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
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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) 2024-06-08 2024-06-15 363 USD 17 hours 26 minutes Connection 2024-03-28T06:18:30
Chicago (CHI) - Westchester County (HPN) 2024-05-01 2024-05-08 398 USD 12 hours 39 minutes Connection 2024-03-28T08:08:02
Chicago (CHI) - Westchester County (HPN) 2024-06-01 2024-06-08 398 USD 14 hours 20 minutes Connection 2024-03-28T06:13:30
Chicago (CHI) - Westchester County (HPN) 2024-05-04 2024-05-11 398 USD 16 hours 17 minutes Connection 2024-03-28T08:29:06
Chicago (CHI) - Westchester County (HPN) 2024-06-04 2024-06-11 398 USD 16 hours 10 minutes Connection 2024-03-28T06:16:42
Chicago (CHI) - Westchester County (HPN) 2024-06-05 2024-06-12 398 USD 12 hours 34 minutes Connection 2024-03-28T06:18:05
Chicago (CHI) - Westchester County (HPN) 2024-05-07 2024-05-14 398 USD 16 hours 8 minutes Connection 2024-03-28T08:24:59
Chicago (CHI) - Westchester County (HPN) 2024-05-08 2024-05-15 398 USD 12 hours 39 minutes Connection 2024-03-28T08:22:02
Chicago (CHI) - Westchester County (HPN) 2024-06-11 2024-06-18 398 USD 16 hours 19 minutes Connection 2024-03-28T06:17:23
Chicago (CHI) - Westchester County (HPN) 2024-06-12 2024-06-19 398 USD 13 hours 55 minutes Connection 2024-03-28T05:23:24
Chicago (CHI) - Westchester County (HPN) 2024-05-14 2024-05-21 398 USD 12 hours 39 minutes Connection 2024-03-28T07:10:42
Chicago (CHI) - Westchester County (HPN) 2024-06-15 2024-06-22 398 USD 15 hours 10 minutes Connection 2024-03-28T05:18:34
Chicago (CHI) - Westchester County (HPN) 2024-05-18 2024-05-25 398 USD 16 hours 4 minutes Connection 2024-03-28T07:08:02
Chicago (CHI) - Westchester County (HPN) 2024-06-18 2024-06-25 398 USD 14 hours 49 minutes Connection 2024-03-28T05:15:00
Chicago (CHI) - Westchester County (HPN) 2024-05-25 2024-06-01 398 USD 14 hours 28 minutes Connection 2024-03-28T07:09:43
Chicago (CHI) - Westchester County (HPN) 2024-05-28 2024-06-04 398 USD 12 hours 39 minutes Connection 2024-03-28T06:14:45
Chicago (CHI) - Westchester County (HPN) 2024-05-29 2024-06-05 398 USD 12 hours 39 minutes Connection 2024-03-28T06:21:06
Chicago (CHI) - Westchester County (HPN) 2024-04-30 2024-05-07 398 USD 16 hours 5 minutes Connection 2024-03-28T08:19:40
Chicago (CHI) - Westchester County (HPN) 2024-08-14 2024-08-18 399 USD 12 hours 56 minutes Connection 2024-03-28T14:48:08
Chicago (CHI) - Westchester County (HPN) 2024-04-26 2024-05-07 399 USD 12 hours 21 minutes Connection 2024-03-28T02:45:12
Chicago (CHI) - Westchester County (HPN) 2024-05-11 2024-05-18 413 USD 12 hours 28 minutes Connection 2024-03-26T07:24:58
Chicago (CHI) - Westchester County (HPN) 2024-05-03 2024-05-10 419 USD 13 hours 9 minutes Connection 2024-03-28T08:15:57
Chicago (CHI) - Westchester County (HPN) 2024-06-06 2024-06-13 419 USD 15 hours 56 minutes Connection 2024-03-28T06:13:48
Chicago (CHI) - Westchester County (HPN) 2024-06-14 2024-06-21 419 USD 13 hours 55 minutes Connection 2024-03-28T05:15:16
Chicago (CHI) - Westchester County (HPN) 2024-06-19 2024-06-26 419 USD 13 hours 57 minutes Connection 2024-03-28T05:19:25
Chicago (CHI) - Westchester County (HPN) 2024-05-24 2024-05-31 419 USD 12 hours 18 minutes Connection 2024-03-28T07:21:30
Chicago (CHI) - Westchester County (HPN) 2024-05-30 2024-06-06 419 USD 12 hours 18 minutes Connection 2024-03-28T06:05:49
Chicago (CHI) - Westchester County (HPN) 2024-05-31 2024-06-07 419 USD 13 hours 50 minutes Connection 2024-03-28T06:18:14
Chicago (CHI) - Westchester County (HPN) 2024-04-17 2024-04-24 422 USD 13 hours 16 minutes Connection 2024-03-27T09:49:41
Chicago (CHI) - Westchester County (HPN) 2024-04-23 2024-04-30 422 USD 15 hours 27 minutes Connection 2024-03-27T09:20:00

Chicago to Westchester County flight status

Flight Origin Destination Departure Arrival Equip
AS4638 Chicago (ORD) Westchester County (HPN) 4:10 p.m. 5:40 p.m. E75
UA4726 Chicago (ORD) Westchester County (HPN) 4:12 p.m. 6:05 p.m. EMBRAER EMB 175 (short wing)
QR7739 Chicago (ORD) Westchester County (HPN) 7 p.m. 8:11 p.m. None
UA4730 Chicago (ORD) Westchester County (HPN) 12:37 p.m. 1:56 p.m. EMBRAER EMB 175 (short wing)
UA5710 Chicago (ORD) Westchester County (HPN) 4:55 p.m. 6:43 p.m. Canadair CRJ
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
AA3226 Chicago (ORD) Westchester County (HPN) 12:48 p.m. 3:59 p.m. Canadair CRJ 700
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