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Flights from Chicago to San Diego – Direct & connecting routes

Non-stop airlines Connecting flights Show map Price search

MDW to SAN flights and routes map MDW to SAN – All flight route options from Chicago Midway International, Illinois, USA to San Diego International Airport, California, USA. These flights are operated by 3 airlines. Fly non-stop with Southwest Airlines or choose from 21 different transit flights. The shortest flight time is 4 hours and 20 minutes. See the full flight schedule and time table, including departure times, airlines and stopover details to find the best option for you.

From
To
USA MDW Chicago Midway Chicago, IL, USA
USA SAN San Diego Airport, CA, USA
MDW
Chicago Midway
USAChicago, IL, USA
San Diego Airport
USASan Diego, CA, USA
SAN
1 direct route found »
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25 routes with 1 stop found »
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Non-stop route options:

Duration

Southwest Airlines
Non-stop with Southwest Airlines. 3 flights per day.

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4h 20m

Southwest Airlines
Non-stop with Southwest Airlines.
4h 20m
3 flights per day.
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1 stop route options with the same airline:

Duration

Via Phoenix PHX
1 stop with Frontier Airlines. 0-1 flights per day.
Begins in 24/8

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6h 14m

Begins in 24/8
Via Phoenix PHX
1 stop with Frontier Airlines.
6h 14m
0-1 flights per day.
Begins in 24/8
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Via El Paso ELP
1 stop with Southwest Airlines. 0-1 flights per day.
Mon,Thu & Fri

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6h 30m

Mon,Thu & Fri
Via El Paso ELP
1 stop with Southwest Airlines.
6h 30m
0-1 flights per day.
Mon,Thu & Fri
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Via Boise BOI
1 stop with Southwest Airlines. 0-1 flights per day.

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6h 35m

Via Boise BOI
1 stop with Southwest Airlines.
6h 35m
0-1 flights per day.
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Via Minneapolis MSP
1 stop with Delta Air Lines. 0-1 flights per day.

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6h 39m

Via Minneapolis MSP
1 stop with Delta Air Lines.
6h 39m
0-1 flights per day.
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Via Salt Lake City SLC
1 stop with Southwest Airlines. 0-1 flights per day.
Tue,Wed & Sun

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6h 45m

Tue,Wed & Sun
Via Salt Lake City SLC
1 stop with Southwest Airlines.
6h 45m
0-1 flights per day.
Tue,Wed & Sun
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Via Detroit DTW
1 stop with Delta Air Lines. 2 flights per day.

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6h 51m

Via Detroit DTW
1 stop with Delta Air Lines.
6h 51m
2 flights per day.
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Via Kansas City MCI
1 stop with Southwest Airlines. 1-2 flights per day.

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7h 00m

Via Kansas City MCI
1 stop with Southwest Airlines.
7h 00m
1-2 flights per day.
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Via Phoenix PHX
1 stop with Southwest Airlines. 4-9 flights per day.

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7h 00m

Via Phoenix PHX
1 stop with Southwest Airlines.
7h 00m
4-9 flights per day.
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Via Saint Louis STL
1 stop with Southwest Airlines. 1-2 flights per day.

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7h 05m

Via Saint Louis STL
1 stop with Southwest Airlines.
7h 05m
1-2 flights per day.
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Via Denver DEN
1 stop with Frontier Airlines. 0-1 flights per day.
Only sundays

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7h 07m

Only sundays
Via Denver DEN
1 stop with Frontier Airlines.
7h 07m
0-1 flights per day.
Only sundays
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Via Colorado Springs COS
1 stop with Southwest Airlines.
Begins in 2/10

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7h 10m

Begins in 2/10
Via Colorado Springs COS
1 stop with Southwest Airlines.
7h 10m
Begins in 2/10
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Via Denver DEN
1 stop with Southwest Airlines. 3-10 flights per day.

