HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Madison

$199+ Cheap flights from San Jose to Madison (SJC - MSN)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MSN
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from San Jose to Madison with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from San Jose to Madison Truax Field are usually found in September or March, booked 72 days in advance, depart on a Wednesday or Saturday and return on a Friday

Cheap flight deals from San Jose to Madison

Discover tips and strategies to find the most affordable flight options for your journey from San Jose (SJC) to Madison (MSN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 12, 2025.

Round-trip from

$289
(Delta)

One-way from

$199
(Delta)

Popular in

February

Cheapest in

September

Average price

$460
From San Jose to Madison Truax Field
Search Deals
One-way flight from San Jose to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals

Find flight deals from San Jose to Madison

Cheapest flights from San Jose to Madison
Explore the most affordable flight options available from San Jose to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/91:34 pmSJC - MSN
1 stop7h 53mDelta
Wed 7/166:45 amMSN - SJC
1 stop7h 54mDelta
Deal found 6/11$289
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1011:24 pmSJC - MSN
1 stop9h 22mAmerican Airlines
Sat 7/126:45 amMSN - SJC
1 stop7h 31mAmerican Airlines
Deal found 6/10$377
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/56:30 amSJC - MSN
1 stop6h 32mUnited Airlines
Tue 9/93:58 pmMSN - SJC
1 stop8h 42mUnited Airlines
Deal found 6/11$379
This Mytrip deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/96:30 amSJC - MSN
2 stops9h 15mMultiple Airlines
Wed 7/168:46 amMSN - SJC
3 stops32h 41mMultiple Airlines
Deal found 6/11$549
This Booking.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/232:18 pmSJC - MSN
2 stops26h 07mFrontier
Thu 6/267:10 pmMSN - SJC
2 stops20h 13mFrontier
Deal found 6/9$590
This Alaska Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/108:00 amSJC - MSN
2 stops10h 39mAlaska Airlines
Mon 7/147:45 amMSN - SJC
2 stops15h 06mAlaska Airlines
Deal found 6/10$636

Cheapflights Fare Finder

Customize your flight search to find flights from San Jose 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, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
Use the filters below to find and compare flights from San Jose to Madison that are best for you.

Fly from

San Jose

Fly to

Madison

Route

Depart

Return

Price

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Wed 7/9

1:34 pm-11:27 pm

1 stop7h 53m

Madison Truax Field

Wed 7/16

6:45 am-12:39 pm

1 stop7h 54m

$289

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Thu 7/10

11:24 pm-10:46 am

1 stop9h 22m

Madison Truax Field

Sat 7/12

6:45 am-12:16 pm

1 stop7h 31m

$377

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Fri 9/5

6:30 am-3:02 pm

1 stop6h 32m

Madison Truax Field

Tue 9/9

3:58 pm-10:40 pm

1 stop8h 42m

$379

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Wed 7/9

6:30 am-5:45 pm

2 stops9h 15m

Madison Truax Field

Wed 7/16

8:46 am-3:27 pm

3 stops32h 41m

$549

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Mon 6/23

2:18 pm-6:25 pm

2 stops26h 07m

Madison Truax Field

Thu 6/26

7:10 pm-1:23 pm

2 stops20h 13m

$590

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Thu 7/10

8:00 am-8:39 pm

2 stops10h 39m

Madison Truax Field

Mon 7/14

7:45 am-8:51 pm

2 stops15h 06m

$636

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Fri 7/4

1:00 pm-11:28 pm

2 stops8h 28m

$199

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Tue 7/22

11:38 am-11:25 pm

1 stop9h 47m

$229

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Tue 7/22

6:30 am-5:45 pm

3 stops33h 15m

$291

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Tue 7/22

1:05 pm-10:13 am

3 stops19h 08m

$430

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 11 results
1
2

Best time to book a flight from San Jose to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from San Jose with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

How far ahead should I book a flight from San Jose to Madison?

Use this chart to determine the optimal time to book a round-trip flight from San Jose to Madison. Price data was last updated on June 9, 2025.

