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$100+ Cheap flights from Madison to San Diego (MSN - SAN)

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 6/24. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SAN
Jun 24 — Jul 11
Tue 6/24
Tue 7/1
1 adult, Economy
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Cheapflights Tip: The best prices from Madison Truax Field to San Diego are usually found in January or August, booked 81 days in advance, depart on a Saturday or Tuesday and return on a Saturday

Cheap flight deals from Madison to San Diego

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to San Diego (SAN). 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 June 19, 2025.

Round-trip from

$277
(United Airlines)

One-way from

$100
(Priceline)

Popular in

June

Cheapest in

January

Average price

$517
From Madison Truax Field to San Diego
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One-way flight from Madison Truax Field to San Diego
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Highest demand for flights based on searches. 10% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Madison to San Diego

Cheapest flights from Madison to San Diego
Explore the most affordable flight options available from Madison to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 19, 2025.

This Booking.com deal was found by Cheapflights users on 6/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/247:10 pmMSN - SAN
1 stop5h 55mFrontier
Sat 6/2811:59 amSAN - MSN
1 stop28h 26mFrontier
Deal found 6/17$210
This United Airlines deal was found by Cheapflights users on 6/17. 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 10/44:30 pmMSN - SAN
1 stop5h 55mUnited Airlines
Wed 10/82:11 pmSAN - MSN
1 stop6h 17mUnited Airlines
Deal found 6/17$277
This Delta deal was found by Cheapflights users on 6/18. 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 8/146:10 amMSN - SAN
1 stop8h 36mDelta
Tue 8/1910:30 pmSAN - MSN
1 stop9h 26mDelta
Deal found 6/18$283
This American Airlines deal was found by Cheapflights users on 6/18. 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 7/265:30 pmMSN - SAN
1 stop7h 08mAmerican Airlines
Wed 8/62:48 pmSAN - MSN
1 stop6h 39mAmerican Airlines
Deal found 6/18$329
This Alaska Airlines deal was found by Cheapflights users on 6/19. 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 8/98:00 amMSN - SAN
2 stops14h 54mAlaska Airlines
Wed 8/137:05 pmSAN - MSN
2 stops12h 13mAlaska Airlines
Deal found 6/19$408
This Orbitz deal was found by Cheapflights users on 6/19. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/127:45 amMSN - SAN
2 stops14h 04mMultiple Airlines
Tue 7/156:25 amSAN - MSN
1 stop10h 08mMultiple Airlines
Deal found 6/19$492

Cheapflights Fare Finder

Customize your flight search to find flights from Madison to San Diego 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 June 19, 2025.
Use the filters below to find and compare flights from Madison to San Diego that are best for you.

Fly from

Madison

Fly to

San Diego

Route

Depart

Return

Price

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Sat 10/4

4:30 pm-8:25 pm

1 stop5h 55m

San Diego

Wed 10/8

2:11 pm-10:28 pm

1 stop6h 17m

$277

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Thu 8/14

6:10 am-12:46 pm

1 stop8h 36m

San Diego

Sat 8/23

10:40 pm-8:44 am

1 stop8h 04m

$283

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Thu 10/16

7:56 pm-11:50 pm

1 stop5h 54m

San Diego

Sun 10/19

10:20 am-6:56 pm

1 stop6h 36m

$311

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Sat 7/26

5:30 pm-10:38 pm

1 stop7h 08m

San Diego

Wed 8/6

2:48 pm-11:27 pm

1 stop6h 39m

$329

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Sat 8/9

8:00 am-8:54 pm

2 stops14h 54m

San Diego

Wed 8/13

7:05 pm-9:18 am

2 stops12h 13m

$408

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Sat 7/12

7:45 am-7:49 pm

2 stops14h 04m

San Diego

Tue 7/15

6:25 am-6:33 pm

1 stop10h 08m

$492

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Tue 6/24

7:10 pm-11:05 pm

1 stop5h 55m

$100

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Tue 7/15

5:30 am-12:22 pm

1 stop8h 52m

$205

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Wed 7/2

8:56 am-3:08 pm

1 stop8h 12m

$232

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Wed 7/30

10:19 am-9:55 am

2 stops25h 36m

$247

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/17

Showing 1-10 of 12 results
1
2

Best time to book a flight from Madison to San Diego

Have a flexible travel schedule? Discover the best time to fly to San Diego from Madison 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 Madison to San Diego

How far ahead should I book a flight from Madison to San Diego?

