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Cheap flights from San Jose, California to Madison from $204

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San Jose, California to Madison departing on 12/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from San Jose, California to Madison

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:35 am - 4:21 pmSJC-MSN
7h 46m1 stop
Delta Logo
1:22 pm - 8:36 pmMSN-SJC
9h 14m1 stop
$289Delta
Find Deal
Wed, Dec 3 - Tue, Dec 9
Delta Logo
10:25 pm - 10:59 amSJC-MSN
10h 34m1 stop
Delta Logo
1:22 pm - 10:12 pmMSN-SJC
10h 50m2 stops
$294Delta
Find Deal
Wed, Dec 3 - Tue, Dec 9
Delta Logo
1:35 pm - 10:57 pmSJC-MSN
7h 22m2 stops
Delta Logo
1:35 pm - 11:53 pmMSN-SJC
12h 18m2 stops
$299Delta
Find Deal
Wed, Dec 3 - Sun, Dec 7
Delta Logo
12:55 pm - 10:26 pmSJC-MSN
7h 31m1 stop
Delta Logo
11:44 am - 8:41 pmMSN-SJC
10h 57m1 stop
$314Delta
Find Deal
Wed, Dec 3 - Sun, Dec 7
American Airlines Logo
6:10 am - 2:24 pmSJC-MSN
6h 14m1 stop
American Airlines Logo
5:40 pm - 10:17 pmMSN-SJC
6h 37m1 stop
$379American Airlines
Find Deal
Thu, Dec 4 - Mon, Dec 8
American Airlines Logo
9:57 am - 11:49 pmSJC-MSN
11h 52m2 stops
American Airlines Logo
5:40 pm - 10:17 pmMSN-SJC
6h 37m1 stop
$384American Airlines
Find Deal
Thu, Dec 4 - Sun, Dec 7
United Airlines Logo
12:40 pm - 9:10 pmSJC-MSN
6h 30m1 stop
United Airlines Logo
5:00 am - 1:33 pmMSN-SJC
10h 33m2 stops
$464United Airlines
Find Deal
Tue, Dec 16 - Thu, Dec 25
United Airlines Logo
8:45 am - 8:47 pmSJC-MSN
10h 02m2 stops
United Airlines Logo
5:00 am - 1:33 pmMSN-SJC
10h 33m2 stops
$469United Airlines
Find Deal
Tue, Dec 16 - Thu, Dec 25
Alaska Airlines Logo
5:13 pm - 9:30 amSJC-MSN
14h 17m2 stops
Alaska Airlines Logo
2:30 pm - 11:59 pmMSN-SJC
11h 29m2 stops
$587Alaska Airlines
Find Deal
Thu, Dec 25 - Thu, Jan 1
Alaska Airlines Logo
5:13 pm - 9:30 amSJC-MSN
14h 17m2 stops
Alaska Airlines Logo
2:30 pm - 11:59 pmMSN-SJC
11h 29m2 stops
$647Alaska Airlines
Find Deal
Thu, Dec 25 - Sat, Jan 3

Delta flights from San Jose, California to Madison

Our best Delta deals on San Jose, California to Madison flight tickets
Delta
Dec 3
SJC6:35 amSan Jose
7h 46m
1 stop
MSN4:21 pmMadison Truax Field
Dec 9
MSN1:22 pmMadison Truax Field
9h 14m
1 stop
SJC8:36 pmSan Jose
$289
Find similar
Delta
Dec 3
SJC10:25 pmSan Jose
10h 34m
1 stop
MSN10:59 amMadison Truax Field
Dec 9
MSN1:22 pmMadison Truax Field
10h 50m
2 stops
SJC10:12 pmSan Jose
$294
Find similar
Delta
Dec 3
SJC1:35 pmSan Jose
7h 22m
2 stops
MSN10:57 pmMadison Truax Field
Dec 7
MSN1:35 pmMadison Truax Field
12h 18m
2 stops
SJC11:53 pmSan Jose
$299
Find similar

American Airlines flights from San Jose, California to Madison

Our best American Airlines deals on San Jose, California to Madison flight tickets
American Airlines
Dec 4
SJC6:10 amSan Jose
6h 14m
1 stop
MSN2:24 pmMadison Truax Field
Dec 8
MSN5:40 pmMadison Truax Field
6h 37m
1 stop
SJC10:17 pmSan Jose
$379
Find similar
American Airlines
Dec 4
SJC9:57 amSan Jose
11h 52m
2 stops
MSN11:49 pmMadison Truax Field
Dec 7
MSN5:40 pmMadison Truax Field
6h 37m
1 stop
SJC10:17 pmSan Jose
$384
Find similar
American Airlines
Nov 18
SJC11:06 amSan Jose
8h 48m
1 stop
MSN9:54 pmMadison Truax Field
Nov 24
MSN7:35 amMadison Truax Field
6h 41m
1 stop
SJC12:16 pmSan Jose
$433
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from San Jose, California 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, momondo users made 832,500 searches. Data last updated November 3, 2025.
Use the filters below to find and compare flights from San Jose, California to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Wed 12/3

