Flights from New York to Chicago
Flights from New York to Chicago
New York to Chicago
- $122 Cheapest fare
- 2h 46m Time in the air
- 1,154 km Distance
- 9 Airlines
Flying home? Chicago to New York from $124
- From New York
- To Chicago
The cheapest dates to fly
-
$122CAD
27 Aug 2027, Fri
JFK – ORD
1h 48m · direct
12:04 – 12:52
-
$125CAD
11 Mar 2027, Thu
LGA – MDW
1h 58m · direct
10:18 – 11:16
-
$128CAD
12 Jan 2027, Tue
LGA – ORD
4h 33m · direct
16:06 – 19:39
-
$132CAD
27 Apr 2027, Tue
JFK – MDW
2h 12m · direct
05:17 – 06:29
-
$132CAD
29 Nov, Sun
LGA – MDW
2h · direct
10:08 – 11:08
-
$132CAD
18 Oct, Sun
LGA – ORD
2h 11m · direct
08:04 – 09:15
-
$133CAD
23 Jun 2027, Wed
EWR – ORD
1h 58m · direct
08:43 – 09:41
-
$133CAD
1 Jun 2027, Tue
JFK – MDW
1h 52m · direct
01:14 – 02:06
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The best month to fly
Median fare by month, from 12 months of NYC to CHI's own direct schedule.
Southwest Airlines
Hawaiian Airlines
Frontier Airlines
Spirit Airlines
JetBlue Airways