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Cheap flights from Chicago to Westchester County

Find cheap Westchester County to Chicago flights with our free search service. Compare all available fares for direct or connection flights from Westchester County to Chicago.

Round-trip
  • One-way
  • Round-trip
1 adult
Adults 12 years or over
1
Children 2-11 years
0
Infants 0-23 months
0
Cancel Done
Economy Class
  • Economy Class
  • Business Class
Done
Done

Chicago to Westchester County flight schedules

Flight Departure Date Arrival Date Price Duration Number of stops Updated
Chicago (CHI) - Westchester County (HPN) 2024-06-01 2024-06-08 225 USD 9 hours 8 minutes Connection 2024-05-17T09:20:33
Chicago (CHI) - Westchester County (HPN) 2024-06-04 2024-06-11 225 USD 11 hours 31 minutes Connection 2024-05-19T09:06:54
Chicago (CHI) - Westchester County (HPN) 2024-08-06 2024-08-13 225 USD 9 hours 38 minutes Connection 2024-05-17T05:25:49
Chicago (CHI) - Westchester County (HPN) 2024-08-07 2024-08-14 225 USD 13 hours 17 minutes Connection 2024-05-17T05:13:52
Chicago (CHI) - Westchester County (HPN) 2024-08-13 2024-08-20 225 USD 13 hours 17 minutes Connection 2024-05-17T05:36:25
Chicago (CHI) - Westchester County (HPN) 2024-08-14 2024-08-21 225 USD 13 hours 44 minutes Connection 2024-05-16T05:23:49
Chicago (CHI) - Westchester County (HPN) 2024-07-26 2024-08-02 225 USD 12 hours 12 minutes Connection 2024-05-17T06:07:54
Chicago (CHI) - Westchester County (HPN) 2024-07-30 2024-08-06 225 USD 11 hours 4 minutes Connection 2024-05-17T06:19:44
Chicago (CHI) - Westchester County (HPN) 2024-07-02 2024-07-09 344 USD 10 hours 59 minutes Connection 2024-05-17T07:26:22
Chicago (CHI) - Westchester County (HPN) 2024-06-08 2024-06-15 344 USD 12 hours 28 minutes Connection 2024-05-17T09:24:00
Chicago (CHI) - Westchester County (HPN) 2024-08-10 2024-08-17 344 USD 10 hours 31 minutes Connection 2024-05-17T05:15:10
Chicago (CHI) - Westchester County (HPN) 2024-07-13 2024-07-20 344 USD 13 hours 59 minutes Connection 2024-05-17T07:36:28
Chicago (CHI) - Westchester County (HPN) 2024-07-16 2024-07-23 344 USD 9 hours 51 minutes Connection 2024-05-17T07:31:39
Chicago (CHI) - Westchester County (HPN) 2024-07-17 2024-07-24 344 USD 11 hours 32 minutes Connection 2024-05-18T07:25:15
Chicago (CHI) - Westchester County (HPN) 2024-08-17 2024-08-24 344 USD 11 hours 2 minutes Connection 2024-05-19T05:14:54
Chicago (CHI) - Westchester County (HPN) 2024-06-18 2024-06-25 344 USD 11 hours 41 minutes Connection 2024-05-17T08:33:48
Chicago (CHI) - Westchester County (HPN) 2024-07-24 2024-07-31 344 USD 11 hours 53 minutes Connection 2024-05-16T06:18:33
Chicago (CHI) - Westchester County (HPN) 2024-06-25 2024-07-02 344 USD 8 hours 15 minutes Connection 2024-05-17T08:34:23
Chicago (CHI) - Westchester County (HPN) 2024-07-31 2024-08-07 344 USD 12 hours 19 minutes Connection 2024-05-17T06:34:50
Chicago (CHI) - Westchester County (HPN) 2024-08-08 2024-08-15 354 USD 16 hours 4 minutes Connection 2024-05-18T05:17:10
Chicago (CHI) - Westchester County (HPN) 2024-08-09 2024-08-16 354 USD 12 hours 42 minutes Connection 2024-05-17T05:18:06
Chicago (CHI) - Westchester County (HPN) 2024-08-16 2024-08-23 354 USD 12 hours 50 minutes Connection 2024-05-19T05:13:39
Chicago (CHI) - Westchester County (HPN) 2024-07-25 2024-08-01 354 USD 12 hours 32 minutes Connection 2024-05-17T06:05:51
Chicago (CHI) - Westchester County (HPN) 2024-06-05 2024-06-12 378 USD 14 hours 44 minutes Connection 2024-05-16T09:34:26
Chicago (CHI) - Westchester County (HPN) 2024-07-11 2024-07-18 393 USD 11 hours 59 minutes Connection 2024-05-17T07:41:54
Chicago (CHI) - Westchester County (HPN) 2024-05-25 2024-06-01 401 USD 11 hours 53 minutes Connection 2024-05-17T10:32:27
Chicago (CHI) - Westchester County (HPN) 2024-05-28 2024-06-04 401 USD 10 hours 6 minutes Connection 2024-05-18T10:13:28
Chicago (CHI) - Westchester County (HPN) 2024-05-30 2024-06-06 412 USD 13 hours 36 minutes Connection 2024-05-16T09:03:20
Chicago (CHI) - Westchester County (HPN) 2024-06-28 2024-07-05 413 USD 13 hours 57 minutes Connection 2024-05-17T08:11:22
Chicago (CHI) - Westchester County (HPN) 2024-06-11 2024-06-12 414 USD 14 hours 23 minutes Connection 2024-05-16T15:21:53

