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San Diego International Airport to Midway International Airport flight

Explore the cheapest one-way and round-trip flights from San Diego International Airport to Midway International Airport over the next 90 days, with one-way fares from CAD 154 and round-trip from CAD 288. Based on Trip.com's latest 7-day flight data.

    • SAN 22:10
      9h 27m
      1 stop
      MDW 09:37
      San Diego - Chicago | Wed, Dec 9 | Delta Air Lines
      ORD 11:38
      8h 33m
      1 stop
      SAN 18:11
      Chicago - San Diego | Sat, Dec 12 | Frontier Airlines
      CAD 288 CAD 743
      61% off
      61% off
      CAD 743 CAD 288
    • SAN 13:19
      7h 35m
      1 stop
      MDW 22:54
      San Diego - Chicago | Tue, Dec 8 | Delta Air Lines
      ORD 11:38
      8h 33m
      1 stop
      SAN 18:11
      Chicago - San Diego | Sat, Dec 12 | Frontier Airlines
      CAD 289 CAD 743
      61% off
      61% off
      CAD 743 CAD 289
    • SAN 22:30
      9h 58m
      1 stop
      MDW 10:28
      San Diego - Chicago | Wed, Dec 16 | Delta Air Lines
      ORD 11:38
      8h 33m
      1 stop
      SAN 18:11
      Chicago - San Diego | Sat, Dec 19 | Frontier Airlines
      CAD 289 CAD 743
      61% off
      61% off
      CAD 743 CAD 289
    • SAN 22:10
      9h 27m
      1 stop
      MDW 09:37
      San Diego - Chicago | Sat, Dec 12 | Delta Air Lines
      ORD 07:25
      18h 33m
      1 stop
      SAN 23:58
      Chicago - San Diego | Sun, Dec 20 | Frontier Airlines
      CAD 297
      60% off
      CAD 743 CAD 297
    • SAN 13:00
      17h 25m
      1 stop
      CHI 14:00
      San Diego - Chicago | Thu, Nov 5 | Normal Airline
      CHI 15:00
      6h
      Direct
      SAN 16:00
      Chicago - San Diego | Sat, Nov 7 | Normal Airline
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    • Cheapest
      SAN 22:10
      9h 27m
      1 stop
      MDW 09:37
      San Diego - Chicago | Mon, Dec 14 | Delta Air Lines
      CAD 154 CAD 226
      32% off
      32% off
      CAD 226 CAD 154
    • Cheapest
      SAN 22:10
      9h 27m
      1 stop
      MDW 09:37
      San Diego - Chicago | Thu, Dec 10 | Delta Air Lines
      CAD 154 CAD 226
      32% off
      32% off
      CAD 226 CAD 154
    • Cheapest
      SAN 06:15
      9h 46m
      1 stop
      MDW 18:01
      San Diego - Chicago | Sun, Dec 6 | Delta Air Lines
      CAD 154 CAD 226
      32% off
      32% off
      CAD 226 CAD 154
    • Cheapest
      SAN 22:30
      9h 58m
      1 stop
      MDW 10:28
      San Diego - Chicago | Tue, Dec 1 | Delta Air Lines
      CAD 154
      32% off
      CAD 226 CAD 154
    • SAN 06:15
      9h 46m
      1 stop
      MDW 18:01
      San Diego - Chicago | Fri, Dec 4 | Delta Air Lines
      CAD 155
      31% off
      CAD 226 CAD 155
    • SAN 06:15
      8h 35m
      1 stop
      MDW 16:50
      San Diego - Chicago | Sat, Dec 12 | Delta Air Lines
      CAD 156
      31% off
      CAD 226 CAD 156
