OAK 20:25WN 1843 | 9h 25m | 96% | 27% |
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.
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
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.
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