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Flight times from Oakland to Chicago & schedule

The average flight time from Oakland to Chicago is About 6 hours 14 minutes, covering a distance of About 2,969.56 km.

Flight duration

About 6 hours 14 minutes

Flight distance

About 2,969.56 km

How long is the flight from Oakland to Chicago?

The flights usually depart from Oakland International Airport and arrive at Midway International Airport.

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Earliest first
Latest first
Southwest Airlines WN709
OAK 05:00
PHX 06:55
With stops 1.9h
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Southwest Airlines WN459
PHX 07:40
ORD 13:05
3.4h
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Southwest Airlines WN2866
OAK 05:05
LAS 06:40
With stops 1.6h
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Spirit Airlines NK1269
LAS 08:35
ORD 14:13
3.6h
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Southwest Airlines WN2963
OAK 05:50
MDW 14:10
Nonstop 6.3h
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Spirit Airlines NK1443
OAK 06:00
LAS 07:35
With stops 1.6h
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Spirit Airlines NK1269
LAS 08:35
ORD 14:13
3.6h
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Spirit Airlines NK1443
OAK 06:00
LAS 07:35
With stops 1.6h
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Spirit Airlines NK2317
LAS 13:00
ORD 18:44
3.7h
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Spirit Airlines NK1443
OAK 06:00
LAS 07:35
With stops 1.6h
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Spirit Airlines NK1053
LAS 00:34
ORD 06:03
3.5h
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Spirit Airlines NK1443
OAK 06:00
LAS 07:35
With stops 1.6h
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Allegiant Air G41700
LAS 06:30
RFD 11:54
3.4h
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Southwest Airlines WN585
OAK 06:20
MDW 12:30
Nonstop 4.2h
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Southwest Airlines WN1926
OAK 06:25
LAS 08:00
With stops 1.6h
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Southwest Airlines WN3063
LAS 09:25
ORD 15:20
3.9h
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Hawaiian Airlines HA6273
OAK 08:00
PDX 09:40
With stops 1.7h
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Hawaiian Airlines HA6374
PDX 23:00
ORD 05:04
4.1h
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Spirit Airlines NK1406
OAK 09:23
LAS 10:59
With stops 1.6h
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Spirit Airlines NK2317
LAS 13:00
ORD 18:44
3.7h
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Spirit Airlines NK1406
OAK 09:23
LAS 10:59
With stops 1.6h
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Spirit Airlines NK1053
LAS 00:34
ORD 06:03
3.5h
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Spirit Airlines NK1406
OAK 09:23
LAS 10:59
With stops 1.6h
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Spirit Airlines NK1269
LAS 08:35
ORD 14:13
3.6h
See prices and details in the app >>
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Southwest Airlines WN1385
OAK 11:35
BOI 14:05
With stops 1.5h
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Southwest Airlines WN1382
BOI 14:50
MDW 19:10
3.3h
See prices and details in the app >>
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Southwest Airlines WN3265
OAK 13:05
LAS 14:35
With stops 1.5h
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Southwest Airlines WN1779
LAS 17:45
ORD 23:40
3.9h
See prices and details in the app >>
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Hawaiian Airlines HA6278
OAK 14:30
SEA 16:37
With stops 2.1h
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Hawaiian Airlines HA6819
SEA 17:55
ORD 00:03
4.1h
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Alaska Airlines AS1247
OAK 14:30
SEA 16:42
With stops 2.2h
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Alaska Airlines AS538
SEA 17:55
ORD 23:59
4.1h
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Southwest Airlines WN1882
OAK 14:40
LAS 16:15
With stops 1.6h
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Southwest Airlines WN1779
LAS 17:45
ORD 23:40
3.9h
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Sun Country Airlines SY1578
OAK 17:38
MSP 23:09
With stops 3.5h
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Sun Country Airlines SY261
MSP 16:00
ORD 17:39
1.6h
See prices and details in the app >>
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Alaska Airlines AS2133
OAK 19:07
PDX 20:46
With stops 1.6h
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Alaska Airlines AS376
PDX 22:55
ORD 05:00
4.1h
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Southwest Airlines WN4040
OAK 21:45
LAS 23:15
With stops 1.5h
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Spirit Airlines NK1269
LAS 08:35
ORD 14:13
3.6h
See prices and details in the app >>
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Southwest Airlines WN4040
OAK 21:45
LAS 23:15
With stops 1.5h
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Spirit Airlines NK1851
LAS 18:48
ORD 00:27
3.6h
See prices and details in the app >>
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Southwest Airlines WN3245
OAK 19:30
LAS 21:05
With stops 1.6h
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Southwest Airlines WN3341
LAS 23:30
MDW 05:00
3.5h
See prices and details in the app >>
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Alaska Airlines AS2133
