Chicago to New York

MDWLGA

Fly from Chicago to New York starting at USD 127 with Southwest Airlines.Best fare available on Jul 30, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to New York cheapest flights this week

30 Jul
Southwest Airlines
05:15MDW
07:15LGA
DirectUSD 127VIEW DEAL
30 Jul
Southwest Airlines
19:45MDW
22:00LGA
DirectUSD 204VIEW DEAL
30 Jul
Southwest Airlines
14:50MDW
16:55LGA
DirectUSD 202VIEW DEAL
30 Jul
Southwest Airlines
14:10MDW
20:25LGA
1 StopUSD 239VIEW DEAL
31 Jul
Southwest Airlines
19:45MDW
22:00LGA
DirectUSD 199VIEW DEAL
31 Jul
Southwest Airlines
17:15MDW
19:20LGA
DirectUSD 223VIEW DEAL
31 Jul
Southwest Airlines
05:15MDW
07:15LGA
DirectUSD 237VIEW DEAL
1 Aug
Southwest Airlines
18:40MDW
20:50LGA
DirectUSD 144VIEW DEAL
1 Aug
Southwest Airlines
17:25MDW
19:30LGA
DirectUSD 171VIEW DEAL
1 Aug
Southwest Airlines
18:40MDW
20:50LGA
DirectUSD 170VIEW DEAL

Chicago to New York monthly flight fare trend

Jul
from USD 127
Aug
from USD 66
Sep
from USD 65
Oct
from USD 71
Nov
from USD 76
Dec
from USD 135

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

Flights from Chicago

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