Chicago to New York

MDWLGA

Fly from Chicago to New York starting at USD 121 with Southwest Airlines.Best fare available on Sep 30, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to New York cheapest flights this week

30 Sept
Southwest Airlines
14:40MDW
16:45LGA
DirectUSD 186VIEW DEAL
30 Sept
Southwest Airlines
05:10MDW
07:10LGA
DirectUSD 121VIEW DEAL
30 Sept
Frontier Airlines
06:25MDW
15:00LGA
1 StopUSD 148VIEW DEAL
30 Sept
Southwest Airlines
19:05MDW
21:10LGA
DirectUSD 149VIEW DEAL
30 Sept
Southwest Airlines
16:40MDW
22:15LGA
1 StopUSD 191VIEW DEAL
1 Oct
Southwest Airlines
17:10MDW
19:15LGA
DirectUSD 185VIEW DEAL
1 Oct
Southwest Airlines
05:10MDW
07:15LGA
DirectUSD 183VIEW DEAL
1 Oct
Frontier Airlines
06:25MDW
15:00LGA
1 StopUSD 130VIEW DEAL
2 Oct
Southwest Airlines
19:35MDW
21:40LGA
DirectUSD 173VIEW DEAL
2 Oct
Southwest Airlines
19:35MDW
21:40LGA
DirectUSD 128VIEW DEAL

Chicago to New York monthly flight fare trend

Sep
from USD 121
Oct
from USD 73
Nov
from USD 76
Dec
from USD 93
Jan
from USD 92
Feb
from USD 143

Airport Details

Origin

Chicago

Chicago Midway International Airport (MDW)

Chicago, MDW
Zone

Chicago

Elev

620 ft

Destination

New York

LaGuardia Airport (LGA)

New York, LGA
Zone

New York

Elev

21 ft

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