SJC - MSN

$195 Find Cheap Flights from San Jose to Madison

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from San Jose to Madison departing on 1/20. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Madison

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Jose to Madison, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Jose to Madison, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$289
Overall average: $442
Delta
Fri 12/5Thu 12/11
SJC - MSN • 1 stop
Cheapest one-way
$195
Typical prices: $272-$295
Delta
Tue 1/20
SJC - MSN • 1 stop
Top airlines
Delta
Cheapest • from $289 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
September
Cheapest • 24% price drop
November
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Madison!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from San Jose to Madison (SJC-MSN)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San Jose to Madison that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from San Jose to Madison

Fri, Dec 5 - Thu, Dec 11
Delta Logo
12:55 pm - 10:26 pmSJC-MSN
7h 31m1 stop
Delta Logo
1:22 pm - 8:36 pmMSN-SJC
9h 14m1 stop
$289Delta
Find Deal
Fri, Dec 5 - Wed, Dec 10
Delta Logo
1:35 pm - 10:57 pmSJC-MSN
7h 22m2 stops
Delta Logo
11:44 am - 8:41 pmMSN-SJC
10h 57m1 stop
$294Delta
Find Deal
Fri, Dec 5 - Fri, Dec 12
Delta Logo
8:30 pm - 10:24 amSJC-MSN
11h 54m2 stops
Delta Logo
1:22 pm - 10:12 pmMSN-SJC
10h 50m2 stops
$299Delta
Find Deal
Sat, Feb 28 - Wed, Mar 4
Delta Logo
6:30 am - 1:55 pmSJC-MSN
5h 25m1 stop
Delta Logo
2:40 pm - 9:06 pmMSN-SJC
8h 26m1 stop
$314Delta
Find Deal
Wed, Nov 12 - Sun, Nov 16
United Airlines Logo
8:45 am - 4:58 pmSJC-MSN
6h 13m1 stop
United Airlines Logo
3:08 pm - 8:53 pmMSN-SJC
7h 45m1 stop
$359United Airlines
Find Deal
Wed, Nov 12 - Sun, Nov 16
United Airlines Logo
8:45 am - 8:35 pmSJC-MSN
9h 50m2 stops
United Airlines Logo
3:08 pm - 8:53 pmMSN-SJC
7h 45m1 stop
$364United Airlines
Find Deal
Thu, Nov 13 - Mon, Nov 17
American Airlines Logo
6:10 am - 2:24 pmSJC-MSN
6h 14m1 stop
American Airlines Logo
5:40 pm - 10:16 pmMSN-SJC
6h 36m1 stop
$439American Airlines
Find Deal
Tue, Nov 25 - Tue, Dec 2
American Airlines Logo
6:00 am - 2:24 pmSJC-MSN
6h 24m1 stop
American Airlines Logo
5:40 pm - 9:20 amMSN-SJC
17h 40m1 stop
$470American Airlines
Find Deal
Mon, Nov 10 - Thu, Nov 13
Multiple Airlines Logo
12:27 pm - 9:08 amSJC-MSN
42h 41m2 stops
Multiple Airlines Logo
8:00 pm - 11:32 amMSN-SJC
17h 32m1 stop
$595Multiple Airlines
Find Deal
Thu, Nov 13 - Mon, Nov 17
Alaska Airlines Logo
6:13 pm - 9:18 amSJC-MSN
13h 05m2 stops
Alaska Airlines Logo
1:14 pm - 10:59 pmMSN-SJC
11h 45m2 stops
$671Alaska Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for San Jose to Madison flights

Get data-powered insights and trends into flights from San Jose to Madison to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from San Jose to Madison?

The average price of all round-trip flights from San Jose to Madison clicked on KAYAK for each day over the last 12 months.

When flying from San Jose to Madison, you should consider leaving on a Wednesday and avoid Thursdays if you are looking for the best rates. For your return to San Jose, you’ll find the best rates on Fridays and the most expensive ones on Mondays.

What is the cheapest month to fly from San Jose to Madison?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San Jose to Madison, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from San Jose to Madison is September, where tickets cost $380 (return) on average. On the other hand, the most expensive months are February and October, where the average cost of round-trip tickets is $596 and $579 respectively.

Good to know

Low seasonFebruary
Cheapest flight$195
Best time to beat the crowds but there is an average 19% increase in price.
Most popular time to fly with an average 15% increase in price.
Flight from San Jose to Madison

When to book flights from San Jose to Madison

Are your dates flexible? Find out the best times to travel from San Jose to Madison based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from San Jose to Madison

  • What is the cheapest flight from San Jose to Madison?

    In the last 3 days, the lowest price for a flight from San Jose to Madison was $195 for a one-way ticket and $289 for a round-trip.

  • Do I need a passport to fly between San Jose and Madison?

    A passport is not required to fly from San Jose to Madison.

  • Which aircraft models fly most regularly from San Jose to Madison?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from San Jose to Madison?

    Star Alliance, oneworld, and SkyTeam are the airline alliances operating flights between San Jose and Madison, with Star Alliance being the most commonly used for this route.

