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$169+ 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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SAN
Jan 3 — Jan 101
Sat 1/3
Sat 1/10
1 adult, Economy
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Cheapflights Tip: The best prices from Madison Truax Field to San Diego are usually found in October or August, booked 50 days in advance, depart on a Saturday or Tuesday and return on a Saturday

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 December 4, 2025.

This Delta deal was found by Cheapflights users on 12/3. 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.
Wed 12/176:00 amMSN - SAN
1 stop9h 09mDelta
Wed 12/3110:20 pmSAN - MSN
1 stop8h 45mDelta
Deal found 12/3$320
This United Airlines deal was found by Cheapflights users on 12/3. 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 12/173:59 pmMSN - SAN
2 stops8h 31mUnited Airlines
Wed 12/3112:42 pmSAN - MSN
1 stop7h 21mUnited Airlines
Deal found 12/3$350
This United Airlines deal was found by Cheapflights users on 12/4. 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.
Thu 12/1812:23 pmMSN - SAN
1 stop8h 18mUnited Airlines
Sun 12/2112:42 pmSAN - MSN
1 stop7h 21mUnited Airlines
Deal found 12/4$359
This United Airlines deal was found by Cheapflights users on 12/4. 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 12/195:00 amMSN - SAN
1 stop6h 44mUnited Airlines
Sun 12/212:11 pmSAN - MSN
1 stop6h 19mUnited Airlines
Deal found 12/4$395
This United Airlines deal was found by Cheapflights users on 12/3. 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.
Mon 12/82:48 pmMSN - SAN
1 stop9h 42mUnited Airlines
Tue 1/611:10 amSAN - MSN
1 stop8h 10mUnited Airlines
Deal found 12/3$398
This United Airlines deal was found by Cheapflights users on 12/4. 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.
Thu 12/113:59 pmMSN - SAN
1 stop8h 31mUnited Airlines
Thu 12/1810:56 amSAN - MSN
1 stop6h 09mUnited Airlines
Deal found 12/4$404
This Delta deal was found by Cheapflights users on 12/4. 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 12/186:00 amMSN - SAN
1 stop9h 09mDelta
Sat 1/176:15 amSAN - MSN
1 stop8h 12mDelta
Deal found 12/4$409
This Frontier deal was found by Cheapflights users on 12/4. 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 12/192:53 pmMSN - SAN
1 stop6h 22mFrontier
Tue 12/236:25 amSAN - MSN
1 stop7h 14mFrontier
Deal found 12/4$413

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 December 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$259
(American Airlines)

One-way from

$169
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$539
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. 6% potential increase in price ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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 December 4, 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 2/10

1:16 pm-10:26 pm

1 stop11h 10m

San Diego

Tue 2/17

6:15 am-6:12 pm

1 stop9h 57m

$259

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Sat 2/28

9:50 am-8:23 pm

1 stop12h 33m

San Diego

Wed 3/4

6:15 am-6:12 pm

1 stop9h 57m

$271

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Tue 2/3

6:30 am-11:48 am

1 stop7h 18m

San Diego

Sat 2/7

7:00 am-4:51 pm

1 stop7h 51m

$277

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Fri 1/30

4:20 pm-8:42 pm

1 stop6h 22m

San Diego

Wed 2/4

7:00 am-2:52 pm

1 stop5h 52m

$283

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Fri 1/9

12:38 pm-8:49 pm

2 stops10h 11m

San Diego

Mon 1/12

6:30 am-2:38 pm

1 stop6h 08m

$311

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Wed 3/4

6:30 am-12:57 pm

2 stops8h 27m

San Diego

Sat 3/7

7:00 am-3:14 pm

1 stop6h 14m

$312

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Tue 2/3

11:31 am-7:01 pm

1 stop9h 30m

San Diego

Sat 2/7

11:00 am-10:50 pm

2 stops9h 50m

$323

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Sat 1/17

11:12 am-6:58 pm

1 stop9h 46m

San Diego

Thu 1/29

11:00 am-10:50 pm

2 stops9h 50m

$336

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Fri 1/30

2:56 pm-10:33 pm

1 stop9h 37m

$169

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Tue 1/20

3:09 pm-10:50 pm

1 stop9h 41m

$169

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/3

Showing 1-10 of 18 results
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 December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Madison-San Diego flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 November 28, 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, August is the cheapest month in which you can book a flight from Madison to San Diego (average of $168). Flying from Madison to San Diego in January is currently the most expensive (average of $238). 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 December 4, 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 December 4, 2025.
Read through reviews of airlines operating flights from Madison to San Diego, such as Alaska Airlines, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,396 reviews

Comfort

7.8

Overall

8.0

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Alaska Airlines
8.0
Very good
11,396 reviews
Alaska Airlines
8.0
Very good
11,396 reviews

Comfort

7.8

Overall

8.0

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Delta
7.9
Good
8,011 reviews
Alaska Airlines
8.0
Very good
11,396 reviews

Comfort

7.8

Overall

8.0

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
United Airlines
7.4
Good
9,063 reviews
Alaska Airlines
8.0
Very good
11,396 reviews

Comfort

7.8

Overall

8.0

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
American Airlines
7.2
Good
11,045 reviews
Alaska Airlines
8.0
Very good
11,396 reviews

Comfort

7.8

Overall

8.0

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Frontier
5.8
Fair
3,092 reviews
Alaska Airlines
8.0
Very good
11,396 reviews

Comfort

7.8

Overall

8.0

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

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 18m. Fly via American Airlines 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 $89. Other airlines that can offer you cheap pricing are United Airlines, from $241, and American Airlines, from $276. These flights start at 79% 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 $85. Users have also found prices from $138 and $159 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, August is the cheapest month in which you can book a flight from Madison to San Diego (average of $168). Flying from Madison to San Diego in January is currently the most expensive (average of $238). 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
Julian
National City

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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 December 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$131Average$266FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$246Average$406FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$276Average$426FlexibilityNo cancel feeOn-time71%
DeltaCheapest$276Average$396FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$372Average$691FlexibilityNo cancel feeOn-time75%

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