New York to Chicago

LGAMDW

Fly from New York to Chicago starting at USD 137 with Frontier Airlines.Best fare available on Oct 11, 2026.Limited seats. Better plans. Book before it's gone.

New York to Chicago cheapest flights this week

9 Oct
Southwest Airlines
18:45LGA
00:05MDW
1 StopUSD 138VIEW DEAL
9 Oct
Southwest Airlines
16:15LGA
22:05MDW
1 StopUSD 264VIEW DEAL
9 Oct
Frontier Airlines
06:10LGA
00:43MDW
1 StopUSD 250VIEW DEAL
10 Oct
Frontier Airlines
16:59LGA
00:43MDW
1 StopUSD 184VIEW DEAL
10 Oct
Southwest Airlines
06:00LGA
16:20MDW
1 StopUSD 160VIEW DEAL
10 Oct
Southwest Airlines
08:00LGA
16:15MDW
1 StopUSD 205VIEW DEAL
11 Oct
Southwest Airlines
19:35LGA
08:00MDW
1 StopUSD 206VIEW DEAL
11 Oct
Frontier Airlines
06:29LGA
18:45MDW
1 StopUSD 137VIEW DEAL
11 Oct
Southwest Airlines
06:00LGA
08:30MDW
DirectUSD 156VIEW DEAL
12 Oct
Frontier Airlines
22:00LGA
11:58MDW
1 StopUSD 153VIEW DEAL

New York to Chicago monthly flight fare trend

Oct
from USD 73
Nov
from USD 86
Dec
from USD 76
Jan
from USD 107
Feb
from USD 108
Mar
from USD 133

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

Flights from New York

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