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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) 2024-05-07 2024-05-14 296 USD 14 hours 30 minutes Connection 2024-04-17T09:50:08
Westchester County (HPN) - Chicago (CHI) 2024-07-04 2024-07-11 313 USD 10 hours 3 minutes Connection 2024-04-17T05:12:11
Westchester County (HPN) - Chicago (CHI) 2024-05-14 2024-05-21 326 USD 11 hours 30 minutes Connection 2024-04-17T09:11:47
Westchester County (HPN) - Chicago (CHI) 2024-07-16 2024-07-23 326 USD 13 hours 29 minutes Connection 2024-04-17T05:19:37
Westchester County (HPN) - Chicago (CHI) 2024-05-01 2024-05-08 331 USD 13 hours 43 minutes Connection 2024-04-17T09:47:31
Westchester County (HPN) - Chicago (CHI) 2024-06-01 2024-06-08 331 USD 12 hours 2 minutes Connection 2024-04-17T08:08:46
Westchester County (HPN) - Chicago (CHI) 2024-07-06 2024-07-13 331 USD 8 hours 15 minutes Connection 2024-04-17T05:46:52
Westchester County (HPN) - Chicago (CHI) 2024-05-08 2024-05-15 331 USD 11 hours 52 minutes Connection 2024-04-17T09:19:01
Westchester County (HPN) - Chicago (CHI) 2024-06-08 2024-06-15 331 USD 9 hours 43 minutes Connection 2024-04-17T07:17:54
Westchester County (HPN) - Chicago (CHI) 2024-07-09 2024-07-16 331 USD 8 hours 10 minutes Connection 2024-04-17T05:41:15
Westchester County (HPN) - Chicago (CHI) 2024-06-11 2024-06-18 331 USD 9 hours 48 minutes Connection 2024-04-17T07:35:06
Westchester County (HPN) - Chicago (CHI) 2024-07-13 2024-07-20 331 USD 8 hours 15 minutes Connection 2024-04-17T05:16:22
Westchester County (HPN) - Chicago (CHI) 2024-05-25 2024-06-01 331 USD 11 hours 59 minutes Connection 2024-04-17T08:15:06
Westchester County (HPN) - Chicago (CHI) 2024-04-30 2024-05-07 331 USD 10 hours 11 minutes Connection 2024-04-17T09:46:10
Westchester County (HPN) - Chicago (CHI) 2024-07-10 2024-07-17 342 USD 13 hours 55 minutes Connection 2024-04-17T05:26:15
Westchester County (HPN) - Chicago (CHI) 2024-06-12 2024-06-19 342 USD 12 hours 4 minutes Connection 2024-04-17T07:37:32
Westchester County (HPN) - Chicago (CHI) 2024-06-18 2024-06-25 342 USD 12 hours 7 minutes Connection 2024-04-17T06:39:27
Westchester County (HPN) - Chicago (CHI) 2024-06-01 2024-06-19 350 USD 10 hours 58 minutes Connection 2024-04-16T23:38:43
Westchester County (HPN) - Chicago (CHI) 2024-05-04 2024-05-11 350 USD 11 hours 32 minutes Connection 2024-04-17T09:07:51
Westchester County (HPN) - Chicago (CHI) 2024-05-11 2024-05-18 350 USD 13 hours 20 minutes Connection 2024-04-17T09:33:07
Westchester County (HPN) - Chicago (CHI) 2024-05-15 2024-05-22 350 USD 11 hours 9 minutes Connection 2024-04-17T09:29:36
Westchester County (HPN) - Chicago (CHI) 2024-05-18 2024-05-25 350 USD 10 hours 3 minutes Connection 2024-04-17T08:11:44
Westchester County (HPN) - Chicago (CHI) 2024-05-21 2024-05-28 350 USD 10 hours 14 minutes Connection 2024-04-17T08:27:03
Westchester County (HPN) - Chicago (CHI) 2024-05-22 2024-05-29 350 USD 8 hours 30 minutes Connection 2024-04-17T08:08:44
Westchester County (HPN) - Chicago (CHI) 2024-04-24 2024-05-01 350 USD 12 hours 2 minutes Connection 2024-04-17T10:09:26
Westchester County (HPN) - Chicago (CHI) 2024-04-25 2024-05-02 350 USD 8 hours 26 minutes Connection 2024-04-17T10:14:56
Westchester County (HPN) - Chicago (CHI) 2024-04-27 2024-05-04 350 USD 8 hours 26 minutes Connection 2024-04-17T10:09:41
Westchester County (HPN) - Chicago (CHI) 2024-05-28 2024-06-04 350 USD 9 hours 46 minutes Connection 2024-04-17T08:31:38
Westchester County (HPN) - Chicago (CHI) 2024-04-29 2024-05-06 350 USD 11 hours 14 minutes Connection 2024-04-17T09:13:20
Westchester County (HPN) - Chicago (CHI) 2024-05-29 2024-06-05 350 USD 9 hours 41 minutes Connection 2024-04-17T08:25:34

Westchester County to Chicago flight status

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