HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Madison

$141+ 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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — MSN
Apr 10 — Apr 171
Fri 4/10
Fri 4/17
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from San Diego to Madison with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 March 11, 2026.

This American Airlines deal was found by Cheapflights users on 3/9. 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 4/153:09 pm
SAN
-
MSN
1 stop6h 29m
American Airlines
Sat 4/186:02 pm
MSN
-
SAN
1 stop5h 53m
American Airlines
Deal found 3/9$297
This United Airlines deal was found by Cheapflights users on 3/6. 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.
Tue 4/1411:00 am
SAN
-
MSN
2 stops8h 21m
United Airlines
Tue 5/123:33 pm
MSN
-
SAN
1 stop7h 39m
United Airlines
Deal found 3/6$302
This American Airlines deal was found by Cheapflights users on 3/9. 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 5/167:15 am
SAN
-
MSN
1 stop8h 07m
American Airlines
Sat 5/232:50 pm
MSN
-
SAN
1 stop8h 39m
American Airlines
Deal found 3/9$313
This United Airlines deal was found by Cheapflights users on 3/9. 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.
Sat 5/1611:00 am
SAN
-
MSN
2 stops8h 20m
United Airlines
Tue 5/265:00 am
MSN
-
SAN
1 stop6h 28m
United Airlines
Deal found 3/9$322
This Expedia deal was found by Cheapflights users on 3/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:25 am
SAN
-
MSN
1 stop5h 27m
Frontier
Sun 4/192:37 pm
MSN
-
SAN
1 stop19h 57m
Frontier
Deal found 3/7$325
This American Airlines deal was found by Cheapflights users on 3/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/102:04 pm
SAN
-
MSN
1 stop6h 28m
American Airlines
Mon 4/136:02 pm
MSN
-
SAN
1 stop5h 53m
American Airlines
Deal found 3/6$329
This United Airlines deal was found by Cheapflights users on 3/9. 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.
Sat 8/110:40 pm
SAN
-
MSN
1 stop9h 19m
United Airlines
Tue 8/45:00 am
MSN
-
SAN
1 stop6h 33m
United Airlines
Deal found 3/9$330
This United Airlines deal was found by Cheapflights users on 3/10. 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 4/1410:30 pm
SAN
-
MSN
1 stop8h 26m
United Airlines
Mon 4/205:00 am
MSN
-
SAN
1 stop6h 40m
United Airlines
Deal found 3/10$333
This deal was found by Cheapflights users on 3/8. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/12:45 pm
SAN
-
MSN
1 stop6h 06m
Delta
Tue 5/56:00 am
MSN
-
SAN
1 stop6h 43m
Delta
Deal found 3/8$348
This United Airlines deal was found by Cheapflights users on 3/6. 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.
Tue 5/56:32 am
SAN
-
MSN
1 stop5h 44m
United Airlines
Tue 5/122:30 pm
MSN
-
SAN
2 stops10h 07m
United Airlines
Deal found 3/6$349

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 March 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$297
(American Airlines)

One-way from

$141
(Priceline)

Popular in

September

Cheapest in

February

Average price

$426
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. 0% potential increase in price ($2 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 March 11, 2026.
Use the filters below to find and compare flights from San Diego to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Thu 4/23

