New York to Chicago

JFKMDW

Fly from New York to Chicago starting at USD 122 with Frontier Airlines.Best fare available on Sep 30, 2026.Limited seats. Better plans. Book before it's gone.

New York to Chicago cheapest flights this week

30 Sept
Frontier Airlines
13:00JFK
18:51MDW
1 StopUSD 122VIEW DEAL
1 Oct
Frontier Airlines
13:00JFK
18:46MDW
1 StopUSD 288VIEW DEAL
2 Oct
Frontier Airlines
13:00JFK
18:51MDW
1 StopUSD 357VIEW DEAL
3 Oct
Frontier Airlines
13:00JFK
18:51MDW
1 StopUSD 136VIEW DEAL
4 Oct
Frontier Airlines
13:00JFK
18:46MDW
1 StopUSD 215VIEW DEAL
4 Oct
JetBlue Airways
12:00JFK
00:43MDW
2 StopUSD 256VIEW DEAL
4 Oct
JetBlue Airways
20:45JFK
12:59MDW
2 StopUSD 253VIEW DEAL
4 Oct
JetBlue Airways
09:59JFK
18:46MDW
2 StopUSD 330VIEW DEAL
5 Oct
Frontier Airlines
13:00JFK
18:51MDW
1 StopUSD 205VIEW DEAL
5 Oct
JetBlue Airways
13:00JFK
00:40MDW
1 StopUSD 307VIEW DEAL

New York to Chicago monthly flight fare trend

Sep
from USD 122
Oct
from USD 136
Nov
from USD 174
Dec
from USD 208
Jan
from USD 273
Feb
from USD 378

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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