MSN - SJD

$623 Find Cheap Flights from Madison to San José del Cabo

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Madison to San José del Cabo departing on 6/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to San José del Cabo

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to San José del Cabo, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to San José del Cabo, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$623
Typical prices: $824-$539
American Airlines
Sat 6/13Sat 6/20
MSN - SJD • 1 stop
Top airlines
Cheapest • from $623 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Madison and San José del Cabo. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $679 (round-trip)
Shortest trip • 7h 18m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 32% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to San José del Cabo!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Madison to San José del Cabo (MSN-SJD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Madison to San José del Cabo that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Madison to San José del Cabo

Sat, Jun 13 - Sat, Jun 20
American Airlines Logo
5:11 pm - 8:02 am
MSN
-
SJD
16h 51m
1 stop
American Airlines Logo
1:19 pm - 12:19 am
SJD
-
MSN
9h 00m
1 stop
$623American Airlines
Sat, Jun 6 - Sat, Jun 13
American Airlines Logo
5:11 pm - 8:02 am
MSN
-
SJD
16h 51m
1 stop
American Airlines Logo
10:55 am - 11:06 pm
SJD
-
MSN
10h 11m
1 stop
$624American Airlines
Sat, Jun 13 - Sat, Jun 20
American Airlines Logo
5:11 pm - 8:01 am
MSN
-
SJD
16h 50m
2 stops
American Airlines Logo
9:02 am - 11:06 pm
SJD
-
MSN
12h 04m
1 stop
$628American Airlines
Sat, Jun 6 - Sat, Jun 13
American Airlines Logo
5:11 pm - 8:01 am
MSN
-
SJD
16h 50m
2 stops
American Airlines Logo
10:55 am - 11:01 pm
SJD
-
MSN
10h 06m
2 stops
$629American Airlines
Sat, Sep 5 - Sat, Sep 12
United Airlines Logo
5:40 pm - 10:30 am
MSN
-
SJD
18h 50m
2 stops
United Airlines Logo
11:52 am - 9:05 pm
SJD
-
MSN
7h 13m
1 stop
$637United Airlines
Sat, Sep 5 - Sat, Sep 12
American Airlines Logo
8:26 pm - 12:13 pm
MSN
-
SJD
17h 47m
2 stops
American Airlines Logo
11:58 am - 11:04 pm
SJD
-
MSN
9h 06m
2 stops
$642American Airlines
Sat, Sep 5 - Sat, Sep 12
American Airlines Logo
5:46 pm - 11:27 am
MSN
-
SJD
19h 41m
1 stop
American Airlines Logo
12:05 pm - 8:28 pm
SJD
-
MSN
6h 23m
1 stop
$649American Airlines
Thu, Sep 24 - Thu, Oct 8
American Airlines Logo
8:18 pm - 10:30 am
MSN
-
SJD
16h 12m
2 stops
American Airlines Logo
10:48 am - 10:19 pm
SJD
-
MSN
9h 31m
1 stop
$652American Airlines
Sat, Jun 13 - Sat, Jun 20
American Airlines Logo
5:11 pm - 8:01 am
MSN
-
SJD
16h 50m
2 stops
American Airlines Logo
10:55 am - 11:06 pm
SJD
-
MSN
10h 11m
1 stop
$657American Airlines
Thu, Oct 8 - Thu, Oct 29
American Airlines Logo
4:49 pm - 12:25 pm
MSN
-
SJD
21h 36m
1 stop
American Airlines Logo
10:48 am - 10:19 pm
SJD
-
MSN
9h 31m
1 stop
$658American Airlines
Booking Insights

KAYAK's insights & trends for Madison to San José del Cabo flights

Get data-powered insights and trends into flights from Madison to San José del Cabo to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Madison to San José del Cabo?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Madison to San José del Cabo departing in June.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Madison to San José del Cabo, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Madison to San José del Cabo is August, where tickets cost $438 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is $1,246 and $809 respectively.

Good to know

Low seasonJuly
Cheapest flight$623
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Madison to San José del Cabo

When to book flights from Madison to San José del Cabo

Are your dates flexible? Find out the best times to travel from Madison to San José del Cabo based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Madison to San José del Cabo

  • What is the cheapest flight from Madison to San José del Cabo?

    In the last 3 days, the lowest price for a flight from Madison to San José del Cabo was $623 for a round-trip ticket.

  • Do I need a passport to fly between Madison and San José del Cabo?

