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

Currently priced at $458, 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. Check Cheapflights for deals on United Airlines for as low as $568. You may be able to fly from Madison to San José del Cabo for 21% less than the average price by searching for these airlines.

What is the cheapest day to fly from Madison to San José del Cabo?

Travelers seeking maximum savings on their Madison to San José del Cabo flight should consider departing on Sunday mornings when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in San José del Cabo ranges from 0.0 - 4.5 inches per month. September is typically the wettest month, when rainfall can reach 4.5 in. March is typically the driest time to visit San José del Cabo when rainfall is around 0.0 in.

If weather is an important factor for your trip to San José del Cabo, 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 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 66.2 F).

What are the most popular airlines that fly from Madison to San José del Cabo?

American Airlines, Delta and United Airlines are the most popular airlines when flying from Madison to San José del Cabo.

What is the cheapest day to fly round-trip from Madison to San José del Cabo?

Leaving on a Saturday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 21% on the overall cost on flights from Madison to San José del Cabo.

How far in advance should I book a flight from Madison to San José del Cabo?

Users have found that booking a flight from Madison to San José del Cabo at least 53 days early can save you up to 58% on average compared to booking a flight this week. If booking 53 days before your flight isn’t an option for you, users have found flights from Madison to San José del Cabo for as little as $474 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $621 for flights departing within the next 3 days.

What is the cheapest month to fly from Madison to San José del Cabo?

The best pricing can be found in the month of August. Prices to San José del Cabo from Madison average $582. You can even find prices in August for less than $582, as users have found deals to San José del Cabo from as low as $421. The month of March appears to be one of the more expensive times to travel to San José del Cabo from Madison. Flying in the targeted month can save you up to 37%.

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

One of the essential ways to save on airfare from Madison to San José del Cabo is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 11% on airfare.

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.

$238+ Flights from Madison to San José del Cabo

Q: How much does it cost to fly round-trip from Madison to San José del Cabo?

Airfare is typical for this route at the moment. Madison to San José del Cabo flights typically cost between $438 and $682 in September. The cheapest round-trip price found within the last 3 days was $458 on American Airlines (Sep 25-Sep 30).

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Cheap flight deals from Madison to San José del Cabo

Round-trip from	$458 (American Airlines)
One-way from	$238 (American Airlines)
Popular in	March
Cheapest in	August
Average price	$532

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. 10% potential increase in price ($64 potential increase over avg. RT price).

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Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).

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Average for round-trip flights in July 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 July 29, 2025.

Thu 9/258:18 pmMSN - SJD

2 stops16h 22mAmerican Airlines

Tue 9/3011:40 amSJD - MSN

2 stops9h 47mAmerican Airlines

Deal found 7/29

$458

Sat 9/204:30 pmMSN - SJD

2 stops20h 00mUnited Airlines

Sun 9/281:46 pmSJD - MSN

2 stops18h 09mUnited Airlines

Deal found 7/27

$568

Thu 11/136:00 amMSN - SJD

2 stops32h 10mMultiple Airlines

Sun 11/162:10 pmSJD - MSN

3 stops31h 35mMultiple Airlines

Deal found 7/29

$1,908

Best flights from Madison to San José del Cabo
Discover carefully curated flight deals from Madison to San José del Cabo that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 29, 2025.

Thu 9/258:18 pmMSN - SJD

2 stops16h 22mAmerican Airlines

Tue 9/3011:40 amSJD - MSN

2 stops9h 47mAmerican Airlines

Deal found 7/29

$458

Sat 9/204:30 pmMSN - SJD

2 stops20h 00mUnited Airlines

Sun 9/2811:52 amSJD - MSN

1 stop8h 36mUnited Airlines

Deal found 7/27

$568

Thu 11/136:00 amMSN - SJD

2 stops32h 10mMultiple Airlines

Sun 11/162:10 pmSJD - MSN

3 stops31h 35mMultiple Airlines

Deal found 7/29

$1,908

One-way flights from Madison to San José del Cabo
Search for one-way flight options from Madison to San José del Cabo. Find affordable one-way fares based on user searches. Data last updated July 29, 2025.