To ensure you get the cheapest price possible for a flight from San Jose to Madison, you should look to book at least 72 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from San Jose to Madison?

Currently, January is the cheapest month in which you can book a flight from San Jose to Madison (average of $338). Flying from San Jose to Madison in March is currently the most expensive (average of $422). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from SJC to MSN?

Find hourly flight availability from San Jose to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

One of the essential ways to save on airfare from San Jose to Madison is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 19% on airfare.

Rainfall in Madison by month

Plan your trip to Madison by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Madison ranges from 1.2 - 4.5 inches per month. June is typically the wettest month, when rainfall can reach 4.5 in. January is typically the driest time to visit Madison when rainfall is around 1.2 in.

Temperature in Madison by month

Plan your trip to Madison by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Madison, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 19.4 F).

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Madison. Reviews last updated June 12, 2025.
To help decide which airline to fly from San Jose to Madison, see what other customers have to say about Alaska Airlines, Delta and United Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Frontier
5.9
Fair
3,295 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Related info for your journey

Find useful and relevant information for your journey from San Jose to Madison. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from San Jose to Madison round-trip?

    According to our current data, Delta ($289), American Airlines ($377), and United Airlines ($379) offers the cheapest pricing from San Jose to Madison. Delta is 40% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from San Jose to Madison one-way?

    The cheapest airlines for a one-way flight from San Jose to Madison are Delta ($199), American Airlines ($229), and United Airlines ($430).

  • Can I find deals for flights from San Jose to Madison that include hotel bookings?

    Yes. In addition to deals on San Jose to Madison flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Jose to Madison?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Jose to Madison.

  • Can I find deals for business class flights from San Jose to Madison?

    Yes. Cheapflights offers flight deals from San Jose to Madison by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, January is the cheapest month in which you can book a flight from San Jose to Madison (average of $338). Flying from San Jose to Madison in March is currently the most expensive (average of $422). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near San Jose?

Book flights to San Jose if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for San Jose to Madison

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Ontario to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
Burbank to O'Hare Intl flights
San Diego to O'Hare Intl flights
Los Angeles to Minneapolis flights
Oakland to O'Hare Intl flights
San Jose to O'Hare Intl flights
San Francisco to Minneapolis flights
Sacramento to O'Hare Intl flights
Ontario to Minneapolis flights
San Diego to Minneapolis flights
Las Vegas to O'Hare Intl flights
San Jose to Minneapolis flights
Santa Ana to Minneapolis flights
Long Beach to O'Hare Intl flights
Sacramento to Minneapolis flights
San Francisco to Milwaukee flights
Los Angeles to Milwaukee flights
Fresno to O'Hare Intl flights
San Francisco to Madison flights
Las Vegas to Minneapolis flights
Palm Springs to O'Hare Intl flights
Ontario to Milwaukee flights
Oakland to Minneapolis flights
Santa Ana to Milwaukee flights
San Diego to Milwaukee flights
Burbank to Minneapolis flights
Reno to O'Hare Intl flights
San Diego to Madison flights
Burbank to Milwaukee flights
Long Beach to Minneapolis flights
Los Angeles to Green Bay flights
Oakland to Milwaukee flights
San Jose to Milwaukee flights
Sacramento to Madison flights
Sacramento to Milwaukee flights
Palm Springs to Minneapolis flights
Fresno to Minneapolis flights
Santa Barbara to O'Hare Intl flights
Las Vegas to Milwaukee flights
Ontario to Green Bay flights
Los Angeles to Wausau flights
Ontario to Madison flights
Los Angeles to Appleton flights
San Luis Obispo to O'Hare Intl flights
San Diego to Green Bay flights
San Francisco to Appleton flights
Los Angeles to Madison flights

Top 3 airlines flying from San Jose to Madison

Discover the top 3 airlines that operate flights from San Jose to Madison. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$288Average$441FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$298Average$520FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$338Average$505FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.