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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

Earliest flight

05:50 → 14:10

Latest flight

18:50 → 00:50

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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Southwest Airlines WN2567
OAK 06:00
ONT 07:25
With stops 1.4h
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Southwest Airlines WN3788
ONT 05:00
MDW 10:50
3.8h
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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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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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Southwest Airlines WN3273
LAS 05:20
MDW 10:50
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
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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
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Southwest Airlines WN6318
OAK 13:00
PHX 15:00
With stops 2.0h
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Southwest Airlines WN408
PHX 16:50
ORD 22:20
3.5h
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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
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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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Sun Country Airlines SY1578
OAK 17:38
MSP 23:09
With stops 3.5h
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Sun Country Airlines SY261
MSP 15:42
ORD 17:21
1.6h
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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
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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
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Alaska Airlines AS2086
OAK 19:58
SEA 22:00
With stops 2.0h
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Alaska Airlines AS328
SEA 00:59
ORD 07:03
4.1h
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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 15:42
ORD 17:21
1.6h
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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 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
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Southwest Airlines WN6318
OAK 13:00
PHX 15:00
With stops 2.0h
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Southwest Airlines WN408
PHX 16:50
ORD 22:20
3.5h
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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
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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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Southwest Airlines WN3273
LAS 05:20
MDW 10:50
3.5h
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 NK1269
LAS 08:35
ORD 14:13
3.6h
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
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Southwest Airlines WN585
OAK 06:20
MDW 12:30
Nonstop 4.2h
See prices and details in the app >>
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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
See prices and details in the app >>
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Southwest Airlines WN2567
OAK 06:00
ONT 07:25
With stops 1.4h
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Southwest Airlines WN3788
ONT 05:00
MDW 10:50
3.8h
See prices and details in the app >>
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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
See prices and details in the app >>
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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
See prices and details in the app >>
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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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Southwest Airlines WN585
OAK 06:20
MDW 12:30
Nonstop 4.2h
See prices and details in the app >>
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Southwest Airlines WN585
OAK 06:20
MDW 12:30
Nonstop 4.2h
See prices and details in the app >>
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Southwest Airlines WN2963
OAK 05:50
MDW 14:10
Nonstop 6.3h
See prices and details in the app >>
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Top airlines for flights from Oakland to Chicago

Multiple airlines provide flights from Oakland to Chicago. The best rated one is Spirit Airlines with an average rating of 10.0.

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Spirit Airlines
Spirit Airlines
User rating: 10.0

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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