New York to Chicago
JFKMDW
Fly from New York to Chicago starting at USD 221 with JetBlue Airways.
Best fare available on Aug 4, 2026.
Limited seats. Better plans. Book before it's gone.
New York to Chicago cheapest flights this week
New York to Chicago monthly flight fare trend
Aug
from USD 127
Sep
from USD 123
Oct
from USD 124
Nov
from USD 238
Dec
from USD 407
Jan
from USD 525
Airport Details
Origin
New York
John F Kennedy International Airport (JFK)
New York, JFK
Zone
New York
Elev
13 ft
Destination
Chicago
Chicago Midway International Airport (MDW)
Chicago, MDW
Zone
Chicago
Elev
620 ft
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