San Diego

$105+ Cheap flights from Madison to San Diego (MSN - SAN)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SAN
Apr 18 — Apr 251
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Cheap flight deals from Madison to San Diego

Cheapest flights from Madison to San Diego
Explore the most affordable flight options available from Madison to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 19, 2026.

This Mytrip deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/162:37 pm
MSN
-
SAN
1 stop11h 22m
Frontier
Sat 4/1811:42 am
SAN
-
MSN
1 stop24h 10m
Frontier
Deal found 3/14$315
This American Airlines deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/62:18 pm
MSN
-
SAN
1 stop8h 25m
American Airlines
Tue 5/127:15 am
SAN
-
MSN
1 stop8h 07m
American Airlines
Deal found 3/17$317
This American Airlines deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/243:29 pm
MSN
-
SAN
1 stop7h 04m
American Airlines
Wed 4/2910:40 pm
SAN
-
MSN
1 stop8h 05m
American Airlines
Deal found 3/15$333
This United Airlines deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/305:00 am
MSN
-
SAN
1 stop6h 28m
United Airlines
Wed 6/312:33 pm
SAN
-
MSN
2 stops8h 17m
United Airlines
Deal found 3/18$336
This Delta deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/281:45 pm
MSN
-
SAN
1 stop9h 59m
Delta
Tue 8/411:45 am
SAN
-
MSN
1 stop8h 12m
Delta
Deal found 3/14$337
This Delta deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:22 pm
MSN
-
SAN
1 stop6h 44m
Delta
Tue 4/2810:10 pm
SAN
-
MSN
1 stop8h 51m
Delta
Deal found 3/18$343
This Frontier deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/77:59 pm
MSN
-
SAN
1 stop5h 51m
Frontier
Sun 5/106:25 am
SAN
-
MSN
1 stop10h 49m
Frontier
Deal found 3/18$346
This United Airlines deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1410:05 am
MSN
-
SAN
2 stops9h 11m
United Airlines
Sat 4/186:32 am
SAN
-
MSN
1 stop6h 06m
United Airlines
Deal found 3/18$348
This American Airlines deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:02 pm
MSN
-
SAN
1 stop5h 53m
American Airlines
Thu 4/1610:40 pm
SAN
-
MSN
1 stop8h 05m
American Airlines
Deal found 3/14$349
This United Airlines deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:30 am
MSN
-
SAN
1 stop6h 45m
United Airlines
Sun 9/2010:40 pm
SAN
-
MSN
1 stop8h 11m
United Airlines
Deal found 3/16$353
This Frontier deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/307:56 pm
MSN
-
SAN
1 stop6h 12m
Frontier
Thu 4/26:25 am
SAN
-
MSN
1 stop10h 47m
Frontier
Deal found 3/16$355
This United Airlines deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1310:45 am
MSN
-
SAN
2 stops8h 25m
United Airlines
Wed 11/182:09 pm
SAN
-
MSN
1 stop6h 41m
United Airlines
Deal found 3/16$358

Find flight deals from Madison to San Diego

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to San Diego (SAN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$315
(Mytrip)

One-way from

$105
(Priceline)

Popular in

March

Cheapest in

October

Average price

$587
Provider with most accurate pricing for Madison Truax Field-San Diego flight deals.
Provider most trusted by Cheapflights users for Madison Truax Field-San Diego flights.
From Madison Truax Field to San Diego
One-way flight from Madison Truax Field to San Diego
Highest demand for flights based on searches. 8% potential increase in price ($38 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in March 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to San Diego that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 19, 2026.
Use the filters below to find and compare flights from Madison to San Diego that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Mon 5/18