Sat 1/1710:38 amMSN - SJD

1 stop26h 17mAmerican Airlines

Deal found 7/29

$238

Sat 1/173:49 pmMSN - SJD

2 stops19h 29mBritish Airways

Deal found 7/29

$277

Sat 1/179:48 amMSN - SJD

3 stops31h 02mMultiple Airlines

Deal found 7/29

$586

Cheapflights Fare Finder

Use the filters below to find and compare flights from Madison to San José del Cabo that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Thu 9/25

8:18 pm-10:40 am

2 stops16h 22m

San José del Cabo Los Cabos

Tue 9/30

11:40 am-11:27 pm

2 stops9h 47m

$458

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Sat 9/20

4:30 pm-10:30 am

2 stops20h 00m

San José del Cabo Los Cabos

Sun 9/28

11:52 am-10:28 pm

1 stop8h 36m

$568

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Thu 11/13

6:00 am-1:10 pm

2 stops32h 10m

San José del Cabo Los Cabos

Sun 11/16

2:10 pm-10:45 pm

3 stops31h 35m

$1,908

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Sat 1/17

10:38 am-11:55 am

1 stop26h 17m

$238

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Sat 1/17

3:49 pm-10:18 am

2 stops19h 29m

$277

MadisonSan José del Cabo

MSN - SJD

MSNSJD

Madison Truax Field

Sat 1/17

9:48 am-3:50 pm

3 stops31h 02m

$586

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

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

How far ahead should I book a flight from Madison to San José del Cabo?

The best time to book flights from Madison to San José del Cabo is 52 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, January is the cheapest month in which you can book a flight from Madison to San José del Cabo (average of $437). Flying from Madison to San José del Cabo in March is currently the most expensive (average of $549). 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

Peruse reviews from past customers who have flown with United Airlines, American Airlines, and British Airways 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.

United Airlines

7.4

Good

8,899 reviews

Reviews

1 / 20

4.0

Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

United Airlines

7.4

Good

8,899 reviews

United Airlines

7.4

Good

8,899 reviews

Reviews

1 / 20

4.0

Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

American Airlines

7.2

Good

10,000 reviews

United Airlines

7.4

Good

8,899 reviews

Reviews

1 / 20

4.0

Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

British Airways

6.6

Okay

7,208 reviews

United Airlines

7.4

Good

8,899 reviews

Reviews

1 / 20

4.0

Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Related info for your journey

What are the cheapest airlines flying from Madison to San José del Cabo round-trip?
Currently priced at $458, 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. Check Cheapflights for deals on United Airlines for as low as $568. You may be able to fly from Madison to San José del Cabo for 21% 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, January is the cheapest month in which you can book a flight from Madison to San José del Cabo (average of $437). Flying from Madison to San José del Cabo in March is currently the most expensive (average of $549). 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

Top 3 airlines flying from Madison to San José del Cabo

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$421	Average$588	FlexibilityNo cancel fee	On-time71%
Delta	Cheapest$438	Average$596	FlexibilityNo cancel fee	On-timeN/A
United Airlines	Cheapest$442	Average$567	FlexibilityNo cancel fee	On-time69%

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$238+ 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Madison to San José del Cabo with Cheapflights

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Cheap flight deals from Madison to San José del Cabo

Round-trip from

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Cheapest in

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Find flight deals from Madison to San José del Cabo

Cheapest flights from Madison to San José del CaboExplore 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 July 29, 2025.

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 July 29, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Madison to San José del Cabo that are best for you.

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.

Cheapflights Insights

Everything you need to know about your flight from Madison to San José del Cabo

How far ahead should I book a flight from Madison to San José del Cabo?

Use this chart to determine the optimal time to book a round-trip flight from Madison to San José del Cabo. Price data was last updated on July 25, 2025.

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

How much does it cost to fly round-trip from Madison to San José del Cabo?

Reviews of airlines servicing San José del Cabo

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.

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

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

How can I 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?

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

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 Madison to San José del Cabo

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Madison to San José del Cabo

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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 July 29, 2025.