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

No clear winner: American’s ORD → HPN flights land within a few points of 78% on time whatever the hour.

Nonstops


American	ORD	HPN	2h 19m	78%	3.9%	1,530	Flying now

Best connections, one ticket

Most reliable Quickest (80%+ on time)

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


Delta Details →	ORD 05:30 → ATL 08:33DL 1264	1h 12m Atlanta	ATL 09:45 → HPN 12:09DL 2044	5h 44m	93%	79%
American Details →	ORD 05:07 → CLT 08:10AA 2842	2h 56m Charlotte	CLT 11:06 → HPN 13:13AA 5180 · flown by PSA	7h 06m	97%	76%
Delta Details →	ORD 08:36 → MSP 10:15DL 1554	2h 31m Minneapolis	MSP 12:46 → HPN 16:30DL 4680 · flown by Endeavor	6h 54m	95%	73%
Delta Details →	ORD 13:46 → ATL 16:54DL 2894	3h 05m Atlanta	ATL 19:59 → HPN 22:25DL 1616	7h 39m	97%	70%
Delta Details →	ORD 06:35 → ATL 09:41DL 1247	2h 19m Atlanta	ATL 12:00 → HPN 14:28DL 5435 · flown by Endeavor	6h 53m	97%	69%
Delta Details →	ORD 09:45 → ATL 12:51DL 1178	2h 42m Atlanta	ATL 15:33 → HPN 18:03DL 5013 · flown by Endeavor	7h 18m	99%	67%
American Details →	ORD 08:00 → CLT 11:08AA 3222	3h 41m Charlotte	CLT 14:49 → HPN 16:56AA 5606 · flown by PSA	7h 56m	97%	67%
Delta Details →	ORD 08:52 → DTW 11:23DL 4456 · flown by SkyWest	2h 38m Detroit	DTW 14:01 → HPN 15:49DL 4658 · flown by Endeavor	5h 57m	94%	63%
Tight connection: often missed
American Details →	ORD 17:56 → DCA 20:59AA 1787	1h 06m Washington	DCA 22:05 → HPN 23:29AA 5289 · flown by PSA	4h 33m	59%	30%

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 · 1h 12m · leaves 05:30 7%

Afternoon and evening

DCA · 1h 06m · leaves 17:56 41%

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.


United UA 284 ORD 06:00 → MCO JetBlue B6 194 MCO 11:47 → HPN Connection details →	2h 07m	7h 35m	98%	80%
American AA 4162 ORD 08:22 → MSP Delta DL 4680 MSP 12:46 → HPN Connection details →	2h 40m	7h 08m	98%	75%
United UA 356 ORD 13:55 → ATL Delta DL 1616 ATL 19:59 → HPN Connection details →	2h 49m	7h 30m	95%	67%

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