Chicago to New York

MDWLGA

Fly from Chicago to New York starting at USD 94 with Southwest Airlines.Best fare available on Jul 15, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to New York cheapest flights this week

22 Jun
Southwest Airlines
05:15MDW
07:15LGA
Direct$101VIEW DEAL
10 Jul
Southwest Airlines
14:45MDW
22:20LGA
1 Stop$120VIEW DEAL
12 Jul
Southwest Airlines
05:20MDW
07:20LGA
Direct$95VIEW DEAL
15 Jul
Southwest Airlines
19:45MDW
21:55LGA
Direct$94VIEW DEAL
16 Jul
Allegiant Air
14:48MDW
21:41LGA
2 Stop$223VIEW DEAL
17 Jul
Frontier Airlines
12:04MDW
21:00LGA
2 Stop$202VIEW DEAL
22 Jul
Southwest Airlines
05:15MDW
07:15LGA
Direct$94VIEW DEAL
23 Jul
Southwest Airlines
05:15MDW
07:15LGA
Direct$95VIEW DEAL
1 Aug
Southwest Airlines
18:40MDW
20:45LGA
Direct$98VIEW DEAL
2 Aug
Southwest Airlines
05:20MDW
07:20LGA
Direct$105VIEW DEAL

Chicago to New York monthly flight fare trend

Jun
from USD 90
Jul
from USD 94
Aug
from USD 88
Sep
from USD 161
Oct
from USD 151
Nov
from USD 307

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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