Chicago to Westchester County flight status

Flight Origin Destination Departure Arrival Equip
UA5710 Chicago (ORD) Westchester County (HPN) 7:55 p.m. 10:02 p.m. Canadair CRJ
QR7739 Chicago (ORD) Westchester County (HPN) 6:58 p.m. 7:41 p.m. None
AA3226 Chicago (ORD) Westchester County (HPN) 8:58 a.m. 10:02 a.m. Canadair CRJ 700
UA4730 Chicago (ORD) Westchester County (HPN) 1:30 p.m. 4:23 p.m. EMBRAER EMB 175 (short wing)
UA4726 Chicago (ORD) Westchester County (HPN) 4:05 p.m. 5:46 p.m. EMBRAER EMB 175 (short wing)
AS4638 Chicago (ORD) Westchester County (HPN) 5:35 p.m. 10:26 p.m. E75
OO3045 Chicago (ORD) Westchester County (HPN) 7:30 p.m. 9:37 p.m. CRJ7
AA3045 Chicago (ORD) Westchester County (HPN) 7:30 p.m. 9:37 p.m. CRJ7
UA3837 Chicago (ORD) Westchester County (HPN) 11 a.m. 11:44 a.m. ERJ
NZ2435 Chicago (ORD) Westchester County (HPN) 7:30 a.m. 10:41 a.m. BEH
ZW3837 Chicago (ORD) Westchester County (HPN) 6:45 a.m. 7:50 a.m. CRJ2
EY3461 Chicago (ORD) Westchester County (HPN) 8:55 p.m. 1:24 a.m. CRJ7
NZ2437 Chicago (ORD) Westchester County (HPN) 10:15 a.m. 10:50 a.m. BEH
HA3805 Chicago (ORD) Westchester County (HPN) 6:05 p.m. 9:19 p.m. 321
AMF1922 Chicago (ORD) Westchester County (HPN) 6:05 p.m. 9:19 p.m.
RP5328 Chicago (ORD) Westchester County (HPN) 9:20 a.m. 12:29 p.m. ERD
EY3293 Chicago (ORD) Westchester County (HPN) midnight midnight CRJ7
MQ2761 Chicago (ORD) Westchester County (HPN) 6:40 a.m. 9:45 a.m. ERD

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