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

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

  • One way
  • Round-trip
sortSort: Price (Lowest)
  • Sort: Price (Lowest)
  • Sort: Departure (Earliest)
      • MDW22:00
        20h 51m
        1 stop
        SJC16:51
        Chicago - San Jose|Tue, Aug 13|Frontier Airlines
        S$ 90S$ 164
        45% OFF
        45% OFF
        S$ 164S$ 90
      • MDW22:00
        20h 51m
        1 stop
        SJC16:51
        Chicago - San Jose|Wed, Aug 21|Frontier Airlines
        S$ 98S$ 164
        40% OFF
        40% OFF
        S$ 164S$ 98
      • MDW22:00
        20h 51m
        1 stop
        SJC16:51
        Chicago - San Jose|Tue, Aug 20|Frontier Airlines
        S$ 98S$ 164
        40% OFF
        40% OFF
        S$ 164S$ 98
      • MDW11:32
        8h 34m
        1 stop
        SJC18:06
        Chicago - San Jose|Fri, Aug 30|Frontier Airlines
        S$ 101
        S$ 101
      • MDW06:15
        13h 30m
        1 stop
        SJC17:45
        Chicago - San Jose|Wed, Aug 7|Frontier Airlines
        S$ 108
        S$ 108
      • MDW11:32
        8h 34m
        1 stop
        SJC18:06
        Chicago - San Jose|Thu, Sep 5|Frontier Airlines
        S$ 108
        S$ 108
      • MDW05:01
        14h 22m
        1 stop
        SJC17:23
        Chicago - San Jose|Thu, Aug 8|Frontier Airlines
        S$ 110
        S$ 110
      • MDW11:32
        8h 34m
        1 stop
        SJC18:06
        Chicago - San Jose|Mon, Aug 19|Frontier Airlines
        S$ 120
        S$ 120
      • MDW11:32
        8h 34m
        1 stop
        SJC18:06
        Chicago - San Jose|Thu, Aug 29|Frontier Airlines
        S$ 120
        S$ 120
      • MDW11:32
        8h 34m
        1 stop
        SJC18:06
        Chicago - San Jose|Mon, Aug 26|Frontier Airlines
        S$ 121
        S$ 121
      • MDW13:00
        3h 5m
        Direct
        SJC14:00
        Chicago - San Jose|Thu, Jul 4|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 SJ International Airport

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

Frontier Airlines
From S$ 90
Delta Air Lines
From S$ 245
Southwest Airlines
From S$ 302
ANA airlines

Find more flights and airlines

Flight Schedule from Midway International Airport to SJ International Airport

Check the schedule for flights from Chicago to San Jose 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. UA1839

    United Airlines

    20:20

    DEN

    2.5h

    21:52

    SJC

    SM-WTFS

  3. F92209

    Frontier Airlines

    06:00

    MDW

    2.7h

    07:43

    DEN

    SMTWTFS
    Search

  4. UA1638

    United Airlines

    16:05

    DEN

    2.5h

    17:34

    SJC

    SMTWTFS

  5. F92209

    Frontier Airlines

    06:00

    MDW

    2.7h

    07:43

    DEN

    SMTWTFS
    Search

  6. UA535

    United Airlines

    11:45

    DEN

    2.6h

    13:22

    SJC

    SMTWTFS

  7. F91887

    Frontier Airlines

    06:05

    MDW

    2.5h

    08:33

    DFW

    SMTWT-S
    Search

  8. AS415

    Alaska Airlines

    14:20

    DFW

    4.3h

    16:36

    SEA

    SMTWTFS

  9. AS1090

    Alaska Airlines

    21:45

    SEA

    2.2h

    23:56

    SJC

    ----T--

  10. F91735

    Frontier Airlines

    11:32

    MDW

    3.8h

    13:19

    PHX

    S-T-TF-
    Search

  11. F91625

    Frontier Airlines

    14:45

    PHX

    1.2h

    15:58

    ONT

    -MT-TF-

  12. NK2528

    Spirit Airlines

    20:18

    LAX

    1.3h

    21:34

    SJC

    SMTWTFS

  13. F92329

    Frontier Airlines

    22:00

    MDW

    4.0h

    23:59

    LAS

    -M-W-FS
    Search

  14. F91283

    Frontier Airlines

    06:00

    LAS

    1.1h

    07:08

    ONT

    ---WT-S

  15. AS3387

    Alaska Airlines

    18:59

    LAX

    1.2h

    20:13

    SJC

    SMTWTFS

  16. F92329

    Frontier Airlines

    22:00

    MDW

    4.0h

    23:59

    LAS

    -M-W-FS
    Search

  17. AS609

    Alaska Airlines

    14:00

    LAS

    2.7h

    16:44

    SEA

    SMTWTFS

  18. AS1310

    Alaska Airlines

    19:10

    SEA

    2.1h

    21:19

    SJC

    SMTWTFS

  19. F92329

    Frontier Airlines

    22:00

    MDW

    4.0h

    23:59

    LAS

    -M-W-FS
    Search

  20. WN4031

    Southwest Airlines

    19:20

    LAS

    1.5h

    20:50

    SJC

    SMT----

  21. F92329

    Frontier Airlines

    22:00

    MDW

    4.0h

    23:59

    LAS

    -M-W-FS
    Search

  22. NK2518

    Spirit Airlines

    09:21

    LAS

    1.4h

    10:48

    SJC

    SMTWTFS
Find more flights and airlines

Midway International Airport to SJ International Airport Flights Info

Flight distance2,954.2km
Cheapest one-way ticket priceS$ 89
Cheapest return ticket priceS$ 468

FAQs for Midway International Airport to SJ International Airport Flights

  • How long is a flight from Midway International Airport (MDW) to SJ International Airport (SJC)?

    It takes around 4 hours 32 minutes to fly from Midway International Airport (MDW) to SJ International Airport (SJC).

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

    There are around 3 daily flights from Midway International Airport (MDW) to SJ International Airport (SJC).

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

    Tickets cost around S$ 454 in July, making it the cheapest month to book. Midway International Airport (MDW) to SJ International Airport (SJC) 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 SJ International Airport (SJC) most expensive?

    The route from Midway International Airport (MDW) to SJ International Airport (SJC) is quite popular. Without considering departure times or holidays, tickets cost around S$ 454 in July, the most expensive month to book this route.

  • What time does the earliest flight from Midway International Airport to SJ International Airport depart?

    The earliest flight departs from Midway International Airport (MDW) at 08:15 and arrives in SJ International Airport (SJC) at 12:35.

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

    • The distance from SJ International Airport to downtown is about 4km, by taxi about 20 minutes.

  • What's the closest airport to SJ International Airport (SJC)?

    The closest airport to SJ International Airport (SJC) is San Jose Reid-Hillview Airport. The distance is around 10km.

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

    Southwest Airlines is a very popular airline operating an average of 2 flights per month.

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