6:35 am-4:21 pm

1 stop7h 46m

Madison Truax Field

Tue 12/9

1:22 pm-8:36 pm

1 stop9h 14m

$289

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Wed 12/3

10:25 pm-10:59 am

1 stop10h 34m

Madison Truax Field

Tue 12/9

1:22 pm-10:12 pm

2 stops10h 50m

$294

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Wed 12/3

1:35 pm-10:57 pm

2 stops7h 22m

Madison Truax Field

Sun 12/7

1:35 pm-11:53 pm

2 stops12h 18m

$299

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Wed 12/3

12:55 pm-10:26 pm

1 stop7h 31m

Madison Truax Field

Sun 12/7

11:44 am-8:41 pm

1 stop10h 57m

$314

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Thu 12/4

6:10 am-2:24 pm

1 stop6h 14m

Madison Truax Field

Mon 12/8

5:40 pm-10:17 pm

1 stop6h 37m

$379

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Thu 12/4

9:57 am-11:49 pm

2 stops11h 52m

Madison Truax Field

Sun 12/7

5:40 pm-10:17 pm

1 stop6h 37m

$384

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Tue 12/16

12:40 pm-9:10 pm

1 stop6h 30m

Madison Truax Field

Thu 12/25

5:00 am-1:33 pm

2 stops10h 33m

$464

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Tue 12/16

8:45 am-8:47 pm

2 stops10h 02m

Madison Truax Field

Thu 12/25

5:00 am-1:33 pm

2 stops10h 33m

$469

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Thu 12/25

5:13 pm-9:30 am

2 stops14h 17m

Madison Truax Field

Thu 1/1

2:30 pm-11:59 pm

2 stops11h 29m

$587

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Thu 12/25

5:13 pm-9:30 am

2 stops14h 17m

Madison Truax Field

Sat 1/3

2:30 pm-11:59 pm

2 stops11h 29m

$647

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Madison from

How to get the cheapest flight ticket from San Jose, California to Madison

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Madison?

The month of September is, on average, the cheapest month to fly to Madison from San Jose, California, with most prices found around $380. If you’re not able to fly to Madison in September, then August is your next best option. Flight prices from San Jose, California to Madison during August average around $393.

What is the cheapest day to depart on your flight to Madison?

The cheapest day to depart from San Jose, California to Madison is on a Wednesday when prices can be found for as low as $417. Be sure to avoid booking your departure on a Thursday as prices are generally higher than usual. According to our data, the average ticket price to Madison on Thursday is $608.

What is the cheapest time of day to depart on your flight to Madison?

According to our data, the cheapest time of day to fly to Madison is in the evening. momondo users have found flights departing from San Jose, California to Madison in the evening for as low as $398. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Madison is at noon when prices are around $489.

Can stopping save me money on San Jose, California to Madison flights?

You could potentially save up to 40% on your flight if you consider stops on a San Jose, California to Madison flight.

How have San Jose, California to Madison flight prices changed over time?

As of November 2025, prices for San Jose, California to Madison flights are approximately 16% cheaper when compared to flights at the same time last year.

When to book flights from San Jose, California to Madison

Are you open to changing your travel dates? Check out the ideal times to fly from San Jose, California to Madison according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap San Jose, California to Madison (SJC to MSN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San Jose, California to Madison

Direct flights

None
There are no direct flights from San Jose, California to Madison. There are no popular flight routes from San Jose, California to Madison.
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  • How far is San Jose to Madison Truax Field by plane?

    San Jose and Madison Truax Field are 1746.6 mi apart from one another. Flights usually cover this in 5h 34m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from San Jose Airport to Madison Truax Field Airport?

    Prices for flights from San Jose Airport to Madison Truax Field Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from San Jose Airport to Madison Truax Field Airport?

  • How old do you have to be to fly from San Jose Airport to Madison Truax Field Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from San Jose Airport to Madison Truax Field Airport.

  • What documentation or ID do you need to fly to Madison Truax Field Airport?

    The required travel and health documents for your Madison Truax Field Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Madison Truax Field Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from San Jose, California to Madison?

Best airlines flying from San Jose, California to Madison

Compare and see reviews for airlines that fly from San Jose, California to Madison with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $288Free CancellationRating
7.2
11,038 reviews
Search American Airlines flights
DeltaPriceFrom $288Free CancellationRating
7.9
8,002 reviews
Search Delta flights
United AirlinesPriceFrom $338Free CancellationRating
7.4
8,997 reviews
Search United Airlines flights

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Wisconsin Dells
Baraboo
Middleton
Fitchburg
Portage
Sun Prairie
Cambridge
Oxford
Windsor
Evansville

Why use momondo?

Why should I use momondo to find a flight deal from San Jose to Madison?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from San Jose to Madison. momondo saves you time and could save you money on your trip.

Can I find flights from San Jose to Madison with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Madison from San Jose with this policy.

How can momondo help me find flights from San Jose to Madison?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from San Jose to Madison.

I’m not ready to book a flight from San Jose to Madison right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Madison, momondo offers a useful price alert feature which will track prices for flights to Madison from San Jose and alert you when they change.

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