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7h 15m

Via Denver DEN
1 stop with Southwest Airlines.
7h 15m
3-10 flights per day.
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Via Dallas DFW
1 stop with Frontier Airlines. 0-1 flights per day.
Tue,Wed & Fri

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7h 16m

Tue,Wed & Fri
Via Dallas DFW
1 stop with Frontier Airlines.
7h 16m
0-1 flights per day.
Tue,Wed & Fri
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Via Las Vegas LAS
1 stop with Southwest Airlines. 3-13 flights per day.

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7h 25m

Via Las Vegas LAS
1 stop with Southwest Airlines.
7h 25m
3-13 flights per day.
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Via Dallas DAL
1 stop with Southwest Airlines. 1-6 flights per day.

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7h 33m

Via Dallas DAL
1 stop with Southwest Airlines.
7h 33m
1-6 flights per day.
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Via Indianapolis IND
1 stop with Southwest Airlines.
Begins in 5/8

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7h 35m

Begins in 5/8
Via Indianapolis IND
1 stop with Southwest Airlines.
7h 35m
Begins in 5/8
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Via Las Vegas LAS
1 stop with Frontier Airlines. 0-1 flights per day.
Mon,Fri & Sun

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7h 39m

Mon,Fri & Sun
Via Las Vegas LAS
1 stop with Frontier Airlines.
7h 39m
0-1 flights per day.
Mon,Fri & Sun
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Via Albuquerque ABQ
1 stop with Southwest Airlines. 0-1 flights per day.

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7h 40m

Via Albuquerque ABQ
1 stop with Southwest Airlines.
7h 40m
0-1 flights per day.
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Via Tucson TUS
1 stop with Southwest Airlines. 0-1 flights per day.
Only sundays

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7h 45m

Only sundays
Via Tucson TUS
1 stop with Southwest Airlines.
7h 45m
0-1 flights per day.
Only sundays
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Via Austin AUS
1 stop with Southwest Airlines. 1-3 flights per day.

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7h 50m

Via Austin AUS
1 stop with Southwest Airlines.
7h 50m
1-3 flights per day.
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Via Nashville BNA
1 stop with Southwest Airlines. 0-3 flights per day.

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7h 55m

Via Nashville BNA
1 stop with Southwest Airlines.
7h 55m
0-3 flights per day.
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Via San Antonio SAT
1 stop with Southwest Airlines. 0-1 flights per day.
Mon,Thu & Fri

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8h 00m

Mon,Thu & Fri
Via San Antonio SAT
1 stop with Southwest Airlines.
8h 00m
0-1 flights per day.
Mon,Thu & Fri
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Via Memphis MEM
1 stop with Southwest Airlines.
Begins in 31/8

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8h 18m

Begins in 31/8
Via Memphis MEM
1 stop with Southwest Airlines.
8h 18m
Begins in 31/8
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Via Reno RNO
1 stop with Southwest Airlines. 0-1 flights per day.
Mon,Thu & Fri

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8h 50m

Mon,Thu & Fri
Via Reno RNO
1 stop with Southwest Airlines.
8h 50m
0-1 flights per day.
Mon,Thu & Fri
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Via Minneapolis MSP
1 stop with Southwest Airlines.
Begins in 10/8

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10h 15m

Begins in 10/8
Via Minneapolis MSP
1 stop with Southwest Airlines.
10h 15m
Begins in 10/8
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Chicago to San Diego flights

There are over 21 airlines and as many as 198 flights every week to this destination. You can fly non-stop to San Diego (SAN) from Chicago (MDW) with Southwest Airlines but if a stopover option suits you better you can choose to fly via Tucson, Minneapolis or any other of the 20 alternatives with connectiing airports.

Chicago to San Diego with Southwest Airlines

You can fly non-stop every weekday with flights departing from 7:00 am to 9:00 pm. You can also catch a transit flight via Tucson or Colorado Springs.

