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$145+ Cheap flights from San Diego to Madison (SAN - MSN)

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 6/17. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — MSN
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from San Diego to Madison Truax Field are usually found in January or February, booked 33 days in advance, depart on a Saturday or Wednesday and return on a Saturday

Cheap flight deals from San Diego to Madison

Discover tips and strategies to find the most affordable flight options for your journey from San Diego (SAN) to Madison (MSN). 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 June 12, 2025.

Round-trip from

$283
(United Airlines)

One-way from

$145
(Frontier)

Popular in

March

Cheapest in

January

Average price

$413
From San Diego to Madison Truax Field
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One-way flight from San Diego to Madison Truax Field
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Highest demand for flights based on searches. 5% potential increase in price ($23 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from San Diego to Madison

Cheapest flights from San Diego to Madison
Explore the most affordable flight options available from San Diego to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This United Airlines deal was found by Cheapflights users on 6/10. 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.
Tue 8/192:11 pmSAN - MSN
1 stop6h 12mUnited Airlines
Sun 8/246:30 amMSN - SAN
1 stop7h 10mUnited Airlines
Deal found 6/10$283
This Delta deal was found by Cheapflights users on 6/12. 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.
Sat 8/910:15 pmSAN - MSN
1 stop8h 32mDelta
Sun 8/175:07 pmMSN - SAN
1 stop8h 14mDelta
Deal found 6/12$289
This American Airlines deal was found by Cheapflights users on 6/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/81:23 pmSAN - MSN
1 stop8h 27mAmerican Airlines
Sat 7/125:30 pmMSN - SAN
1 stop8h 39mAmerican Airlines
Deal found 6/12$335
This FlightHub deal was found by Cheapflights users on 6/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/710:20 amSAN - MSN
1 stop6h 36mFrontier
Sun 11/97:56 pmMSN - SAN
1 stop17h 12mFrontier
Deal found 6/12$351
This Alaska Airlines deal was found by Cheapflights users on 6/10. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/39:30 amSAN - MSN
2 stops10h 30mAlaska Airlines
Tue 9/97:58 amMSN - SAN
2 stops10h 36mAlaska Airlines
Deal found 6/10$377
This Expedia deal was found by Cheapflights users on 6/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/177:05 pmSAN - MSN
2 stops12h 13mMultiple Airlines
Thu 8/217:59 pmMSN - SAN
1 stop5h 53mMultiple Airlines
Deal found 6/10$515

Cheapflights Fare Finder

Customize your flight search to find flights from San Diego to Madison 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 June 12, 2025.
Use the filters below to find and compare flights from San Diego to Madison that are best for you.

Fly from

San Diego

Fly to

Madison

Route

Depart

Return

Price

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Tue 8/19

2:11 pm-10:23 pm

1 stop6h 12m

Madison Truax Field

Sun 8/24

6:30 am-11:40 am

1 stop7h 10m

$283

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Sat 8/9

10:15 pm-8:47 am

1 stop8h 32m

Madison Truax Field

Sun 8/17

5:07 pm-11:21 pm

1 stop8h 14m

$289

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Tue 7/8

1:23 pm-11:50 pm

1 stop8h 27m

Madison Truax Field

Sat 7/12

5:30 pm-12:09 am

1 stop8h 39m

$335

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Fri 11/7

10:20 am-6:56 pm

1 stop6h 36m

Madison Truax Field

Sun 11/9

7:56 pm-11:08 am

1 stop17h 12m

$351

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Wed 9/3

9:30 am-10:00 pm

2 stops10h 30m

Madison Truax Field

Tue 9/9

7:58 am-4:34 pm

2 stops10h 36m

$377

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Sun 8/17

7:05 pm-9:18 am

2 stops12h 13m

Madison Truax Field

Thu 8/21

7:59 pm-11:52 pm

1 stop5h 53m

$515

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Wed 11/26

6:01 pm-3:09 pm

2 stops43h 08m

Madison Truax Field

Sun 11/30

2:25 pm-12:38 pm

2 stops48h 13m

$643

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Tue 6/17

6:25 am-6:25 pm

1 stop10h 00m

$145

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Wed 10/8

6:45 am-3:07 pm

1 stop6h 22m

$199

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Wed 7/9

1:30 pm-11:27 pm

1 stop7h 57m

$205

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 14 results
1
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Best time to book a flight from San Diego to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from San Diego 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 San Diego to Madison

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

Use this chart to determine the optimal time to book a round-trip flight from San Diego to Madison. Price data was last updated on June 9, 2025.

The price you pay for your flight from San Diego to Madison may vary depending on when you book. For the best chance of a lower fare, look to book 33 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, January is the cheapest month in which you can book a flight from San Diego to Madison (average of $338). Flying from San Diego to Madison in March is currently the most expensive (average of $422). 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 SAN to MSN?

Find hourly flight availability from San Diego to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

It’s typically best to fly out from San Diego to Madison in the afternoon. Doing so could potentially save you 37% on the flight price compared to flying in the morning, which is usually more expensive.

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

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

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

Rainfall in Madison by month

Plan your trip to Madison by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Madison ranges from 1.2 - 4.5 inches per month. June is typically the wettest month, when rainfall can reach 4.5 in. January is typically the driest time to visit Madison when rainfall is around 1.2 in.

Temperature in Madison by month

Plan your trip to Madison by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Madison, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 19.4 F).

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. 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 Madison. Reviews last updated June 12, 2025.
To help decide which airline to fly from San Diego to Madison, see what other customers have to say about Breeze Airways, Alaska Airlines and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
178 reviews

Entertainment

6.6

Crew

8.8

Overall

8.1

Comfort

8.2

Boarding

8.3

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
178 reviews
Breeze Airways
8.1
Very good
178 reviews

Entertainment

6.6

Crew

8.8

Overall

8.1

Comfort

8.2

Boarding

8.3

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Alaska Airlines
8.0
Very good
10,000 reviews
Breeze Airways
8.1
Very good
178 reviews

Entertainment

6.6

Crew

8.8

Overall

8.1

Comfort

8.2

Boarding

8.3

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,950 reviews
Breeze Airways
8.1
Very good
178 reviews

Entertainment

6.6

Crew

8.8

Overall

8.1

Comfort

8.2

Boarding

8.3

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
United Airlines
7.4
Good
8,790 reviews
Breeze Airways
8.1
Very good
178 reviews

Entertainment

6.6

Crew

8.8

Overall

8.1

Comfort

8.2

Boarding

8.3

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
American Airlines
7.2
Good
10,000 reviews
Breeze Airways
8.1
Very good
178 reviews

Entertainment

6.6

Crew

8.8

Overall

8.1

Comfort

8.2

Boarding

8.3

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Related info for your journey

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

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

    According to our current data, United Airlines ($283), Delta ($289), and American Airlines ($335) offers the cheapest pricing from San Diego to Madison. Users have found that United Airlines is 33% cheaper than the other options available to this destination.

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

    $145 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from $199 and $205, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from San Diego to Madison 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 San Diego to Madison?

    Currently, January is the cheapest month in which you can book a flight from San Diego to Madison (average of $338). Flying from San Diego to Madison in March is currently the most expensive (average of $422). 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
Portage
Middleton
Baraboo
Fitchburg

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Top 4 airlines flying from San Diego to Madison

Discover the top 4 airlines that operate flights from San Diego to Madison. 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$154Average$287FlexibilityNo cancel feeOn-time62%
DeltaCheapest$276Average$394FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$277Average$420FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$292Average$472FlexibilityNo cancel feeOn-time69%

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