Connection · one ticket · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026
Milwaukee → Boston via Chicago: arrives on time 54%
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19:15 MKE → 20:26 ORDUA 5420 · United, flown by SkyWest · 1h 11m · 73% on time, 0.0% cancelled
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1h 15m layover in Chicago (ORD) · 45 min minimum on one ticket
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21:41 ORD → 01:14 BOS +1 dayUA 1779 · United · 2h 33m · 68% on time, 3.7% cancelled
Total trip 4h 59m, scheduled departure to arrival (Boston is 1 h ahead of Milwaukee). Times are local. Both flew on 0 of the last 56 days, too few to list among the best connections.
Makes the connection82%The first flight arrived more than 30 minutes late on 18% of the days it flew: too late for the 45-minute minimum connection on a 1h 15m layover.
Arrives on time54%First flight not cancelled (0.0% are) × connection made (82%) × second flight not cancelled (3.7% are) and within 15 minutes (68%).
Total trip4h 59mMKE 19:15 to BOS 01:14, 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.