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Cheap flights from San Jose, California to Madison from $164

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 5/14. 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
10:20 pm - 10:11 am
SJC
-
MSN
9h 51m
1 stop
Delta Logo
2:40 pm - 8:53 pm
MSN
-
SJC
8h 13m
1 stop
$305Delta
Tue, Aug 18 - Tue, Aug 25
Delta Logo
6:30 am - 1:52 pm
SJC
-
MSN
5h 22m
1 stop
Delta Logo
5:45 am - 4:15 pm
MSN
-
SJC
12h 30m
2 stops
$310Delta
Tue, Aug 18 - Tue, Aug 25
Delta Logo
7:15 am - 8:40 pm
SJC
-
MSN
11h 25m
2 stops
Delta Logo
11:53 am - 6:17 pm
MSN
-
SJC
8h 24m
2 stops
$315Delta
Tue, Aug 18 - Tue, Aug 25
American Airlines Logo
6:10 am - 2:17 pm
SJC
-
MSN
6h 07m
1 stop
American Airlines Logo
6:02 pm - 10:59 pm
MSN
-
SJC
6h 57m
1 stop
$333American Airlines
Sat, May 9 - Sat, May 16
American Airlines Logo
6:10 am - 2:17 pm
SJC
-
MSN
6h 07m
1 stop
American Airlines Logo
6:02 pm - 10:59 pm
MSN
-
SJC
6h 57m
1 stop
$336American Airlines
Wed, May 13 - Sat, May 16
Delta Logo
6:15 am - 2:05 pm
SJC
-
MSN
5h 50m
1 stop
Delta Logo
6:00 am - 12:01 pm
MSN
-
SJC
8h 01m
1 stop
$337Delta
Thu, Jul 30 - Tue, Aug 4
American Airlines Logo
12:46 pm - 11:41 pm
SJC
-
MSN
8h 55m
2 stops
American Airlines Logo
6:02 pm - 10:59 pm
MSN
-
SJC
6h 57m
1 stop
$338American Airlines
Sat, May 9 - Sat, May 16
American Airlines Logo
6:10 am - 5:22 pm
SJC
-
MSN
9h 12m
2 stops
American Airlines Logo
7:35 am - 12:06 pm
MSN
-
SJC
6h 31m
1 stop
$341American Airlines
Wed, May 13 - Sat, May 16
Delta Logo
9:05 am - 9:57 pm
SJC
-
MSN
10h 52m
2 stops
Delta Logo
5:45 am - 11:33 am
MSN
-
SJC
7h 48m
1 stop
$342Delta
Wed, Aug 26 - Sun, Aug 30
American Airlines Logo
12:46 pm - 11:38 pm
SJC
-
MSN
8h 52m
2 stops
American Airlines Logo
10:19 am - 6:36 pm
MSN
-
SJC
10h 17m
2 stops
$343American Airlines
Tue, Apr 28 - Tue, May 5

American Airlines flights from San Jose, California to Madison

Our best American Airlines deals on San Jose, California to Madison flight tickets
American Airlines
May 9
SJC6:10 amSan Jose
6h 07m
1 stop
MSN2:17 pmMadison Truax Field
May 16
MSN6:02 pmMadison Truax Field
6h 57m
1 stop
SJC10:59 pmSan Jose
$333
American Airlines
May 13
SJC6:10 amSan Jose
6h 07m
1 stop
MSN2:17 pmMadison Truax Field
May 16
MSN6:02 pmMadison Truax Field
6h 57m
1 stop
SJC10:59 pmSan Jose
$336
American Airlines
May 9
SJC12:46 pmSan Jose
8h 55m
2 stops
MSN11:41 pmMadison Truax Field
May 16
MSN6:02 pmMadison Truax Field
6h 57m
1 stop
SJC10:59 pmSan Jose
$338

