San Diego

$73+ 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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SAN
Aug 23 — Aug 301
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Cheapflights Tip: The best prices from Madison Truax Field to San Diego are usually found in January or September, booked 60 days in advance, depart on a Saturday or Tuesday and return on a Saturday

Cheap 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 August 18, 2025.

Round-trip from

$145
(Priceline)

One-way from

$73
(Priceline)

Popular in

June

Cheapest in

January

Average price

$358
From Madison Truax Field to San Diego
One-way flight from Madison Truax Field to San Diego
Highest demand for flights based on searches. 12% potential increase in price ($60 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in August 2025

Find 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 August 18, 2025.

This Priceline deal was found by Cheapflights users on 8/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/78:00 pmMSN - SAN
1 stop5h 50mFrontier
Mon 11/106:41 amSAN - MSN
1 stop10h 34mFrontier
Deal found 8/16$145
This FlightHub deal was found by Cheapflights users on 8/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/308:00 pmMSN - SAN
1 stop5h 50mFrontier
Sun 11/25:47 pmSAN - MSN
1 stop23h 28mFrontier
Deal found 8/17$167
This Priceline deal was found by Cheapflights users on 8/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/57:59 pmMSN - SAN
1 stop5h 54mFrontier
Sun 9/76:35 amSAN - MSN
1 stop10h 39mFrontier
Deal found 8/18$181
This Frontier deal was found by Cheapflights users on 8/18. 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 10/308:00 pmMSN - SAN
1 stop5h 50mFrontier
Mon 11/36:25 amSAN - MSN
2 stops10h 50mFrontier
Deal found 8/18$193
This Priceline deal was found by Cheapflights users on 8/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/157:59 pmMSN - SAN
1 stop5h 54mFrontier
Mon 9/226:35 amSAN - MSN
1 stop10h 39mFrontier
Deal found 8/18$216
This Priceline deal was found by Cheapflights users on 8/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/207:59 pmMSN - SAN
1 stop5h 51mFrontier
Thu 10/2310:52 amSAN - MSN
1 stop6h 22mFrontier
Deal found 8/18$231
This FlightHub deal was found by Cheapflights users on 8/18. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/117:59 pmMSN - SAN
1 stop5h 54mFrontier
Sun 9/149:03 pmSAN - MSN
1 stop20h 11mFrontier
Deal found 8/18$265
This American Airlines deal was found by Cheapflights users on 8/17. 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.
Sat 11/111:17 amMSN - SAN
1 stop6h 29mAmerican Airlines
Tue 11/47:21 amSAN - MSN
1 stop7h 39mAmerican Airlines
Deal found 8/17$277
This American Airlines deal was found by Cheapflights users on 8/17. 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.
Sat 10/257:20 amMSN - SAN
1 stop8h 19mAmerican Airlines
Thu 10/3012:40 pmSAN - MSN
1 stop6h 55mAmerican Airlines
Deal found 8/17$283
This Delta deal was found by Cheapflights users on 8/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/122:00 pmMSN - SAN
1 stop9h 51mDelta
Mon 12/156:20 amSAN - MSN
1 stop8h 48mDelta
Deal found 8/17$289

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 August 18, 2025.
Use the filters below to find and compare flights from Madison to San Diego that are best for you.

Fly from

Madison

Fly to

San Diego

Route

Depart

Return

Price

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Fri 11/7

8:00 pm-11:50 pm

1 stop5h 50m

San Diego

Mon 11/10

6:41 am-7:15 pm

1 stop10h 34m

$145

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Thu 10/30

8:00 pm-11:50 pm

1 stop5h 50m

San Diego

Sun 11/2

5:47 pm-7:15 pm

1 stop23h 28m

$167

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Thu 10/30

8:00 pm-11:50 pm

1 stop5h 50m

San Diego

Mon 11/3

6:41 am-7:15 pm

1 stop10h 34m

$167

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Fri 9/5

7:59 pm-11:53 pm

1 stop5h 54m

San Diego

Sun 9/7

6:35 am-7:14 pm

1 stop10h 39m

$181

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Mon 9/15

7:59 pm-11:53 pm

1 stop5h 54m

San Diego

Mon 9/22

10:20 am-7:14 pm

1 stop6h 54m

$216

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Mon 10/20

7:59 pm-11:50 pm

1 stop5h 51m

San Diego

Thu 10/23

10:52 am-7:14 pm

1 stop6h 22m

$231

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Thu 9/11

7:59 pm-11:53 pm

1 stop5h 54m

San Diego

Sun 9/14

9:03 pm-7:14 pm

1 stop20h 11m

$265

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Sat 10/4

5:00 am-9:18 am

1 stop6h 18m

San Diego

Wed 10/8

1:14 pm-11:36 pm

1 stop8h 22m

$277

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Tue 9/16

6:00 am-10:57 am

1 stop6h 57m

San Diego

Tue 9/23

1:25 pm-10:34 pm

1 stop7h 09m

$277

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Fri 9/5

7:59 pm-11:53 pm

1 stop5h 54m

$73

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 20 results
1
2

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 August 8, 2025.

Booking 27 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, August is the cheapest month in which you can book a flight from Madison to San Diego (average of $286). Flying from Madison to San Diego in March is currently the most expensive (average of $366). 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.

What is the cheapest time of day to fly from MSN to SAN?

Find hourly flight availability from Madison to San Diego. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 18, 2025.

A simple way to save on the total cost of your ticket is to fly from Madison to San Diego in the afternoon. If you’re flexible enough to do this you can expect to save up to 16% on your trip compared to booking a flight in the evening.

What is the cheapest day to fly from Madison to San Diego?

Use this chart to determine the cheapest time to fly round-trip from Madison to San Diego. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Madison to San Diego flight should consider departing on Saturday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 August 18, 2025.
Read through reviews of airlines operating flights from Madison to San Diego, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good

Food

7.3

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
8.0
Very good
8.0
Very good

Food

7.3

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
8.0
Very good

Food

7.3

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
8.0
Very good

Food

7.3

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
8.0
Very good

Food

7.3

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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 5h 50m. Fly via Frontier to get the fastest option. The distance between Madison and San Diego is about 1668 mi.

  • 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 $128. Other airlines that can offer you cheap pricing are United Airlines, from $253, and American Airlines, from $274. These flights start at 70% lower than the current average price 3 months from now.

  • 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, August is the cheapest month in which you can book a flight from Madison to San Diego (average of $286). Flying from Madison to San Diego in March is currently the most expensive (average of $366). 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
Coronado
La Mesa
Poway
National City
Lemon Grove
Imperial Beach
Alpine

Browse thousands of different options on Cheapflights for your next trip

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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 4 airlines flying from Madison to San Diego

Discover the top 4 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 August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$128Average$264FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$250Average$470FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$271Average$433FlexibilityNo cancel feeOn-time71%
DeltaCheapest$280Average$406FlexibilityNo cancel feeOn-timeN/A

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