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Midway International Airport to San Diego International Airport flight
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Cheap Flight Deals from Midway International Airport to San Diego International Airport

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

  • One way
  • Round-trip
sortSort: Price (Lowest)
  • Sort: Price (Lowest)
  • Sort: Departure (Earliest)
      • MDW05:01
        28h 3m
        1 stop
        SAN07:04
        Chicago - San Diego|Wed, May 22|Frontier Airlines
        NZD 85NZD 126
        32% OFF
        32% OFF
        NZD 126NZD 85
      • MDW14:45
        8h 40m
        1 stop
        SAN21:25
        Chicago - San Diego|Tue, May 21|Frontier Airlines
        NZD 87NZD 126
        31% OFF
        31% OFF
        NZD 126NZD 87
      • MDW22:55
        23h 20m
        1 stop
        SAN20:15
        Chicago - San Diego|Tue, May 7|Frontier Airlines
        NZD 88NZD 126
        30% OFF
        30% OFF
        NZD 126NZD 88
      • MDW05:30
        16h 45m
        1 stop
        SAN20:15
        Chicago - San Diego|Wed, May 15|Frontier Airlines
        NZD 89
        NZD 89
      • MDW22:55
        11h 29m
        1 stop
        SAN08:24
        Chicago - San Diego|Tue, May 14|Frontier Airlines
        NZD 93
        NZD 93
      • MDW05:05
        14h 57m
        1 stop
        SAN18:02
        Chicago - San Diego|Sat, May 18|Frontier Airlines
        NZD 94
        NZD 94
      • MDW21:10
        15h 4m
        1 stop
        SAN10:14
        Chicago - San Diego|Mon, May 20|Frontier Airlines
        NZD 94
        NZD 94
      • MDW21:10
        24h 11m
        1 stop
        SAN19:21
        Chicago - San Diego|Fri, May 17|Frontier Airlines
        NZD 99
        NZD 99
      • MDW05:30
        16h 6m
        1 stop
        SAN19:36
        Chicago - San Diego|Fri, May 3|Frontier Airlines
        NZD 103
        NZD 103
      • MDW07:35
        9h 50m
        1 stop
        SAN15:25
        Chicago - San Diego|Thu, May 16|Frontier Airlines
        NZD 103
        NZD 103
      • MDW13:00
        3h 5m
        Direct
        SAN14:00
        Chicago - San Diego|Wed, May 8|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 Diego International Airport

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

Frontier Airlines
From NZD 87
Delta Air Lines
From NZD 190
Southwest Airlines
From NZD 205
ANA airlines
Find more flights and airlines

Find Cheaper Flights from Chicago to San Diego

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

  • Cheapest
    Spirit Airlines
    ORD
    22:52
    12h 22m
    1 transfer
    SAN
    09:14
    O'Hare International Airport - San Diego International Airport
    Tue, May 14Spirit Airlines
    NZD 87
  • Spirit Airlines
    ORD
    22:52
    12h 22m
    1 transfer
    SAN
    09:14
    O'Hare International Airport - San Diego International Airport
    Tue, May 14Spirit Airlines
    NZD 87
    Find More Flights
Flight Schedule from Midway International Airport to San Diego International Airport

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

Flight info.
Departure
Arrival
Weekly Schedule

  1. F92209

    Frontier Airlines

    05:51

    MDW

    2.7h

    07:34

    DEN

    SMTWTFS
    Search

  2. F92817

    Frontier Airlines

    05:01

    DEN

    2.4h

    06:24

    SAN

    SMTWTFS

  3. F92209

    Frontier Airlines

    05:51

    MDW

    2.7h

    07:34

    DEN

    SMTWTFS
    Search

  4. F94989

    Frontier Airlines

    19:16

    DEN

    2.4h

    20:40

    SAN

    SMTWTFS

  5. F92209

    Frontier Airlines

    05:51

    MDW

    2.7h

    07:34

    DEN

    SMTWTFS
    Search

  6. F92705

    Frontier Airlines

    15:45

    DEN

    2.5h

    17:15

    SAN

    --T----

  7. F92209

    Frontier Airlines

    05:51

    MDW

    2.7h

    07:34

    DEN

    SMTWTFS
    Search

  8. F94927

    Frontier Airlines

    12:06

    DEN

    2.4h

    13:29

    SAN

    S--W-FS

  9. F92329

    Frontier Airlines

    22:00

    MDW

    4.0h

    23:59

    LAS

    SMTWTFS
    Search

  10. F91465

    Frontier Airlines

    18:27

    LAS

    1.2h

    19:40

    SAN

    SMTWTFS

  11. F92329

    Frontier Airlines

    22:00

    MDW

    4.0h

    23:59

    LAS

    SMTWTFS
    Search

  12. F91325

    Frontier Airlines

    15:50

    LAS

    1.3h

    17:08

    SAN

    SMTWTFS

  13. F92945

    Frontier Airlines

    22:26

    MDW

    2.9h

    00:20

    DEN

    -M-W--S
    Search

  14. F94993

    Frontier Airlines

    11:44

    DEN

    2.5h

    13:14

    SAN

    ----T--

  15. F92945

    Frontier Airlines

    22:26

    MDW

    2.9h

    00:20

    DEN

    -M-W--S
    Search

  16. F92817

    Frontier Airlines

    05:01

    DEN

    2.4h

    06:24

    SAN

    SMTWTFS

  17. F92945

    Frontier Airlines

    22:26

    MDW

    2.9h

    00:20

    DEN

    -M-W--S
    Search

  18. F94989

    Frontier Airlines

    19:16

    DEN

    2.4h

    20:40

    SAN

    SMTWTFS
Find more flights and airlines

Midway International Airport to San Diego International Airport Flights Info

Flight distance2,780.79km
Cheapest one-way ticket priceNZD 85
Cheapest return ticket priceNZD 148

FAQs for Midway International Airport to San Diego International Airport Flights

  • How long is a flight from Midway International Airport to San Diego International Airport?

    It takes around 4 hours 22 minutes to fly from Midway International Airport (MDW) to San Diego International Airport (SAN).

  • How many daily flights are there from Midway International Airport (MDW) to San Diego International Airport (SAN)?

    There are around 4 daily flights from Midway International Airport (MDW) to San Diego International Airport (SAN).

  • When are flight tickets from Midway International Airport (MDW) to San Diego International Airport (SAN) the cheapest?

    Tickets cost around NZD 471 in July, making it the cheapest month to book. Midway International Airport (MDW) to San Diego International Airport (SAN) is a popular route, so don't forget to book your tickets in advance.

  • When are flight tickets from Midway International Airport (MDW) to San Diego International Airport (SAN) most expensive?

    The route from Midway International Airport (MDW) to San Diego International Airport (SAN) is quite popular. Without considering departure times or holidays, tickets cost around NZD 686 in April, the most expensive month to book this route.

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

    The earliest flight departs from Midway International Airport (MDW) at 05:10 and arrives in San Diego International Airport (SAN) at 07:15.

  • What time does the latest flight from Midway International Airport to San Diego International Airport depart?

    The latest flight departs from Midway International Airport (MDW) at 21:20 and arrives in San Diego International Airport (SAN) at 23:25.

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

    • The distance from San Diego International Airport to downtown is about 3km. It takes about 20 minutes by taxi.

  • What's the closest airport to San Diego International Airport (SAN)?

    The closest airport to San Diego International Airport (SAN) is San Diego Montgomery Field. The distance is around 10km.

  • Which airline operates the most direct flights from Midway International Airport (MDW) to San Diego International Airport (SAN)?

    Southwest Airlines is a very popular airline operating an average of 691 flights per month.

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