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Los Cabos

$317+ Cheap flights from Madison (MSN) to Los Cabos

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 3/29. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SJD
Nov 22 — Nov 291
Sat 11/22
Sat 11/29
1 adult, Economy
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Find flight deals from Madison to Los Cabos

Cheapest flights from Madison to Los Cabos
Explore the most affordable flight options available from Madison to Los Cabos. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 23, 2025.

This American Airlines deal was found by Cheapflights users on 10/22. 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 11/154:34 pmMSN - SJD
1 stop22h 25mAmerican Airlines
Sat 11/221:55 pmSJD - MSN
1 stop8h 56mAmerican Airlines
Deal found 10/22$515
This American Airlines deal was found by Cheapflights users on 10/22. 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 12/317:23 amMSN - SJD
1 stop6h 56mAmerican Airlines
Mon 1/54:25 pmSJD - MSN
1 stop7h 22mAmerican Airlines
Deal found 10/22$598
This American Airlines deal was found by Cheapflights users on 10/22. 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 11/105:00 amMSN - SJD
1 stop8h 22mAmerican Airlines
Fri 11/1412:29 pmSJD - MSN
1 stop10h 29mAmerican Airlines
Deal found 10/22$601
This Delta deal was found by Cheapflights users on 10/21. 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 11/36:00 amMSN - SJD
2 stops13h 05mDelta
Tue 11/116:00 amSJD - MSN
2 stops15h 32mDelta
Deal found 10/21$639
This American Airlines deal was found by Cheapflights users on 10/21. 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 11/37:00 amMSN - SJD
1 stop7h 59mAmerican Airlines
Tue 11/112:59 pmSJD - MSN
2 stops17h 18mAmerican Airlines
Deal found 10/21$644

Cheap flight deals from Madison to Los Cabos

Keep the following information in mind while searching for Madison to Los Cabos flight deals. Data was last updated October 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$421
(American Airlines)

One-way from

$317
(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 Los Cabos
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One-way flight from Madison Truax Field to 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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Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Los Cabos 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 23, 2025.
Use the filters below to find and compare flights from Madison to Los Cabos that are best for you.

Fly from

Madison

Fly to

Los Cabos

Route

Depart

Return

Price

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Tue 1/13

6:54 am-1:57 pm

1 stop8h 03m

San José del Cabo Los Cabos

Wed 1/21

1:52 pm-10:05 pm

1 stop7h 13m

$421

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Sat 2/28

3:26 pm-10:08 am

1 stop19h 42m

San José del Cabo Los Cabos

Tue 3/3

12:12 pm-10:56 pm

2 stops9h 44m

$483

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Sat 11/15

4:34 pm-1:59 pm

1 stop22h 25m

San José del Cabo Los Cabos

Sat 11/22

1:55 pm-11:51 pm

1 stop8h 56m

$515

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Mon 3/9

6:50 pm-10:43 am

2 stops17h 53m

San José del Cabo Los Cabos

Tue 3/17

11:10 am-10:38 pm

1 stop9h 28m

$561

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Tue 4/7

5:45 am-10:28 pm

2 stops18h 43m

San José del Cabo Los Cabos

Wed 4/8

10:50 am-10:08 pm

1 stop9h 18m

$561

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Sun 3/29

5:25 pm-9:18 am

1 stop17h 53m

$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-6:05 pm

2 stops13h 05m

$337

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Mon 11/3

8:12 pm-10:23 am

2 stops15h 11m

$337

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Sun 3/29

7:40 pm-1:43 pm

3 stops44h 03m

$542

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/20

Best time to book a flight from Madison to Los Cabos

Have a flexible travel schedule? Discover the best time to fly to Los Cabos 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 Los Cabos

What is the cheapest month to book a flight from Madison to Los Cabos?

Currently, June is the cheapest month in which you can book a flight from Madison to Los Cabos (average of $393). Flying from Madison to Los Cabos 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.

Reviews of airlines servicing Los Cabos

Get insights into the airlines that provide service to Los Cabos. 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 Los Cabos. Reviews last updated October 23, 2025.
Read through reviews of airlines operating flights from Madison to Los Cabos, such as Delta, United Airlines, and American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,982 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

7.9

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
7,982 reviews
Delta
7.9
Good
7,982 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

7.9

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
8,995 reviews
Delta
7.9
Good
7,982 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

7.9

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
11,033 reviews
Delta
7.9
Good
7,982 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

7.9

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 Los Cabos. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Madison to Los Cabos?

    Madison Truax Field (MSN) is the airport you will fly out of if you book a flight from Madison to Los Cabos. It is only a 5.4 mi journey to Truax Field (MSN) from Madison’s city center.

  • How long is the flight from Madison to Los Cabos?

    A quick flight from Madison to Los Cabos can take about 8h 03m. American Airlines provides one of the quickest options available for as low as $421. The distance between Madison and Los Cabos is about 1804 mi.

  • What are the cheapest airlines to fly from Madison to Los Cabos one-way?

    The cheapest airlines for a one-way flight from Madison to Los Cabos are American Airlines ($317), United Airlines ($334), and Delta ($337).

  • Can I find deals for flights from Madison to Los Cabos that include hotel bookings?

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

  • How can I find direct flights from Madison to Los Cabos?

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

  • Can I find deals for business class flights from Madison to Los Cabos?

    Yes. Cheapflights offers flight deals from Madison to Los Cabos 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 Los Cabos?

    Currently, June is the cheapest month in which you can book a flight from Madison to Los Cabos (average of $393). Flying from Madison to Los Cabos 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

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Top 3 airlines flying from Madison to Los Cabos

Discover the top 3 airlines that operate flights from Madison to Los Cabos. 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 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$436Average$597FlexibilityNo cancel feeOn-time71%
DeltaCheapest$438Average$596FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$446Average$581FlexibilityNo cancel feeOn-time69%

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