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Cheap flights from Westchester County to Chicago

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

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

Westchester County to Chicago flight schedules

Flight Departure Date Arrival Date Price Duration Number of stops Updated
Westchester County (HPN) - Chicago (CHI) 2024-08-06 2024-08-13 226 USD 14 hours 54 minutes Connection 2024-05-29T06:26:35
Westchester County (HPN) - Chicago (CHI) 2024-06-08 2024-06-15 226 USD 10 hours 48 minutes Connection 2024-05-27T09:42:07
Westchester County (HPN) - Chicago (CHI) 2024-06-11 2024-06-18 226 USD 11 hours 41 minutes Connection 2024-05-27T09:40:04
Westchester County (HPN) - Chicago (CHI) 2024-08-13 2024-08-20 226 USD 9 hours 51 minutes Connection 2024-05-28T05:25:46
Westchester County (HPN) - Chicago (CHI) 2024-08-14 2024-08-21 226 USD 12 hours 2 minutes Connection 2024-05-27T05:13:23
Westchester County (HPN) - Chicago (CHI) 2024-08-20 2024-08-27 226 USD 12 hours 45 minutes Connection 2024-05-27T05:28:28
Westchester County (HPN) - Chicago (CHI) 2024-08-21 2024-08-28 226 USD 13 hours 25 minutes Connection 2024-05-27T05:22:55
Westchester County (HPN) - Chicago (CHI) 2024-07-23 2024-07-30 226 USD 13 hours 56 minutes Connection 2024-05-29T07:17:26
Westchester County (HPN) - Chicago (CHI) 2024-08-27 2024-09-03 226 USD 11 hours 13 minutes Connection 2024-05-30T05:08:19
Westchester County (HPN) - Chicago (CHI) 2024-08-02 2024-08-09 283 USD 12 hours 45 minutes Connection 2024-05-29T06:18:33
Westchester County (HPN) - Chicago (CHI) 2024-08-03 2024-08-10 283 USD 13 hours 34 minutes Connection 2024-05-29T06:13:58
Westchester County (HPN) - Chicago (CHI) 2024-07-06 2024-07-13 283 USD 10 hours 53 minutes Connection 2024-05-29T08:33:39
Westchester County (HPN) - Chicago (CHI) 2024-08-07 2024-08-14 283 USD 14 hours 15 minutes Connection 2024-05-29T06:41:13
Westchester County (HPN) - Chicago (CHI) 2024-06-15 2024-06-22 283 USD 13 hours 30 minutes Connection 2024-05-29T09:36:32
Westchester County (HPN) - Chicago (CHI) 2024-07-16 2024-07-23 283 USD 13 hours 56 minutes Connection 2024-05-29T07:28:11
Westchester County (HPN) - Chicago (CHI) 2024-07-17 2024-07-24 283 USD 10 hours 37 minutes Connection 2024-05-29T07:27:16
Westchester County (HPN) - Chicago (CHI) 2024-08-17 2024-08-24 283 USD 11 hours 50 minutes Connection 2024-05-29T05:11:58
Westchester County (HPN) - Chicago (CHI) 2024-06-18 2024-06-25 283 USD 9 hours 51 minutes Connection 2024-05-29T09:49:51
Westchester County (HPN) - Chicago (CHI) 2024-08-23 2024-08-30 283 USD 12 hours 45 minutes Connection 2024-05-29T05:20:40
Westchester County (HPN) - Chicago (CHI) 2024-07-24 2024-07-31 283 USD 12 hours 2 minutes Connection 2024-05-29T07:21:51
Westchester County (HPN) - Chicago (CHI) 2024-08-24 2024-08-31 283 USD 13 hours 34 minutes Connection 2024-05-29T05:43:19
Westchester County (HPN) - Chicago (CHI) 2024-06-25 2024-07-02 283 USD 11 hours 41 minutes Connection 2024-05-29T09:05:22
Westchester County (HPN) - Chicago (CHI) 2024-07-27 2024-08-03 283 USD 9 hours 51 minutes Connection 2024-05-29T07:07:44
Westchester County (HPN) - Chicago (CHI) 2024-07-31 2024-08-07 283 USD 13 hours 25 minutes Connection 2024-05-29T06:24:39
Westchester County (HPN) - Chicago (CHI) 2024-07-01 2024-07-08 339 USD 12 hours 51 minutes Connection 2024-05-29T08:10:03
Westchester County (HPN) - Chicago (CHI) 2024-07-02 2024-07-09 339 USD 11 hours 9 minutes Connection 2024-05-29T08:11:33
Westchester County (HPN) - Chicago (CHI) 2024-07-04 2024-07-11 339 USD 15 hours 14 minutes Connection 2024-05-29T08:25:04
Westchester County (HPN) - Chicago (CHI) 2024-06-14 2024-06-16 339 USD 10 hours 41 minutes Connection 2024-05-29T01:24:08
Westchester County (HPN) - Chicago (CHI) 2024-06-22 2024-06-29 339 USD 11 hours 57 minutes Connection 2024-05-29T09:31:37
Westchester County (HPN) - Chicago (CHI) 2024-06-29 2024-07-06 339 USD 9 hours 43 minutes Connection 2024-05-29T08:41:10

Westchester County to Chicago flight status

Flight Origin Destination Departure Arrival Equip
AS6927 Westchester County (HPN) Chicago (ORD) 1:15 p.m. 5:20 p.m. CR7
UA5278 Westchester County (HPN) Chicago (ORD) 4:25 p.m. 6 p.m. Canadair CRJ
MQ3832 Westchester County (HPN) Chicago (ORD) 3:43 p.m. 7:13 p.m. E75L
OO3226 Westchester County (HPN) Chicago (ORD) 8:58 a.m. 10:02 a.m. CRJ7
UA5377 Westchester County (HPN) Chicago (ORD) 11:41 a.m. 12:49 p.m. EMBRAER EMB 175 (short wing)
QR7726 Westchester County (HPN) Chicago (ORD) 12:53 p.m. 3:54 p.m. None
AA3456 Westchester County (HPN) Chicago (ORD) 6:53 a.m. 8:27 a.m. EMBRAER EMB 170 / EMB 175
AS4710 Westchester County (HPN) Chicago (ORD) 12:48 p.m. 3:59 p.m. Boeing 737-823
NZ2436 Westchester County (HPN) Chicago (ORD) noon 1:33 p.m. BEH
UA6000 Westchester County (HPN) Chicago (ORD) 6:20 a.m. 7:53 a.m. EMBRAER EMB 175 (short wing)
NZ2434 Westchester County (HPN) Chicago (ORD) 6:20 a.m. 7:53 a.m.
ZW3809 Westchester County (HPN) Chicago (ORD) 4 p.m. 5:06 p.m. CRJ2
WQ9457 Westchester County (HPN) Chicago (ORD) 5:30 p.m. 9:07 p.m. B738
EY3295 Westchester County (HPN) Chicago (ORD) 7 a.m. 8:34 a.m. CRJ 700
EY3595 Westchester County (HPN) Chicago (ORD) 7:14 a.m. 8:54 a.m. ERD
RP5329 Westchester County (HPN) Chicago (ORD) 7 a.m. 8:30 a.m. ERD
AD6900 Westchester County (HPN) Chicago (ORD) 7:05 a.m. 8:47 a.m. AT7
NZ2438 Westchester County (HPN) Chicago (ORD) 11 a.m. 11:35 a.m. BEH
RP5326 Westchester County (HPN) Chicago (ORD) 10:25 a.m. 11:55 a.m. ERD

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