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San José del Cabo

$184+ 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 1/2. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SJD
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheap 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 October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$421
(Delta)

One-way from

$184
(American Airlines)

Popular in

March

Cheapest in

August

Average price

$531
Provider with most accurate pricing for Madison Truax Field-San José del Cabo Los Cabos flight deals.
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Provider most trusted by Cheapflights users for Madison Truax Field-San José del Cabo Los Cabos flights.
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From Madison Truax Field to San José del Cabo Los Cabos
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One-way flight from Madison Truax Field to San José del Cabo Los Cabos
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Highest demand for flights based on searches. 14% potential increase in price ($96 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($32 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 29, 2025.

This United Airlines deal was found by Cheapflights users on 10/27. 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.
Wed 11/266:30 amMSN - SJD
1 stop7h 33mUnited Airlines
Wed 12/312:50 pmSJD - MSN
1 stop6h 57mUnited Airlines
Deal found 10/27$556
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Thu 12/45:23 pmMSN - SJD
2 stops19h 20mUnited Airlines
Tue 12/912:50 pmSJD - MSN
1 stop6h 57mUnited Airlines
Deal found 10/27$581
This American Airlines deal was found by Cheapflights users on 10/27. 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 12/48:08 pmMSN - SJD
1 stop17h 12mAmerican Airlines
Thu 12/1112:49 pmSJD - MSN
2 stops9h 32mAmerican Airlines
Deal found 10/27$586
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Sun 12/145:00 amMSN - SJD
2 stops10h 33mAmerican Airlines
Sun 12/214:25 pmSJD - MSN
1 stop7h 22mAmerican Airlines
Deal found 10/28$591
This American Airlines deal was found by Cheapflights users on 10/27. 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 12/37:23 amMSN - SJD
1 stop8h 59mAmerican Airlines
Wed 12/101:20 pmSJD - MSN
1 stop7h 35mAmerican Airlines
Deal found 10/27$600
This Delta deal was found by Cheapflights users on 10/29. 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.
Mon 11/246:00 amMSN - SJD
2 stops13h 10mDelta
Fri 11/286:00 amSJD - MSN
2 stops15h 59mDelta
Deal found 10/29$626
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/265:00 amMSN - SJD
2 stops10h 36mAmerican Airlines
Wed 12/34:23 pmSJD - MSN
2 stops16h 32mAmerican Airlines
Deal found 10/27$629
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Mon 11/107:24 amMSN - SJD
1 stop8h 59mAmerican Airlines
Fri 11/1412:29 pmSJD - MSN
1 stop10h 29mAmerican Airlines
Deal found 10/27$646
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Sun 12/145:23 pmMSN - SJD
2 stops19h 20mUnited Airlines
Sun 12/2111:10 amSJD - MSN
2 stops10h 20mUnited Airlines
Deal found 10/28$664

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 October 29, 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 1/13

7:00 am-12:52 pm

1 stop6h 52m

San José del Cabo Los Cabos

Wed 1/21

1:27 pm-9:11 pm

1 stop6h 44m

$421

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Tue 1/13

5:38 am-5:41 pm

2 stops13h 03m

San José del Cabo Los Cabos

Wed 1/21

6:05 am-10:37 pm

2 stops15h 32m

$421

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Thu 1/1

3:46 pm-10:05 am

2 stops19h 19m

San José del Cabo Los Cabos

Thu 1/8

2:11 pm-10:10 am

2 stops18h 59m

$426

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Sat 1/31

11:29 am-7:59 pm

2 stops9h 30m

San José del Cabo Los Cabos

Sat 2/7

4:36 pm-10:55 am

2 stops17h 19m

$426

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Tue 2/10

7:00 am-2:42 pm

1 stop8h 42m

San José del Cabo Los Cabos

Sun 2/15

2:36 pm-9:10 am

1 stop17h 34m

$472

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Fri 1/2

6:14 am-12:16 pm

1 stop7h 02m

$184

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Fri 1/2

2:53 pm-12:35 pm

2 stops22h 42m

$290

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Sun 3/29

5:25 pm-1:29 pm

1 stop22h 04m

$317

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Sun 3/29

7:00 am-10:30 am

2 stops29h 30m

$334

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Mon 11/3

6:00 am-3:23 pm

2 stops10h 23m

$337

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 $393). Flying from Madison to San José del Cabo in March is currently the most expensive (average of $515). 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 Madison to San José del Cabo?

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 October 29, 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.
Delta
7.9
Good
7,992 reviews

Boarding

8.2

Overall

7.9

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,992 reviews
Delta
7.9
Good
7,992 reviews

Boarding

8.2

Overall

7.9

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,999 reviews
Delta
7.9
Good
7,992 reviews

Boarding

8.2

Overall

7.9

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,032 reviews
Delta
7.9
Good
7,992 reviews

Boarding

8.2

Overall

7.9

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 and Delta can get you from Madison to San José del Cabo in just under 6h 52m. Your travel time can differ by up to 6h 11m. 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 $437, American Airlines will fly you from Madison to San José del Cabo and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and United Airlines - these airlines can fly you to your destination from $438 and $474, respectively. You may be able to fly from Madison to San José del Cabo for 26% 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 $393). Flying from Madison to San José del Cabo in March is currently the most expensive (average of $515). 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

Browse thousands of different options on Cheapflights for your next trip

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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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$437Average$598FlexibilityNo cancel feeOn-time71%
DeltaCheapest$438Average$596FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$474Average$596FlexibilityNo cancel feeOn-time69%

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