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$129+ 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 8/14. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — MSN
Aug 2 — Aug 91
Sat 8/2
Sat 8/9
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 78 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 July 28, 2025.

Round-trip from

$258
(Frontier)

One-way from

$129
(Frontier)

Popular in

March

Cheapest in

January

Average price

$408
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. 6% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 28, 2025.

This Frontier deal was found by Cheapflights users on 7/27. 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 11/76:25 amSAN - MSN
1 stop10h 31mFrontier
Sun 11/97:56 pmMSN - SAN
1 stop5h 54mFrontier
Deal found 7/27$258
This American Airlines deal was found by Cheapflights users on 7/27. 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.
Wed 9/31:06 pmSAN - MSN
1 stop6h 39mAmerican Airlines
Tue 9/911:20 amMSN - SAN
1 stop7h 00mAmerican Airlines
Deal found 7/27$277
This Delta deal was found by Cheapflights users on 7/28. 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 8/2210:40 pmSAN - MSN
1 stop8h 04mDelta
Sat 8/301:20 pmMSN - SAN
1 stop9h 55mDelta
Deal found 7/28$283
This Expedia deal was found by Cheapflights users on 7/26. 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.
Fri 11/710:20 amSAN - MSN
1 stop6h 36mMultiple Airlines
Tue 11/115:00 amMSN - SAN
1 stop8h 45mMultiple Airlines
Deal found 7/26$358
This Alaska Airlines deal was found by Cheapflights users on 7/26. 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.
Sat 10/187:50 pmSAN - MSN
2 stops12h 25mAlaska Airlines
Wed 10/226:15 amMSN - SAN
1 stop7h 05mAlaska Airlines
Deal found 7/26$372
This United Airlines deal was found by Cheapflights users on 7/28. 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 9/311:17 amSAN - MSN
2 stops9h 06mUnited Airlines
Tue 9/96:30 amMSN - SAN
2 stops9h 10mUnited Airlines
Deal found 7/28$377

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 July 28, 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

Thu 8/21

6:25 am-6:51 pm

1 stop10h 26m

Madison Truax Field

Fri 8/29

7:59 pm-11:52 pm

1 stop5h 53m

$258

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Wed 9/3

8:18 am-4:53 pm

1 stop6h 35m

Madison Truax Field

Tue 9/9

5:00 am-9:18 am

1 stop6h 18m

$277

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Fri 8/22

10:40 pm-8:44 am

1 stop8h 04m

Madison Truax Field

Sat 8/30

1:20 pm-9:15 pm

1 stop9h 55m

$283

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Thu 9/4

6:10 pm-9:43 am

2 stops13h 33m

Madison Truax Field

Sun 9/7

7:59 pm-11:53 pm

1 stop5h 54m

$363

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Sat 10/18

7:50 pm-10:15 am

2 stops12h 25m

Madison Truax Field

Wed 10/22

6:15 am-11:20 am

1 stop7h 05m

$372

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Wed 9/3

11:17 am-10:23 pm

2 stops9h 06m

Madison Truax Field

Tue 9/9

6:30 am-1:40 pm

2 stops9h 10m

$377

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Thu 8/14

10:52 am-6:33 pm

1 stop5h 41m

$129

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Mon 8/11

7:00 pm-6:33 pm

2 stops21h 33m

$151

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Sat 9/6

12:38 pm-11:27 pm

1 stop8h 49m

$179

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Sun 10/26

7:03 pm-8:37 am

2 stops11h 34m

$256

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

Showing 1-10 of 12 results
1
2

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 July 25, 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 July 28, 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.

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 July 28, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Delta, and United Airlines from San Diego to Madison to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,971 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,893 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Frontier
5.9
Fair
3,238 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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, Frontier ($258), American Airlines ($277), and Delta ($283) offers the cheapest pricing from San Diego to Madison. Users have found that Frontier is 38% cheaper than the other options available to this destination.

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

    $129 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on American Airlines and Delta, with prices starting from $179 and $256, 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 Madison?

Book flights to Madison 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 July 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$154Average$287FlexibilityNo cancel feeOn-time62%
DeltaCheapest$276Average$385FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$278Average$421FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$287Average$457FlexibilityNo cancel feeOn-time69%

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