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Midway International Airport to San Jose flight
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Cheap Flights from Midway International Airport to San Jose

Search for flights from Midway International Airport 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)
      • MDW17:16
        16h 30m
        1 stop
        SJO08:46
        Chicago - San Jose|Tue, May 7|Frontier Airlines
        CAD 125CAD 258
        52% OFF
        52% OFF
        CAD 258CAD 125
      • MDW07:00
        26h 11m
        1 stop
        SJO08:11
        Chicago - San Jose|Wed, May 1|Frontier Airlines
        CAD 139CAD 258
        46% OFF
        46% OFF
        CAD 258CAD 139
      • MDW16:51
        16h 45m
        1 stop
        SJO08:36
        Chicago - San Jose|Sat, May 4|Frontier Airlines
        CAD 142CAD 258
        45% OFF
        45% OFF
        CAD 258CAD 142
      • MDW07:00
        26h 11m
        1 stop
        SJO08:11
        Chicago - San Jose|Wed, May 8|Frontier Airlines
        CAD 143
        CAD 143
      • MDW07:00
        26h 16m
        1 stop
        SJO08:16
        Chicago - San Jose|Wed, May 15|Frontier Airlines
        CAD 151
        CAD 151
      • MDW13:43
        19h 26m
        1 stop
        SJO08:09
        Chicago - San Jose|Wed, Jun 12|Frontier Airlines
        CAD 158
        CAD 158
      • MDW13:43
        19h 26m
        1 stop
        SJO08:09
        Chicago - San Jose|Wed, Jun 19|Frontier Airlines
        CAD 169
        CAD 169
      • MDW07:53
        25h 23m
        1 stop
        SJO08:16
        Chicago - San Jose|Sat, Jun 1|Frontier Airlines
        CAD 174
        CAD 174
      • MDW06:45
        26h 21m
        1 stop
        SJO08:06
        Chicago - San Jose|Sat, May 11|Frontier Airlines
        CAD 179
        CAD 179
      • MDW07:00
        26h 13m
        1 stop
        SJO08:13
        Chicago - San Jose|Sat, Jun 15|Frontier Airlines
        CAD 193
        CAD 193
      • MDW13:00
        3h 5m
        Direct
        SJO14:00
        Chicago - San Jose|Mon, May 6|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 San Jose

See which airlines fly from Midway International Airport 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 CAD 125
Porter Airlines
From CAD 346
Southwest Airlines
From CAD 397
Delta Air Lines
From CAD 496
Aeromexico
From CAD 1,010
ANA airlines
Find more flights and airlines

Find Suitable Airport in San Jose

Learn about different airports in San Jose, find the best flight and transfer options, and plan your journey.

  • 13.49 km from central San Jose
    Juan Santamaria International Airport
    Tickets From
    CAD 125
Flight Schedule from Midway International Airport to San Jose

Check the schedule for flights from Midway International Airport to San Jose and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule

  1. F92144

    Frontier Airlines

    06:00

    MDW

    1.9h

    08:56

    ATL

    SMTWTFS
    Search

  2. F92174

    Frontier Airlines

    15:37

    ATL

    1.9h

    17:31

    FLL

    S-T----

  3. NK1755

    Spirit Airlines

    23:25

    FLL

    2.7h

    00:09

    SJO

    SMTWTFS

  4. PD2384

    Porter Airlines

    08:40

    MDW

    1.7h

    11:22

    YTZ

    SMTWTFS
    Search

  5. AV627

    Avianca

    17:15

    YYZ

    8.0h

    23:15

    SJO

    S-T-T-S

  6. F92209

    Frontier Airlines

    10:02

    MDW

    2.8h

    11:49

    DEN

    SMTWTFS
    Search

  7. CM477

    Copa Airlines

    22:25

    DEN

    5.8h

    05:16

    PTY

    S-TWTFS

  8. CM851

    Copa Airlines

    07:05

    PTY

    1.4h

    07:30

    SJO

    SM---F-

  9. F91458

    Frontier Airlines

    10:08

    MDW

    2.7h

    13:49

    MCO

    S--WT-S
    Search

  10. CM445

    Copa Airlines

    17:58

    MCO

    3.5h

    20:27

    PTY

    SMTWTFS

  11. CM787

    Copa Airlines

    07:24

    PTY

    1.4h

    07:49

    SJO

    SMTWTFS

  12. F91458

    Frontier Airlines

    10:08

    MDW

    2.7h

    13:49

    MCO

    S--WT-S
    Search

  13. NK2064

    Spirit Airlines

    08:35

    MCO

    3.0h

    09:38

    SJO

    SMTWTFS

  14. F94297

    Frontier Airlines

    12:31

    MDW

    2.7h

    15:15

    DFW

    SMTW-F-
    Search

  15. F93198

    Frontier Airlines

    19:18

    DFW

    1.2h

    20:29

    IAH

    -MTWTF-

  16. NK258

    Spirit Airlines

    06:00

    IAH

    3.7h

    08:40

    SJO

    SMTWTFS

  17. F91397

    Frontier Airlines

    17:16

    MDW

    2.8h

    20:04

    IAH

    -M-W-FS
    Search

  18. UA2448

    United Airlines

    07:24

    IAH

    3.6h

    10:03

    SJO

    SMT-TFS

  19. F91397

    Frontier Airlines

    17:16

    MDW

    2.8h

    20:04

    IAH

    -M-W-FS
    Search

  20. NK258

    Spirit Airlines

    06:00

    IAH

    3.7h

    08:40

    SJO

    SMTWTFS

  21. F93180

    Frontier Airlines

    19:35

    MDW

    2.8h

    23:24

    MIA

    SMTWT-S
    Search

  22. CM481

    Copa Airlines

    14:08

    MIA

    3.1h

    16:14

    PTY

    SMTWTFS

  23. CM460

    Copa Airlines

    18:28

    PTY

    1.4h

    18:53

    SJO

    SMTW-FS

  24. F93180

    Frontier Airlines

    19:35

    MDW

    2.8h

    23:24

    MIA

    SMTWT-S
    Search

  25. AA1353

    American Airlines

    19:00

    MIA

    3.1h

    20:05

    SJO

    SMTWTFS
Find more flights and airlines

Flight Info of Flights from Midway International Airport to San Jose

Cheapest return ticket price

CAD 447

Cheapest direct flight price

CAD 96

Cheapest month

January

Peak season for travel

October

FAQs for Midway International Airport to San Jose Flights

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