Chicago to New York

MDWLGA

Fly from Chicago to New York starting at USD 115 with Southwest Airlines.Best fare available on Sep 10, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to New York cheapest flights this week

10 Sept
Southwest Airlines
05:00MDW
07:00LGA
DirectUSD 167VIEW DEAL
10 Sept
Southwest Airlines
17:50MDW
22:20LGA
1 StopUSD 115VIEW DEAL
10 Sept
Southwest Airlines
20:55MDW
08:00LGA
1 StopUSD 148VIEW DEAL
10 Sept
Southwest Airlines
19:50MDW
21:55LGA
DirectUSD 142VIEW DEAL
10 Sept
Southwest Airlines
19:50MDW
21:55LGA
DirectUSD 140VIEW DEAL
10 Sept
Frontier Airlines
06:25MDW
15:00LGA
1 StopUSD 172VIEW DEAL
10 Sept
Frontier Airlines
18:46MDW
19:03LGA
2 StopUSD 203VIEW DEAL
10 Sept
Southwest Airlines
07:15MDW
15:55LGA
1 StopUSD 194VIEW DEAL
11 Sept
Southwest Airlines
17:15MDW
19:20LGA
DirectUSD 155VIEW DEAL
11 Sept
Southwest Airlines
05:00MDW
07:00LGA
DirectUSD 122VIEW DEAL

Chicago to New York monthly flight fare trend

Sep
from USD 85
Oct
from USD 73
Nov
from USD 76
Dec
from USD 122
Jan
from USD 115
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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