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Chicago Midway International Airport to San Diego International Airport flight

Explore the cheapest one-way and round-trip flights from Chicago Midway International Airport to San Diego International Airport over the next 90 days, with one-way fares from €114 and round-trip from €196. Based on Trip.com's latest 7-day flight data.

    • MDW 09:29
      6h 51m
      1 stop
      SAN 14:20
      Chicago - San Diego | Sat, Nov 7 | Delta Air Lines
      SAN 06:25
      15h 56m
      1 stop
      ORD 00:21
      San Diego - Chicago | Sat, Nov 14 | Frontier Airlines
      €196 €314
      38% off
      38% off
      €314 €196
    • MDW 09:30
      6h 59m
      1 stop
      SAN 14:29
      Chicago - San Diego | Sat, Nov 14 | Delta Air Lines
      SAN 07:02
      4h 15m
      Direct
      ORD 13:17
      San Diego - Chicago | Tue, Nov 17 | Alaska Airlines
      €199 €314
      37% off
      37% off
      €314 €199
    • MDW 13:31
      6h 58m
      1 stop
      SAN 18:29
      Chicago - San Diego | Mon, Nov 9 | Delta Air Lines
      SAN 06:25
      15h 56m
      1 stop
      ORD 00:21
      San Diego - Chicago | Sat, Nov 14 | Frontier Airlines
      €203 €314
      35% off
      35% off
      €314 €203
    • MDW 09:30
      6h 59m
      1 stop
      SAN 14:29
      Chicago - San Diego | Fri, Nov 13 | Delta Air Lines
      SAN 17:35
      4h 14m
      Direct
      ORD 23:49
      San Diego - Chicago | Mon, Nov 16 | Alaska Airlines
      €220
      30% off
      €314 €220
    • MDW 11:27
      10h 14m
      1 stop
      SAN 19:41
      Chicago - San Diego | Mon, Nov 16 | Delta Air Lines
      SAN 21:07
      11h 53m
      1 stop
      ORD 11:00
      San Diego - Chicago | Sat, Nov 21 | Frontier Airlines
      €229
      27% off
      €314 €229
    • MDW 16:19
      7h 43m
      1 stop
      SAN 22:02
      Chicago - San Diego | Wed, Nov 4 | Delta Air Lines
      SAN 12:41
      4h 18m
      Direct
      ORD 18:59
      San Diego - Chicago | Mon, Nov 9 | Alaska Airlines
      €236
      25% off
      €314 €236
    • MDW 06:00
      7h 38m
      1 stop
      SAN 11:38
      Chicago - San Diego | Wed, Nov 11 | Delta Air Lines
      SAN 06:25
      15h 56m
      1 stop
      ORD 00:21
      San Diego - Chicago | Wed, Nov 18 | Frontier Airlines
      €240
      24% off
      €314 €240
    • MDW 09:30
      6h 59m
      1 stop
      SAN 14:29
      Chicago - San Diego | Tue, Nov 10 | Delta Air Lines
      SAN 07:02
      4h 15m
      Direct
      ORD 13:17
      San Diego - Chicago | Sat, Nov 14 | Alaska Airlines
      €247
      21% off
      €314 €247
    • MDW 09:30
      6h 59m
      1 stop
      SAN 14:29
      Chicago - San Diego | Tue, Nov 17 | Delta Air Lines
      SAN 07:00
      4h 18m
      Direct
      ORD 13:18
      San Diego - Chicago | Tue, Nov 24 | Alaska Airlines
      €251
      20% off
      €314 €251
    • CHI 13:00
      17h 25m
      1 stop
      SAN 14:00
      Chicago - San Diego | Thu, Oct 29 | Normal Airline
      SAN 15:00
      6h
      Direct
      CHI 16:00
      San Diego - Chicago | Sat, Oct 31 | Normal Airline
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    • Cheapest
      MDW 11:27
      10h 14m
      1 stop
      SAN 19:41
      Chicago - San Diego | Tue, Dec 8 | Delta Air Lines
      €114 €157
      27% off
      27% off
      €157 €114
    • MDW 20:55
      4h 30m
      Direct
      SAN 23:25
      Chicago - San Diego | Wed, Nov 25 | Hahn Air
      €121 €157
      23% off
