Chicago to New York

MDWJFK

Fly from Chicago to New York starting at USD 242 with Frontier Airlines.Best fare available on Aug 2, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to New York cheapest flights this week

31 Jul
Frontier Airlines
12:11MDW
10:50JFK
1 StopUSD 415VIEW DEAL
31 Jul
Southwest Airlines
19:35MDW
05:14JFK
1 StopUSD 304VIEW DEAL
1 Aug
Frontier Airlines
06:05MDW
10:50JFK
1 StopUSD 301VIEW DEAL
1 Aug
Frontier Airlines
12:11MDW
10:50JFK
1 StopUSD 315VIEW DEAL
1 Aug
Southwest Airlines
17:45MDW
05:20JFK
1 StopUSD 304VIEW DEAL
2 Aug
Allegiant Air
14:48MDW
09:00JFK
2 StopUSD 327VIEW DEAL
2 Aug
Frontier Airlines
06:05MDW
10:50JFK
1 StopUSD 394VIEW DEAL
2 Aug
Frontier Airlines
12:11MDW
10:50JFK
1 StopUSD 242VIEW DEAL
3 Aug
Frontier Airlines
06:05MDW
10:50JFK
1 StopUSD 333VIEW DEAL
3 Aug
Allegiant Air
15:28MDW
10:50JFK
3 StopUSD 311VIEW DEAL

Chicago to New York monthly flight fare trend

Jul
from USD 304
Aug
from USD 121
Sep
from USD 177
Oct
from USD 141
Nov
from USD 238
Dec
from USD 465

Airport Details

Origin

Chicago

Chicago Midway International Airport (MDW)

Chicago, MDW
Zone

Chicago

Elev

620 ft

Destination

New York

John F Kennedy International Airport (JFK)

New York, JFK
Zone

New York

Elev

13 ft

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