New York to Chicago

JFKMDW

Fly from New York to Chicago starting at USD 227 with Frontier Airlines.Best fare available on Jul 14, 2026.Limited seats. Better plans. Book before it's gone.

New York to Chicago cheapest flights this week

10 Jul
Frontier Airlines
13:00JFK
23:03MDW
1 StopUSD 342VIEW DEAL
11 Jul
Frontier Airlines
13:00JFK
23:03MDW
1 StopUSD 348VIEW DEAL
12 Jul
JetBlue Airways
06:30JFK
15:38MDW
2 StopUSD 371VIEW DEAL
12 Jul
Frontier Airlines
13:00JFK
23:03MDW
1 StopUSD 344VIEW DEAL
12 Jul
JetBlue Airways
22:29JFK
08:00MDW
1 StopUSD 353VIEW DEAL
13 Jul
Frontier Airlines
13:00JFK
12:07MDW
1 StopUSD 321VIEW DEAL
13 Jul
JetBlue Airways
21:30JFK
12:07MDW
2 StopUSD 293VIEW DEAL
13 Jul
JetBlue Airways
22:29JFK
08:10MDW
1 StopUSD 307VIEW DEAL
14 Jul
Frontier Airlines
13:00JFK
23:03MDW
1 StopUSD 227VIEW DEAL
14 Jul
American Airlines
09:30JFK
23:03MDW
2 StopUSD 246VIEW DEAL

New York to Chicago monthly flight fare trend

Jul
from USD 139
Aug
from USD 121
Sep
from USD 122
Oct
from USD 140
Nov
from USD 238
Dec
from USD 407

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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