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Midway International Airport to Oakland International Airport flight
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Cheap Flights from Midway International Airport to Oakland International Airport

Search for flights from Chicago to Oakland and check out affordable one-way and round-trip options.

  • One way
  • Round-trip
sortSort: Price (Lowest)
  • Sort: Price (Lowest)
  • Sort: Departure (Earliest)
      • MDW21:10
        16h 2m
        1 stop
        OAK11:12
        Chicago - Oakland|Wed, May 29|Frontier Airlines
        TWD 2,464TWD 7,046
        65% OFF
        65% OFF
        TWD 7,046TWD 2,464
      • MDW21:10
        16h 2m
        1 stop
        OAK11:12
        Chicago - Oakland|Mon, Jun 3|Frontier Airlines
        TWD 2,986TWD 7,046
        57% OFF
        57% OFF
        TWD 7,046TWD 2,986
      • MDW21:10
        16h 2m
        1 stop
        OAK11:12
        Chicago - Oakland|Tue, May 28|Frontier Airlines
        TWD 3,941TWD 7,046
        44% OFF
        44% OFF
        TWD 7,046TWD 3,941
      • MDW07:20
        11h 42m
        2 stops
        OAK17:02
        Chicago - Oakland|Sat, Jun 1|Frontier Airlines
        TWD 4,227
        TWD 4,227
      • MDW20:59
        28h 52m
        2 stops
        OAK23:51
        Chicago - Oakland|Wed, Jul 24|Frontier Airlines
        TWD 4,280
        TWD 4,280
      • MDW20:58
        28h 55m
        2 stops
        OAK23:53
        Chicago - Oakland|Mon, Jul 1|Frontier Airlines
        TWD 4,459
        TWD 4,459
      • MDW21:10
        27h 45m
        1 stop
        OAK22:55
        Chicago - Oakland|Fri, May 31|Frontier Airlines
        TWD 4,481
        TWD 4,481
      • MDW05:01
        19h 52m
        2 stops
        OAK22:53
        Chicago - Oakland|Thu, Jun 13|Frontier Airlines
        TWD 4,534
        TWD 4,534
      • MDW21:10
        16h 2m
        1 stop
        OAK11:12
        Chicago - Oakland|Mon, May 27|Frontier Airlines
        TWD 4,851
        TWD 4,851
      • MDW05:40
        17h 10m
        2 stops
        OAK20:50
        Chicago - Oakland|Sat, Jun 8|Frontier Airlines
        TWD 5,356
        TWD 5,356
      • MDW13:00
        3h 5m
        Direct
        OAK14:00
        Chicago - Oakland|Wed, May 29|Frontier Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Selected Airlines from Midway International Airport to Oakland International Airport

See which airlines fly from Chicago to Oakland. Find the airline that best meets your travel needs by comparing prices and treat yourself to an enjoyable journey.

Frontier Airlines
From TWD 2,462
Delta Air Lines
From TWD 6,904
Southwest Airlines
From TWD 7,385
ANA airlines
Find more flights and airlines

Find Cheaper Flights from Chicago to Oakland

Explore other flights from Chicago to Oakland to find the best alternative options.

  • Cheapest
    Spirit Airlines
    ORD
    22:52
    15h 33m
    2 transfer
    OAK
    12:25
    O'Hare International Airport - Oakland International Airport
    Tue, Jun 4Spirit Airlines
    TWD 1,544
  • Spirit Airlines
    ORD
    22:52
    15h 33m
    2 transfer
    OAK
    12:25
    O'Hare International Airport - Oakland International Airport
    Tue, Jun 4Spirit Airlines
    TWD 1,544
    Find More Flights
Flight Schedule from Midway International Airport to Oakland International Airport

Check the schedule for flights from Chicago to Oakland and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule

