Chicago to New York

MDWLGA

Fly from Chicago to New York starting at USD 103 with Southwest Airlines.Best fare available on Aug 20, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to New York cheapest flights this week

20 Aug
Southwest Airlines
05:00MDW
07:00LGA
DirectUSD 125VIEW DEAL
20 Aug
Southwest Airlines
19:50MDW
21:55LGA
DirectUSD 103VIEW DEAL
20 Aug
Southwest Airlines
17:15MDW
19:20LGA
DirectUSD 104VIEW DEAL
20 Aug
Frontier Airlines
11:50MDW
19:59LGA
1 StopUSD 122VIEW DEAL
20 Aug
Southwest Airlines
20:55MDW
08:00LGA
1 StopUSD 163VIEW DEAL
20 Aug
Frontier Airlines
06:05MDW
19:59LGA
1 StopUSD 190VIEW DEAL
20 Aug
Southwest Airlines
07:15MDW
15:55LGA
1 StopUSD 186VIEW DEAL
21 Aug
Southwest Airlines
19:50MDW
21:55LGA
DirectUSD 114VIEW DEAL
21 Aug
Southwest Airlines
17:15MDW
19:20LGA
DirectUSD 146VIEW DEAL
21 Aug
Frontier Airlines
11:50MDW
22:14LGA
1 StopUSD 206VIEW DEAL

Chicago to New York monthly flight fare trend

Aug
from USD 67
Sep
from USD 78
Oct
from USD 71
Nov
from USD 76
Dec
from USD 122
Jan
from USD 115

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

Flights from Chicago to AtlantaFlights from Chicago to AustinFlights from Chicago to BostonFlights from Chicago to CharlotteFlights from Chicago to DenverFlights from Chicago to DallasFlights from Chicago to DetroitFlights from Chicago to NewarkFlights from Chicago to Fort LauderdaleFlights from Chicago to Honolulu