Airlines with flights from Westchester County to Chicago
There are two airlines with scheduled flights between HPN and ORD. American Airlines is the only airline with non-stop flights from Westchester Co to Chicago O'Hare and the flight time is 2 hours and 44 minutes.
There are two airlines with scheduled flights between HPN and ORD. American Airlines is the only airline with non-stop flights from Westchester Co to Chicago O'Hare and the flight time is 2 hours and 44 minutes. Choose airline
Direct
Non-stop
2h 44min
Via Detroit
3h 59min
Via Washington
4h 16min
Via Charlotte
4h 46min
Schedules
Non-stop with American Airlines
-
Total flight time: 2 hours and 44 minutes
-
One World Alliance
-
Chicago is a American Airlines hub.
-
35 flights per week
-
Embraer 175Embraer 170
-
First class available
HPN
Direct
ORD
W27, Jun 29 - Jul 05
Flight
Mon
Jun 29
Tue
Jun 30
Wed
Jul 1
Thu
Jul 2
Fri
Jul 3
Sat
Jul 4
Sun
Jul 5
AA3751
06:19
06:00
06:00
06:20
06:20
06:24
06:24
AA3496
07:24
07:24
07:24
07:10
07:10
07:10
07:10
AA3812
12:00
12:00
12:00
12:00
12:00
----
12:00
AA3808
16:30
16:30
16:30
16:39
16:39
----
16:39
AA4112
17:46
17:46
17:46
17:45
17:45
17:55
17:34
The timetable & schedule information was updated at 2026-04-22
Via Detroit with Delta Air Lines
-
Total flight time: 3h 59m - 5h 15m.
-
Sky Team Alliance
-
47 flights per week
HPN
Via DTW
ORD
W27, Jun 29 - Jul 05
Flight
Mon
Jun 29
Tue
Jun 30
Wed
Jul 1
Thu
Jul 2
Fri
Jul 3
Sat
Jul 4
Sun
Jul 5
DL4645
DL2358
DL2358
12:35
12:35
12:35
12:35
12:35
12:35
12:35
DL4643
DL1665
DL1665
17:10
17:10
17:10
17:10
17:10
17:10
17:10
The timetable & schedule information was updated at 2026-04-22
Via Washington with American Airlines
-
Total flight time: 4h 16m - 6h 45m.
-
One World Alliance
-
Chicago is a American Airlines hub.
-
149 flights per week
-
Embraer 175Embraer 170
HPN
Via DCA
ORD
W27, Jun 29 - Jul 05
Flight
Mon
Jun 29
Tue
Jun 30
Wed
Jul 1
Thu
Jul 2
Fri
Jul 3
Sat
Jul 4
Sun
Jul 5
AA5678
AA4360
AA4360
06:30
06:30
06:30
06:30
06:30
06:30
06:30
AA5282
AA1200
AA1200
11:00
11:00
11:00
----
----
----
----
AA5282
AA2398
AA2398
----
----
----
11:00
11:00
----
11:00
AA5401
AA2903
AA2903
17:29
17:29
17:29
17:26
17:26
----
17:26
The timetable & schedule information was updated at 2026-04-22
Via Charlotte with American Airlines
-
Total flight time: 4h 46m - 7h 16m.
-
One World Alliance
-
Chicago is a American Airlines hub.
-
162 flights per week
-
Embraer 175Embraer 170
HPN
Via CLT
ORD
W27, Jun 29 - Jul 05
Flight
Mon
Jun 29
Tue
Jun 30
Wed
Jul 1
Thu
Jul 2
Fri
Jul 3
Sat
Jul 4
Sun
Jul 5
AA5403
AA2908
AA2908
07:55
07:55
07:55
07:55
07:55
07:55
07:55
AA5431
AA836
AA836
----
----
----
10:00
10:00
----
10:00
AA5431
AA2530
AA2530
10:00
10:00
10:00
----
----
----
----
AA5180
AA2488
AA2488
13:43
13:43
13:43
13:43
13:43
13:43
13:43
AA5070
AA3014
AA3014
18:59
18:59
18:59
18:59
18:59
18:59
18:59
The timetable & schedule information was updated at 2026-04-22
