Chicago to New York

MDWLGA

Fly from Chicago to New York starting at USD 121 with Southwest Airlines.Best fare available on Nov 15, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to New York cheapest flights this week

13 Nov
Allegiant Air
15:16MDW
22:27LGA
2 StopUSD 307VIEW DEAL
13 Nov
Southwest Airlines
19:15MDW
21:20LGA
DirectUSD 135VIEW DEAL
13 Nov
Southwest Airlines
17:15MDW
19:20LGA
DirectUSD 127VIEW DEAL
13 Nov
Frontier Airlines
06:16MDW
15:01LGA
1 StopUSD 135VIEW DEAL
13 Nov
Frontier Airlines
18:42MDW
18:35LGA
1 StopUSD 135VIEW DEAL
13 Nov
Frontier Airlines
12:20MDW
19:59LGA
1 StopUSD 218VIEW DEAL
14 Nov
Frontier Airlines
12:20MDW
19:59LGA
1 StopUSD 186VIEW DEAL
15 Nov
Southwest Airlines
08:15MDW
10:25LGA
DirectUSD 121VIEW DEAL
15 Nov
Southwest Airlines
05:00MDW
07:05LGA
DirectUSD 230VIEW DEAL
16 Nov
Southwest Airlines
16:55MDW
19:00LGA
DirectUSD 124VIEW DEAL

Chicago to New York monthly flight fare trend

Nov
from USD 94
Dec
from USD 93
Jan
from USD 92
Feb
from USD 116
Mar
from USD 140
Apr
from USD 145

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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