Delta flights from San Jose, California to Madison

Our best Delta deals on San Jose, California to Madison flight tickets
Delta
Aug 18
SJC10:20 pmSan Jose
9h 51m
1 stop
MSN10:11 amMadison Truax Field
Aug 25
MSN2:40 pmMadison Truax Field
8h 13m
1 stop
SJC8:53 pmSan Jose
$305
Delta
Aug 18
SJC6:30 amSan Jose
5h 22m
1 stop
MSN1:52 pmMadison Truax Field
Aug 25
MSN5:45 amMadison Truax Field
12h 30m
2 stops
SJC4:15 pmSan Jose
$310
Delta
Aug 18
SJC7:15 amSan Jose
11h 25m
2 stops
MSN8:40 pmMadison Truax Field
Aug 25
MSN11:53 amMadison Truax Field
8h 24m
2 stops
SJC6:17 pmSan Jose
$315

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 April 2, 2026.
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

Cheapest round-trip

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Tue 8/18

10:20 pm-10:11 am

1 stop9h 51m

Madison Truax Field

Tue 8/25

2:40 pm-8:53 pm

1 stop8h 13m

$305

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Tue 8/18

6:30 am-1:52 pm

1 stop5h 22m

Madison Truax Field

Tue 8/25

5:45 am-4:15 pm

2 stops12h 30m

$310

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Tue 8/18

7:15 am-8:40 pm

2 stops11h 25m

Madison Truax Field

Tue 8/25

11:53 am-6:17 pm

2 stops8h 24m

$315
Quickest round-trip

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Sat 5/9

6:10 am-2:17 pm

1 stop6h 07m

Madison Truax Field

Sat 5/16

6:02 pm-10:59 pm

1 stop6h 57m

$333

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Wed 5/13

6:10 am-2:17 pm

1 stop6h 07m

Madison Truax Field

Sat 5/16

6:02 pm-10:59 pm

1 stop6h 57m

$336

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Thu 7/30

6:15 am-2:05 pm

1 stop5h 50m

Madison Truax Field

Tue 8/4

6:00 am-12:01 pm

1 stop8h 01m

$337

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Sat 5/9

12:46 pm-11:41 pm

2 stops8h 55m

Madison Truax Field

Sat 5/16

6:02 pm-10:59 pm

1 stop6h 57m

$338

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Wed 5/13

6:10 am-5:22 pm

2 stops9h 12m

Madison Truax Field

Sat 5/16

7:35 am-12:06 pm

1 stop6h 31m

$341

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Wed 8/26

9:05 am-9:57 pm

2 stops10h 52m

Madison Truax Field

Sun 8/30

5:45 am-11:33 am

1 stop7h 48m

$342

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Tue 4/28

12:46 pm-11:38 pm

2 stops8h 52m

Madison Truax Field

Tue 5/5

10:19 am-6:36 pm

2 stops10h 17m

$343

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 typical price of a round-trip flight between San Jose, California and Madison?

What is the cheapest month to fly to Madison?

The month of March is, on average, the cheapest month to fly to Madison from San Jose, California, with most prices found around $309. If you’re not able to fly to Madison in March, then September is your next best option. Flight prices from San Jose, California to Madison during September average around $365.

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

You could potentially save up to 31% 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?

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

Fastest flight time

5h 33m

Direct flights

None
The fastest flight from San Jose, California to Madison takes 5h 33m
There are no direct flights from San Jose, California to Madison. There are no popular flight routes from San Jose, California to Madison.
Search flight deals

Frequently asked questions about flying from San Jose, California to Madison

  • 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 33m, 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
7.1
11,549 reviews
Search American Airlines flights
DeltaPriceFrom $288Free CancellationRating
7.9
8,370 reviews
Search Delta flights
United AirlinesPriceFrom $377Free CancellationRating
7.4
9,533 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
Sun Prairie
Fitchburg
Middleton
Portage
Windsor
Cambridge
Oxford
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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