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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 2,969.56km.

Flight duration

About 6 hours 14 minutes

Flight distance

About 2,969.56km

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 WN3123
OAK 05:50
MDW 11:55
Nonstop 4.1h
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Spirit Airlines NK2186
OAK 06:00
LAS 07:28
With stops 1.5h
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Spirit Airlines NK2079
LAS 06:49
ORD 12:31
3.7h
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Alaska Airlines AS1151
OAK 06:15
SEA 08:25
With stops 2.2h
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Delta Air Lines DL2299
SEA 11:15
ORD 17:10
3.9h
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Alaska Airlines AS1151
OAK 06:15
SEA 08:25
With stops 2.2h
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Alaska Airlines AS538
SEA 18:00
ORD 23:59
4.0h
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Alaska Airlines AS1151
OAK 06:15
SEA 08:25
With stops 2.2h
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Alaska Airlines AS328
SEA 23:00
ORD 05:04
4.1h
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Southwest Airlines WN1552
OAK 06:55
LAS 08:30
With stops 1.6h
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Southwest Airlines WN183
LAS 12:00
ORD 17:55
3.9h
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Hawaiian Airlines HA6275
OAK 07:00
SEA 09:07
With stops 2.1h
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Hawaiian Airlines HA6818
SEA 10:52
ORD 17:01
4.2h
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Hawaiian Airlines HA6275
OAK 07:00
SEA 09:07
With stops 2.1h
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Delta Air Lines DL2299
SEA 11:15
ORD 17:10
3.9h
See prices and details in the app >>
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Hawaiian Airlines HA6275
OAK 07:00
SEA 09:07
With stops 2.1h
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United Airlines UA2652
SEA 10:55
ORD 17:10
4.3h
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Hawaiian Airlines HA6275
OAK 07:00
SEA 09:07
With stops 2.1h
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Hawaiian Airlines HA6819
SEA 17:50
ORD 23:59
4.2h
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Hawaiian Airlines HA6275
OAK 07:00
SEA 09:07
With stops 2.1h
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Hawaiian Airlines HA6669
SEA 23:00
ORD 05:04
4.1h
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Southwest Airlines WN1124
OAK 07:30
DAL 12:55
With stops 3.4h
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Southwest Airlines WN2303
DAL 16:45
MDW 19:00
2.3h
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Alaska Airlines AS2021
OAK 11:03
SEA 13:06
With stops 2.0h
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Alaska Airlines AS941
SEA 15:59
ORD 22:04
4.1h
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Delta Air Lines DL4134
OAK 12:35
SLC 15:24
With stops 1.8h
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Delta Air Lines DL2413
SLC 17:55
ORD 22:04
3.1h
See prices and details in the app >>
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Hawaiian Airlines HA6282
OAK 19:58
SEA 22:03
With stops 2.1h
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Hawaiian Airlines HA6669
SEA 23:00
ORD 05:04
4.1h
See prices and details in the app >>
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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 23:00
ORD 05:04
4.1h
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Alaska Airlines AS2133
OAK 19:59
PDX 21:46
With stops 1.8h
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United Airlines UA740
PDX 14:15
ORD 20:25
4.2h
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See all
Alaska Airlines AS2133
OAK 19:59
PDX 21:46
With stops 1.8h
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United Airlines UA740
PDX 14:15
ORD 20:25
4.2h
See prices and details in the app >>
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Hawaiian Airlines HA6282
OAK 19:58
SEA 22:03
With stops 2.1h
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Hawaiian Airlines HA6669
SEA 23:00
ORD 05:04
4.1h
See prices and details in the app >>
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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 23:00
ORD 05:04
4.1h
See prices and details in the app >>
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Delta Air Lines DL4134
OAK 12:35
SLC 15:24
With stops 1.8h
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Delta Air Lines DL2413
SLC 17:55
ORD 22:04
3.1h
See prices and details in the app >>
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Alaska Airlines AS2021
OAK 11:03
SEA 13:06
With stops 2.0h
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Alaska Airlines AS941
SEA 15:59
ORD 22:04
4.1h
See prices and details in the app >>
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Southwest Airlines WN1124
OAK 07:30
DAL 12:55
With stops 3.4h
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Southwest Airlines WN2303
DAL 16:45
MDW 19:00
2.3h
See prices and details in the app >>
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Hawaiian Airlines HA6275
OAK 07:00
SEA 09:07
With stops 2.1h
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Hawaiian Airlines HA6818
SEA 10:52
ORD 17:01
4.2h
See prices and details in the app >>
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Check prices
Hawaiian Airlines HA6275
OAK 07:00
SEA 09:07
With stops 2.1h
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Delta Air Lines DL2299
SEA 11:15
ORD 17:10
3.9h
See prices and details in the app >>
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Check prices
Hawaiian Airlines HA6275
OAK 07:00
SEA 09:07
With stops 2.1h
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United Airlines UA2652
SEA 10:55
ORD 17:10
4.3h
See prices and details in the app >>
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Check prices
Hawaiian Airlines HA6275
OAK 07:00
SEA 09:07
With stops 2.1h
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Hawaiian Airlines HA6819
SEA 17:50
ORD 23:59
4.2h
See prices and details in the app >>
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Check prices
Hawaiian Airlines HA6275
OAK 07:00
SEA 09:07
With stops 2.1h
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W
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Hawaiian Airlines HA6669
SEA 23:00
ORD 05:04
4.1h
See prices and details in the app >>
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Check prices
Southwest Airlines WN1552
OAK 06:55
LAS 08:30
With stops 1.6h
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Southwest Airlines WN183
LAS 12:00
ORD 17:55
3.9h
See prices and details in the app >>
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W
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Check prices
Alaska Airlines AS1151
OAK 06:15
SEA 08:25
With stops 2.2h
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W
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F
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Delta Air Lines DL2299
SEA 11:15
ORD 17:10
3.9h
See prices and details in the app >>
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W
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F
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Check prices
Alaska Airlines AS1151
OAK 06:15
SEA 08:25
With stops 2.2h
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W
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F
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Alaska Airlines AS538
SEA 18:00
ORD 23:59
4.0h
See prices and details in the app >>
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Check prices
Alaska Airlines AS1151
OAK 06:15
SEA 08:25
With stops 2.2h
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W
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F
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Alaska Airlines AS328
SEA 23:00
ORD 05:04
4.1h
See prices and details in the app >>
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Check prices
Spirit Airlines NK2186
OAK 06:00
LAS 07:28
With stops 1.5h
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Spirit Airlines NK2079
LAS 06:49
ORD 12:31
3.7h
See prices and details in the app >>
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Check prices
Southwest Airlines WN3123
OAK 05:50
MDW 11:55
Nonstop 4.1h
See prices and details in the app >>
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F
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Check prices
See all
Southwest Airlines WN3123
OAK 05:50
MDW 11:55
Nonstop 4.1h
See prices and details in the app >>
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W
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F
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Check prices
Southwest Airlines WN3123
OAK 05:50
MDW 11:55
Nonstop 4.1h
See prices and details in the app >>
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Check prices

FAQs about flight schedules from Oakland to Chicago

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

    Airlines adjust prices for flights from Oakland to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • It takes about 5 hours 40 minutes to fly from Oakland (OAK) to Chicago (CHI).
  • Airlines with flights from Oakland (OAK) to Chicago (CHI): Southwest Airlines.

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