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$171+ 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 10/10. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SAN
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Madison Truax Field to San Diego are usually found in January or September, booked 9 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 September 11, 2025.

Round-trip from

$277
(Delta)

One-way from

$171
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$354
From Madison Truax Field to San Diego
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One-way flight from Madison Truax Field to San Diego
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Highest demand for flights based on searches. 12% potential increase in price ($59 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 11, 2025.

This Delta deal was found by Cheapflights users on 9/11. 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 10/145:52 pmMSN - SAN
1 stop7h 35mDelta
Tue 10/216:25 amSAN - MSN
1 stop5h 37mDelta
Deal found 9/11$277
This United Airlines deal was found by Cheapflights users on 9/11. 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 10/1112:26 pmMSN - SAN
2 stops9h 20mUnited Airlines
Sat 10/182:11 pmSAN - MSN
1 stop6h 17mUnited Airlines
Deal found 9/11$282
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Wed 10/295:33 pmMSN - SAN
1 stop6h 47mUnited Airlines
Sun 11/27:00 amSAN - MSN
1 stop7h 50mUnited Airlines
Deal found 9/10$283
This American Airlines deal was found by Cheapflights users on 9/10. 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 12/1212:18 pmMSN - SAN
1 stop9h 25mAmerican Airlines
Mon 12/156:15 amSAN - MSN
1 stop7h 54mAmerican Airlines
Deal found 9/10$289
This Frontier deal was found by Cheapflights users on 9/10. 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 9/117:59 pmMSN - SAN
1 stop5h 54mFrontier
Sun 9/146:35 amSAN - MSN
1 stop10h 39mFrontier
Deal found 9/10$290
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Wed 10/15:20 amMSN - SAN
2 stops9h 37mUnited Airlines
Tue 10/710:46 amSAN - MSN
1 stop6h 09mUnited Airlines
Deal found 9/10$294
This United Airlines deal was found by Cheapflights users on 9/11. 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 11/44:30 pmMSN - SAN
1 stop6h 24mUnited Airlines
Sat 11/89:00 amSAN - MSN
2 stops9h 35mUnited Airlines
Deal found 9/11$302
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Wed 12/173:09 pmMSN - SAN
1 stop7h 36mUnited Airlines
Fri 1/27:00 amSAN - MSN
1 stop6h 05mUnited Airlines
Deal found 9/10$303
This United Airlines deal was found by Cheapflights users on 9/10. 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 10/184:30 pmMSN - SAN
1 stop5h 55mUnited Airlines
Sat 10/256:53 amSAN - MSN
2 stops10h 02mUnited Airlines
Deal found 9/10$304
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Wed 10/156:30 amMSN - SAN
2 stops8h 27mUnited Airlines
Mon 10/206:48 amSAN - MSN
1 stop6h 18mUnited Airlines
Deal found 9/10$308

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 September 11, 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

Tue 10/14

5:15 pm-11:14 pm

1 stop7h 59m

San Diego

Tue 10/21

10:20 pm-8:40 am

1 stop8h 20m

$277

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Wed 11/5

5:11 pm-11:14 pm

1 stop8h 03m

San Diego

Sat 11/8

10:20 pm-8:53 am

1 stop8h 33m

$277

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Tue 10/28

5:30 am-12:35 pm

1 stop9h 05m

San Diego

Tue 11/4

10:30 pm-10:34 am

1 stop10h 04m

$277

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Wed 10/15

10:51 am-3:50 pm

1 stop6h 59m

San Diego

Mon 10/20

12:52 pm-9:02 pm

1 stop6h 10m

$283

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Wed 12/17

3:59 pm-10:30 pm

1 stop8h 31m

San Diego

Thu 1/1

6:30 am-2:04 pm

1 stop5h 34m

$283

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Wed 10/29

12:26 pm-7:52 pm

2 stops9h 26m

San Diego

Sun 11/2

10:51 am-8:35 pm

1 stop7h 44m

$288

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Wed 10/15

12:26 pm-8:25 pm

2 stops9h 59m

San Diego

Sun 10/19

6:48 am-3:07 pm

1 stop6h 19m

$288

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Mon 10/20

9:00 am-2:59 pm

1 stop7h 59m

San Diego

Sat 10/25

9:01 am-6:55 pm

2 stops7h 54m

$288

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Fri 10/24

5:52 pm-11:27 pm

1 stop7h 35m

San Diego

Mon 11/3

10:30 pm-10:34 am

1 stop10h 04m

$289

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Thu 10/16

2:46 pm-10:14 pm

1 stop9h 28m

San Diego

Mon 10/20

12:52 pm-9:02 pm

1 stop6h 10m

$289

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 21 results
1
2
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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 29, 2025.

Booking 9 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 September 11, 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 September 11, 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.
Delta
8.0
Very good
7,960 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
Delta
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
United Airlines
7.4
Good
8,937 reviews
Delta
8.0
Very good
7,960 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,960 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
Frontier
5.8
Fair
3,177 reviews
Delta
8.0
Very good
7,960 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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 6h 59m. Fly via Delta or United 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 $128. Other airlines that can offer you cheap pricing are United Airlines, from $252, and American Airlines, from $271. 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
La Mesa
Poway
Lemon Grove
Coronado
Imperial Beach
National City
Alpine

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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$128Average$262FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$252Average$447FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$271Average$427FlexibilityNo cancel feeOn-time71%
DeltaCheapest$280Average$405FlexibilityNo cancel feeOn-timeN/A

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