  1. F92209

    Frontier Airlines

    06:00

    MDW

    2.7h

    07:43

    DEN

    SMTWTFS
    Search

  2. SY654

    Sun Country Airlines

    10:04

    DEN

    2.0h

    13:04

    MSP

    SM-----

  3. SY1577

    Sun Country Airlines

    20:40

    MSP

    4.1h

    22:47

    OAK

    ---W--S

  4. F92209

    Frontier Airlines

    06:00

    MDW

    2.7h

    07:43

    DEN

    SMTWTFS
    Search

  5. F92015

    Frontier Airlines

    08:30

    DEN

    2.0h

    09:29

    LAS

    S-TWT-S

  6. NK071

    Spirit Airlines

    22:17

    LAS

    1.6h

    23:52

    OAK

    SMTWTFS

  7. F92209

    Frontier Airlines

    06:00

    MDW

    2.7h

    07:43

    DEN

    SMTWTFS
    Search

  8. F94927

    Frontier Airlines

    11:57

    DEN

    2.4h

    13:21

    SAN

    SMTWTFS

  9. NK742

    Spirit Airlines

    17:43

    SAN

    1.5h

    19:11

    OAK

    SMTWTFS

  10. F93281

    Frontier Airlines

    07:48

    MDW

    2.7h

    10:32

    IAH

    -M-W-FS
    Search

  11. NK461

    Spirit Airlines

    15:25

    IAH

    3.7h

    17:06

    LAX

    SMTWTFS

  12. NK1454

    Spirit Airlines

    11:00

    LAX

    1.4h

    12:24

    OAK

    SMTWTFS

  13. F91735

    Frontier Airlines

    11:32

    MDW

    3.8h

    13:19

    PHX

    S-T-TF-
    Search

  14. F91723

    Frontier Airlines

    15:30

    PHX

    3.1h

    18:37

    SEA

    -MTWTFS

  15. AS1152

    Alaska Airlines

    21:44

    SEA

    2.2h

    23:55

    OAK

    SMTWTFS

  16. F91735

    Frontier Airlines

    11:32

    MDW

    3.8h

    13:19

    PHX

    S-T-TF-
    Search

  17. AS602

    Alaska Airlines

    17:35

    PHX

    2.9h

    20:31

    SEA

    SMTWTFS

  18. AS1152

    Alaska Airlines

    21:44

    SEA

    2.2h

    23:55

    OAK

    SMTWTFS

  19. DL3980

    Delta Air Lines

    14:15

    MDW

    1.6h

    15:48

    MSP

    SMTWT--
    Search

  20. SY1577

    Sun Country Airlines

    20:40

    MSP

    4.1h

    22:47

    OAK

    ---W--S

  21. WN1703

    Southwest Airlines

    18:10

    MDW

    2.8h

    19:55

    DEN

    SMTWT-S
    Search

  22. WN3432

    Southwest Airlines

    21:50

    DEN

    2.6h

    23:25

    OAK

    S--WT-S

  23. F92329

    Frontier Airlines

    22:00

    MDW

    4.0h

    23:59

    LAS

    SMT-TF-
    Search

  24. AS675

    Alaska Airlines

    06:00

    LAS

    2.7h

    08:42

    SEA

    SMTWTFS

  25. AS3422

    Alaska Airlines

    10:11

    SEA

    2.1h

    12:15

    OAK

    SMTWT-S

  26. F92329

    Frontier Airlines

    22:00

    MDW

    4.0h

    23:59

    LAS

    SMT-TF-
    Search

  27. NK219

    Spirit Airlines

    09:34

    LAS

    1.6h

    11:10

    OAK

    SMTWTFS
Find more flights and airlines

Midway International Airport to Oakland International Airport Flights Info

Flight distance2,964.74km
Cheapest one-way ticket priceTWD 2,461
Cheapest return ticket priceTWD 9,383

FAQs for Midway International Airport to Oakland International Airport Flights

  • How long is a flight from Midway International Airport (MDW) to Oakland International Airport (OAK)?

    It takes around 6 hours 12 minutes to fly from Midway International Airport (MDW) to Oakland International Airport (OAK).

  • How many daily flights are there from Midway International Airport (MDW) to Oakland International Airport (OAK)?

    There are around 5 daily flights from Midway International Airport (MDW) to Oakland International Airport (OAK).

  • When to buy flight tickets from Midway International Airport (MDW) to Oakland International Airport (OAK) the cheapest?

    Tickets cost around TWD 7,403 in June, making it the cheapest month to book. Midway International Airport (MDW) to Oakland International Airport (OAK) is a popular route, so don't forget to book your tickets in advance.

  • When to buy flight tickets from Midway International Airport (MDW) to Oakland International Airport (OAK) most expensive?

    The route from Midway International Airport (MDW) to Oakland International Airport (OAK) is quite popular. Without considering departure times or holidays, tickets cost around TWD 7,403 in June, the most expensive month to book this route.

  • What is the transportation method from the main airport to downtown in Oakland?

    • The distance from Oakland International Airport to downtown is about 11km, by taxi about 30 minutes.

  • What's the closest airport to Oakland International Airport (OAK)?

    The closest airport to Oakland International Airport (OAK) is Hayward Executive Airport. The distance is around 10km.

  • Which airline operates the most direct flights from Midway International Airport (MDW) to Oakland International Airport (OAK)?

    Southwest Airlines is a very popular airline operating an average of 257 flights per month.

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