$246+ Cheap flights from San Jose, CA to Madison (SJC - MSN)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MSN
Oct 12 — Oct 191
Round-trip
1 adult, Economy
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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
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from San Jose to Madison
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Cheapest flights from San Jose to MadisonExplore 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 September 12, 2026.
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 September 12, 2026.
This American Airlines deal was found by Cheapflights users on 9/12. 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.
Wed 11/116:00 am -
1 stop9h 07m
Sun 11/157:00 am -
1 stop7h 08m
Deal found 9/12![American Airlines logo]()
$365
This Delta deal was found by Cheapflights users on 9/12. 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 11/119:38 am -
2 stops11h 12m
Sun 11/156:30 am -
2 stops9h 39m
Deal found 9/12![Delta logo]()
$382
This Delta deal was found by Cheapflights users on 9/7. 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.
Fri 11/611:41 am -
2 stops9h 22m
Mon 11/91:24 pm -
2 stops10h 48m
Deal found 9/7![Delta logo]()
$389
This American Airlines deal was found by Cheapflights users on 9/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:16 pm -
2 stops10h 55m
Fri 10/168:00 am -
1 stop9h 30m
Deal found 9/11![American Airlines logo]()
$394
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/231:23 pm -
1 stop7h 38m
Sat 9/265:50 am -
1 stop7h 46m
Deal found 9/9![Delta logo]()
$429
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1912:51 pm -
1 stop7h 50m
Wed 9/232:47 pm -
1 stop7h 54m
Deal found 9/10![Delta logo]()
$432
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1912:51 pm -
1 stop7h 50m
Tue 9/221:30 pm -
2 stops10h 36m
Deal found 9/10![Delta logo]()
$440
Best flights from San Jose to MadisonDiscover carefully curated flight deals from San Jose to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 12, 2026.
Discover carefully curated flight deals from San Jose to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 12, 2026.
This Delta deal was found by Cheapflights users on 9/7. 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.
Fri 11/611:41 am -
2 stops9h 22m
Mon 11/91:24 pm -
2 stops10h 48m
Deal found 9/7![Delta logo]()
$389
This United Airlines deal was found by Cheapflights users on 9/11. 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.
Tue 10/202:08 pm -
1 stop6h 27m
Sat 10/245:00 am -
1 stop9h 01m
Deal found 9/11![United Airlines logo]()
$443
This Delta deal was found by Cheapflights users on 9/7. 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.
Sat 1/167:00 am -
2 stops11h 45m
Mon 1/181:45 pm -
2 stops12h 09m
Deal found 9/7![Delta logo]()
$421
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/62:15 pm -
1 stop6h 55m
Tue 2/95:00 am -
1 stop9h 02m
Deal found 9/9![United Airlines logo]()
$443
This Delta deal was found by Cheapflights users on 9/7. 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.
Fri 1/157:00 am -
2 stops10h 05m
Mon 1/181:45 pm -
2 stops12h 09m
Deal found 9/7![Delta logo]()
$429
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:40 am -
2 stops13h 54m
Wed 9/306:00 am -
1 stop8h 27m
Deal found 9/10![Delta logo]()
$434
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2311:41 am -
2 stops9h 20m
Sat 9/265:50 am -
1 stop7h 46m
Deal found 9/9![Delta logo]()
$434
This Delta deal was found by Cheapflights users on 9/11. 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.
Fri 9/2510:50 pm -
2 stops10h 30m
Tue 9/292:47 pm -
1 stop7h 54m
Deal found 9/11![Delta logo]()
$454
Last-minute flights from San Jose to MadisonDiscover last-minute flight deals from San Jose to Madison. Data last updated September 12, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Madison. Data last updated September 12, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1912:51 pm -
1 stop7h 50m
Wed 9/232:47 pm -
1 stop7h 54m
Deal found 9/10![Delta logo]()
$432
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1912:51 pm -
1 stop7h 50m
Tue 9/221:30 pm -
2 stops10h 36m
Deal found 9/10![Delta logo]()
$440
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/231:23 pm -
1 stop7h 38m
Sat 9/265:50 am -
1 stop7h 46m
Deal found 9/9![Delta logo]()
$429
This American Airlines deal was found by Cheapflights users on 9/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:16 pm -
2 stops10h 55m
Fri 10/168:00 am -
1 stop9h 30m
Deal found 9/11![American Airlines logo]()
$394
This United Airlines deal was found by Cheapflights users on 9/11. 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.
Tue 10/202:08 pm -
1 stop6h 27m
Sat 10/245:00 am -
1 stop9h 01m
Deal found 9/11![United Airlines logo]()
$443
One-way flights from San Jose to MadisonSearch for one-way flight options from San Jose to Madison. Find affordable one-way fares based on user searches. Data last updated September 12, 2026.
