Trip.com
>
Flights
>
Flights to United States
>
Flights to California
>
Flights to San Diego
>
Chicago to San Diego flight
>
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 €99 and round-trip from €192. Based on Trip.com's latest 7-day flight data.

    • MDW 1:31 PM
      6h 58m
      1 stop
      SAN 6:29 PM
      Chicago - San Diego | Mon, Nov 23 | Delta Air Lines
      SAN 7:00 AM
      4h 18m
      Nonstop
      ORD 1:18 PM
      San Diego - Chicago | Fri, Nov 27 | Alaska Airlines
      €192 €318
      40% off
      40% off
      €318 €192
    • MDW 9:29 AM
      6h 51m
      1 stop
      SAN 2:20 PM
      Chicago - San Diego | Sat, Nov 7 | Delta Air Lines
      SAN 6:25 AM
      15h 56m
      1 stop
      ORD 12:21 AM
      San Diego - Chicago | Sat, Nov 14 | Frontier Airlines
      €196 €318
      38% off
      38% off
      €318 €196
    • MDW 9:30 AM
      6h 59m
      1 stop
      SAN 2:29 PM
      Chicago - San Diego | Sat, Nov 14 | Delta Air Lines
      SAN 7:02 AM
      4h 15m
      Nonstop
      ORD 1:17 PM
      San Diego - Chicago | Tue, Nov 17 | Alaska Airlines
      €199 €318
      37% off
      37% off
      €318 €199
    • MDW 1:31 PM
      6h 58m
      1 stop
      SAN 6:29 PM
      Chicago - San Diego | Mon, Nov 9 | Delta Air Lines
      SAN 6:25 AM
      15h 56m
      1 stop
      ORD 12:21 AM
      San Diego - Chicago | Sat, Nov 14 | Frontier Airlines
      €203
      36% off
      €318 €203
    • MDW 9:30 AM
      6h 59m
      1 stop
      SAN 2:29 PM
      Chicago - San Diego | Fri, Nov 13 | Delta Air Lines
      SAN 5:35 PM
      4h 14m
      Nonstop
      ORD 11:49 PM
      San Diego - Chicago | Mon, Nov 16 | Alaska Airlines
      €220
      31% off
      €318 €220
    • MDW 11:27 AM
      10h 14m
      1 stop
      SAN 7:41 PM
      Chicago - San Diego | Mon, Nov 16 | Delta Air Lines
      SAN 9:07 PM
      11h 53m
      1 stop
      ORD 11:00 AM
      San Diego - Chicago | Sat, Nov 21 | Frontier Airlines
      €228
      28% off
      €318 €228
    • MDW 4:19 PM
      7h 43m
      1 stop
      SAN 10:02 PM
      Chicago - San Diego | Wed, Nov 4 | Delta Air Lines
      SAN 12:41 PM
      4h 18m
      Nonstop
      ORD 6:59 PM
      San Diego - Chicago | Mon, Nov 9 | Alaska Airlines
      €236
      26% off
      €318 €236
    • MDW 6:00 AM
      7h 38m
      1 stop
      SAN 11:38 AM
      Chicago - San Diego | Wed, Nov 11 | Delta Air Lines
      SAN 6:25 AM
      15h 56m
      1 stop
      ORD 12:21 AM
      San Diego - Chicago | Wed, Nov 18 | Frontier Airlines
      €239
      25% off
      €318 €239
    • MDW 9:30 AM
      6h 59m
      1 stop
      SAN 2:29 PM
      Chicago - San Diego | Tue, Nov 10 | Delta Air Lines
      SAN 7:02 AM
      4h 15m
      Nonstop
      ORD 1:17 PM
      San Diego - Chicago | Sat, Nov 14 | Alaska Airlines
      €246
      23% off
      €318 €246
    • CHI 1:00 PM
      17h 25m
      1 stop
      SAN 2:00 PM
      Chicago - San Diego | Thu, Oct 29 | Normal Airline
      SAN 3:00 PM
      6h
      Nonstop
      CHI 4:00 PM
      San Diego - Chicago | Sat, Oct 31 | Normal Airline
      Find more flights
      Find more flights
    • Cheapest
      MDW 5:13 PM
      7h 21m
      1 stop
      SAN 10:34 PM
      Chicago - San Diego | Wed, Nov 18 | Delta Air Lines
      €99 €159
      38% off
      38% off
      €159 €99
    • Cheapest
      MDW 5:13 PM
      8h 19m
      1 stop
      SAN 11:32 PM
      Chicago - San Diego | Fri, Nov 13 | Delta Air Lines
      €99 €159
      38% off
      38% off
      €159 €99
    • MDW 6:00 AM
      9h 9m
      1 stop
      SAN 1:09 PM
      Chicago - San Diego | Thu, Nov 26 | Delta Air Lines
      €101 €159
      36% off
      36% off
      €159 €101
    • MDW 11:27 AM
      10h 14m
      1 stop
      SAN 7:41 PM
      Chicago - San Diego | Tue, Nov 17 | Delta Air Lines
      €113
      28% off
      €159 €113
    • MDW 11:28 AM
      9h 14m
      1 stop
      SAN 6:42 PM
      Chicago - San Diego | Sat, Dec 12 | Delta Air Lines
      €116
      27% off
      €159 €116
    • MDW 6:04 AM
      8h 40m
      1 stop
      SAN 12:44 PM
      Chicago - San Diego | Sat, Oct 31 | Delta Air Lines
      €122
      23% off
      €159 €122
    • MDW 5:30 PM
      8h 28m
      1 stop
      SAN 11:58 PM
      Chicago - San Diego | Fri, Dec 11 | Delta Air Lines
      €124
      22% off
      €159 €124
    • MDW 5:13 PM
      7h 21m
      1 stop
      SAN 10:34 PM
      Chicago - San Diego | Wed, Nov 11 | Delta Air Lines
      €127
      20% off
      €159 €127
    • CHI 1:00 PM
      17h 25m
      1 stop
      SAN 2:00 PM
      Chicago - San Diego | Thu, Oct 29 | Normal Airline
      Find more flights
      Find more flights
    • MDW 9:30 AM
      6h 59m
      1 stop
      SAN 2:29 PM
      Chicago - San Diego | Tue, Nov 24 | Delta Air Lines
      €149 €374
      60% off
      60% off
      €374 €149
    • MDW 1:31 PM
      6h 58m
      1 stop
      SAN 6:29 PM
      Chicago - San Diego | Wed, Nov 25 | Delta Air Lines
      €161 €374
      56% off
      56% off
      €374 €161
    • CHI 1:00 PM
      17h 25m
      1 stop
      SAN 2:00 PM
      Chicago - San Diego | Thu, Oct 29 | Normal Airline
      Find more flights
      Find more flights
    • MDW 5:13 PM
      7h 21m
      1 stop
      SAN 10:34 PM
      Chicago - San Diego | Wed, Nov 18 | Delta Air Lines
      €99 €159
      38% off
      38% off
      €159 €99
    • MDW 5:13 PM
      7h 21m
      1 stop
      SAN 10:34 PM
      Chicago - San Diego | Wed, Nov 11 | Delta Air Lines
      €127 €159
      20% off
      20% off
      €159 €127
    • MDW 5:13 PM
      8h 19m
      1 stop
      SAN 11:32 PM
      Chicago - San Diego | Fri, Nov 13 | Delta Air Lines
      €99 €159
      38% off
      38% off
      €159 €99
    • MDW 5:30 PM
      8h 28m
      1 stop
      SAN 11:58 PM
      Chicago - San Diego | Fri, Dec 11 | Delta Air Lines
      €124
      22% off
      €159 €124
    • MDW 6:04 AM
      8h 40m
      1 stop
      SAN 12:44 PM
      Chicago - San Diego | Sat, Oct 31 | Delta Air Lines
      €122
      23% off
      €159 €122
    • MDW 6:00 AM
      9h 9m
      1 stop
      SAN 1:09 PM
      Chicago - San Diego | Thu, Nov 26 | Delta Air Lines
      €101
      36% off
      €159 €101
    • MDW 11:28 AM
      9h 14m
      1 stop
      SAN 6:42 PM
      Chicago - San Diego | Sat, Dec 12 | Delta Air Lines
      €116
      27% off
      €159 €116
    • MDW 11:27 AM
      10h 14m
      1 stop
      SAN 7:41 PM
      Chicago - San Diego | Tue, Nov 17 | Delta Air Lines
      €113
      28% off
      €159 €113
    • CHI 1:00 PM
      17h 25m
      1 stop
      SAN 2:00 PM
      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 €99) among 2 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Delta Air Lines
From €99
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