6:29 pm-11:41 pm

1 stop7h 12m

San Diego

Sat 5/23

11:50 am-9:27 pm

1 stop7h 37m

$343
Quickest round-trip

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Fri 5/8

6:30 am-11:25 am

1 stop6h 55m

San Diego

Mon 5/11

2:14 pm-10:54 pm

1 stop6h 40m

$369

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Wed 4/15

5:04 pm-11:25 pm

1 stop8h 21m

San Diego

Wed 4/22

6:51 pm-9:01 am

2 stops12h 10m

$397

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Tue 4/14

5:30 am-3:46 pm

2 stops12h 16m

San Diego

Sat 4/18

7:55 am-5:06 pm

1 stop7h 11m

$432

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Tue 4/14

5:00 am-12:52 pm

2 stops9h 52m

San Diego

Sat 4/18

8:45 am-9:21 pm

2 stops10h 36m

$437

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Tue 4/28

5:30 am-3:53 pm

2 stops12h 23m

San Diego

Tue 5/5

6:34 pm-9:48 am

2 stops13h 14m

$437

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Wed 7/8

3:46 pm-10:34 pm

1 stop8h 48m

San Diego

Mon 7/13

7:41 pm-9:59 am

2 stops12h 18m

$438

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Wed 4/1

5:30 am-12:58 pm

1 stop9h 28m

San Diego

Wed 4/22

6:51 pm-9:01 am

2 stops12h 10m

$457

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Wed 4/29

3:53 pm-10:59 pm

1 stop9h 06m

San Diego

Sun 5/3

10:40 pm-8:55 am

1 stop8h 15m

$498
Cheapest one-way

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Tue 5/12

6:30 am-1:17 pm

1 stop8h 47m

$204

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/18

Showing 1-10 of 18 resultsSorted by cheapest first
1
2

Compare providers for flights from Madison to San Diego

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Madison to San Diego in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Madison-San Diego flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-San Diego flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-San Diego flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-San Diego flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Madison-San Diego flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Madison to San Diego

Have a flexible travel schedule? Discover the best time to fly to San Diego from Madison with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Madison to San Diego

How far ahead should I book a flight from Madison to San Diego?

Use this chart to determine the optimal time to book a round-trip flight from Madison to San Diego. Price data was last updated on March 13, 2026.

Booking 43 days in advance of your planned departure date is, on average, the best time to get cheap flights from Madison to San Diego. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Madison to San Diego?

Currently, June is the cheapest month in which you can book a flight from Madison to San Diego (average of $149). Flying from Madison to San Diego in March is currently the most expensive (average of $257). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing San Diego

Get insights into the airlines that provide service to San Diego. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San Diego. Reviews last updated March 19, 2026.
Read through reviews of airlines operating flights from Madison to San Diego, such as Alaska Airlines,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Overall

7.9

Crew

8.5

Food

7.0

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Overall

7.9

Crew

8.5

Food

7.0

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Overall

7.9

Crew

8.5

Food

7.0

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Overall

7.9

Crew

8.5

Food

7.0

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Overall

7.9

Crew

8.5

Food

7.0

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Overall

7.9

Crew

8.5

Food

7.0

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Related info for your journey

Find useful and relevant information for your journey from Madison to San Diego. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Madison to San Diego?

    There are many flights that can get you from Madison to San Diego in 7h 05m. Fly via United Airlines, Delta, or Alaska Airlines to get the fastest option. The distance between Madison and San Diego is about 1668 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Madison to San Diego round-trip?

    Cheapflights users have booked flights from Madison to San Diego round-trip from $131. Other airlines that can offer you cheap pricing are American Airlines, from $276, and Delta, from $276. These flights start at 69% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Madison to San Diego one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $97. Users have also found prices from $138 and $165 on Delta and American Airlines, respectively.

  • Can I find deals for flights from Madison to San Diego that include hotel bookings?

    Yes. In addition to deals on Madison to San Diego flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to San Diego?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to San Diego.

  • Can I find deals for business class flights from Madison to San Diego?

    Yes. Cheapflights offers flight deals from Madison to San Diego by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Madison to San Diego?

    Currently, June is the cheapest month in which you can book a flight from Madison to San Diego (average of $149). Flying from Madison to San Diego in March is currently the most expensive (average of $257). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near San Diego?

Book flights to San Diego if you plan to visit one of these locations
El Cajon
Chula Vista
National City
Coronado
La Mesa
Poway
Julian
Lemon Grove

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Alternative routes for Madison to San Diego

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Madison to San Diego

Discover the top 5 airlines that operate flights from Madison to San Diego. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$131Average$258FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$276Average$417FlexibilityNo cancel feeOn-time71%
DeltaCheapest$276Average$443FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$282Average$412FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$372Average$691FlexibilityNo cancel feeOn-time75%

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