With Delta Air Lines

If you choose to fly with Delta Air Lines from Chicago to San Diego you can make a transit either via Minneapolis or via Detroit. The route via Minneapolis is 14 minutes faster. Delta Air Lines is a member of SkyTeam.

Distance & flight times: Midway International Airport to San Diego International Airport

The shortest flight time between MDW and SAN is 4 hours and 25 minutes.

ViaTotal flight timeLayover timeDistance
Direct4h 25m-1734 miles (2790 km)
TUS Tucson6h 25m1h 10m1813 miles (2917 km)
MSP Minneapolis6h 28m1h 8m1888 miles (3038 km)
COS Colorado Springs6h 35m--
BOI Boise6h 35m2h 5m2206 miles (3549 km)
DTW Detroit6h 42m40m2192 miles (3527 km)
SLC Salt Lake City6h 45m1h 40m1892 miles (3044 km)
DEN Denver6h 53m43m1754 miles (2822 km)
MCI Kansas City6h 55m1h 15m1743 miles (2804 km)
STL Saint Louis7h 0m2h 50m1814 miles (2919 km)
SAT San Antonio7h 10m55m2175 miles (3500 km)
ELP El Paso7h 25m1h 45m1879 miles (3023 km)
AUS Austin7h 30m50m2145 miles (3451 km)
ABQ Albuquerque7h 38m2h 5m1755 miles (2824 km)
DFW Dallas7h 56m--
PHX Phoenix8h 4m2h 49m1754 miles (2822 km)
OMA Omaha8h 5m2h 0m1741 miles (2801 km)
DAL Dallas8h 5m1h 20m1983 miles (3191 km)
BNA Nashville8h 8m2h 20m2153 miles (3464 km)
LAS Las Vegas8h 26m2h 47m1785 miles (2872 km)
RNO Reno8h 50m3h 0m2176 miles (3501 km)
The flight times and layover times in the table above are approximate and may vary depending on flight number, aircraft, airline, weather, and time of day.MDW-SAN flight routesChicago to San Diego flight routes illustrated on a map.
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Arriving at San Diego International Airport. Copyright: San Diego International Airport
Chicago - San Diego route map and flight paths
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Show all destinations from MDW Show all destinations from SAN

You can fly non-stop from Chicago (MDW) to San Diego (SAN) with Southwest Airlines. The flight takes approximately 4 hours and 25 minutes. If you travel with a connecting flight instead, for example via Tucson, the total flight time will be 6 hours and 25 minutes.

If you're interested in direct flights, Southwest Airlines is available. For flights with stopovers, Southwest Airlines, Delta Air Lines or Frontier Airlines is also an option.

The flight time between Chicago Midway (MDW) and San Diego International Airport (SAN) is approximately 4 hours and 25 minutes. The distance between the two airports is 1888 miles (or 3038 kilometers).

Yes, you can fly non-stop to SAN from MDW with Southwest Airlines.

A codeshare agreement means that cooperating airlines are able to sell seats on each other’s flights. This means that you are able to travel to more destinations than your airline of choice normally offers. Codeshare flights are also beneficial because of the seamless transits you can get with connecting flights from the same airline. The downside of choosing a codeshare flight can be that you in some cases can’t upgrade codeshare flights or use elite benefits.

A connecting or transit flight means that you reach your final destination through two or more flights – in other words a non-direct flight. You will change to a new aircraft after your first flight, this may include moving to another terminal at the airport aswell. The time required to transfer passengers and luggage between flights is called Minimum Connecting Time (MCT) and are always taken into account here on Flightroutes.com.

If you bought your whole flight on a single ticket, the airline will book you on the next available connecting flight.

With connecting flights, checked in luggage is most commonly forwarded to your final destination when buying a single ticket for both flights.

If you miss your connecting flight due to circumstances outside your control such as your first flight being delayed, you should turn to your airline who will provide you with a seat on the next available flight. This is usually done free of charge, and only applies if you purchased your trip as one ticket. If the next connecting flight is the following day, the airline usually provides accommodation and meals.
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