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$204+ Cheap flights from Madison to San Jose (MSN - SJC)

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 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SJC
Oct 23 — Oct 301
Thu 10/23
Thu 10/30
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Madison Truax Field to San Jose are usually found in July or June, booked 48 days in advance, depart on a Friday or Tuesday and return on a Wednesday

Cheap flight deals from Madison to San Jose

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to San Jose (SJC). 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 September 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$289
(Delta)

One-way from

$204
(Delta)

Popular in

February

Cheapest in

July

Average price

$518
Provider with most accurate pricing for Madison Truax Field-San Jose flight deals.
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Provider most trusted by Cheapflights users for Madison Truax Field-San Jose flights.
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From Madison Truax Field to San Jose
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One-way flight from Madison Truax Field to San Jose
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Highest demand for flights based on searches. 15% potential increase in price ($84 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Madison to San Jose

Cheapest flights from Madison to San Jose
Explore the most affordable flight options available from Madison to San Jose. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 23, 2025.

This Delta deal was found by Cheapflights users on 9/23. 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 12/161:22 pmMSN - SJC
1 stop9h 17mDelta
Thu 1/226:30 amSJC - MSN
1 stop8h 40mDelta
Deal found 9/23$289
This Delta deal was found by Cheapflights users on 9/23. 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 12/166:00 amMSN - SJC
2 stops9h 16mDelta
Wed 1/2110:30 pmSJC - MSN
1 stop9h 47mDelta
Deal found 9/23$294
This Delta deal was found by Cheapflights users on 9/23. 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 10/92:42 pmMSN - SJC
1 stop7h 44mDelta
Tue 10/281:20 pmSJC - MSN
1 stop7h 09mDelta
Deal found 9/23$314
This American Airlines deal was found by Cheapflights users on 9/23. 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 10/76:45 amMSN - SJC
1 stop7h 35mAmerican Airlines
Sat 10/118:00 amSJC - MSN
1 stop6h 44mAmerican Airlines
Deal found 9/23$339
This Delta deal was found by Cheapflights users on 9/23. 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 10/76:00 amMSN - SJC
1 stop8h 24mDelta
Sat 10/116:35 amSJC - MSN
2 stops11h 46mDelta
Deal found 9/23$344
This Delta deal was found by Cheapflights users on 9/23. 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 12/176:00 amMSN - SJC
2 stops8h 34mDelta
Tue 1/2010:30 pmSJC - MSN
1 stop9h 47mDelta
Deal found 9/23$349
This Delta deal was found by Cheapflights users on 9/23. 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 12/1710:55 amMSN - SJC
2 stops10h 23mDelta
Thu 1/225:45 amSJC - MSN
2 stops9h 25mDelta
Deal found 9/23$354
This American Airlines deal was found by Cheapflights users on 9/23. 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 10/87:00 amMSN - SJC
1 stop7h 25mAmerican Airlines
Sun 10/126:00 amSJC - MSN
1 stop6h 00mAmerican Airlines
Deal found 9/23$369
This Delta deal was found by Cheapflights users on 9/22. 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 10/12:47 pmMSN - SJC
1 stop7h 57mDelta
Mon 10/66:20 amSJC - MSN
1 stop8h 52mDelta
Deal found 9/22$379

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to San Jose 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 September 23, 2025.
Use the filters below to find and compare flights from Madison to San Jose that are best for you.

Fly from

Madison

Fly to

San Jose

Route

Depart

Return

Price

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Tue 10/21

5:30 am-11:17 am

1 stop7h 47m

San Jose

Tue 10/28

1:20 pm-10:29 pm

1 stop7h 09m

$289

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Tue 12/16

1:22 pm-8:39 pm

1 stop9h 17m

San Jose

Tue 1/20

10:30 pm-10:17 am

1 stop9h 47m

$289

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Thu 12/11

1:22 pm-8:39 pm

1 stop9h 17m

San Jose

Mon 12/15

10:25 pm-10:40 am

1 stop10h 15m

$289

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Mon 11/24

1:30 pm-10:55 pm

2 stops11h 25m

San Jose

Tue 12/2

10:25 pm-10:40 am

1 stop10h 15m

$294

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Tue 12/16

10:55 am-7:18 pm

2 stops10h 23m

San Jose

Wed 1/21

5:45 am-5:10 pm

2 stops9h 25m

$299

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Tue 12/16

1:22 pm-8:39 pm

1 stop9h 17m

$204

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Tue 10/14

6:00 am-12:24 pm

1 stop8h 24m

$204

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Thu 10/9

7:59 pm-11:32 am

1 stop17h 33m

$211

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Tue 12/16

6:00 am-1:24 pm

1 stop9h 24m

$219

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Fri 10/24

1:19 pm-10:08 pm

2 stops10h 49m

$236

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/22

Showing 1-10 of 13 results
1
2

Compare providers for flights from Madison to San Jose

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 Madison to San Jose in September.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust 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 Madison-San Jose flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-San Jose flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-San Jose flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-San Jose 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 Madison-San Jose 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 Madison to San Jose

Have a flexible travel schedule? Discover the best time to fly to San Jose 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 Jose

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

Use this chart to determine the optimal time to book a round-trip flight from Madison to San Jose. Price data was last updated on September 19, 2025.

The price you pay for your flight from Madison to San Jose may vary depending on when you book. For the best chance of a lower fare, look to book 48 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 Madison to San Jose?

Currently, September is the cheapest month in which you can book a flight from Madison to San Jose (average of $255). Flying from Madison to San Jose in June is currently the most expensive (average of $359). 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 San Jose

Get insights into the airlines that provide service to San Jose. 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 Jose. Reviews last updated September 23, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Madison to San Jose by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,973 reviews

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,973 reviews
Delta
8.0
Very good
7,973 reviews

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,928 reviews
Delta
8.0
Very good
7,973 reviews

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,973 reviews

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Madison to San Jose. 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 Madison to San Jose?

    Delta can get you from Madison to San Jose in just under 7h 47m. Your travel time can differ by up to . The distance from Madison to San Jose is about 1752 mi.

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

    According to our current data, Delta ($256), American Airlines ($288), and United Airlines ($353) offers the cheapest pricing from Madison to San Jose. Delta is priced at 46% lower than the current average price of a flight leaving 3 months from now.

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

    $204 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on Frontier and American Airlines, with prices starting from $211 and $219, respectively.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Madison to San Jose (average of $255). Flying from Madison to San Jose in June is currently the most expensive (average of $359). 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

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Top 3 airlines flying from Madison to San Jose

Discover the top 3 airlines that operate flights from Madison to San Jose. 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 September 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$256Average$369FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$288Average$520FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$353Average$509FlexibilityNo cancel feeOn-time69%

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