Chicago to New York

MDWLGA

Fly from Chicago to New York starting at USD 107 with Southwest Airlines.Best fare available on Sep 8, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to New York cheapest flights this week

7 Sept
Southwest Airlines
05:00MDW
07:00LGA
DirectUSD 318VIEW DEAL
7 Sept
Southwest Airlines
20:55MDW
08:00LGA
1 StopUSD 276VIEW DEAL
7 Sept
Southwest Airlines
05:25MDW
14:05LGA
1 StopUSD 188VIEW DEAL
8 Sept
Southwest Airlines
17:45MDW
19:55LGA
DirectUSD 107VIEW DEAL
8 Sept
Southwest Airlines
16:40MDW
22:15LGA
1 StopUSD 118VIEW DEAL
8 Sept
Southwest Airlines
08:55MDW
14:50LGA
1 StopUSD 123VIEW DEAL
8 Sept
Frontier Airlines
11:50MDW
19:59LGA
1 StopUSD 168VIEW DEAL
8 Sept
Southwest Airlines
20:30MDW
08:00LGA
1 StopUSD 151VIEW DEAL
8 Sept
Southwest Airlines
19:05MDW
21:10LGA
DirectUSD 172VIEW DEAL
8 Sept
Southwest Airlines
17:20MDW
22:00LGA
1 StopUSD 228VIEW DEAL

Chicago to New York monthly flight fare trend

Sep
from USD 82
Oct
from USD 71
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

Flights from Chicago

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