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Madison

$119+ 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 3/16. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — MSN
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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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 January 27, 2026.

This American Airlines deal was found by Cheapflights users on 1/25. 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 2/246:20 am
SAN
-
MSN
1 stop8h 44m
American Airlines
Tue 3/33:11 pm
MSN
-
SAN
1 stop9h 19m
American Airlines
Deal found 1/25$277
This United Airlines deal was found by Cheapflights users on 1/25. 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 2/246:30 am
SAN
-
MSN
1 stop6h 13m
United Airlines
Tue 3/36:30 am
MSN
-
SAN
2 stops10h 30m
United Airlines
Deal found 1/25$282
This Delta deal was found by Cheapflights users on 1/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/12:40 pm
SAN
-
MSN
1 stop6h 11m
Delta
Sat 5/22:41 pm
MSN
-
SAN
1 stop7h 59m
Delta
Deal found 1/26$293
This Delta deal was found by Cheapflights users on 1/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/1210:30 pm
SAN
-
MSN
1 stop10h 01m
Delta
Mon 3/166:04 pm
MSN
-
SAN
1 stop7h 36m
Delta
Deal found 1/26$309
This Delta deal was found by Cheapflights users on 1/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/12:40 pm
SAN
-
MSN
1 stop6h 11m
Delta
Wed 5/67:00 am
MSN
-
SAN
1 stop9h 20m
Delta
Deal found 1/26$314
This American Airlines deal was found by Cheapflights users on 1/24. 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.
Sat 2/217:10 am
SAN
-
MSN
1 stop7h 54m
American Airlines
Sat 2/2810:54 am
MSN
-
SAN
1 stop10h 15m
American Airlines
Deal found 1/24$318
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Fri 2/131:37 pm
SAN
-
MSN
1 stop8h 03m
American Airlines
Fri 2/203:11 pm
MSN
-
SAN
1 stop9h 12m
American Airlines
Deal found 1/27$334
This Delta deal was found by Cheapflights users on 1/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2910:30 pm
SAN
-
MSN
1 stop8h 16m
Delta
Tue 8/41:45 pm
MSN
-
SAN
1 stop9h 59m
Delta
Deal found 1/26$338
This Delta deal was found by Cheapflights users on 1/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/102:47 pm
SAN
-
MSN
1 stop6h 11m
Delta
Tue 3/176:00 am
MSN
-
SAN
2 stops14h 35m
Delta
Deal found 1/26$342
This Delta deal was found by Cheapflights users on 1/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/710:40 am
SAN
-
MSN
2 stops20h 25m
Delta
Tue 3/176:00 am
MSN
-
SAN
1 stop7h 08m
Delta
Deal found 1/26$356
This Delta deal was found by Cheapflights users on 1/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/910:10 pm
SAN
-
MSN
1 stop8h 41m
Delta
Tue 3/176:00 am
MSN
-
SAN
2 stops14h 35m
Delta
Deal found 1/26$358

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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$277
(American Airlines)

One-way from

$119
(Priceline)

Popular in

September

Cheapest in

August

Average price

$449
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
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 27, 2026.
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 3/10

10:10 pm-8:51 am

1 stop8h 41m

Madison Truax Field

Tue 3/17

6:04 pm-11:40 pm

1 stop7h 36m

$277

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Wed 3/25

10:35 pm-9:11 am

1 stop8h 36m

Madison Truax Field

Tue 3/31

3:27 pm-8:37 pm

1 stop7h 10m

$277

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Tue 2/24

6:30 am-2:43 pm

1 stop6h 13m

Madison Truax Field

Tue 3/3

6:30 am-3:00 pm

2 stops10h 30m

$282

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Fri 3/13

10:30 pm-10:31 am

1 stop10h 01m

Madison Truax Field

Tue 3/17

6:00 am-11:08 am

1 stop7h 08m

$293

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Thu 3/12

10:30 pm-10:31 am

1 stop10h 01m

Madison Truax Field

Mon 3/16

6:04 pm-11:40 pm

1 stop7h 36m

$309

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Mon 3/9

10:30 pm-10:31 am

1 stop10h 01m

Madison Truax Field

Mon 3/16

6:04 pm-11:40 pm

1 stop7h 36m

$309

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Sat 2/21

7:10 am-5:04 pm

1 stop7h 54m

Madison Truax Field

Sat 2/28

10:54 am-7:09 pm

1 stop10h 15m

$318

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Fri 2/13

1:37 pm-11:40 pm

1 stop8h 03m

Madison Truax Field

Fri 2/20

3:11 pm-10:23 pm

1 stop9h 12m

$334

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Wed 3/11

10:10 pm-8:51 am

1 stop8h 41m

Madison Truax Field

Tue 3/17

6:00 am-6:35 pm

2 stops14h 35m

$342

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Sun 2/8

10:30 pm-10:28 am

1 stop9h 58m

Madison Truax Field

Sat 2/14

1:20 pm-8:39 pm

1 stop9h 19m

$359

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 21 results
1
2
3

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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Diego-Madison flight deals on Cheapflights vs. FlightHub >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 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 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 January 23, 2026.

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 October is currently the most expensive (average of $256). 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.

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 January 27, 2026.
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
8,119 reviews

Comfort

7.9

Entertainment

7.8

Overall

7.9

Boarding

8.1

Crew

8.5

Food

7.2

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
8,119 reviews
Delta
7.9
Good
8,119 reviews

Comfort

7.9

Entertainment

7.8

Overall

7.9

Boarding

8.1

Crew

8.5

Food

7.2

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
9,205 reviews
Delta
7.9
Good
8,119 reviews

Comfort

7.9

Entertainment

7.8

Overall

7.9

Boarding

8.1

Crew

8.5

Food

7.2

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
11,197 reviews
Delta
7.9
Good
8,119 reviews

Comfort

7.9

Entertainment

7.8

Overall

7.9

Boarding

8.1

Crew

8.5

Food

7.2

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
5.7
Fair
3,056 reviews
Delta
7.9
Good
8,119 reviews

Comfort

7.9

Entertainment

7.8

Overall

7.9

Boarding

8.1

Crew

8.5

Food

7.2

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?

    Delta, American Airlines, and United Airlines can get you from San Diego to Madison in just under 6h 13m. Your travel time can differ by up to 2h 28m. 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 October is currently the most expensive (average of $256). 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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Alternative routes for San Diego to Madison

See prices for flight routes from nearby airports that may be better suited for you.
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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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$228Average$303FlexibilityNo cancel feeOn-time62%
DeltaCheapest$276Average$375FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$279Average$424FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$282Average$452FlexibilityNo cancel feeOn-time69%

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