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San Jose

$185+ Cheap flights from Madison to San Jose, CA (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 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SJC
Apr 27 — May 41
Mon 4/27
Mon 5/4
1 adult, Economy
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Cheap 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 March 28, 2026.

This Delta deal was found by Cheapflights users on 3/26. 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 7/2112:03 pm
MSN
-
SJC
2 stops11h 46m
Delta
Tue 7/286:15 am
SJC
-
MSN
1 stop5h 50m
Delta
Deal found 3/26$310
This American Airlines deal was found by Cheapflights users on 3/27. 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.
Mon 10/54:10 pm
MSN
-
SJC
1 stop8h 06m
American Airlines
Tue 10/137:16 pm
SJC
-
MSN
2 stops12h 00m
American Airlines
Deal found 3/27$342
This Delta deal was found by Cheapflights users on 3/26. 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 3/312:45 pm
MSN
-
SJC
1 stop7h 39m
Delta
Tue 4/76:25 pm
SJC
-
MSN
2 stops12h 26m
Delta
Deal found 3/26$366
This Delta deal was found by Cheapflights users on 3/26. 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 5/221:29 pm
MSN
-
SJC
1 stop10h 11m
Delta
Mon 5/2510:00 pm
SJC
-
MSN
1 stop10h 16m
Delta
Deal found 3/26$369
This Delta deal was found by Cheapflights users on 3/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:15 am
MSN
-
SJC
1 stop7h 54m
Delta
Tue 10/1310:20 pm
SJC
-
MSN
1 stop9h 55m
Delta
Deal found 3/27$372
This American Airlines deal was found by Cheapflights users on 3/27. 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 4/176:02 pm
MSN
-
SJC
1 stop6h 57m
American Airlines
Wed 4/226:10 am
SJC
-
MSN
1 stop6h 11m
American Airlines
Deal found 3/27$375
This Delta deal was found by Cheapflights users on 3/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/172:41 pm
MSN
-
SJC
1 stop7h 56m
Delta
Sun 4/1911:00 pm
SJC
-
MSN
1 stop9h 32m
Delta
Deal found 3/24$394

Find 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 March 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$310
(Delta)

One-way from

$185
(United Airlines)

Popular in

March

Cheapest in

January

Average price

$753
Provider with most accurate pricing for Madison Truax Field-San Jose flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-San Jose flights.
Search Deals
From Madison Truax Field to San Jose
Search Deals
One-way flight from Madison Truax Field to San Jose
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($56 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($27 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 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 March 28, 2026.
Use the filters below to find and compare flights from Madison to San Jose that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Tue 7/21

12:03 pm-9:49 pm

2 stops11h 46m

San Jose

Tue 7/28

6:15 am-2:05 pm

1 stop5h 50m

$310

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Thu 9/3

1:45 pm-9:48 pm

1 stop10h 03m

San Jose

Fri 9/11

10:56 pm-8:46 am

1 stop7h 50m

$369

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Fri 5/22

1:29 pm-9:40 pm

1 stop10h 11m

San Jose

Mon 5/25

8:05 pm-8:49 am

2 stops10h 44m

$374

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Tue 5/5

6:00 am-3:08 pm

2 stops11h 08m

San Jose

Sun 5/10

8:05 pm-8:26 am

2 stops10h 21m

$379

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Fri 4/17

2:41 pm-8:37 pm

1 stop7h 56m

San Jose

Sun 4/19

8:20 pm-10:09 am

2 stops11h 49m

$449
Cheapest one-way
Quickest one-way

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Tue 4/28

4:15 pm-9:07 pm

1 stop6h 52m

$185

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Tue 5/5

6:00 am-1:18 pm

2 stops9h 18m

$190

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Tue 5/12

6:30 am-3:32 pm

2 stops11h 02m

$190

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Thu 4/30

2:41 pm-8:37 pm

1 stop7h 56m

$213

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Tue 4/14

6:00 am-3:08 pm

2 stops11h 08m

$244

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Showing 1-10 of 15 resultsSorted by cheapest first
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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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, California 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, California flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-San Jose, California flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-San Jose, California 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, California 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

What is the cheapest month to book a flight from Madison to San Jose, California?

Currently, May is the cheapest month in which you can book a flight from Madison to San Jose, California (average of $141). Flying from Madison to San Jose, California in October is currently the most expensive (average of $260). 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 Madison to San Jose, California?

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 March 28, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andAmerican 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
7.9
Good
8,356 reviews

Comfort

7.9

Entertainment

7.8

Crew

8.5

Boarding

8.1

Food

7.2

Overall

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
7.9
Good
8,356 reviews
Delta
7.9
Good
8,356 reviews

Comfort

7.9

Entertainment

7.8

Crew

8.5

Boarding

8.1

Food

7.2

Overall

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
9,499 reviews
Delta
7.9
Good
8,356 reviews

Comfort

7.9

Entertainment

7.8

Crew

8.5

Boarding

8.1

Food

7.2

Overall

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
7.1
Good
11,520 reviews
Delta
7.9
Good
8,356 reviews

Comfort

7.9

Entertainment

7.8

Crew

8.5

Boarding

8.1

Food

7.2

Overall

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, California?

    For as low as $315, Delta can have you in San Jose, California from Madison in 11h 46m. The distance between Madison and San Jose, California is about 1752 mi.

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

    Flying on Delta is currently your cheapest option to San Jose, California, with prices starting at $254. Additional round-trip tickets that might be worth considering are offered by American Airlines and United Airlines, with the lowest prices starting at $288 and $339, respectively. Delta is priced at 44% 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, California one-way?

    $128 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on American Airlines and United Airlines, with prices starting from $169 and $203, 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, California?

    Currently, May is the cheapest month in which you can book a flight from Madison to San Jose, California (average of $141). Flying from Madison to San Jose, California in October is currently the most expensive (average of $260). 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 March 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$254Average$423FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$288Average$432FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$339Average$500FlexibilityNo cancel feeOn-time69%

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