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$137+ 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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SJC
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheapflights Tip: The best prices from Madison Truax Field to San Jose are usually found in October 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 July 29, 2025.

Round-trip from

$289
(Delta)

One-way from

$137
(FlightHub)

Popular in

February

Cheapest in

October

Average price

$398
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. 16% potential increase in price ($92 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 July 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 July 29, 2025.

This American Airlines deal was found by Cheapflights users on 7/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2311:13 amMSN - SJC
1 stop7h 23mAmerican Airlines
Wed 8/271:09 pmSJC - MSN
1 stop8h 18mAmerican Airlines
Deal found 7/26$289
This Delta deal was found by Cheapflights users on 7/28. 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 9/166:00 amMSN - SJC
1 stop8h 25mDelta
Mon 9/226:55 pmSJC - MSN
2 stops11h 52mDelta
Deal found 7/28$294
This United Airlines deal was found by Cheapflights users on 7/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/236:30 amMSN - SJC
2 stops9h 04mUnited Airlines
Sat 9/278:45 amSJC - MSN
2 stops9h 56mUnited Airlines
Deal found 7/26$389
This Alaska Airlines deal was found by Cheapflights users on 7/28. 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.
Tue 9/167:15 amMSN - SJC
2 stops15h 50mAlaska Airlines
Sun 9/2111:43 amSJC - MSN
2 stops20h 16mAlaska Airlines
Deal found 7/28$454

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 July 29, 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

Thu 9/18

6:00 am-12:24 pm

1 stop8h 24m

San Jose

Tue 9/23

10:30 pm-9:58 am

1 stop9h 28m

$289

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Thu 9/11

11:16 am-4:40 pm

1 stop7h 24m

San Jose

Mon 9/15

2:08 pm-11:27 pm

1 stop7h 19m

$344

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Tue 9/23

6:30 am-1:34 pm

2 stops9h 04m

San Jose

Sat 9/27

8:45 am-8:41 pm

2 stops9h 56m

$389

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Tue 9/16

7:15 am-9:05 pm

2 stops15h 50m

San Jose

Sun 9/21

11:43 am-9:59 am

2 stops20h 16m

$454

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Sun 10/5

7:59 pm-11:30 am

1 stop17h 31m

$137

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Sat 8/30

1:20 pm-10:18 pm

1 stop10h 58m

$194

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Wed 12/24

2:23 pm-10:37 pm

1 stop10h 14m

$240

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Tue 8/12

6:45 am-12:19 pm

1 stop7h 34m

$309

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Tue 8/12

6:44 pm-9:08 am

2 stops16h 24m

$364

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

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 July 25, 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 $253). 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 July 29, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Delta, and United 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

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

Comfort

7.8

Boarding

8.1

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

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
7,979 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

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
8,896 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

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

Comfort

7.8

Boarding

8.1

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

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
3,238 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

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 Jose. 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 Jose round-trip?

    According to our current data, Delta ($289), American Airlines ($344), and United Airlines ($389) offers the cheapest pricing from Madison to San Jose. Delta is priced at 38% 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?

    $137 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 $194 and $240, 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 $253). 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.

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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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$278Average$341FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$288Average$503FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$353Average$508FlexibilityNo cancel feeOn-time69%

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