Madison

$214+ Cheap flights from San Jose, CA 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 6/10. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MSN
May 26 — Jun 21
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Cheap 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 April 26, 2026.

This United Airlines deal was found by Cheapflights users on 4/21. 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 9/122:09 pm
SJC
-
MSN
1 stop6h 33m
United Airlines
Tue 9/156:30 am
MSN
-
SJC
1 stop6h 55m
United Airlines
Deal found 4/21$305
This Delta deal was found by Cheapflights users on 4/23. 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 7/281:43 pm
SJC
-
MSN
2 stops7h 17m
Delta
Wed 8/56:00 am
MSN
-
SJC
1 stop8h 01m
Delta
Deal found 4/23$310
This Delta deal was found by Cheapflights users on 4/23. 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 7/288:15 pm
SJC
-
MSN
2 stops9h 56m
Delta
Tue 8/46:11 pm
MSN
-
SJC
2 stops7h 28m
Delta
Deal found 4/23$315
This American Airlines deal was found by Cheapflights users on 4/25. 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 5/2712:38 pm
SJC
-
MSN
1 stop7h 04m
American Airlines
Sat 5/305:11 pm
MSN
-
SJC
1 stop8h 02m
American Airlines
Deal found 4/25$319
This American Airlines deal was found by Cheapflights users on 4/21. 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 9/127:13 pm
SJC
-
MSN
2 stops11h 49m
American Airlines
Tue 9/157:05 am
MSN
-
SJC
1 stop8h 34m
American Airlines
Deal found 4/21$324
This Delta deal was found by Cheapflights users on 4/23. 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 5/288:50 pm
SJC
-
MSN
2 stops9h 36m
Delta
Wed 6/36:30 am
MSN
-
SJC
2 stops8h 18m
Delta
Deal found 4/23$330
This Delta deal was found by Cheapflights users on 4/25. 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 7/86:20 am
SJC
-
MSN
1 stop5h 44m
Delta
Mon 7/132:45 pm
MSN
-
SJC
1 stop7h 50m
Delta
Deal found 4/25$337
This Delta deal was found by Cheapflights users on 4/21. 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 5/307:00 am
SJC
-
MSN
2 stops12h 27m
Delta
Tue 6/211:04 am
MSN
-
SJC
1 stop9h 58m
Delta
Deal found 4/21$338
This Delta deal was found by Cheapflights users on 4/23. 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.
Mon 7/278:15 pm
SJC
-
MSN
2 stops9h 56m
Delta
Wed 8/56:00 am
MSN
-
SJC
1 stop8h 01m
Delta
Deal found 4/23$342
This Delta deal was found by Cheapflights users on 4/21. 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 9/129:05 am
SJC
-
MSN
2 stops10h 52m
Delta
Tue 9/156:15 am
MSN
-
SJC
2 stops12h 00m
Delta
Deal found 4/21$343
This Delta deal was found by Cheapflights users on 4/24. 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.
Wed 7/158:15 pm
SJC
-
MSN
2 stops9h 56m
Delta
Sun 7/196:00 am
MSN
-
SJC
2 stops11h 47m
Delta
Deal found 4/24$347
This Delta deal was found by Cheapflights users on 4/21. 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 8/2412:45 pm
SJC
-
MSN
1 stop7h 50m
Delta
Sat 8/295:45 am
MSN
-
SJC
1 stop7h 48m
Delta
Deal found 4/21$351

Find 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 April 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$305
(United Airlines)

One-way from

$214
(Delta)

Popular in

December

Cheapest in

March

Average price

$590
Provider with most accurate pricing for San Jose-Madison Truax Field flight deals.
Provider most trusted by Cheapflights users for San Jose-Madison Truax Field flights.
From San Jose to Madison Truax Field
One-way flight from San Jose to Madison Truax Field
Highest demand for flights based on searches. 19% potential increase in price ($129 potential increase over avg. RT price).
Cheapest flight prices on average. 7% potential price decrease ($37 potential savings vs. average RT price).
Average for round-trip flights in April 2026