      23% off
      €157 €121
    • MDW 11:39
      9h 57m
      1 stop
      SAN 19:36
      Chicago - San Diego | Wed, Nov 25 | Delta Air Lines
      €121 €157
      23% off
      23% off
      €157 €121
    • MDW 06:04
      8h 40m
      1 stop
      SAN 12:44
      Chicago - San Diego | Sat, Nov 21 | Delta Air Lines
      €122
      22% off
      €157 €122
    • MDW 09:29
      6h 51m
      1 stop
      SAN 14:20
      Chicago - San Diego | Wed, Nov 18 | Delta Air Lines
      €122
      22% off
      €157 €122
    • MDW 09:29
      6h 51m
      1 stop
      SAN 14:20
      Chicago - San Diego | Tue, Nov 24 | Delta Air Lines
      €122
      22% off
      €157 €122
    • MDW 16:19
      7h 43m
      1 stop
      SAN 22:02
      Chicago - San Diego | Sat, Nov 28 | Delta Air Lines
      €122
      22% off
      €157 €122
    • MDW 09:29
      6h 51m
      1 stop
      SAN 14:20
      Chicago - San Diego | Tue, Nov 10 | Delta Air Lines
      €123
      22% off
      €157 €123
    • CHI 13:00
      17h 25m
      1 stop
      SAN 14:00
      Chicago - San Diego | Thu, Oct 29 | Normal Airline
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    • MDW 09:30
      6h 59m
      1 stop
      SAN 14:29
      Chicago - San Diego | Tue, Nov 24 | Delta Air Lines
      €149 €375
      60% off
      60% off
      €375 €149
    • MDW 13:31
      6h 58m
      1 stop
      SAN 18:29
      Chicago - San Diego | Wed, Nov 25 | Delta Air Lines
      €161 €375
      56% off
      56% off
      €375 €161
    • CHI 13:00
      17h 25m
      1 stop
      SAN 14:00
      Chicago - San Diego | Thu, Oct 29 | Normal Airline
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    • Cheapest nonstop
      MDW 20:55
      4h 30m
      Direct
      SAN 23:25
      Chicago - San Diego | Wed, Nov 25 | Hahn Air
      €121 €157
      23% off
      23% off
      €157 €121
    • CHI 13:00
      17h 25m
      1 stop
      SAN 14:00
      Chicago - San Diego | Thu, Oct 29 | Normal Airline
      Find more flights
      Find more flights
    • MDW 20:55
      4h 30m
      Direct
      SAN 23:25
      Chicago - San Diego | Wed, Nov 25 | Hahn Air
      €121 €157
      23% off
      23% off
      €157 €121
    • MDW 09:29
      6h 51m
      1 stop
      SAN 14:20
      Chicago - San Diego | Wed, Nov 18 | Delta Air Lines
      €122 €157
      22% off
      22% off
      €157 €122
    • MDW 09:29
      6h 51m
      1 stop
      SAN 14:20
      Chicago - San Diego | Tue, Nov 24 | Delta Air Lines
      €122 €157
      22% off
      22% off
      €157 €122
    • MDW 09:29
      6h 51m
      1 stop
      SAN 14:20
      Chicago - San Diego | Tue, Nov 10 | Delta Air Lines
      €123
      22% off
      €157 €123
    • MDW 16:19
      7h 43m
      1 stop
      SAN 22:02
      Chicago - San Diego | Sat, Nov 28 | Delta Air Lines
      €122
      22% off
      €157 €122
    • MDW 06:04
      8h 40m
      1 stop
      SAN 12:44
      Chicago - San Diego | Sat, Nov 21 | Delta Air Lines
      €122
      22% off
      €157 €122
    • MDW 11:39
      9h 57m
      1 stop
      SAN 19:36
      Chicago - San Diego | Wed, Nov 25 | Delta Air Lines
      €121
      23% off
      €157 €121
    • MDW 11:27
      10h 14m
      1 stop
      SAN 19:41
      Chicago - San Diego | Tue, Dec 8 | Delta Air Lines
      €114
      27% off
      €157 €114
    • CHI 13:00
      17h 25m
      1 stop
      SAN 14:00
      Chicago - San Diego | Thu, Oct 29 | Normal Airline
      Find more flights
      Find more flights

