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$177+ Cheap flights from San Jose to Madison (SJC - 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 11/8. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MSN
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from San Jose to Madison

Discover tips and strategies to find the most affordable flight options for your journey from San Jose (SJC) 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 September 11, 2025.

Round-trip from

$289
(American Airlines)

One-way from

$177
(Delta)

Popular in

February

Cheapest in

September

Average price

$368
From San Jose to Madison Truax Field
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One-way flight from San Jose to Madison Truax Field
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Highest demand for flights based on searches. 7% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 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 San Jose to Madison

Cheapest flights from San Jose to Madison
Explore the most affordable flight options available from San Jose to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Delta deal was found by Cheapflights users on 9/11. 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.
Sat 10/256:20 amSJC - MSN
1 stop8h 21mDelta
Wed 11/52:42 pmMSN - SJC
1 stop7h 44mDelta
Deal found 9/11$289
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Fri 10/316:00 amSJC - MSN
1 stop6h 00mAmerican Airlines
Sun 11/25:40 pmMSN - SJC
1 stop6h 36mAmerican Airlines
Deal found 9/10$314
This American Airlines deal was found by Cheapflights users on 9/11. 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 11/119:47 amSJC - MSN
2 stops10h 07mAmerican Airlines
Sun 11/166:00 amMSN - SJC
1 stop9h 17mAmerican Airlines
Deal found 9/11$319
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/157:15 amSJC - MSN
2 stops11h 11mDelta
Mon 11/1710:50 amMSN - SJC
2 stops9h 34mDelta
Deal found 9/10$324
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 11/1511:10 amSJC - MSN
1 stop8h 45mAmerican Airlines
Sun 11/166:00 amMSN - SJC
1 stop9h 17mAmerican Airlines
Deal found 9/10$344
This Delta deal was found by Cheapflights users on 9/11. 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 9/249:02 amSJC - MSN
2 stops11h 56mDelta
Sat 9/275:40 amMSN - SJC
2 stops11h 05mDelta
Deal found 9/11$349
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Tue 11/258:45 amSJC - MSN
2 stops9h 50mUnited Airlines
Mon 12/18:30 amMSN - SJC
1 stop7h 12mUnited Airlines
Deal found 9/10$351
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/291:20 pmSJC - MSN
1 stop7h 09mDelta
Thu 10/305:30 amMSN - SJC
1 stop7h 47mDelta
Deal found 9/10$357
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Fri 11/1412:27 pmSJC - MSN
2 stops18h 41mMultiple Airlines
Sun 11/168:00 pmMSN - SJC
1 stop17h 32mMultiple Airlines
Deal found 9/10$361
This Delta deal was found by Cheapflights users on 9/11. 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 12/812:39 pmSJC - MSN
1 stop7h 55mDelta
Fri 12/121:22 pmMSN - SJC
1 stop9h 17mDelta
Deal found 9/11$367

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose 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 September 11, 2025.
Use the filters below to find and compare flights from San Jose to Madison that are best for you.

Fly from

San Jose

Fly to

Madison

Route

Depart

Return

Price

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Sat 10/25

6:20 am-4:41 pm

1 stop8h 21m

Madison Truax Field

Wed 11/5

2:42 pm-8:26 pm

1 stop7h 44m

$289

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Sat 2/28

6:30 am-5:10 pm

1 stop8h 40m

Madison Truax Field

Tue 3/3

2:40 pm-9:06 pm

1 stop8h 26m

$289

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Fri 10/31

6:00 am-2:00 pm

1 stop6h 00m

Madison Truax Field

Sun 11/2

5:40 pm-10:16 pm

1 stop6h 36m

$314

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Sat 11/15

7:15 am-8:26 pm

2 stops11h 11m

Madison Truax Field

Mon 11/17

10:50 am-6:24 pm

2 stops9h 34m

$324

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Sat 11/15

6:10 am-4:58 pm

2 stops8h 48m

Madison Truax Field

Mon 11/17

5:40 pm-10:16 pm

1 stop6h 36m

$344

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Sat 11/8

11:35 am-8:51 pm

1 stop7h 16m

$177

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Tue 11/11

6:00 am-4:58 pm

1 stop8h 58m

$179

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Tue 12/2

10:25 pm-10:40 am

1 stop10h 15m

$179

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Wed 11/12

6:25 am-4:24 pm

1 stop7h 59m

$179

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Mon 11/10

10:25 pm-10:38 am

1 stop10h 13m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 14 results
1
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Best time to book a flight from San Jose to Madison

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

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

Currently, January is the cheapest month in which you can book a flight from San Jose to Madison (average of $338). Flying from San Jose to Madison in March is currently the most expensive (average of $422). 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 SJC to MSN?

Find hourly flight availability from San Jose 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 September 11, 2025.

One of the essential ways to save on airfare from San Jose to Madison is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 19% on airfare.

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 September 11, 2025.
Read through reviews of airlines operating flights from San Jose to Madison, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

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
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

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
8,937 reviews
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

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
10,000 reviews
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

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 Jose 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 Jose to Madison?

    A quick flight from San Jose to Madison can take about 8h 21m. Delta provides one of the quickest options available for as low as $289. The distance from San Jose to Madison is about 1752 mi.

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

    According to our current data, Delta ($288), American Airlines ($288), and United Airlines ($387) offers the cheapest pricing from San Jose to Madison. Delta is 40% cheaper than the average price of flights available within the next 90 days to this destination.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from San Jose to Madison (average of $338). Flying from San Jose to Madison in March is currently the most expensive (average of $422). 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

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Top 3 airlines flying from San Jose to Madison

Discover the top 3 airlines that operate flights from San Jose 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$288Average$405FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$288Average$516FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$387Average$547FlexibilityNo cancel feeOn-time69%

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