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

No nonstop, and no clear pattern: the best connection reaches New York on time 3 times in 4.

Best connections, one ticket

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

DeltaDetails → MDW 09:54 → MSP 11:35DL 5469 · flown by Endeavor 1h 18m Minneapolis MSP 12:53 → JFK 17:00DL 2661 6h 06m 92% 75%
DeltaDetails → MDW 06:00 → ATL 08:55DL 1285 2h 15m Atlanta ATL 11:10 → JFK 13:29DL 2380 6h 29m 95% 75%
DeltaDetails → MDW 12:50 → ATL 15:49DL 2417 2h 53m Atlanta ATL 18:42 → JFK 21:28DL 2398 7h 38m 98% 71%
DeltaDetails → MDW 11:05 → ATL 14:01DL 1063 2h 42m Atlanta ATL 16:43 → JFK 19:29DL 2378 7h 24m 98% 65%
DeltaDetails → MDW 13:49 → MSP 15:33DL 4820 · flown by Endeavor 2h 37m Minneapolis MSP 18:10 → JFK 22:09DL 5244 · flown by Endeavor 7h 20m 89% 40%

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
Afternoon and evening

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 2906 MDW 05:00 → TPA
Delta DL 2042 TPA 11:08 → JFK
Connection details →
2h 43m 7h 59m 100% 85%
Southwest WN 846 MDW 07:45 → PIT
American AA 4568 PIT 12:13 → JFK
Connection details →
1h 58m 5h 10m 100% 83%
Southwest WN 1243 MDW 07:40 → MSP
Delta DL 2661 MSP 12:53 → JFK
Connection details →
3h 43m 8h 20m 100% 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