Chicago to New York

MDWLGA

Fly from Chicago to New York starting at SAR 25 with Southwest Airlines.Best fare available on Jun 14, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to New York cheapest flights this week

14 Jun
Southwest Airlines
05:20MDW
07:20LGA
DirectSAR 25VIEW DEAL
16 Jun
Southwest Airlines
19:45MDW
21:55LGA
DirectSAR 25VIEW DEAL
22 Jun
Southwest Airlines
05:15MDW
07:15LGA
DirectSAR 27VIEW DEAL
10 Jul
Southwest Airlines
14:45MDW
22:20LGA
1 StopSAR 32VIEW DEAL
12 Jul
Southwest Airlines
05:20MDW
07:20LGA
DirectSAR 26VIEW DEAL
15 Jul
Southwest Airlines
19:45MDW
21:55LGA
DirectSAR 25VIEW DEAL
16 Jul
Allegiant Air
14:48MDW
21:41LGA
2 StopSAR 60VIEW DEAL
17 Jul
Frontier Airlines
12:04MDW
21:00LGA
2 StopSAR 55VIEW DEAL
22 Jul
Southwest Airlines
05:15MDW
07:15LGA
DirectSAR 25VIEW DEAL
23 Jul
Southwest Airlines
05:15MDW
07:15LGA
DirectSAR 26VIEW DEAL

Chicago to New York monthly flight fare trend

Jun
from SAR 24
Jul
from SAR 25
Aug
from SAR 24
Sep
from SAR 43
Oct
from SAR 41
Nov
from SAR 83

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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