New York to Chicago
LGAMDW
Fly from New York to Chicago starting at USD 115 with F9.
Best fare available on Apr 29, 2026.
Limited seats. Better plans. Book before it's gone.
New York to Chicago cheapest flights this week
22 Apr
F9
20:25LGA
--:--MDW
1 Stop$173VIEW DEAL
23 Apr
WN
10:55LGA
--:--MDW
Direct$189VIEW DEAL
24 Apr
WN
13:30LGA
--:--MDW
Direct$188VIEW DEAL
25 Apr
F9
20:25LGA
--:--MDW
1 Stop$163VIEW DEAL
26 Apr
F9
20:25LGA
--:--MDW
1 Stop$173VIEW DEAL
27 Apr
WN
15:40LGA
--:--MDW
Direct$169VIEW DEAL
28 Apr
WN
07:15LGA
--:--MDW
1 Stop$159VIEW DEAL
29 Apr
F9
20:25LGA
--:--MDW
1 Stop$115VIEW DEAL
30 Apr
F9
20:25LGA
--:--MDW
1 Stop$115VIEW DEAL
1 May
F9
06:02LGA
--:--MDW
1 Stop$149VIEW DEAL
New York to Chicago monthly flight fare trend
Apr
from USD 115
May
from USD 65
Jun
from USD 70
Jul
from USD 91
Aug
from USD 113
Sep
from USD 113
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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