Flights from San Diego Airport SAN to Chicago Airport MDW

Airliners including United Airlines, NetJets, Flexjet and Southwest Airlines all offer direct flights between San Diego International Airport to Midway. When travelling from San Diego International Airport you will cover about 1,725 miles before you reach Midway. This journey will take 4 Hours 4 Minutes.

The cost of flights varies on the time and day you fly. If you are on a tight budget then you should avoid flying at peak hours as the prices are more expensive. The cheapest flights are in the evenings and in mid week. We advise all our viewers to book well in advance. This way you will get the low priced tickets available.

On arriving at Midway please note the time difference, the time zone at Midway is 6.0 GMT compared to 8.0 GMT at San Diego International Airport.

The table below displays the numbers of daily flights from San Diego International Airport (SAN) to Midway (MDW) and the relevant airlines that fly.

Flights Chart
AirlinerMoTuWeThFrSaSuFirst FlightLast FlightFlights
Southwest Airlines533442400:1523:35VIEW FLIGHTS
United Airlines000000117:4517:45VIEW FLIGHTS
NetJets010000009:0009:00VIEW FLIGHTS
Flexjet100000014:0014:00VIEW FLIGHTS

Southwest Airlines is the most popular airliners who operate this route. They have around 25 a week with times that vary between 00:15 and 23:35.

To book your flight you can visit Southwest Airlines on their website www.southwest.com/?ref=southwestairlines.com. You will find up to date information on availability and the latest discounts.

Flight times for the route are summarised in the table below. These time were correct at the time of writing, but please be aware that times may vary from time to time so please check their website for exact times and the dates you wish to fly.

Flights Time In WeekDays
DayFlight TimesFlights
Monday
00:15
AirlineFlight  No
Southwest AirlinesWN4938
12:20
AirlineFlight  No
Southwest AirlinesWN255
14:00
AirlineFlight  No
FlexjetLXJ476
14:20
AirlineFlight  No
Southwest AirlinesWN4348
17:25
AirlineFlight  No
Southwest AirlinesWN1550
17:40
AirlineFlight  No
Southwest AirlinesWN1498
VIEW FLIGHTS
Tuesday
08:45
AirlineFlight  No
Southwest AirlinesWN734
09:00
AirlineFlight  No
NetJetsEJA939
17:40
AirlineFlight  No
Southwest AirlinesWN1550
23:00
AirlineFlight  No
Southwest AirlinesWN3201
VIEW FLIGHTS
Wednesday
08:45
AirlineFlight  No
Southwest AirlinesWN734
17:40
AirlineFlight  No
Southwest AirlinesWN1550
23:00
AirlineFlight  No
Southwest AirlinesWN3201
VIEW FLIGHTS
Thursday
11:25
AirlineFlight  No
Southwest AirlinesWN1550
12:20
AirlineFlight  No
Southwest AirlinesWN255
20:20
AirlineFlight  No
Southwest AirlinesWN4348
23:35
AirlineFlight  No
Southwest AirlinesWN1498
VIEW FLIGHTS
Friday
12:20
AirlineFlight  No
Southwest AirlinesWN255
14:20
AirlineFlight  No
Southwest AirlinesWN4348
17:25
AirlineFlight  No
Southwest AirlinesWN1550
17:40
AirlineFlight  No
Southwest AirlinesWN1498
VIEW FLIGHTS
Saturday
08:10
AirlineFlight  No
Southwest AirlinesWN255
13:00
AirlineFlight  No
Southwest AirlinesWN948
VIEW FLIGHTS
Sunday
08:05
AirlineFlight  No
Southwest AirlinesWN255
12:05
AirlineFlight  No
Southwest AirlinesWN4410
15:05
AirlineFlight  No
Southwest AirlinesWN3649
17:45
AirlineFlight  No
United AirlinesUA3777
18:20
AirlineFlight  No
Southwest AirlinesWN4938
VIEW FLIGHTS

Instead of flying from San Diego International Airport you could consider a few airports that are close by. Please see that table below of alternative routes.

Alternative Direct Routes
RouteStopsDistanceFlying Time
Burbank to Chicago Midway04 Hours 6 Minutes
Los Angeles to Chicago Midway04 Hours 7 Minutes
Long Beach to Chicago Midway04 Hours 6 Minutes
Ontario to Chicago Midway04 Hours 2 Minutes
Palm Springs Municipal to Chicago Midway03 Hours 56 Minutes
Santa Ana John Wayne to Chicago Midway04 Hours 5 Minutes
Los Angeles Van Nuys to Chicago Midway04 Hours 7 Minutes

Over the past 10 years flight regulations have become very strict so we advise you to leave plenty of time to check in and get through customs.

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Flight Price FAQ - San Diego (SAN) to Chicago (MDW)

1+ STOP(S)
What is the cheapest flight one way from San Diego SAN to Chicago MDW?
The cheapest flight one way from San Diego SAN to Chicago MDW is £46.08 ($60 €55.32)
£46.08
$60 | €55.32
Check Latest Price
1+ STOP(S)
What is the cheapest return flight from San Diego SAN to Chicago MDW?
The cheapest return flight from San Diego SAN to Chicago MDW is £82.95 ($108 €99.57)
£82.95
$108 | €99.57
Check Latest Price
Important Note: Prices shown are taken from searches performed for flights operating during the current month. Please use the "Latest Price" buttons to get the most up to date airfares.

Compare Flight Prices from SAN to MDW

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Flight Info FAQ - San Diego (SAN) to Chicago (MDW)

Who flies from San Diego to Chicago?
The following airlines fly from San Diego (SAN) to Chicago (MDW): Flexjet, NetJets, Southwest Airlines, United Airlines.
How far is the flight from San Diego to Chicago?
The flight from San Diego to Chicago is 2,776KM or 1,725 miles.
How long does the flight from San Diego to Chicago to take?
The flight from San Diego to Chicago takes 4 Hours 4 Minutes.

Alternative Airports in United States with Connections from San Diego International Airport

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