Connection · one ticket · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026
Chicago → New York via St Louis: arrives on time 72%
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07:50 MDW → 09:10 STLWN 2900 · Southwest · 1h 20m · 95% on time, 0.0% cancelled
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1h 50m layover in St Louis (STL) · 45 min minimum on one ticket
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11:00 STL → 14:25 LGAWN 1373 · Southwest · 2h 25m · 82% on time, 9.1% cancelled
Total trip 5h 35m, scheduled departure to arrival (New York is 1 h ahead of Chicago). Times are local. Both flew on 31 of the last 56 days.
Makes the connection96%The first flight arrived more than 65 minutes late on 4% of the days it flew: too late for the 45-minute minimum connection on a 1h 50m layover.
Arrives on time72%First flight not cancelled (0.0% are) × connection made (96%) × second flight not cancelled (9.1% are) and within 15 minutes (82%).
Total trip5h 35mMDW 07:50 to LGA 14:25, layover included
Not yet counted: the second flight also leaving late (which helps), gate-to-gate distance at the hub, and rebooking after a missed connection.