Chicago to New York

MDWLGA

Fly from Chicago to New York starting at USD 158 with Southwest Airlines.Best fare available on Oct 11, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to New York cheapest flights this week

11 Oct
Southwest Airlines
05:05MDW
07:10LGA
DirectUSD 158VIEW DEAL
12 Oct
Allegiant Air
13:26MDW
17:52LGA
2 StopUSD 266VIEW DEAL
12 Oct
Frontier Airlines
06:15MDW
15:14LGA
1 StopUSD 185VIEW DEAL
12 Oct
Southwest Airlines
21:20MDW
10:50LGA
1 StopUSD 219VIEW DEAL
12 Oct
Southwest Airlines
22:05MDW
08:05LGA
1 StopUSD 205VIEW DEAL
12 Oct
Southwest Airlines
05:10MDW
07:15LGA
DirectUSD 236VIEW DEAL
12 Oct
Southwest Airlines
21:30MDW
08:50LGA
1 StopUSD 204VIEW DEAL
12 Oct
Southwest Airlines
08:20MDW
10:25LGA
DirectUSD 282VIEW DEAL
13 Oct
Southwest Airlines
05:00MDW
07:05LGA
DirectUSD 181VIEW DEAL
13 Oct
Southwest Airlines
17:10MDW
19:15LGA
DirectUSD 176VIEW DEAL

Chicago to New York monthly flight fare trend

Oct
from USD 73
Nov
from USD 76
Dec
from USD 93
Jan
from USD 92
Feb
from USD 143
Mar
from USD 155

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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