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Cheap flights from Madison to San Jose from $309

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Madison to San Jose departing on 1/14. 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 Madison to San Jose

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
2:50 pm - 9:28 pm
MSN
-
SJC
8h 38m1 stop
Delta Logo
10:45 pm - 10:28 am
SJC
-
MSN
9h 43m1 stop
$309Delta
Wed, Jan 14 - Wed, Jan 21
Delta Logo
7:00 am - 4:14 pm
MSN
-
SJC
11h 14m2 stops
Delta Logo
6:20 am - 5:11 pm
SJC
-
MSN
8h 51m1 stop
$314Delta
Wed, Jan 14 - Wed, Jan 21
Delta Logo
5:38 am - 4:14 pm
MSN
-
SJC
12h 36m2 stops
Delta Logo
1:20 pm - 10:50 pm
SJC
-
MSN
7h 30m2 stops
$319Delta
Wed, Jan 14 - Wed, Jan 21
United Airlines Logo
4:20 pm - 8:56 pm
MSN
-
SJC
6h 36m1 stop
United Airlines Logo
10:55 pm - 10:12 am
SJC
-
MSN
9h 17m1 stop
$469United Airlines
Sun, Jan 18 - Wed, Mar 18
Delta Logo
6:15 am - 12:09 pm
MSN
-
SJC
7h 54m1 stop
Delta Logo
1:15 pm - 9:57 pm
SJC
-
MSN
6h 42m1 stop
$483Delta
Wed, Jun 10 - Wed, Jun 17
Delta Logo
1:45 pm - 9:48 pm
MSN
-
SJC
10h 03m1 stop
Delta Logo
7:15 am - 9:57 pm
SJC
-
MSN
12h 42m2 stops
$488Delta
Wed, Jun 10 - Wed, Jun 17
American Airlines Logo
3:33 pm - 8:35 pm
MSN
-
SJC
7h 02m1 stop
American Airlines Logo
2:34 pm - 10:51 pm
SJC
-
MSN
6h 17m1 stop
$491American Airlines
Fri, Apr 17 - Sun, Apr 19
Alaska Airlines Logo
11:25 am - 7:27 pm
MSN
-
SJC
10h 02m2 stops
Alaska Airlines Logo
8:10 am - 7:53 pm
SJC
-
MSN
9h 43m2 stops
$504Alaska Airlines
Sun, Jan 18 - Wed, Mar 18
Delta Logo
6:26 pm - 11:51 pm
MSN
-
SJC
7h 25m2 stops
Delta Logo
10:45 pm - 10:32 am
SJC
-
MSN
9h 47m1 stop
$513Delta
Fri, Apr 17 - Sun, Apr 19
United Airlines Logo
4:20 pm - 8:56 pm
MSN
-
SJC
6h 36m1 stop
United Airlines Logo
4:00 pm - 9:20 pm
SJC
-
MSN
27h 20m1 stop
$571United Airlines
Fri, Jan 9 - Mon, Jan 19

Delta flights from Madison to San Jose, California

Our best Delta deals on Madison to San Jose, California flight tickets
Delta
Jan 14
MSN2:50 pmMadison Truax Field
8h 38m
1 stop
SJC9:28 pmSan Jose
Jan 21
SJC6:20 amSan Jose
8h 51m
1 stop
MSN5:11 pmMadison Truax Field
$309
Find similar
Delta
Jan 14
MSN7:00 amMadison Truax Field
11h 14m
2 stops
SJC4:14 pmSan Jose
Jan 21
SJC6:20 amSan Jose
8h 51m
1 stop
MSN5:11 pmMadison Truax Field
$314
Find similar
Delta
Jan 14
MSN2:50 pmMadison Truax Field
10h 05m
2 stops
SJC10:55 pmSan Jose
Jan 21
SJC8:05 pmSan Jose
12h 23m
2 stops
MSN10:28 amMadison Truax Field
$319
Find similar

United Airlines flights from Madison to San Jose, California

Our best United Airlines deals on Madison to San Jose, California flight tickets
United Airlines
Jan 18
MSN4:20 pmMadison Truax Field
6h 36m
1 stop
SJC8:56 pmSan Jose
Mar 18
SJC10:55 pmSan Jose
9h 17m
1 stop
MSN10:12 amMadison Truax Field
$469
Find similar
United Airlines
Jan 9
MSN4:20 pmMadison Truax Field
6h 36m
1 stop
SJC8:56 pmSan Jose
Jan 19
SJC4:00 pmSan Jose
27h 20m
1 stop
MSN9:20 pmMadison Truax Field
$571
Find similar
United Airlines
Jan 5
MSN5:26 pmMadison Truax Field
7h 08m
1 stop
SJC10:34 pmSan Jose
Jan 9
SJC8:00 pmSan Jose
23h 20m
1 stop
MSN9:20 pmMadison Truax Field
$663
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Madison to San Jose, California 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 22, 2025.
Use the filters below to find and compare flights from Madison to San Jose, California that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Wed 1/14

