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$142+ 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 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SAN
Nov 12 — Nov 191
Wed 11/12
Wed 11/19
1 adult, Economy
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Cheapflights Tip: The best prices from Madison Truax Field to San Diego are usually found in August or October, booked 50 days in advance, depart on a Saturday or Tuesday and return on a Saturday

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 October 13, 2025.

This Delta deal was found by Cheapflights users on 10/11. 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.
Sat 11/83:00 pmMSN - SAN
1 stop8h 20mDelta
Tue 11/1110:30 pmSAN - MSN
1 stop10h 08mDelta
Deal found 10/11$283
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/266:36 pmMSN - SAN
1 stop27h 32mFrontier
Thu 10/306:00 pmSAN - MSN
1 stop23h 15mFrontier
Deal found 10/11$286
This Delta deal was found by Cheapflights users on 10/12. 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.
Thu 11/65:52 pmMSN - SAN
1 stop7h 35mDelta
Mon 11/106:24 amSAN - MSN
1 stop8h 00mDelta
Deal found 10/12$289
This United Airlines deal was found by Cheapflights users on 10/11. 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 11/253:58 pmMSN - SAN
1 stop8h 22mUnited Airlines
Fri 11/288:40 amSAN - MSN
1 stop6h 28mUnited Airlines
Deal found 10/11$302
This Kiwi.com deal was found by Cheapflights users on 10/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/38:00 pmMSN - SAN
1 stop18h 07mFrontier
Thu 11/66:25 amSAN - MSN
2 stops10h 50mFrontier
Deal found 10/12$304
This United Airlines deal was found by Cheapflights users on 10/11. 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.
Fri 11/76:30 amMSN - SAN
1 stop7h 01mUnited Airlines
Tue 11/116:15 amSAN - MSN
2 stops9h 35mUnited Airlines
Deal found 10/11$305
This Delta deal was found by Cheapflights users on 10/12. 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 10/286:00 amMSN - SAN
1 stop6h 47mDelta
Tue 11/47:25 amSAN - MSN
1 stop7h 11mDelta
Deal found 10/12$314
This Frontier deal was found by Cheapflights users on 10/12. 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.
Fri 10/247:59 pmMSN - SAN
1 stop5h 51mFrontier
Sun 11/25:41 amSAN - MSN
1 stop10h 33mFrontier
Deal found 10/12$316
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/202:40 pmMSN - SAN
1 stop19h 14mMultiple Airlines
Fri 11/286:36 amSAN - MSN
1 stop8h 00mMultiple Airlines
Deal found 10/11$321
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/68:00 pmMSN - SAN
1 stop22h 00mMultiple Airlines
Mon 11/105:47 pmSAN - MSN
2 stops37h 21mMultiple Airlines
Deal found 10/11$323

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 October 13, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$283
(Delta)

One-way from

$142
(Kiwi.com)

Popular in

June

Cheapest in

August

Average price

$366
Provider with most accurate pricing for Madison Truax Field-San Diego flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-San Diego flights.
Search Deals
From Madison Truax Field to San Diego
Search Deals
One-way flight from Madison Truax Field to San Diego
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($65 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 13, 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

Mon 11/24

6:00 am-11:06 am

1 stop7h 06m

San Diego

Thu 12/4

6:30 am-4:48 pm

1 stop8h 18m

$283

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Thu 11/6

5:52 pm-11:27 pm

1 stop7h 35m

San Diego

Wed 11/12

7:18 am-5:22 pm

1 stop8h 04m

$283

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Sat 11/8

6:00 am-10:47 am

1 stop6h 47m

San Diego

Tue 11/11

10:00 pm-8:52 am

1 stop8h 52m

$283

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Fri 1/16

3:48 pm-10:33 pm

1 stop8h 45m

San Diego

Fri 1/23

11:10 am-9:20 pm

1 stop8h 10m

$289

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Fri 11/7

3:58 pm-10:29 pm

2 stops8h 31m

San Diego

Tue 11/11

9:00 am-7:21 pm

2 stops8h 21m

$313

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Wed 10/29

5:11 pm-11:14 pm

1 stop8h 03m

San Diego

Mon 11/3

10:30 pm-10:34 am

1 stop10h 04m

$314

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Tue 2/3

6:54 am-2:14 pm

1 stop9h 20m

San Diego

Sat 2/7

10:09 am-9:11 pm

2 stops9h 02m

$334

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Thu 11/27

6:00 am-1:06 pm

1 stop9h 06m

San Diego

Mon 12/1

10:00 pm-9:00 am

1 stop9h 00m

$338

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Thu 11/27

6:00 am-1:06 pm

1 stop9h 06m

San Diego

Tue 12/2

9:59 am-9:00 am

2 stops21h 01m

$356

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Wed 11/19

2:48 pm-10:20 pm

1 stop9h 32m

San Diego

Fri 11/28

8:40 am-5:08 pm

1 stop6h 28m

$373

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/12

Showing 1-10 of 23 results
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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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice 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 October 10, 2025.

Booking 50 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, November is the cheapest month in which you can book a flight from Madison to San Diego (average of $152). Flying from Madison to San Diego in March is currently the most expensive (average of $224). 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 October 13, 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 15% 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 October 13, 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
7,971 reviews

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

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
7,971 reviews
Delta
8.0
Very good
7,971 reviews

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

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
8,970 reviews
Delta
8.0
Very good
7,971 reviews

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

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
11,046 reviews
Delta
8.0
Very good
7,971 reviews

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

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
3,137 reviews
Delta
8.0
Very good
7,971 reviews

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

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 7h 06m. 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 $127. Other airlines that can offer you cheap pricing are United Airlines, from $252, and American Airlines, from $276. 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, November is the cheapest month in which you can book a flight from Madison to San Diego (average of $152). Flying from Madison to San Diego in March is currently the most expensive (average of $224). 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
Lemon Grove
Imperial Beach
National City

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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 October 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$127Average$270FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$254Average$420FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$276Average$426FlexibilityNo cancel feeOn-time71%
DeltaCheapest$276Average$410FlexibilityNo cancel feeOn-timeN/A

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