Flights from Chicago to New York
Flights from Chicago to New York
Chicago to New York
- $124 Cheapest fare
- 2h 45m Time in the air
- 1,140 km Distance
- 8 Airlines
Flying home? New York to Chicago from $122
- From Chicago
- To New York
The cheapest dates to fly
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$124CAD
5 Mar 2027, Fri
MDW – EWR
4h 15m · direct
20:18 – 01:33
-
$126CAD
7 Jun 2027, Mon
MDW – EWR
2h 10m · direct
13:00 – 16:10
-
$129CAD
17 Jan 2027, Sun
MDW – LGA
4h 15m · direct
19:17 – 00:32
-
$130CAD
5 Jan 2027, Tue
ORD – JFK
2h 59m · direct
02:44 – 06:43
-
$131CAD
26 May 2027, Wed
ORD – LGA
1h 35m · direct
11:08 – 13:43
-
$132CAD
19 Jan 2027, Tue
ORD – LGA
4h 7m · direct
01:43 – 06:50
-
$134CAD
15 Dec, Tue
MDW – JFK
4h 6m · direct
14:31 – 19:37
-
$137CAD
4 Oct, Sun
ORD – EWR
3h 3m · direct
22:37 – 02:40
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The best month to fly
Median fare by month, from 10 months of CHI to NYC's own direct schedule.
JetBlue Airways
Frontier Airlines
Alaska Airlines
Hawaiian Airlines