Use this chart to determine the optimal time to book a round-trip flight from Madison to San Diego. Price data was last updated on June 13, 2025.

Booking 31 days in advance of your planned departure date is, on average, the best time to get cheap flights from Madison to San Diego. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Madison to San Diego?

Currently, August is the cheapest month in which you can book a flight from Madison to San Diego (average of $286). Flying from Madison to San Diego in March is currently the most expensive (average of $366). 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 MSN to SAN?

Find hourly flight availability from Madison to San Diego. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 19, 2025.

A simple way to save on the total cost of your ticket is to fly from Madison to San Diego in the afternoon. If you’re flexible enough to do this you can expect to save up to 16% on your trip compared to booking a flight in the evening.

What is the cheapest day to fly from Madison to San Diego?

Use this chart to determine the cheapest time to fly round-trip from Madison to San Diego. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Madison to San Diego flight should consider departing on Saturday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in San Diego by month

Plan your trip to San Diego by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in San Diego ranges from 0.0 - 2.3 inches per month. February is typically the wettest month, when rainfall can reach 2.3 in. July is typically the driest time to visit San Diego when rainfall is around 0.0 in.

Temperature in San Diego by month

Plan your trip to San Diego by taking into account the average temperature totals by month.

If weather is an important factor for your trip to San Diego, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 57.2 F).

Reviews of airlines servicing San Diego

Get insights into the airlines that provide service to San Diego. 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 San Diego. Reviews last updated June 19, 2025.
Read through reviews of airlines operating flights from Madison to San Diego, such as Alaska Airlines, Delta and United Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Crew

8.5

Comfort

7.8

Boarding

8.1

Food

7.1

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

Entertainment

7.1

Overall

8.0

Crew

8.5

Comfort

7.8

Boarding

8.1

Food

7.1

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
7,964 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Crew

8.5

Comfort

7.8

Boarding

8.1

Food

7.1

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
8,812 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Crew

8.5

Comfort

7.8

Boarding

8.1

Food

7.1

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

Entertainment

7.1

Overall

8.0

Crew

8.5

Comfort

7.8

Boarding

8.1

Food

7.1

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
3,297 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Crew

8.5

Comfort

7.8

Boarding

8.1

Food

7.1

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 Madison to San Diego. 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 Madison to San Diego round-trip?

    Cheapflights users have booked flights from Madison to San Diego round-trip from $277. Other airlines that can offer you cheap pricing are Delta, from $283, and Frontier, from $311. These flights start at 34% lower than the current average price 3 months from now.

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

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $100. Users have also found prices from $205 and $232 on American Airlines and United Airlines, respectively.

  • Can I find deals for flights from Madison to San Diego that include hotel bookings?

    Yes. In addition to deals on Madison to San Diego flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to San Diego?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to San Diego.

  • Can I find deals for business class flights from Madison to San Diego?

    Yes. Cheapflights offers flight deals from Madison to San Diego 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 Madison to San Diego?

    Currently, August is the cheapest month in which you can book a flight from Madison to San Diego (average of $286). Flying from Madison to San Diego in March is currently the most expensive (average of $366). 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
El Cajon
Chula Vista
National City
Lemon Grove
Imperial Beach
La Mesa
Alpine
Poway
Santee
Coronado

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Top 4 airlines flying from Madison to San Diego

Discover the top 4 airlines that operate flights from Madison to San Diego. 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 June 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$128Average$273FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$266Average$430FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$270Average$464FlexibilityNo cancel feeOn-time69%
DeltaCheapest$282Average$410FlexibilityNo cancel feeOn-timeN/A

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