    • SAN 13:19
      7h 35m
      1 stop
      MDW 22:54
      San Diego - Chicago | Tue, Dec 15 | Delta Air Lines
      CAD 157
      31% off
      CAD 226 CAD 157
    • SAN 13:19
      7h 35m
      1 stop
      MDW 22:54
      San Diego - Chicago | Thu, Dec 3 | Delta Air Lines
      CAD 158
      30% off
      CAD 226 CAD 158
    • SAN 13:15
      7h 7m
      1 stop
      MDW 22:22
      San Diego - Chicago | Thu, Dec 24 | Delta Air Lines
      CAD 160
      28% off
      CAD 226 CAD 160
    • SAN 13:00
      17h 25m
      1 stop
      CHI 14:00
      San Diego - Chicago | Thu, Nov 5 | Normal Airline
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    • SAN 22:30
      8h 20m
      1 stop
      MDW 08:50
      San Diego - Chicago | Wed, Dec 23 | Delta Air Lines
      CAD 221 CAD 353
      37% off
      37% off
      CAD 353 CAD 221
    • SAN 13:00
      17h 25m
      1 stop
      CHI 14:00
      San Diego - Chicago | Thu, Nov 5 | Normal Airline
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    • SAN 13:15
      7h 7m
      1 stop
      MDW 22:22
      San Diego - Chicago | Thu, Dec 24 | Delta Air Lines
      CAD 160 CAD 226
      28% off
      28% off
      CAD 226 CAD 160
    • SAN 13:19
      7h 35m
      1 stop
      MDW 22:54
      San Diego - Chicago | Tue, Dec 15 | Delta Air Lines
      CAD 157 CAD 226
      31% off
      31% off
      CAD 226 CAD 157
    • SAN 13:19
      7h 35m
      1 stop
      MDW 22:54
      San Diego - Chicago | Thu, Dec 3 | Delta Air Lines
      CAD 158 CAD 226
      30% off
      30% off
      CAD 226 CAD 158
    • SAN 06:15
      8h 35m
      1 stop
      MDW 16:50
      San Diego - Chicago | Sat, Dec 12 | Delta Air Lines
      CAD 156
      31% off
      CAD 226 CAD 156
    • SAN 22:10
      9h 27m
      1 stop
      MDW 09:37
      San Diego - Chicago | Mon, Dec 14 | Delta Air Lines
      CAD 154
      32% off
      CAD 226 CAD 154
    • SAN 22:10
      9h 27m
      1 stop
      MDW 09:37
      San Diego - Chicago | Thu, Dec 10 | Delta Air Lines
      CAD 154
      32% off
      CAD 226 CAD 154
    • SAN 06:15
      9h 46m
      1 stop
      MDW 18:01
      San Diego - Chicago | Sun, Dec 6 | Delta Air Lines
      CAD 154
      32% off
      CAD 226 CAD 154
    • SAN 06:15
      9h 46m
      1 stop
      MDW 18:01
      San Diego - Chicago | Fri, Dec 4 | Delta Air Lines
      CAD 155
      31% off
      CAD 226 CAD 155
    • SAN 22:30
      9h 58m
      1 stop
      MDW 10:28
      San Diego - Chicago | Tue, Dec 1 | Delta Air Lines
      CAD 154
      32% off
      CAD 226 CAD 154
    • SAN 13:00
      17h 25m
      1 stop
      CHI 14:00
      San Diego - Chicago | Thu, Nov 5 | Normal Airline
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Displayed flight fares from San Diego to Chicago are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Which airline offers the cheapest flights from San Diego International Airport to Midway International Airport?

