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Cheap flights from San Jose, California to Madison from $174

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 1/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
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
6:20 am - 2:09 pm
SJC
-
MSN
5h 49m1 stop
Delta Logo
10:59 am - 8:19 pm
MSN
-
SJC
11h 20m2 stops
$314Delta
Thu, Feb 19 - Mon, Feb 23
Delta Logo
1:20 pm - 10:48 pm
SJC
-
MSN
7h 28m2 stops
Delta Logo
10:59 am - 8:19 pm
MSN
-
SJC
11h 20m2 stops
$319Delta
Thu, Feb 19 - Mon, Feb 23
Delta Logo
6:20 am - 5:11 pm
SJC
-
MSN
8h 51m1 stop
Delta Logo
2:50 pm - 9:28 pm
MSN
-
SJC
8h 38m1 stop
$359Delta
Fri, Jan 9 - Tue, Jan 13
Delta Logo
5:54 am - 5:11 pm
SJC
-
MSN
9h 17m2 stops
Delta Logo
2:50 pm - 9:28 pm
MSN
-
SJC
8h 38m1 stop
$364Delta
Fri, Jan 9 - Tue, Jan 13
Delta Logo
1:30 pm - 10:50 pm
SJC
-
MSN
7h 20m2 stops
Delta Logo
7:00 am - 4:14 pm
MSN
-
SJC
11h 14m2 stops
$369Delta
Fri, Jan 9 - Tue, Jan 13
United Airlines Logo
8:40 am - 9:05 pm
SJC
-
MSN
10h 25m2 stops
United Airlines Logo
4:20 pm - 8:56 pm
MSN
-
SJC
6h 36m1 stop
$429United Airlines
Sat, Jan 31 - Tue, Feb 3
United Airlines Logo
8:40 am - 9:05 pm
SJC
-
MSN
10h 25m2 stops
United Airlines Logo
4:20 pm - 8:56 pm
MSN
-
SJC
6h 36m1 stop
$454United Airlines
Sat, Jan 10 - Wed, Jan 14
United Airlines Logo
8:40 am - 9:05 pm
SJC
-
MSN
10h 25m2 stops
United Airlines Logo
12:32 pm - 8:56 pm
MSN
-
SJC
10h 24m2 stops
$459United Airlines
Sat, Jan 10 - Wed, Jan 14
American Airlines Logo
12:52 pm - 8:57 pm
SJC
-
MSN
6h 05m1 stop
American Airlines Logo
5:42 pm - 10:26 pm
MSN
-
SJC
6h 44m1 stop
$466American Airlines
Thu, Feb 19 - Sun, Feb 22
American Airlines Logo
6:00 am - 2:25 pm
SJC
-
MSN
6h 25m1 stop
American Airlines Logo
2:55 pm - 10:26 pm
MSN
-
SJC
9h 31m2 stops
$471American Airlines
Thu, Feb 19 - Sun, Feb 22

Delta flights from San Jose, California to Madison

Our best Delta deals on San Jose, California to Madison flight tickets
Delta
Feb 19
SJC6:20 amSan Jose
5h 49m
1 stop
MSN2:09 pmMadison Truax Field
Feb 23
MSN10:59 amMadison Truax Field
11h 20m
2 stops
SJC8:19 pmSan Jose
$314
Find similar
Delta
Feb 19
SJC1:20 pmSan Jose
7h 28m
2 stops
MSN10:48 pmMadison Truax Field
Feb 23
MSN10:59 amMadison Truax Field
11h 20m
2 stops
SJC8:19 pmSan Jose
$319
Find similar
Delta
Jan 9
SJC6:20 amSan Jose
8h 51m
1 stop
MSN5:11 pmMadison Truax Field
Jan 13
MSN2:50 pmMadison Truax Field
8h 38m
1 stop
SJC9:28 pmSan Jose
$359
Find similar

United Airlines flights from San Jose, California to Madison

Our best United Airlines deals on San Jose, California to Madison flight tickets
United Airlines
Jan 31
SJC8:40 amSan Jose
10h 25m
2 stops
MSN9:05 pmMadison Truax Field
Feb 3
MSN4:20 pmMadison Truax Field
6h 36m
1 stop
SJC8:56 pmSan Jose
$429
Find similar
United Airlines
Jan 10
SJC8:40 amSan Jose
10h 25m
2 stops
MSN9:05 pmMadison Truax Field
Jan 14
MSN4:20 pmMadison Truax Field
6h 36m
1 stop
SJC8:56 pmSan Jose
$454
Find similar
United Airlines
Jan 10
SJC8:40 amSan Jose
10h 25m
2 stops
MSN9:05 pmMadison Truax Field
Jan 14
MSN12:32 pmMadison Truax Field
10h 24m
2 stops
SJC8:56 pmSan Jose
$459
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 December 28, 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

Thu 2/19

6:20 am-2:09 pm

1 stop5h 49m

Madison Truax Field

Mon 2/23

10:59 am-8:19 pm

2 stops11h 20m

$314

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Thu 2/19

1:20 pm-10:48 pm

2 stops7h 28m

Madison Truax Field

Mon 2/23

10:59 am-8:19 pm

2 stops11h 20m

$319

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Fri 1/9

6:20 am-5:11 pm

1 stop8h 51m

Madison Truax Field

Tue 1/13

2:50 pm-9:28 pm

1 stop8h 38m

$359

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Fri 1/9

5:54 am-5:11 pm

2 stops9h 17m

Madison Truax Field

Tue 1/13

2:50 pm-9:28 pm

1 stop8h 38m

$364

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Fri 1/9

1:30 pm-10:50 pm

2 stops7h 20m

Madison Truax Field

Tue 1/13

7:00 am-4:14 pm

2 stops11h 14m

$369

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Sat 1/31

8:40 am-9:05 pm

2 stops10h 25m

Madison Truax Field

Tue 2/3

4:20 pm-8:56 pm

1 stop6h 36m

$429

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Sat 1/10

8:40 am-9:05 pm

2 stops10h 25m

Madison Truax Field

Wed 1/14

4:20 pm-8:56 pm

1 stop6h 36m

$454

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Sat 1/10

8:40 am-9:05 pm

2 stops10h 25m

Madison Truax Field

Wed 1/14

12:32 pm-8:56 pm

2 stops10h 24m

$459

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Thu 2/19

12:52 pm-8:57 pm

1 stop6h 05m

Madison Truax Field

Sun 2/22

5:42 pm-10:26 pm

1 stop6h 44m

$466

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Thu 2/19

6:00 am-2:25 pm

1 stop6h 25m

Madison Truax Field

Sun 2/22

2:55 pm-10:26 pm

2 stops9h 31m

$471

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 October is, on average, the cheapest month to fly to Madison from San Jose, California, with most prices found around $353. If you’re not able to fly to Madison in October, then September is your next best option. Flight prices from San Jose, California to Madison during September average around $380.

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.

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

You could potentially save up to 59% 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 December 2025, prices for San Jose, California to Madison flights are approximately 59% more expensive 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

Fastest flight time

8h 54m

Direct flights

None
The fastest flight from San Jose, California to Madison takes 8h 54m
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

  • 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 8h 54m, 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
11,072 reviews
Search American Airlines flights
DeltaPriceFrom $288Free CancellationRating
7.9
8,019 reviews
Search Delta flights
United AirlinesPriceFrom $338Free CancellationRating
7.4
9,113 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
Portage
Fitchburg
Sun Prairie
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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