  • Which is the best airline for flights from San Jose to Madison, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from San Jose to Madison are Delta and United Airlines. With an average price for the route of $418 and an overall rating of 7.9, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $590 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from San Jose to Madison?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from San Jose to Madison.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from San Jose to Madison?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Madison from San Jose is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from San Jose to Madison?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Madison with an airline and back to San Jose with another airline. Booking your flights between San Jose and MSN can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from San Jose to Madison?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Madison from San Jose up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from San Jose to Madison

 
See real verified KAYAK customer reviews for airlines flying from San Jose to Madison. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from San Jose to Madison? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 7992 reviews
7.3Food
8.2Boarding
7.9Comfort
7.9Entertainment
8.5Crew
Airline reviews

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

8.0 ExcellentJulie, Oct 2025LAX - SFO
Read more Delta reviews

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

My husband upgraded our seats and I don't know if it was due to the type of planet was or if they didn't upgrade our seats. We were supposed to be in I believe comfort seats and they were just as tight as any other seat- no leg room and we are very tall people but at least it wasn't extremely cold. My husband did put in a complaint about our seating because he paid extra and if we would have known that the space and the tightness would have been the same, we just would have gotten the emergency row emergency row seats that we normally get. We love Delta but both our flights coming home we're not good. Oh I forgot to mention that on our flight to Hawaii our luggage wheels got broke and we had to purse new luggage on vacation then we never had this problem so we didn't know protocol and reported it after we got home only for them to tell is we only had 24hrs to report the damage. Not sure what was going on with Delta this vacation trip.

Crew was excellent. Comfort seats not as nice as other kinds of planes.

It was a great flight and the stewards and stewardess were all kind and accommodating!! The seats were comfortable and entertainment screen excellent!

There are 4 flights in consecutive gates with about the same departure time. Two flights were boarding at the same time. One was delayed or boarding would be happening at the same time. I am not sure what Delta and LAX need to do to have a better layout at the end of Terminal 2

There was a security issue at the airport and we were unable to land. We circled endlessly and then landed at another airfield for fuel. We then circled the airport again, almost landed but didn’t fully touch down before circling again. I am thankful to the crew for keeping us safe- the issue was the airline and staff at the airport getting us seats on our connecting flights. That part was hours of searching for someone and getting in double my steps.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

The flight attendants were great, I joked with one I can’t remember her name, a blond, really sweet. I thought it was run well very professional. This was great i survived Spirit, I know for which I speak.

I was in first class. The outlets at my seat did not work. The plane was shabby and run down. I had prepurchsed a day subscription for internet that was not redeemable. I had to repurchase the internet for my flight and then it didn’t work anyway. Quite disappointed in what was supposed to be the launch of a great vacation.

I understand stuff happens, but plane failures are likely due to lack of maintenance. Additionally, air conditioning wasn't working, no snack/drink service, no WiFi. Fortunately, the crew was communicative and light-hearted. United grabbed another plane and we were able to get to our destination.

Stuck on tarmac for two hours plus a 5.5 hour flight. Rude flight attendant. And no meals, not even for purchase!

I learned that seating towards the end of plane that a line forms for the restroom and people use your chair as a hand railing, bumping your seat consistently. I was seated in the aisle. I think that next time if I am towards the back row I would want to sit in the middle or window seat.

United sent me a mileage plus number last year but that number is invalid so I can’t use it to check into flights or collect mileage. There is human to speak about the problem, only computers who keep asking me if I am using the correct email. It’s so frustrating and I cannot resolve it.

Not a great experience. We paid for the upgrade for premium economy seats and seated ourselves in very comfortable seats. Someone came along with the same seat on their boarding pass. The aircraft had been changed and as a result we were booted out and sent further back to small uncomfortable seats. After complaining we were moved to emergency row seats, which gave us more leg room but the seats don’t recline. For people in our 70’s we found having to sit upright from California to NJ very uncomfortable. Not sure why they chose to move senior citizens instead of the two people that were allowed to take the more comfortable seats. Not happy.

Everything was great. Only thing that could’ve made it better was buy on board options for hot food, but the snacks were decent. The flight attendants were great. I had no complaints. I was able to make it to my destination safely

Boarded plane and then delayed 1.5 hours while on the plane

Horrific. They missed my connecting flight to San Diego. I didn’t get there until Monday at 9am when I had a mandatory court settlement conference scheduled at 6am since we had parties on the east coast. This caused many issues. All because United apparently forgot to hold the doors open until my flight landed that only had a 10 minute delay. This was the last flight to Southern California. So I couldn’t even rent a car to finish the trip. United cannot be trusted when traveling on specific days and times since weather didn’t have anything to do with the delays.

The flight was flawless and we even arrived between 20 and 25 minutes early!

Always seated jammed in rear of aircraft Admirals Club food at DFW terminal D was absolute worst food experience and I pay $600/year to eat this dried out junk

Mostly good. Flight was crowded but Airline personnel were very friendly & accommodating. It would be good to have savory snacks rather than just sweet Biscoff cookies.

It was a red eye flight, so no meals were provided, but it was fine with snacks. The seats felt cramped and almost too narrow.

Very crowded flight but what can you expect these days?? Crew was accommodating.

The seats in economy were appeared to be quite thin and lack sufficient cushioning to be comfortable. Perhaps it was my seating position but the plane seemed notably load.

American airlines suck they delay the flights all the time made me sleep in an airport because my flight was delayed and I miss my connecting flight

The entertainment package was vast and the selections were very current. Keep updating it was great.

The seat was so hard my tailbone was aching The crew was kind of a b**** because I made a joke that I didn't care if they close the door I total c*** when she was trying to f****** act like she was mad at me because I said that The flight was bumpy. Sure you didnt have control over that.

4 hours late, including over +1 hour waiting in plane to take off. Baggage left behind too.

Everything you need to know for your flight from San Jose to Madison

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