New York to Chicago

JFKMDW

Fly from New York to Chicago starting at USD 231 with JetBlue Airways.Best fare available on Nov 15, 2026.Limited seats. Better plans. Book before it's gone.

New York to Chicago cheapest flights this week

13 Nov
AeroMéxico
08:40JFK
14:51MDW
2 StopUSD 1,246VIEW DEAL
13 Nov
JetBlue Airways
22:30JFK
22:53MDW
2 StopUSD 248VIEW DEAL
13 Nov
JetBlue Airways
17:48JFK
18:47MDW
2 StopUSD 233VIEW DEAL
13 Nov
JetBlue Airways
12:12JFK
00:47MDW
2 StopUSD 701VIEW DEAL
14 Nov
JetBlue Airways
07:00JFK
00:47MDW
3 StopUSD 237VIEW DEAL
14 Nov
JetBlue Airways
09:30JFK
09:50MDW
1 StopUSD 263VIEW DEAL
15 Nov
JetBlue Airways
09:25JFK
00:47MDW
2 StopUSD 231VIEW DEAL
15 Nov
JetBlue Airways
06:40JFK
18:47MDW
3 StopUSD 409VIEW DEAL
16 Nov
JetBlue Airways
20:50JFK
22:53MDW
2 StopUSD 237VIEW DEAL
16 Nov
JetBlue Airways
10:45JFK
18:47MDW
1 StopUSD 258VIEW DEAL

New York to Chicago monthly flight fare trend

Nov
from USD 147
Dec
from USD 150
Jan
from USD 204
Feb
from USD 198
Mar
from USD 201
Apr
from USD 339

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

Flights from New York

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