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 April 26, 2026.
Use the filters below to find and compare flights from San Jose to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Sat 9/12

2:09 pm-10:42 pm

1 stop6h 33m

Madison Truax Field

Tue 9/15

6:30 am-11:25 am

1 stop6h 55m

$305

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Wed 7/8

6:20 am-2:04 pm

1 stop5h 44m

Madison Truax Field

Mon 7/13

2:45 pm-8:35 pm

1 stop7h 50m

$337

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Tue 7/14

6:15 am-2:05 pm

1 stop5h 50m

Madison Truax Field

Sun 7/19

6:00 am-3:47 pm

2 stops11h 47m

$342

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Thu 5/28

8:50 pm-8:26 am

2 stops9h 36m

Madison Truax Field

Mon 6/1

6:30 am-3:32 pm

2 stops11h 02m

$361

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Wed 6/3

12:12 pm-10:44 pm

1 stop8h 32m

Madison Truax Field

Tue 6/16

1:31 pm-10:16 pm

2 stops10h 45m

$367

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Fri 5/29

12:12 pm-10:44 pm

1 stop8h 32m

Madison Truax Field

Mon 6/1

6:30 am-3:32 pm

2 stops11h 02m

$399
Quickest round-trip

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Sat 9/5

6:30 am-2:53 pm

1 stop6h 23m

Madison Truax Field

Sat 9/12

5:40 pm-10:41 pm

1 stop7h 01m

$405

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Wed 7/15

6:15 am-2:05 pm

1 stop5h 50m

Madison Truax Field

Sun 7/19

6:00 am-3:47 pm

2 stops11h 47m

$437

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Sat 5/30

7:00 am-9:27 pm

2 stops12h 27m

Madison Truax Field

Mon 6/1

6:30 am-12:18 pm

1 stop7h 48m

$445
Cheapest one-way

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Mon 6/8

5:55 pm-8:22 am

2 stops12h 27m

$233

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/25

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

Compare providers for flights from San Jose to Madison

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 San Jose to Madison in April.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust 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 San Jose, California-Madison flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Jose, California-Madison flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Jose, California-Madison flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San Jose, California-Madison 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 San Jose, California-Madison 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 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, California to Madison?

Currently, March is the cheapest month in which you can book a flight from San Jose, California to Madison (average of $309). Flying from San Jose, California to Madison in December is currently the most expensive (average of $936). 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 San Jose, California to Madison?

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 April 26, 2026.
Read through reviews of airlines operating flights from San Jose to Madison, such as Delta,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.5

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Overall

7.9

Food

7.2

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

Crew

8.5

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Overall

7.9

Food

7.2

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

Crew

8.5

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Overall

7.9

Food

7.2

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

Crew

8.5

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Overall

7.9

Food

7.2

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, California to Madison?

    United Airlines and Delta can get you from San Jose, California to Madison in just under 5h 44m. Your travel time can differ by up to 49m. The distance from San Jose, California to Madison is about 1752 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    American Airlines, at $288, was found to be the cheapest airline from San Jose, California to Madison.Alternate airlines to your destination round-trip include Delta and United Airlines. Users have found that American Airlines is 46% cheaper than the other options available 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, California to Madison?

    Currently, March is the cheapest month in which you can book a flight from San Jose, California to Madison (average of $309). Flying from San Jose, California to Madison in December is currently the most expensive (average of $936). 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
Sun Prairie
Middleton
Baraboo
Fitchburg

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Alternative routes for San Jose to Madison

See prices for flight routes from nearby airports that may be better suited for you.

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 April 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$288Average$527FlexibilityNo cancel feeOn-time71%
DeltaCheapest$288Average$394FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$338Average$584FlexibilityNo cancel feeOn-time69%

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