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$179+ 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 3/18. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MSN
feb. 26 — mar. 51
jue. 2/26
jue. 3/5
1 adult, Economy
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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 enero 27, 2026.

This American Airlines deal was found by Cheapflights users on 1/27. 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.
mar. 3/36:00 am
SJC
-
MSN
1 stop9h 04m
American Airlines
sáb. 3/73:11 pm
MSN
-
SJC
1 stop8h 19m
American Airlines
Deal found 1/27$309
This Delta deal was found by Cheapflights users on 1/25. 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.
sáb. 2/216:20 am
SJC
-
MSN
1 stop6h 40m
Delta
mié. 2/256:20 am
MSN
-
SJC
2 stops10h 36m
Delta
Deal found 1/25$314
This Delta deal was found by Cheapflights users on 1/25. 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.
mar. 2/246:20 am
SJC
-
MSN
1 stop8h 45m
Delta
mié. 2/256:20 am
MSN
-
SJC
2 stops10h 36m
Delta
Deal found 1/25$362
This Delta deal was found by Cheapflights users on 1/24. 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.
mié. 3/256:25 pm
SJC
-
MSN
2 stops12h 26m
Delta
lun. 3/306:04 pm
MSN
-
SJC
2 stops7h 54m
Delta
Deal found 1/24$365
This Delta deal was found by Cheapflights users on 1/25. 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.
sáb. 2/216:20 am
SJC
-
MSN
1 stop6h 40m
Delta
jue. 2/2610:59 am
MSN
-
SJC
2 stops11h 20m
Delta
Deal found 1/25$378
This American Airlines deal was found by Cheapflights users on 1/25. 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.
sáb. 2/216:00 am
SJC
-
MSN
1 stop9h 04m
American Airlines
mar. 2/243:11 pm
MSN
-
SJC
1 stop8h 19m
American Airlines
Deal found 1/25$399
This Delta deal was found by Cheapflights users on 1/25. 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.
lun. 2/236:20 am
SJC
-
MSN
1 stop8h 54m
Delta
mar. 2/246:20 am
MSN
-
SJC
2 stops10h 36m
Delta
Deal found 1/25$402
This Delta deal was found by Cheapflights users on 1/25. 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.
lun. 2/2310:35 pm
SJC
-
MSN
2 stops10h 14m
Delta
mié. 2/2511:31 am
MSN
-
SJC
2 stops12h 34m
Delta
Deal found 1/25$408
This United Airlines deal was found by Cheapflights users on 1/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/38:50 am
SJC
-
MSN
2 stops10h 17m
United Airlines
sáb. 3/712:13 pm
MSN
-
SJC
2 stops11h 03m
United Airlines
Deal found 1/27$418

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 enero 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$309
(American Airlines)

One-way from

$179
(United Airlines)

Popular in

December

Cheapest in

October

Average price

$585
Provider with most accurate pricing for San Jose-Madison Truax Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Jose-Madison Truax Field flights.
Search Deals
From San Jose to Madison Truax Field
Search Deals
One-way flight from San Jose to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 20% potential increase in price ($131 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($38 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 enero 27, 2026.
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

mar. 3/3

6:00 am-5:04 pm

1 stop9h 04m

Madison Truax Field

sáb. 3/7

3:11 pm-9:30 pm

1 stop8h 19m

$309

San JoseMadison

SJC - MSN

SJCMSN

San Jose

sáb. 2/21

6:20 am-3:00 pm

1 stop6h 40m

Madison Truax Field

mar. 2/24

6:20 am-2:56 pm

2 stops10h 36m

$314

San JoseMadison

SJC - MSN

SJCMSN

San Jose

sáb. 2/21

6:20 am-3:00 pm

1 stop6h 40m

Madison Truax Field

mié. 2/25

6:20 am-2:56 pm

2 stops10h 36m

$314

San JoseMadison

SJC - MSN

SJCMSN

San Jose

mar. 2/24

6:20 am-5:05 pm

1 stop8h 45m

Madison Truax Field

mié. 2/25

6:20 am-2:56 pm

2 stops10h 36m

$362

San JoseMadison

SJC - MSN

SJCMSN

San Jose

mié. 3/25

6:25 pm-8:51 am

2 stops12h 26m

Madison Truax Field

lun. 3/30

6:04 pm-11:58 pm

2 stops7h 54m

$365

San JoseMadison

SJC - MSN

SJCMSN

San Jose

lun. 2/23

10:35 pm-10:23 am

1 stop9h 48m

Madison Truax Field

mié. 2/25

6:20 am-2:56 pm

2 stops10h 36m

$402

San JoseMadison

SJC - MSN

SJCMSN

San Jose

lun. 2/23

6:20 am-5:14 pm

1 stop8h 54m

Madison Truax Field

mar. 2/24

6:20 am-2:56 pm

2 stops10h 36m

$402

San JoseMadison

SJC - MSN

SJCMSN

San Jose

mar. 2/24

9:10 pm-10:23 am

2 stops11h 13m

Madison Truax Field

jue. 2/26

1:23 pm-10:05 pm

2 stops10h 42m

$408

San JoseMadison

SJC - MSN

SJCMSN

San Jose

mar. 3/3

8:50 am-9:07 pm

2 stops10h 17m

Madison Truax Field

sáb. 3/7

12:13 pm-9:16 pm

2 stops11h 03m

$418

San JoseMadison

SJC - MSN

SJCMSN

San Jose

mar. 2/24

6:20 am-5:05 pm

1 stop8h 45m

Madison Truax Field

dom. 3/1

5:38 am-12:39 pm

1 stop9h 01m

$434

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 20 results
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 January.
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, October is the cheapest month in which you can book a flight from San Jose, California to Madison (average of $140). Flying from San Jose, California to Madison in January is currently the most expensive (average of $273). 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 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 enero 27, 2026.
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
7.9
Good
8,119 reviews

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Entertainment

7.8

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
7.9
Good
8,119 reviews
Delta
7.9
Good
8,119 reviews

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Entertainment

7.8

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
9,205 reviews
Delta
7.9
Good
8,119 reviews

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Entertainment

7.8

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
11,197 reviews
Delta
7.9
Good
8,119 reviews

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Entertainment

7.8

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?

    American Airlines and Delta can get you from San Jose, California to Madison in just under 6h 40m. Your travel time can differ by up to 2h 24m. 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 44% cheaper than the other options available to this destination.

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

    One-way options have recently been found by users for as low as $114 on United Airlines. Other airlines that offer cheap prices include Delta from $128 and American Airlines from $178 one-way.

  • 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, October is the cheapest month in which you can book a flight from San Jose, California to Madison (average of $140). Flying from San Jose, California to Madison in January is currently the most expensive (average of $273). 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 enero 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$288Average$523FlexibilityNo cancel feeOn-time71%
DeltaCheapest$288Average$398FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$338Average$575FlexibilityNo cancel feeOn-time69%

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