10:30 pm-8:57 am

1 stop8h 27m

Madison Truax Field

Mon 4/27

5:00 am-9:40 am

1 stop6h 40m

$329
Quickest round-trip

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Tue 4/14

10:30 pm-8:56 am

1 stop8h 26m

Madison Truax Field

Mon 4/20

5:00 am-9:40 am

1 stop6h 40m

$333

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Mon 6/22

10:40 pm-9:59 am

1 stop9h 19m

Madison Truax Field

Wed 7/8

5:00 am-9:33 am

1 stop6h 33m

$333

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Tue 5/5

6:32 am-2:16 pm

1 stop5h 44m

Madison Truax Field

Tue 5/12

2:30 pm-10:37 pm

2 stops10h 07m

$349

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Wed 4/15

6:51 pm-9:01 am

2 stops12h 10m

Madison Truax Field

Sat 4/18

5:04 pm-11:25 pm

1 stop8h 21m

$356

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Wed 6/24

10:40 pm-8:55 am

1 stop8h 15m

Madison Truax Field

Wed 7/8

6:30 am-11:21 am

1 stop6h 51m

$374

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Wed 4/15

7:55 am-5:06 pm

1 stop7h 11m

Madison Truax Field

Sat 4/18

5:00 am-11:02 am

1 stop8h 02m

$387

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Fri 4/24

6:51 pm-10:09 am

2 stops13h 18m

Madison Truax Field

Sun 4/26

6:22 pm-11:06 pm

1 stop6h 44m

$391

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Wed 4/15

10:30 pm-8:56 am

1 stop8h 26m

Madison Truax Field

Sat 4/18

10:05 am-5:16 pm

2 stops9h 11m

$392
Cheapest one-way

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Mon 5/18

10:40 pm-8:56 am

1 stop8h 16m

$204

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/7

Showing 1-10 of 18 resultsSorted by cheapest first
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 March.
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 March 6, 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.

How much does it cost to fly round-trip from San Diego to Madison?

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 March 11, 2026.
Peruse reviews from past customers who have flown with Delta,United Airlines, andAmerican 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
8,278 reviews

Crew

8.5

Entertainment

7.8

Food

7.2

Boarding

8.1

Comfort

7.9

Overall

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
8,278 reviews
Delta
7.9
Good
8,278 reviews

Crew

8.5

Entertainment

7.8

Food

7.2

Boarding

8.1

Comfort

7.9

Overall

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
9,413 reviews
Delta
7.9
Good
8,278 reviews

Crew

8.5

Entertainment

7.8

Food

7.2

Boarding

8.1

Comfort

7.9

Overall

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
7.1
Good
11,419 reviews
Delta
7.9
Good
8,278 reviews

Crew

8.5

Entertainment

7.8

Food

7.2

Boarding

8.1

Comfort

7.9

Overall

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
5.7
Fair
3,034 reviews
Delta
7.9
Good
8,278 reviews

Crew

8.5

Entertainment

7.8

Food

7.2

Boarding

8.1

Comfort

7.9

Overall

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?

    United Airlines can get you from San Diego to Madison in just under 7h 45m. Your travel time can differ by up to . There are 1668 mi between San Diego and Madison.

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

    According to our current data, Frontier ($228), American Airlines ($276), and Delta ($276) offers the cheapest pricing from San Diego to Madison. Users have found that Frontier is 46% 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 United Airlines and Delta, with prices starting from $158 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for San Diego to Madison

See prices for flight routes from nearby airports that may be better suited for you.
San Francisco to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
Ontario to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
Burbank to O'Hare Intl flights
San Diego to O'Hare Intl flights
San Francisco to Minneapolis flights
San Jose to O'Hare Intl flights
Los Angeles to Minneapolis flights
Sacramento to O'Hare Intl flights
Oakland to O'Hare Intl flights
Las Vegas to O'Hare Intl flights
San Diego to Minneapolis flights
Ontario to Minneapolis flights
Palm Springs to O'Hare Intl flights
Santa Ana to Minneapolis flights
Sacramento to Minneapolis flights
Las Vegas to Minneapolis flights
Fresno to O'Hare Intl flights
Los Angeles to Milwaukee flights
Long Beach to O'Hare Intl flights
Reno to O'Hare Intl flights
San Jose to Minneapolis flights
San Francisco to Madison flights
San Francisco to Milwaukee flights
San Diego to Milwaukee flights
Burbank to Minneapolis flights
Las Vegas to Milwaukee flights
Santa Barbara to O'Hare Intl flights
Palm Springs to Minneapolis flights
Reno to Minneapolis flights
Ontario to Milwaukee flights
Los Angeles to Madison flights
San Jose to Milwaukee flights
Oakland to Minneapolis flights
Sacramento to Madison flights
Santa Ana to Madison flights
Oakland to Milwaukee flights
Ontario to Madison flights
Fresno to Minneapolis flights
Los Angeles to Green Bay flights
San Diego to Green Bay flights
Santa Ana to Milwaukee flights
Los Angeles to Appleton flights
Las Vegas to Appleton flights
Sacramento to Milwaukee flights
Long Beach to Minneapolis flights
Bakersfield to O'Hare Intl flights
Ontario to Green Bay flights

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 March 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$228Average$295FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$276Average$427FlexibilityNo cancel feeOn-time71%
DeltaCheapest$276Average$380FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$282Average$452FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2026 Cheapflights