Chicago to New York

MDWJFK

Fly from Chicago to New York starting at USD 126 with Frontier Airlines.Best fare available on Jun 9, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to New York cheapest flights this week

9 Jun
Frontier Airlines
12:27MDW
10:59JFK
1 Stop$126VIEW DEAL
14 Jun
Frontier Airlines
06:00MDW
10:51JFK
1 Stop$240VIEW DEAL
16 Jun
Frontier Airlines
12:27MDW
20:00JFK
1 Stop$247VIEW DEAL
22 Jun
Frontier Airlines
12:04MDW
10:51JFK
1 Stop$235VIEW DEAL
10 Jul
Frontier Airlines
06:00MDW
10:51JFK
1 Stop$240VIEW DEAL
12 Jul
Frontier Airlines
06:00MDW
10:51JFK
1 Stop$293VIEW DEAL
15 Jul
Southwest Airlines
14:40MDW
20:51JFK
1 Stop$278VIEW DEAL
16 Jul
Frontier Airlines
12:27MDW
08:35JFK
2 Stop$375VIEW DEAL
17 Jul
Southwest Airlines
19:35MDW
20:51JFK
1 Stop$245VIEW DEAL
22 Jul
Southwest Airlines
14:40MDW
20:51JFK
1 Stop$266VIEW DEAL

Chicago to New York monthly flight fare trend

Jun
from USD 108
Jul
from USD 240
Aug
from USD 139
Sep
from USD 614
Oct
from USD 397
Nov
No flights

Airport Details

Origin

Chicago

Chicago Midway International Airport (MDW)

Chicago, MDW
Zone

Chicago

Elev

620 ft

Destination

New York

John F Kennedy International Airport (JFK)

New York, JFK
Zone

New York

Elev

13 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