San José del Cabo

$360+ Cheap flights from Madison (MSN) to San José del Cabo (SJD)

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 12/29. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SJD
Jan 13 — Jan 201
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Cheap flight deals from Madison to San José del Cabo

Cheapest flights from Madison to San José del Cabo
Explore the most affordable flight options available from Madison to San José del Cabo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 14, 2025.

This American Airlines deal was found by Cheapflights users on 12/13. 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.
Sat 12/278:10 pmMSN - SJD
1 stop16h 53mAmerican Airlines
Tue 1/63:43 pmSJD - MSN
1 stop24h 28mAmerican Airlines
Deal found 12/13$717
This United Airlines deal was found by Cheapflights users on 12/13. 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 12/278:15 amMSN - SJD
2 stops26h 50mUnited Airlines
Tue 1/62:11 pmSJD - MSN
2 stops22h 04mUnited Airlines
Deal found 12/13$721
This American Airlines deal was found by Cheapflights users on 12/13. 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 12/236:00 amMSN - SJD
1 stop7h 03mAmerican Airlines
Thu 1/12:19 pmSJD - MSN
1 stop9h 28mAmerican Airlines
Deal found 12/13$839
This United Airlines deal was found by Cheapflights users on 12/13. 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 12/268:15 amMSN - SJD
1 stop7h 27mUnited Airlines
Tue 12/3012:10 pmSJD - MSN
1 stop7h 53mUnited Airlines
Deal found 12/13$875

Find flight deals from Madison to San José del Cabo

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to San José del Cabo (SJD). 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 December 14, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$440
(American Airlines)

One-way from

$360
(United Airlines)

Popular in

December

Cheapest in

August

Average price

$1,246
Provider with most accurate pricing for Madison Truax Field-San José del Cabo Los Cabos flight deals.
Provider most trusted by Cheapflights users for Madison Truax Field-San José del Cabo Los Cabos flights.
From Madison Truax Field to San José del Cabo Los Cabos
One-way flight from Madison Truax Field to San José del Cabo Los Cabos
Highest demand for flights based on searches. 20% potential increase in price ($161 potential increase over avg. RT price).
Cheapest flight prices on average. 9% potential price decrease ($56 potential savings vs. average RT price).
Average for round-trip flights in December 2025

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to San José del Cabo 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 December 14, 2025.
Use the filters below to find and compare flights from Madison to San José del Cabo that are best for you.

Fly from

Madison

Fly to

San José del Cabo

Route

Depart

Return

Price

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Tue 1/20

7:00 am-2:42 pm

1 stop8h 42m

San José del Cabo Los Cabos

Tue 1/27

1:27 pm-9:11 pm

1 stop6h 44m

$440

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Sun 1/18

5:25 pm-11:43 am

2 stops19h 18m

San José del Cabo Los Cabos

Wed 1/21

12:50 pm-9:05 pm

1 stop7h 15m

$440

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Tue 1/20

6:30 am-5:41 pm

2 stops12h 11m

San José del Cabo Los Cabos

Tue 1/27

11:45 am-10:50 pm

1 stop10h 05m

$440

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Tue 1/13

7:03 am-1:21 pm

1 stop7h 18m

San José del Cabo Los Cabos

Wed 1/21

2:57 pm-10:55 am

2 stops18h 58m

$445

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Sat 1/31

5:07 pm-2:16 pm

1 stop22h 09m

San José del Cabo Los Cabos

Thu 2/5

12:50 pm-9:21 pm

1 stop7h 31m

$446

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Sat 2/28

7:42 pm-11:57 am

1 stop17h 15m

San José del Cabo Los Cabos

Tue 3/3

4:35 pm-9:13 am

2 stops15h 38m

$487

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Mon 12/29

10:45 am-10:05 am

2 stops24h 20m

$360

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/13

Compare providers for flights from Madison to San José del Cabo

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 Madison to San José del Cabo in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Madison-San José del Cabo flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Madison-San José del Cabo flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Madison-San José del Cabo flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-San José del Cabo flights, Cheapflights users trust eDreams the most. eDreams 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 Madison-San José del Cabo 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 Madison to San José del Cabo

Have a flexible travel schedule? Discover the best time to fly to San José del Cabo from Madison 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 Madison to San José del Cabo

What is the cheapest month to book a flight from Madison to San José del Cabo?

Currently, June is the cheapest month in which you can book a flight from Madison to San José del Cabo (average of $394). Flying from Madison to San José del Cabo in March is currently the most expensive (average of $514). 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.

Reviews of airlines servicing San José del Cabo

Get insights into the airlines that provide service to San José del Cabo. 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 San José del Cabo. Reviews last updated December 14, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Madison to San José del Cabo to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Boarding

8.1

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Boarding

8.1

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Boarding

8.1

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Madison to San José del Cabo. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Madison to San José del Cabo?

    American Airlines, United Airlines, and Delta can get you from Madison to San José del Cabo in just under 8h 42m. Your travel time can differ by up to 10h 36m. Airlines will cover a distance of 1804 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Madison to San José del Cabo round-trip?

    Currently priced at $421, United Airlines will fly you from Madison to San José del Cabo and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and American Airlines - these airlines can fly you to your destination from $438 and $442, respectively. You may be able to fly from Madison to San José del Cabo for 34% less than the average price by searching for these airlines.

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

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

  • How can I find direct flights from Madison to San José del Cabo?

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

  • Can I find deals for business class flights from Madison to San José del Cabo?

    Yes. Cheapflights offers flight deals from Madison to San José del Cabo 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 Madison to San José del Cabo?

    Currently, June is the cheapest month in which you can book a flight from Madison to San José del Cabo (average of $394). Flying from Madison to San José del Cabo in March is currently the most expensive (average of $514). 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

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Top 3 airlines flying from Madison to San José del Cabo

Discover the top 3 airlines that operate flights from Madison to San José del Cabo. 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 December 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$421Average$567FlexibilityNo cancel feeOn-time69%
DeltaCheapest$438Average$596FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$442Average$600FlexibilityNo cancel feeOn-time71%

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