HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Madison

$154+ 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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — MSN
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
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.

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 12, 2025.

This Frontier deal was found by Cheapflights users on 12/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/286:25 amSAN - MSN
1 stop9h 57mFrontier
Mon 1/52:56 pmMSN - SAN
1 stop11h 03mFrontier
Deal found 12/10$312
This Priceline deal was found by Cheapflights users on 12/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/286:25 amSAN - MSN
1 stop9h 57mFrontier
Sun 1/47:17 pmMSN - SAN
1 stop6h 42mFrontier
Deal found 12/10$317
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 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
Mon 1/52:56 pmMSN - SAN
1 stop25h 38mFrontier
Deal found 12/10$342
This Frontier deal was found by Cheapflights users on 12/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:25 amSAN - MSN
1 stop5h 36mFrontier
Sun 1/47:17 pmMSN - SAN
1 stop6h 42mFrontier
Deal found 12/10$347
This American Airlines deal was found by Cheapflights users on 12/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/234:25 pmSAN - MSN
1 stop6h 22mAmerican Airlines
Mon 1/57:23 amMSN - SAN
1 stop6h 41mAmerican Airlines
Deal found 12/10$355
This American Airlines deal was found by Cheapflights users on 12/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/227:14 amSAN - MSN
1 stop7h 46mAmerican Airlines
Mon 1/57:23 amMSN - SAN
1 stop6h 41mAmerican Airlines
Deal found 12/10$369
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Fri 12/267:00 amSAN - MSN
1 stop6h 05mUnited Airlines
Fri 1/25:00 amMSN - SAN
1 stop6h 44mUnited Airlines
Deal found 12/10$450
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Fri 12/1910:56 amSAN - MSN
1 stop6h 09mUnited Airlines
Sat 1/35:00 amMSN - SAN
1 stop6h 44mUnited Airlines
Deal found 12/10$469

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 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$240
(Kiwi.com)

One-way from

$154
(Booking.com)

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 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

Thu 3/5

11:59 am-11:34 am

2 stops21h 35m

Madison Truax Field

Sun 3/8

6:14 pm-12:09 am

1 stop7h 55m

$286

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Mon 12/29

6:25 am-2:01 pm

1 stop5h 36m

Madison Truax Field

Mon 1/5

2:56 pm-11:59 pm

1 stop11h 03m

$312

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Tue 12/23

4:25 pm-12:47 am

1 stop6h 22m

Madison Truax Field

Mon 1/5

7:23 am-12:04 pm

1 stop6h 41m

$355

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Mon 12/22

7:14 am-5:00 pm

1 stop7h 46m

Madison Truax Field

Mon 1/5

7:23 am-12:04 pm

1 stop6h 41m

$369

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Wed 1/7

7:00 am-5:47 pm

1 stop8h 47m

Madison Truax Field

Sat 1/10

4:20 pm-8:42 pm

1 stop6h 22m

$373

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Tue 2/24

10:59 am-10:38 pm

2 stops9h 39m

Madison Truax Field

Fri 2/27

2:48 pm-8:53 pm

1 stop8h 05m

$373

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Tue 2/24

4:45 pm-6:12 pm

2 stops23h 27m

Madison Truax Field

Fri 2/27

9:43 am-9:49 pm

2 stops14h 06m

$477

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Thu 1/1

4:47 pm-2:01 pm

1 stop19h 14m

$154

San DiegoMadison

SAN - MSN

SANMSN

San Diego

Thu 1/1

6:30 am-4:45 pm

2 stops8h 15m

$302

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/9

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 12, 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 12, 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
8,007 reviews

Comfort

7.9

Boarding

8.1

Food

7.3

Crew

8.5

Entertainment

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
8,007 reviews
Delta
7.9
Good
8,007 reviews

Comfort

7.9

Boarding

8.1

Food

7.3

Crew

8.5

Entertainment

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
9,095 reviews
Delta
7.9
Good
8,007 reviews

Comfort

7.9

Boarding

8.1

Food

7.3

Crew

8.5

Entertainment

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
7.2
Good
11,050 reviews
Delta
7.9
Good
8,007 reviews

Comfort

7.9

Boarding

8.1

Food

7.3

Crew

8.5

Entertainment

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
5.8
Fair
3,084 reviews
Delta
7.9
Good
8,007 reviews

Comfort

7.9

Boarding

8.1

Food

7.3

Crew

8.5

Entertainment

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?

    Frontier, American Airlines, and United Airlines can get you from San Diego to Madison in just under 6h 22m. Your travel time can differ by up to 15h 13m. 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

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.
Los Angeles to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Ontario to O'Hare Intl flights
Los Angeles to Minneapolis flights
Santa Ana to O'Hare Intl flights
San Diego to O'Hare Intl flights
San Francisco to Minneapolis flights
Las Vegas to O'Hare Intl flights
Sacramento to O'Hare Intl flights
Ontario to Minneapolis flights
San Diego to Minneapolis flights
Las Vegas to Minneapolis flights
Burbank to O'Hare Intl flights
Santa Ana to Minneapolis flights
San Jose to O'Hare Intl flights
Reno to O'Hare Intl flights
San Jose to Minneapolis flights
Oakland to O'Hare Intl flights
Sacramento to Minneapolis flights
Los Angeles to Milwaukee flights
Palm Springs to O'Hare Intl flights
Las Vegas to Milwaukee flights
Oakland to Minneapolis flights
Fresno to O'Hare Intl flights
Los Angeles to Madison flights
Long Beach to O'Hare Intl flights
San Francisco to Madison flights
Palm Springs to Minneapolis flights
Ontario to Madison flights
San Francisco to Milwaukee flights
Ontario to Milwaukee flights
Burbank to Minneapolis flights
Sacramento to Milwaukee flights
Monterey to O'Hare Intl flights
Burbank to Milwaukee flights
Fresno to Minneapolis flights
Reno to Minneapolis flights
San Diego to Milwaukee flights
Los Angeles to Green Bay flights
Santa Ana to Madison flights
Santa Barbara to Minneapolis flights
Santa Ana to Milwaukee flights
Santa Barbara to O'Hare Intl flights
San Jose to Madison flights
Oakland to Milwaukee flights
Reno to Madison flights
Long Beach to Minneapolis flights
Bakersfield to O'Hare Intl flights
Burbank to Madison 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 December 12, 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%

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.