Chicago to New York

MDWLGA

Fly from Chicago to New York starting at USD 94 with Southwest Airlines.Best fare available on Jul 15, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to New York cheapest flights this week

12 Jul
Southwest Airlines
05:20MDW
07:20LGA
DirectUSD 239VIEW DEAL
12 Jul
Southwest Airlines
19:40MDW
21:55LGA
DirectUSD 239VIEW DEAL
13 Jul
Southwest Airlines
05:15MDW
07:15LGA
DirectUSD 196VIEW DEAL
14 Jul
Southwest Airlines
05:15MDW
07:15LGA
DirectUSD 105VIEW DEAL
14 Jul
Southwest Airlines
14:50MDW
16:55LGA
DirectUSD 181VIEW DEAL
14 Jul
Southwest Airlines
19:45MDW
22:00LGA
DirectUSD 161VIEW DEAL
15 Jul
Southwest Airlines
19:45MDW
21:55LGA
DirectUSD 94VIEW DEAL
15 Jul
Southwest Airlines
07:50MDW
13:45LGA
1 StopUSD 137VIEW DEAL
15 Jul
Southwest Airlines
14:50MDW
16:55LGA
DirectUSD 159VIEW DEAL
16 Jul
Allegiant Air
14:48MDW
21:41LGA
2 StopUSD 223VIEW DEAL

Chicago to New York monthly flight fare trend

Jul
from USD 88
Aug
from USD 65
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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