The cheapest airline flying from San Diego International Airport to Midway International Airport is Delta Air Lines (from CAD 145) among 3 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Delta Air Lines
From CAD 145
Hahn Air
From CAD 150
Frontier Airlines
From CAD 183

Find more flights and airlines

What is the flight schedule from San Diego International Airport to Midway International Airport?

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

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL729

    San Diego International Airport

    06:20

    SAN

    4h 20m

    Direct

    13:40

    ATL

    S M T W T F S
    Search

  2. DL1728

    Hartsfield–Jackson Atlanta International Airport

    15:30

    ATL

    1h 55m

    Direct

    16:25

    MDW

    S M T W T F S

  3. DL932

    San Diego International Airport

    12:50

    SAN

    4h 21m

    Direct

    20:11

    ATL

    S M - - - - -
    Search

  4. DL1076

    Hartsfield–Jackson Atlanta International Airport

    21:15

    ATL

    1h 55m

    Direct

    22:10

    MDW

    S M T W T F S

  5. DL1273

    San Diego International Airport

    06:20

    SAN

    3h 50m

    Direct

    12:10

    MSP

    S M T W T F S
    Search

  6. DL4714

    Minneapolis-Saint Paul International Airport

    15:08

    MSP

    1h 39m

    Direct

    16:47

    MDW

    S M T W T F S

  7. DL764

    San Diego International Airport

    22:30

    SAN

    4h 25m

    Direct

    05:55

    DTW

    S - - - - - S
    Search

  8. DL4684

    Detroit Metropolitan Wayne County Airport

    08:25

    DTW

    1h 24m

    Direct

    08:49

    MDW

    S M T W T F S

  9. DL754

    San Diego International Airport

    06:15

    SAN

    4h 34m

    Direct

    13:49

    DTW

    S M T W T F S
    Search

  10. DL4677

    Detroit Metropolitan Wayne County Airport

    17:40

    DTW

    1h 20m

    Direct

    18:00

    MDW

    S M T W T F S

  11. DL819

    San Diego International Airport

    22:40

    SAN

    4h 13m

    Direct

    05:53

    ATL

    S M - - - - -
    Search

  12. DL1063

    Hartsfield–Jackson Atlanta International Airport

    09:46

    ATL

    1h 57m

    Direct

    10:43

    MDW

    S M T W T F S
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About San Diego International Airport and Midway International Airport

Learn about San Diego International Airport (SAN) and Midway International Airport (MDW) — including location, terminals, transportation, and travel tips.

Flight distance 2,780.79km
Cheapest one-way ticket price CAD 154
Cheapest return ticket price CAD 288

FAQs for San Diego International Airport to Midway International Airport Flights

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

    San Diego International Airport to Midway International Airport takes about 3 hours 49 minutes on average. Actual flight time may vary depending on route, weather and air traffic.
  • There are around 3 daily flights from San Diego International Airport (SAN) to Midway International Airport (MDW).
  • The earliest flight from San Diego International Airport to Midway International Airport departs at 06:15, and the last departs at 22:40, with about 14 flights per day. Flight times may change, so please check the latest departure and arrival times before you travel.
  • The route from San Diego International Airport (SAN) to Midway International Airport (MDW) is quite popular. Without considering departure times or holidays, tickets cost around CAD 356 in November, the most expensive month to book this route.
    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • The closest airport to Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25km.
  • One-way flights from San Diego International Airport to Midway International Airport currently start from CAD 154, and round-trip fares start from CAD 288. The current lowest fare is a Delta Air Lines flight departing on Mon, Dec 14; prices may vary depending on availability.
  • Based on Trip.com flight data for departures within the next 30 days with at most one stop, the average one-way price from San Diego International Airport to Midway International Airport is CAD 274. Prices may vary depending on the departure date, airline, and availability.
  • Enter San Diego International Airport and Midway International Airport, select your departure date and number of passengers, then compare flights by price, flight duration, and baggage allowance. Once you've chosen a fare, review the change and refund rules, fill in passenger details, and pay to receive your booking confirmation.

Find Cheap Flights with Trip.com

Note: Prices shown on this page are the estimated lowest prices and include all taxes and fees found in the last 24 hours.

Book with no extra fees

Prices displayed on this page are all-inclusive (including taxes, fuel surcharges, civil aviation development fund, etc.), with all fees confirmed before payment. Fees for luggage, meals, Wi-Fi, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page have been updated within the last 24 hours—sometimes even in real time. The more popular the route, the more accurate the data.

Change & Cancellation Policy

Trip.com shows the cancellation and change policies for each flight ticket during the booking process, including any fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To request a change or cancellation, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and flight segment, and submit your request. Please note that additional charges may apply according to the airline's ticket policy.
Cancellation/change due to a flight schedule change:
If the flight schedule has changed and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please visit the customer support pages.