Nonstop flights from Chicago to Manchester
Southwest Airlines flies this route twice a day.
MDWChicago Midway International
835 mi · 14 flights a week
MHTManchester-Boston Regional
When they leave
Chicago time8:30a6:10pFirst departure 8:30 AM, last 6:10 PM
Two in the morning, 8:30 AM to 8:55 AM, then two in the evening, 5:55 PM to 6:10 PM.
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Earliest first
Schedules last checked Sep 19, 2026. Times are local.
Flying from Chicago to Manchester
Southwest Airlines is the only airline flying nonstop from Chicago to Manchester, twice a day on the Boeing 737 MAX 8, Boeing 737 and Boeing 737-700.
The first arrival in Manchester is at 11:50 AM and the last at 9:25 PM. The flight covers 835 miles.
Flying back, Manchester to Chicago has 14 nonstop flights a week. O'Hare (ORD) also has nonstop flights to Manchester, 21 a week.
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Schedules as of Oct 9, 2026.