Displayed flight fares from Chicago to San Diego 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 Chicago Midway International Airport to San Diego International Airport?

The cheapest airline flying from Chicago Midway International Airport to San Diego International Airport is Delta Air Lines (from €97) among 2 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Delta Air Lines
From €97
Hahn Air
From €131

Find more flights and airlines

What is the flight schedule from Chicago 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. DL4688

    Chicago Midway International Airport

    13:27

    MDW

    1h 15m

    Direct

    15:42

    DTW

    S M T W T F S
    Search

  2. DL369

    Detroit Metropolitan Wayne County Airport

    16:30

    DTW

    4h 57m

    Direct

    18:27

    SAN

    S M T W T F S

  3. DL1285

    Chicago Midway International Airport

    06:00

    MDW

    2h

    Direct

    09:00

    ATL

    S M T W T F S
    Search

  4. DL924

    Hartsfield–Jackson Atlanta International Airport

    16:25

    ATL

    4h 53m

    Direct

    18:18

    SAN

    S M T W T F S

  5. DL1285

    Chicago Midway International Airport

    06:00

    MDW

    2h

    Direct

    09:00

    ATL

    S M T W T F S
    Search

  6. DL540

    Hartsfield–Jackson Atlanta International Airport

    11:14

    ATL

    4h 54m

    Direct

    13:08

    SAN

    S M T W T F S

  7. DL1063

    Chicago Midway International Airport

    10:59

    MDW

    1h 54m

    Direct

    13:53

    ATL

    S M T W T F S
    Search

  8. DL924

    Hartsfield–Jackson Atlanta International Airport

    16:25

    ATL

    4h 53m

    Direct

    18:18

    SAN

    S M T W T F S
Find more flights and airlines

About Chicago Midway International Airport and San Diego International Airport

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

Flight distance 2,780.79km
Cheapest one-way ticket price €114
Cheapest return ticket price €196

FAQs for Chicago Midway International Airport to San Diego International Airport Flights

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

    Chicago Midway International Airport to San Diego International Airport takes about 4 hours 42 minutes on average. Actual flight time may vary depending on route, weather and air traffic.
  • There are around 5 daily flights from Chicago Midway International Airport (MDW) to San Diego International Airport (SAN).
  • The earliest flight from Chicago Midway International Airport to San Diego International Airport departs at 05:15, and the last departs at 21:25, with about 13 flights per day. Flight times may change, so please check the latest departure and arrival times before you travel.
  • The route from Chicago Midway International Airport (MDW) to San Diego International Airport (SAN) is quite popular. Without considering departure times or holidays, tickets cost around €255 in November, the most expensive month to book this route.
    • The distance from San Diego International Airport to downtown is about 3km, by taxi about 20 minutes.
    • The distance from McClellan-Palomar Airport to downtown is about 47km, by taxi about 1 hour.
  • One-way flights from Chicago Midway International Airport to San Diego International Airport currently start from €114, and round-trip fares start from €196. The current lowest fare is a Delta Air Lines flight departing on Tue, Dec 8; 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 Chicago Midway International Airport to San Diego International Airport is €168. Prices may vary depending on the departure date, airline, and availability.
  • Enter Chicago Midway International Airport and San Diego 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.