Connection · two tickets · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026
Milwaukee → Boston via Chicago: arrives on time 81%
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05:00 MKE → 05:59 ORDUA 5799 · United, flown by SkyWest · 59m · 81% on time, 2.5% cancelled
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2h 31m layover in Chicago (ORD) · 90 min minimum on separate tickets
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08:30 ORD → 12:07 BOSAA 4106 · American, flown by Envoy · 2h 37m · 91% on time, 0.0% cancelled
Total trip 6h 07m, scheduled departure to arrival (Boston is 1 h ahead of Milwaukee). Times are local. Both flew on 32 of the last 56 days.
Makes the connection92%The first flight arrived more than 61 minutes late on 8% of the days it flew: too late for the 90-minute minimum connection on a 2h 31m layover.
Arrives on time81%First flight not cancelled (2.5% are) × connection made (92%) × second flight not cancelled (0.0% are) and within 15 minutes (91%).
Total trip6h 07mMKE 05:00 to BOS 12:07, 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.