    1:27 PM

    MDW

    1h 15m

    Nonstop

    3:42 PM

    DTW

    S M T W T F S
    Search

  2. DL369

    Detroit Metropolitan Wayne County Airport

    4:30 PM

    DTW

    4h 57m

    Nonstop

    6:27 PM

    SAN

    S M T W T F S

  3. DL1285

    Chicago Midway International Airport

    6:00 AM

    MDW

    2h

    Nonstop

    9:00 AM

    ATL

    S M T W T F S
    Search

  4. DL540

    Hartsfield–Jackson Atlanta International Airport

    11:14 AM

    ATL

    4h 54m

    Nonstop

    1:08 PM

    SAN

    S M T W T F S

  5. DL1063

    Chicago Midway International Airport

    10:59 AM

    MDW

    1h 54m

    Nonstop

    1:53 PM

    ATL

    S M T W T F S
    Search

  6. DL924

    Hartsfield–Jackson Atlanta International Airport

    4:25 PM

    ATL

    4h 53m

    Nonstop

    6:18 PM

    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 2,780.79 km
Cheapest one-way ticket price €99
Cheapest return ticket price €192

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 earliest flight departs from Chicago Midway International Airport (MDW) at 05:05 and arrives in San Diego International Airport (SAN) at 07:35.
  • The latest flight departs from Chicago Midway International Airport (MDW) at 20:45 and arrives in San Diego International Airport (SAN) at 23:10.
    • The distance from San Diego International Airport to downtown is about 3 km. It takes about 20 minutes by taxi.
    • The distance from McClellan-Palomar Airport to downtown is about 47 km. It takes about 1 hour by taxi.
  • One-way flights from Chicago Midway International Airport to San Diego International Airport currently start from €99, and round-trip fares start from €192. The current lowest fare is a Delta Air Lines flight departing on Wed, Nov 18; 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.

Popular Destinations

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

Book with no extra fees

Prices displayed in this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, WLAN, 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 were updated within last 24 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy.
Cancellation/change due to a flight schedule change:
If the flight has been rescheduled 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 check the customer support pages.