OAK 19:07
PDX 20:46
With stops 1.6h
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Alaska Airlines AS376
PDX 22:55
ORD 05:00
4.1h
See prices and details in the app >>
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Sun Country Airlines SY1578
OAK 17:38
MSP 23:09
With stops 3.5h
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Sun Country Airlines SY261
MSP 16:00
ORD 17:39
1.6h
See prices and details in the app >>
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Southwest Airlines WN1882
OAK 14:40
LAS 16:15
With stops 1.6h
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Southwest Airlines WN1779
LAS 17:45
ORD 23:40
3.9h
See prices and details in the app >>
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Hawaiian Airlines HA6278
OAK 14:30
SEA 16:37
With stops 2.1h
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Hawaiian Airlines HA6819
SEA 17:55
ORD 00:03
4.1h
See prices and details in the app >>
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Alaska Airlines AS1247
OAK 14:30
SEA 16:42
With stops 2.2h
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Alaska Airlines AS538
SEA 17:55
ORD 23:59
4.1h
See prices and details in the app >>
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Southwest Airlines WN3265
OAK 13:05
LAS 14:35
With stops 1.5h
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Southwest Airlines WN1779
LAS 17:45
ORD 23:40
3.9h
See prices and details in the app >>
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Check prices
Southwest Airlines WN1385
OAK 11:35
BOI 14:05
With stops 1.5h
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Southwest Airlines WN1382
BOI 14:50
MDW 19:10
3.3h
See prices and details in the app >>
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Spirit Airlines NK1406
OAK 09:23
LAS 10:59
With stops 1.6h
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Spirit Airlines NK2317
LAS 13:00
ORD 18:44
3.7h
See prices and details in the app >>
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Check prices
Spirit Airlines NK1406
OAK 09:23
LAS 10:59
With stops 1.6h
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Spirit Airlines NK1053
LAS 00:34
ORD 06:03
3.5h
See prices and details in the app >>
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Check prices
Spirit Airlines NK1406
OAK 09:23
LAS 10:59
With stops 1.6h
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Spirit Airlines NK1269
LAS 08:35
ORD 14:13
3.6h
See prices and details in the app >>
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Check prices
Hawaiian Airlines HA6273
OAK 08:00
PDX 09:40
With stops 1.7h
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Hawaiian Airlines HA6374
PDX 23:00
ORD 05:04
4.1h
See prices and details in the app >>
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Southwest Airlines WN1926
OAK 06:25
LAS 08:00
With stops 1.6h
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Southwest Airlines WN3063
LAS 09:25
ORD 15:20
3.9h
See prices and details in the app >>
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Check prices
Southwest Airlines WN585
OAK 06:20
MDW 12:30
Nonstop 4.2h
See prices and details in the app >>
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Check prices
Spirit Airlines NK1443
OAK 06:00
LAS 07:35
With stops 1.6h
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Spirit Airlines NK1269
LAS 08:35
ORD 14:13
3.6h
See prices and details in the app >>
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Check prices
Spirit Airlines NK1443
OAK 06:00
LAS 07:35
With stops 1.6h
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Spirit Airlines NK2317
LAS 13:00
ORD 18:44
3.7h
See prices and details in the app >>
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Check prices
Spirit Airlines NK1443
OAK 06:00
LAS 07:35
With stops 1.6h
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Spirit Airlines NK1053
LAS 00:34
ORD 06:03
3.5h
See prices and details in the app >>
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Check prices
Spirit Airlines NK1443
OAK 06:00
LAS 07:35
With stops 1.6h
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Allegiant Air G41700
LAS 06:30
RFD 11:54
3.4h
See prices and details in the app >>
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Check prices
See all
Southwest Airlines WN2963
OAK 05:50
MDW 14:10
Nonstop 6.3h
See prices and details in the app >>
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Check prices
Southwest Airlines WN585
OAK 06:20
MDW 12:30
Nonstop 4.2h
See prices and details in the app >>
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Check prices
Southwest Airlines WN585
OAK 06:20
MDW 12:30
Nonstop 4.2h
See prices and details in the app >>
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Check prices
Southwest Airlines WN2963
OAK 05:50
MDW 14:10
Nonstop 6.3h
See prices and details in the app >>
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FAQs about flight schedules from Oakland to Chicago

  • When are flight tickets from Oakland (OAK) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Oakland to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How long does it take to fly from Oakland (OAK) to Chicago (CHI) and what is the distance?

    It takes around 6 hours 35 minutes to fly from Oakland (OAK) to Chicago (CHI).

  • What are the most popular airlines that fly from Oakland (OAK) to Chicago (CHI)?

    Airlines with flights from Oakland (OAK) to Chicago (CHI): Southwest Airlines.

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