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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
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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) 2024-06-08 2024-06-15 343 USD 17 hours 18 minutes Connection 2024-04-28T08:04:05
Westchester County (HPN) - Chicago (CHI) 2024-06-11 2024-06-18 357 USD 14 hours 19 minutes Connection 2024-04-28T08:20:00
Westchester County (HPN) - Chicago (CHI) 2024-06-19 2024-06-26 357 USD 11 hours 48 minutes Connection 2024-04-27T07:24:13
Westchester County (HPN) - Chicago (CHI) 2024-05-28 2024-06-04 367 USD 11 hours 52 minutes Connection 2024-04-28T09:08:28
Westchester County (HPN) - Chicago (CHI) 2024-07-17 2024-07-24 378 USD 14 hours 56 minutes Connection 2024-04-27T05:29:49
Westchester County (HPN) - Chicago (CHI) 2024-06-18 2024-06-25 378 USD 13 hours 29 minutes Connection 2024-04-26T07:10:28
Westchester County (HPN) - Chicago (CHI) 2024-06-22 2024-06-25 378 USD 11 hours 53 minutes Connection 2024-04-28T00:33:34
Westchester County (HPN) - Chicago (CHI) 2024-07-23 2024-07-30 378 USD 14 hours 19 minutes Connection 2024-04-26T05:32:04
Westchester County (HPN) - Chicago (CHI) 2024-07-24 2024-07-30 378 USD 13 hours 29 minutes Connection 2024-04-26T02:22:31
Westchester County (HPN) - Chicago (CHI) 2024-07-13 2024-07-20 383 USD 17 hours 26 minutes Connection 2024-04-27T05:25:28
Westchester County (HPN) - Chicago (CHI) 2024-06-01 2024-06-08 398 USD 14 hours 19 minutes Connection 2024-04-27T08:19:08
Westchester County (HPN) - Chicago (CHI) 2024-06-12 2024-06-19 398 USD 12 hours 4 minutes Connection 2024-04-26T07:40:02
Westchester County (HPN) - Chicago (CHI) 2024-05-18 2024-05-25 398 USD 12 hours 28 minutes Connection 2024-04-26T09:37:50
Westchester County (HPN) - Chicago (CHI) 2024-07-20 2024-07-27 398 USD 16 hours 19 minutes Connection 2024-04-26T05:43:51
Westchester County (HPN) - Chicago (CHI) 2024-07-24 2024-07-31 398 USD 15 hours 49 minutes Connection 2024-04-26T05:36:10
Westchester County (HPN) - Chicago (CHI) 2024-07-27 2024-08-03 398 USD 13 hours 55 minutes Connection 2024-04-28T05:10:51
Westchester County (HPN) - Chicago (CHI) 2024-05-22 2024-05-29 419 USD 11 hours 30 minutes Connection 2024-04-29T09:28:14
Westchester County (HPN) - Chicago (CHI) 2024-07-06 2024-07-13 420 USD 14 hours 13 minutes Connection 2024-04-26T06:32:46
Westchester County (HPN) - Chicago (CHI) 2024-07-10 2024-07-17 420 USD 12 hours 7 minutes Connection 2024-04-26T06:34:17
Westchester County (HPN) - Chicago (CHI) 2024-06-15 2024-06-22 420 USD 11 hours 59 minutes Connection 2024-04-26T07:26:23
Westchester County (HPN) - Chicago (CHI) 2024-07-23 2024-07-31 420 USD 14 hours 49 minutes Connection 2024-04-26T02:23:22
Westchester County (HPN) - Chicago (CHI) 2024-06-25 2024-07-02 420 USD 15 hours 41 minutes Connection 2024-04-26T07:34:36
Westchester County (HPN) - Chicago (CHI) 2024-06-05 2024-06-12 422 USD 12 hours 3 minutes Connection 2024-04-29T08:36:17
Westchester County (HPN) - Chicago (CHI) 2024-06-04 2024-06-11 438 USD 13 hours 24 minutes Connection 2024-04-26T08:38:08
Westchester County (HPN) - Chicago (CHI) 2024-07-09 2024-07-16 438 USD 14 hours 56 minutes Connection 2024-04-26T06:25:42
Westchester County (HPN) - Chicago (CHI) 2024-07-16 2024-07-23 438 USD 13 hours 29 minutes Connection 2024-04-26T05:39:04
Westchester County (HPN) - Chicago (CHI) 2024-05-21 2024-05-28 448 USD 13 hours 14 minutes Connection 2024-04-27T09:09:14
Westchester County (HPN) - Chicago (CHI) 2024-07-11 2024-07-18 450 USD 12 hours 7 minutes Connection 2024-04-27T06:07:47
Westchester County (HPN) - Chicago (CHI) 2024-07-18 2024-07-25 458 USD 11 hours 48 minutes Connection 2024-04-26T05:41:17
Westchester County (HPN) - Chicago (CHI) 2024-05-29 2024-06-05 458 USD 15 hours 39 minutes Connection 2024-04-27T08:07:09

Westchester County to Chicago flight status

Flight Origin Destination Departure Arrival Equip
UA5377 Westchester County (HPN) Chicago (ORD) 11:39 a.m. 12:47 p.m. EMBRAER EMB 175 (short wing)
AS6927 Westchester County (HPN) Chicago (ORD) 10:20 a.m. 12:45 p.m. CR7
UA5278 Westchester County (HPN) Chicago (ORD) 6 a.m. 7:55 a.m. Canadair CRJ
MQ3832 Westchester County (HPN) Chicago (ORD) 3:25 p.m. 6:50 p.m. E75L
QR7726 Westchester County (HPN) Chicago (ORD) 1:03 p.m. 4:02 p.m. None
AA3456 Westchester County (HPN) Chicago (ORD) 2:36 p.m. 3:52 p.m. EMBRAER EMB 170 / EMB 175
OO3226 Westchester County (HPN) Chicago (ORD) 12:48 p.m. 3:59 p.m. CRJ7
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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