2:50 pm-9:28 pm

1 stop8h 38m

San Jose

Wed 1/21

10:45 pm-10:28 am

1 stop9h 43m

$309

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Wed 1/14

7:00 am-4:14 pm

2 stops11h 14m

San Jose

Wed 1/21

6:20 am-5:11 pm

1 stop8h 51m

$314

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Wed 1/14

5:38 am-4:14 pm

2 stops12h 36m

San Jose

Wed 1/21

1:20 pm-10:50 pm

2 stops7h 30m

$319

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Sun 1/18

4:20 pm-8:56 pm

1 stop6h 36m

San Jose

Wed 3/18

10:55 pm-10:12 am

1 stop9h 17m

$469

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Wed 6/10

6:15 am-12:09 pm

1 stop7h 54m

San Jose

Wed 6/17

1:15 pm-9:57 pm

1 stop6h 42m

$483

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Wed 6/10

1:45 pm-9:48 pm

1 stop10h 03m

San Jose

Wed 6/17

7:15 am-9:57 pm

2 stops12h 42m

$488

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Fri 4/17

3:33 pm-8:35 pm

1 stop7h 02m

San Jose

Sun 4/19

2:34 pm-10:51 pm

1 stop6h 17m

$491

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Sun 1/18

11:25 am-7:27 pm

2 stops10h 02m

San Jose

Wed 3/18

8:10 am-7:53 pm

2 stops9h 43m

$504

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Fri 4/17

6:26 pm-11:51 pm

2 stops7h 25m

San Jose

Sun 4/19

10:45 pm-10:32 am

1 stop9h 47m

$513

MadisonSan Jose

MSN - SJC

MSNSJC

Madison Truax Field

Fri 1/9

4:20 pm-8:56 pm

1 stop6h 36m

San Jose

Mon 1/19

4:00 pm-9:20 pm

1 stop27h 20m

$571

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 San Jose from

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

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 San Jose, California?

The month of June is, on average, the cheapest month to fly to San Jose, California from Madison, with most prices found around $388. If you are unable to visit San Jose, California during the month of June, then departing from Madison during the month July is also very affordable. Most momondo users find prices during this month for around $388.

What is the cheapest day to depart on your flight to San Jose, California?

On average, the least expensive day to fly to San Jose, California from Madison is on a Friday. momondo users have found tickets for Friday departures for as low as $369. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Madison to San Jose, California for around $747.

What is the cheapest time of day to depart on your flight to San Jose, California?

The cheapest time of day to fly to San Jose, California is at noon when flights can be purchased for as low as $412. In the afternoon is when there is more demand to fly to San Jose, California, so prices are often more expensive at around $518 per ticket.

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

As of December 2025, prices for Madison to San Jose, California flights are approximately 111% more expensive when compared to flights at the same time last year.

When to book flights from Madison to San Jose, California

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

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

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

Fastest flight time

6h 36m

Direct flights

None
The fastest flight from Madison to San Jose, California takes 6h 36m
There are no direct flights from Madison to San Jose, California. There are no popular flight routes from Madison to San Jose, California.
Search flight deals

  • How far is Madison Truax Field to San Jose by plane?

    A flight from Madison Truax Field to San Jose will travel around 1746.6 mi. 6h 36m is a normal flight duration for this route.

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

    Prices for flights from Madison Truax Field Airport to San Jose Airport were last updated today.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Madison Truax Field Airport to San Jose Airport.

  • What documentation or ID do you need to fly to San Jose Airport?

    The travel and health documents required for your trip to San Jose Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at San Jose Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

Best airlines flying from Madison to San Jose, California

Compare and see reviews for airlines that fly from Madison to San Jose, California with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $288Free CancellationRating
7.2
11,052 reviews
Search American Airlines flights
DeltaPriceFrom $288Free CancellationRating
7.9
8,014 reviews
Search Delta flights
United AirlinesPriceFrom $378Free CancellationRating
7.4
9,102 reviews
Search United Airlines flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Madison to San Jose for you.

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

momondo does allow users to show only those flights to San Jose from Madison which offer a flexible booking policy as well as other useful filters and features.

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

momondo provides multiple filters to help you find the best flight to San Jose from Madison. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes. momondo can track prices for Madison to San Jose flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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