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Madison

$189+ 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 5/23. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — MSN
Jan 7 — Jan 141
Wed 1/7
Wed 1/14
1 adult, Economy
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Find cheap flights from San Diego to Madison with Cheapflights

1. Tell us where you want to go

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Cheapflights Tip: The best prices from San Diego to Madison Truax Field are usually found in January or August, booked 81 days in advance, depart on a Saturday or Wednesday and return on a Saturday

Cheap 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 December 8, 2025.

This Mytrip deal was found by Cheapflights users on 12/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:25 amSAN - MSN
1 stop5h 50mFrontier
Mon 1/52:56 pmMSN - SAN
1 stop25h 38mFrontier
Deal found 12/6$192
This Frontier deal was found by Cheapflights users on 12/8. 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.
Tue 12/236:25 amSAN - MSN
1 stop7h 14mFrontier
Mon 1/52:56 pmMSN - SAN
1 stop11h 03mFrontier
Deal found 12/8$233
This Mytrip deal was found by Cheapflights users on 12/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:25 amSAN - MSN
1 stop5h 50mFrontier
Sun 1/47:17 pmMSN - SAN
1 stop25h 58mFrontier
Deal found 12/6$277
This United Airlines deal was found by Cheapflights users on 12/6. 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 12/3112:42 pmSAN - MSN
1 stop7h 21mUnited Airlines
Mon 1/55:26 pmMSN - SAN
1 stop7h 25mUnited Airlines
Deal found 12/6$308
This Frontier deal was found by Cheapflights users on 12/8. 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.
Mon 12/226:25 amSAN - MSN
1 stop5h 36mFrontier
Mon 1/52:56 pmMSN - SAN
1 stop11h 03mFrontier
Deal found 12/8$312
This United Airlines deal was found by Cheapflights users on 12/6. 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 12/3112:42 pmSAN - MSN
1 stop7h 21mUnited Airlines
Sun 1/45:00 amMSN - SAN
1 stop6h 44mUnited Airlines
Deal found 12/6$340
This United Airlines deal was found by Cheapflights users on 12/5. 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 12/2212:42 pmSAN - MSN
1 stop7h 21mUnited Airlines
Fri 1/25:00 amMSN - SAN
1 stop6h 44mUnited Airlines
Deal found 12/5$381
This Kiwi.com deal was found by Cheapflights users on 12/8. 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 12/292:10 pmSAN - MSN
2 stops23h 29mFrontier
Wed 12/313:00 pmMSN - SAN
1 stop10h 59mFrontier
Deal found 12/8$386
This Frontier deal was found by Cheapflights users on 12/7. 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.
Tue 12/236:25 amSAN - MSN
1 stop7h 14mFrontier
Wed 12/313:00 pmMSN - SAN
1 stop10h 59mFrontier
Deal found 12/7$393

Find 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 December 8, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$192
(Mytrip)

One-way from

$189
(Delta)

Popular in

December

Cheapest in

January

Average price

$520
Provider with most accurate pricing for San Diego-Madison Truax Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Diego-Madison Truax Field flights.
Search Deals
From San Diego to Madison Truax Field
Search Deals
One-way flight from San Diego to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($14 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 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 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 December 8, 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

Wed 12/31

6:25 am-2:15 pm

1 stop5h 50m

Madison Truax Field

Mon 1/5

2:56 pm-2:34 pm

1 stop25h 38m

$192

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Fri 1/30

1:00 pm-9:20 pm

1 stop6h 20m

Madison Truax Field

Tue 2/3

6:30 am-11:48 am

1 stop7h 18m

$283

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Mon 1/5

6:30 am-2:04 pm

1 stop5h 34m

Madison Truax Field

Mon 1/12

4:20 pm-8:42 pm

1 stop6h 22m

$289

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Wed 1/7

1:00 pm-9:20 pm

1 stop6h 20m

Madison Truax Field

Sat 1/10

4:20 pm-8:42 pm

1 stop6h 22m

$367

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Sat 5/23

11:58 pm-9:04 am

1 stop7h 06m

$189

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Sat 5/23

10:30 pm-8:46 am

1 stop8h 16m

$189

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Fri 2/27

3:23 pm-11:28 pm

1 stop6h 05m

$189

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Fri 2/27

6:45 pm-9:02 am

2 stops12h 17m

$218

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Sat 5/23

6:53 pm-9:04 am

2 stops12h 11m

$239

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Sat 12/13

12:24 pm-10:26 pm

1 stop8h 02m

$311

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/6

Showing 1-10 of 12 results
1
2

Compare providers for flights from San Diego to Madison

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 San Diego to Madison 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 San Diego-Madison flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on San Diego-Madison flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from San Diego-Madison flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San Diego-Madison 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 San Diego-Madison 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 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 December 5, 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 78 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, July is the cheapest month in which you can book a flight from San Diego to Madison (average of $122). Flying from San Diego to Madison in January is currently the most expensive (average of $279). 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 December 8, 2025.

It’s typically best to fly out from San Diego to Madison in the afternoon. Doing so could potentially save you 36% on the flight price compared to flying in the morning, which is usually more expensive.

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 December 8, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American 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.
Delta
7.9
Good
8,011 reviews

Boarding

8.1

Crew

8.5

Overall

7.9

Entertainment

7.9

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Michael,Sep 2023

SMF - ATL

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin
Delta
7.9
Good
8,011 reviews
Delta
7.9
Good
8,011 reviews

Boarding

8.1

Crew

8.5

Overall

7.9

Entertainment

7.9

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Michael,Sep 2023

SMF - ATL

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin
United Airlines
7.4
Good
9,089 reviews
Delta
7.9
Good
8,011 reviews

Boarding

8.1

Crew

8.5

Overall

7.9

Entertainment

7.9

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Michael,Sep 2023

SMF - ATL

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin
American Airlines
7.2
Good
11,045 reviews
Delta
7.9
Good
8,011 reviews

Boarding

8.1

Crew

8.5

Overall

7.9

Entertainment

7.9

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Michael,Sep 2023

SMF - ATL

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin
Frontier
5.8
Fair
3,085 reviews
Delta
7.9
Good
8,011 reviews

Boarding

8.1

Crew

8.5

Overall

7.9

Entertainment

7.9

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Michael,Sep 2023

SMF - ATL

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin

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.

  • How long is the flight from San Diego to Madison?

    Frontier and United Airlines can get you from San Diego to Madison in just under 5h 50m. Your travel time can differ by up to 30m. There are 1668 mi between San Diego and Madison. This flight may include one or multiple stops.

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

    According to our current data, Frontier ($228), Delta ($276), and American Airlines ($279) offers the cheapest pricing from San Diego to Madison. Users have found that Frontier is 47% cheaper than the other options available to this destination.

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

    $111 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from $138 and $158, 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, July is the cheapest month in which you can book a flight from San Diego to Madison (average of $122). Flying from San Diego to Madison in January is currently the most expensive (average of $279). 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 December 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$228Average$303FlexibilityNo cancel feeOn-time62%
DeltaCheapest$276Average$372FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$278Average$426FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$287Average$457FlexibilityNo cancel feeOn-time69%

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