Connect in the morning. The same one-hour layover misses 1 time in 10 at 11 am and 1 time in 3 at 8 pm.
Nonstops
Nonstop details →Best connections, one ticket
Ranked by chance you reach Chicago on time. Total trip = scheduled departure to arrival, layover included (Chicago is 1 h behind New York). Layovers up to 4 hours. Pick a connection for the details.
| AmericanDetails → | JFK 08:24 → BOS 09:48AA 4376 · flown by Republic | 2h 13m Boston | BOS 12:01 → ORD 14:02AA 1610 | 6h 38m | 98% | 88% |
| AmericanDetails → | JFK 05:59 → CLT 07:57AA 2643 | 3h 04m Charlotte | CLT 11:01 → ORD 12:19AA 2908 | 7h 20m | 98% | 86% |
| AmericanDetails → | JFK 06:30 → DCA 07:59AA 4538 · flown by Republic | 3h 36m Washington | DCA 11:35 → ORD 12:53AA 489 | 7h 23m | 99% | 77% |
| DeltaDetails → | JFK 07:15 → DTW 09:25DL 5080 · flown by Endeavor | 3h 10m Detroit | DTW 12:35 → ORD 13:03DL 1716 | 6h 48m | 98% | 73% |
| AmericanDetails → | JFK 08:40 → CVG 10:56AA 4408 · flown by Republic | 2h 35m Hebron | CVG 13:31 → ORD 14:08AA 4412 · flown by Republic | 6h 28m | 100% | 72% |
| DeltaDetails → | JFK 09:50 → BOS 11:15DL 5733 · flown by Republic | 1h 10m Boston | BOS 12:25 → ORD 14:19DL 2816 | 5h 29m | 90% | 71% |
| AmericanDetails → | JFK 11:52 → IND 14:15AA 4385 · flown by Republic | 1h 20m Indianapolis | IND 15:35 → ORD 16:00AA 3596 · flown by Envoy | 5h 08m | 94% | 70% |
| AmericanDetails → | JFK 09:23 → DCA 10:59AA 4671 · flown by Republic | 3h 00m Washington | DCA 13:59 → ORD 15:24AA 1200 | 7h 01m | 98% | 69% |
| Tight connection: often missed | ||||||
| AmericanDetails → | JFK 12:59 → RDU 14:57AA 4658 · flown by Republic | 1h 00m Raleigh/Durham | RDU 15:57 → ORD 17:41AA 4563 · flown by Republic | 5h 42m | 74% | 41% |
| AmericanDetails → | JFK 17:25 → MIA 20:59AA 688 | 51m Miami | MIA 21:50 → ORD 00:26 +1AA 2323 | 8h 01m | 68% | 40% |
| AmericanDetails → | JFK 14:42 → DFW 17:44AA 1953 | 54m Dallas-Fort Worth | DFW 18:38 → ORD 21:22AA 1424 | 7h 40m | 64% | 24% |
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
| Delta DL 5765 JFK 06:00 → BOS American AA 3022 BOS 10:29 → ORD Connection details → |
3h 05m | 7h 29m | 98% | 87% |
| JetBlue B6 1602 JFK 06:35 → BUF United UA 705 BUF 10:57 → ORD Connection details → |
2h 57m | 6h 22m | 98% | 83% |
| American AA 4538 JFK 06:30 → DCA United UA 2201 DCA 10:30 → ORD Connection details → |
2h 31m | 6h 18m | 96% | 83% |
Rank all connections, any airlines →
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