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Meeting halfway · nonstop for both

Where to meet halfway between Chicago and New York

Pittsburgh, PA is the shortest trip for both of you: 1h4m from Chicago and 1h from New York, nonstop, with flights every day from each.

Chicago and New York are about 740 miles apart. On the map, the closest to the halfway point is Cleveland, OH.

The 10 shortest trips for both

DestinationFrom ORDFrom JFK
PIT Pittsburgh 1h4m84/wk 1h42/wk
BUF Buffalo 1h7m49/wk 53m54/wk
CMH Columbus 50m109/wk 1h7m35/wk
YYZ Toronto 1h5m109/wk 1h7m21/wk
CLE Cleveland 51m103/wk 1h12m41/wk
ROC Rochester 1h12m55/wk 49m33/wk
DTW Detroit 49m120/wk 1h21m44/wk
SYR Syracuse 1h21m43/wk 43m28/wk
IAD Washington Dulles 1h23m51/wk 42m14/wk
RIC Richmond 1h27m61/wk 54m21/wk

Each cell is the usual flight time and the flights a week from that city. Tap one for airlines, days and times.

See all 104 places

Or one of you makes the whole trip: Chicago to New York is nonstop, 1h39m, 63 flights a week.

Flying from a different airport? Pick your own two.

Other city pairs

Chicago and Atlanta Chicago and Dallas Chicago and Denver Chicago and Charlotte New York and Atlanta New York and Dallas New York and Denver New York and Charlotte All city pairs →

Route data from observed flight departures, latest sample 2026-11-01. Schedules change — always confirm with the airline before booking.