Search for one-way flight options from San Jose to Madison. Find affordable one-way fares based on user searches. Data last updated September 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/19:03 pm -
3 stops34h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$246
This American Airlines deal was found by Cheapflights users on 9/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:00 am -
1 stop6h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![American Airlines logo]()
$274
This Delta deal was found by Cheapflights users on 9/8. 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 12/21:05 pm -
1 stop7h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Delta logo]()
$284
This American Airlines deal was found by Cheapflights users on 9/7. 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.
Fri 10/2312:59 pm -
1 stop6h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![American Airlines logo]()
$304
This Delta deal was found by Cheapflights users on 9/8. 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.
Thu 12/36:05 am -
1 stop6h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Delta logo]()
$314
This American Airlines deal was found by Cheapflights users on 9/8. 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.
Fri 10/212:02 pm -
1 stop8h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![American Airlines logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/232:15 pm -
3 stops24h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Multiple Airlines logo]()
$342
This Delta deal was found by Cheapflights users on 9/8. 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.
Thu 10/11:23 pm -
1 stop7h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Delta logo]()
$344
Find 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 September 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $365 (American Airlines) |
One-way from | $246 (Kiwi.com) |
Popular in | December |
Cheapest in | March |
Average price | $666 |
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 7,457,451 searches. Data last updated September 12, 2026.
Use the filters below to find and compare flights from San Jose to Madison that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San JoseMadison
SJC San Jose - MSN Madison Truax Field
SJCMSN
San Jose
Wed 12/2
1:05 pm-10:53 pm
1 stop7h 48m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$284
San JoseMadison
SJC San Jose - MSN Madison Truax Field
SJCMSN
San Jose
Fri 10/23
12:59 pm-9:04 pm
1 stop6h 05m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$304
San JoseMadison
SJC San Jose - MSN Madison Truax Field
SJCMSN
San Jose
Thu 12/3
9:38 am-9:24 pm
2 stops9h 46m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$319
San JoseMadison
SJC San Jose - MSN Madison Truax Field
SJCMSN
San Jose
Fri 10/23
2:15 pm-4:18 pm
3 stops24h 03m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$342
San JoseMadison
SJC San Jose - MSN Madison Truax Field
SJCMSN
San Jose
Mon 11/30
7:26 pm-8:36 am
2 stops11h 10m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$349
San JoseMadison
SJC San Jose - MSN Madison Truax Field
SJCMSN
San Jose
Fri 10/2
10:50 pm-2:07 pm
2 stops13h 17m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$349
Quickest round-trip
San JoseMadison
SJC San Jose - MSN Madison Truax Field
SJCMSN
San Jose
Thu 10/8
1:34 pm-8:55 pm
1 stop5h 21m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$360
San JoseMadison
SJC San Jose - MSN Madison Truax Field
SJCMSN
San Jose
Thu 10/1
11:41 am-8:22 am
2 stops18h 41m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$364
San JoseMadison
SJC San Jose - MSN Madison Truax Field
SJCMSN
San Jose
Fri 11/6
11:41 am-11:03 pm
2 stops9h 22m
Madison Truax Field
Mon 11/9
1:24 pm-10:12 pm
2 stops10h 48m
$389
San JoseMadison
SJC San Jose - MSN Madison Truax Field
SJCMSN
San Jose
Mon 11/30
10:40 pm-10:34 am
1 stop9h 54m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$404
Showing 1-10 of 17 resultsSorted by cheapest first
Compare providers for flights from San Jose to Madison
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from San Jose to Madison in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on San Jose, California-Madison flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Jose, California-Madison flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Jose, California-Madison flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on San Jose, California-Madison flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for San Jose, California-Madison flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
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.
SJC-MSN
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
What is the cheapest month to book a flight from San Jose, California to Madison?
Currently, March is the cheapest month in which you can book a flight from San Jose, California to Madison (average of $309). Flying from San Jose, California to Madison in December is currently the most expensive (average of $790). 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.
How much does it cost to fly round-trip from San Jose, California to Madison?
Airfare is below average for this route at the moment.
San Jose, California to Madison flights typically cost between $460 and $698 in November.The cheapest round-trip price found within the last 5 days was $365 on American Airlines (Nov 11-Nov 15).
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 September 12, 2026.
Read through reviews of airlines operating flights from San Jose to Madison, such as Delta,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentMichael,Sep 2023
SMF - ATL
Overall
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentMichael,Sep 2023
SMF - ATL
Overall
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentMichael,Sep 2023
SMF - ATL
Overall
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentMichael,Sep 2023
SMF - ATL
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.
Traveling to a place near Madison?
Book flights to Madison if you plan to visit one of these locationsSun Prairie
Middleton
Fitchburg
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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 7,457,451 searches. Data last updated September 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$313 | Average$563 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$375 | Average$571 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$380 | Average$754 | FlexibilityNo cancel fee | On-time69% |