New York to Chicago
LGAMDW
Fly from New York to Chicago starting at USD 69 with F9.
Best fare available on May 12, 2026.
Limited seats. Better plans. Book before it's gone.
New York to Chicago cheapest flights this week
11 May
WN
06:00LGA
08:25MDW
Direct$86VIEW DEAL
12 May
F9
22:00LGA
12:09MDW
1 Stop$69VIEW DEAL
13 May
WN
13:25LGA
15:50MDW
Direct$70VIEW DEAL
15 May
F9
22:55LGA
23:02MDW
2 Stop$122VIEW DEAL
16 May
WN
09:55LGA
12:20MDW
Direct$107VIEW DEAL
17 May
F9
22:45LGA
16:57MDW
1 Stop$81VIEW DEAL
18 May
F9
22:55LGA
23:02MDW
2 Stop$114VIEW DEAL
19 May
WN
06:00LGA
08:25MDW
Direct$74VIEW DEAL
21 May
WN
10:55LGA
13:20MDW
Direct$146VIEW DEAL
24 May
WN
08:30LGA
10:55MDW
Direct$95VIEW DEAL
New York to Chicago monthly flight fare trend
May
from USD 65
Jun
from USD 70
Jul
from USD 91
Aug
from USD 113
Sep
from USD 113
Oct
from USD 206
Airport Details
Origin
New York
LaGuardia Airport (LGA)
New York, LGA
Zone
New York
Elev
21 ft
Destination
Chicago
Chicago Midway International Airport (MDW)
Chicago, MDW
Zone
Chicago
Elev
620 ft
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