Flight Schedules

Last Updated: Thu, 2 Jan, 2025

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      • 21:50 MDW
        00:35 OAK
        4Hrs, 45m Direct
      • MDWChicago Midway Airport 21:50 - OAK 00:35 4h 45m Direct
      • MDWChicago Midway Airport 21:50
      • OAKOakland International Airport 00:35
      • 4h 45m
      • Direct
      • Southwest Airlines (WN 4480)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 4480)
        • -
        • -
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        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 05:40 MDW
        11:30 OAK
        7Hrs, 50m Direct
      • MDWChicago Midway Airport 05:40 - OAK 11:30 7h 50m Direct
      • MDWChicago Midway Airport 05:40
      • OAKOakland International Airport 11:30
      • 7h 50m
      • Direct
      • Southwest Airlines (WN 3305)Boeing 737 700
      • Southwest Airlines (WN 3305)
        • -
        • -
        • -
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        • S
        • -
      • Boeing 737 700
      • 09:15 MDW
        12:00 OAK
        4Hrs, 45m Direct
      • MDWChicago Midway Airport 09:15 - OAK 12:00 4h 45m Direct
      • MDWChicago Midway Airport 09:15
      • OAKOakland International Airport 12:00
      • 4h 45m
      • Direct
      • Southwest Airlines (WN 4712)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 4712)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 17:10 MDW
        19:55 OAK
        4Hrs, 45m Direct
      • MDWChicago Midway Airport 17:10 - OAK 19:55 4h 45m Direct
      • MDWChicago Midway Airport 17:10
      • OAKOakland International Airport 19:55
      • 4h 45m
      • Direct
      • Southwest Airlines (WN 2578)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2578)
        • -
        • T
        • W
        • -
        • -
        • -
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      • Boeing 737 Max 8 Passenger
      • 03:45 ORD
        12:14 OAK
        10Hrs, 29m 1 Stop (MLM)
      • ORDChicago O'Hare International Airport 03:45 - OAK 12:14 10h 29m 1 Stop (MLM) Morelia
      • ORDChicago O'Hare International Airport 03:45
        MLMMorelia Airport 09:50
      • MLMMorelia Airport 07:59
        OAKOakland International Airport 12:14
      • 10h 29m (1h 51m)
      • 1 Stop MLM · Morelia 1h 51m
      • Volaris (Y4 7821)Airbus
        Volaris (Y4 7790)Airbus
      • Volaris (Y4 7821)
        • -
        • -
        • -
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        • -
        • -
        • S
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      What’s the fastest flight time from Chicago to Oakland?

      The fastest flight time for direct flights from Chicago to Oakland is 4 hours 45 minutes. Check latest flight schedules & prices on Wego.

      What’s the most popular airline flying from Chicago to Oakland?

      The most popular airline flying from Chicago to Oakland is Southwest Airlines. Find the latest flight deals on Wego.

      How far is Oakland from Chicago?

      The flight distance between Chicago and Oakland is 2972km. Check all available flights on Wego.

      When is the earliest and latest flight of the day?

      The earliest flight of the day departs at 03:45. The last flight of the day departs at 03:45. See the full list of flight times on Wego.

      How many airlines offer direct flights from Chicago to Oakland?

      There are 1 airlines that offer direct flights from Chicago to Oakland. Find out the list of airlines on Wego.

      All Airports in Oakland

      Oakland International Airport OAK

      Popular Airlines Flying From Chicago to Oakland

      Southwest Airlines ‏()

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