    A passport is required to fly from Madison to San José del Cabo.

  • Which airports will I be using when flying from Madison to San José del Cabo?

    When flying out of Madison you will be using Madison Truax Field. You will be landing at San José del Cabo, also known as San José del Cabo Los Cabos.

  • Which aircraft models fly most regularly from Madison to San José del Cabo?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Madison to San José del Cabo?

    Star Alliance, and oneworld are the airline alliances operating flights between Madison and San José del Cabo, with Star Alliance being the most commonly used for this route.

  • Which is the best airline for flights from Madison to San José del Cabo, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Madison to San José del Cabo are United Airlines and American Airlines. With an average price for the route of $620 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $623 and an overall rating of 7.1.

  • How does KAYAK find such low prices on flights from Madison to San José del Cabo?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Madison to San José del Cabo.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Madison to San José del Cabo?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San José del Cabo from Madison is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Madison to San José del Cabo?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to San José del Cabo with an airline and back to Madison with another airline. Booking your flights between Madison and SJD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Madison to San José del Cabo?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to San José del Cabo from Madison up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Madison to San José del Cabo

 
See real verified KAYAK customer reviews for airlines flying from Madison to San José del Cabo. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Madison to San José del Cabo? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9594 reviews
8.1Crew
7.3Comfort
6.6Food
7.1Entertainment
7.7Boarding
Airline reviews

Due to cancellation of connecting flight (Lufthansa) I didn’t fly with United

2.0 MediocreAnonymous, Apr 2026
SFO - FRA
Read more United Airlines reviews

Due to cancellation of connecting flight (Lufthansa) I didn’t fly with United

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

It was a red-eye, but the flight felt surprisingly quick. The seats were very comfortable, and that made resting much easier. I also want to thank the gentleman seated next to me, who graciously moved so my mom could sit beside me. We slept almost the entire way. The cabin crew was respectful in not disturbing us, while also being courteous and professional throughout. Thank you, United.

Packed in plane small uncomfortable seats elbow to elbow nobody wants to be in that situation for the money they paid

Vegetarian selection could be better. Bread was too hard to chew.

Crew was friendly and competent. Food, wine, and entertainment were excellent except the raw tuna on the flight to Split. Recommend against serving that - at least as the only option. Many medical conditions do not allow people to eat raw fish.

Overall flight was ok. Flight attendant was receptive to assisting passengers with tight connections.

Checking in united could not figure out my star alliance gold. Baggage did not get marked priority and didn't receive boarding passes. When got to SFO lounge personal fixed everything Immediately

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

It's a long flight and I would have liked better snacks between lunch and the arrival meal. It's fine to have fruit and nuts but I really don't like ramen because it's salty junk soup. I'd suggest sandwiches. They're not expensive nor are they hard to store for a long flight. The FA's had a couple of big services and they were super busy preparing, executing and then cleaning up. Then they disappeared.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

American Airlines is a miserable experience. It is predictably miserable, in the sense that every time I fly American, I brace myself for the certainty that it will be unpleasant and uncomfortable. But it is unpredictable in the sense that I never know if the flight will be on time or delayed nine hours (both happened to me this week). I never know if I will be able to sit in the seat that I selected when I purchased the ticket or if I will be told by Customer Service (!!!) that I must relocate from first class to a seat in the back of the aircraft with no explanation (both happened to me this week). Will the food be frozen and half defrosted, or scalding hot? Will the drinks be warm? Will the flight attendants be surly and mean? Will the toilets be cramped and foul? Will the seats be narrow and uncomfortable? Will there be a real electric outlet at the seat, or just an unreliable USB-2 port? Will there be enough seats in the boarding lounge or just a few? Will the boarding process be smooth and efficient, or will the gate agents mess it up and delay it needlessly for 30 or 40 minutes? Will the catering and cleaning crew be prompt or will they take an extra 30 minutes? Will the brakes on the aircraft work properly, or will the pilot delay takeoff for four hours while the ground crew attends to what can only be described as routine maintenance that should have been done the night before? I've eexperienced every one of these unpleasant things this year, 2026. The only thing I can reliably count on is that American will find a new way to make the experience of flying as miserable as they possibly can.

Flight was fine, but not having WiFi was a major negative

Friendly crew is the only nice thing. Seats uncomfortable. Food and snacks horrible. Movies were the same as the first 10 hour flight two weeks before

When I booked my flight a month ago - I selected a seat. That seat was NOT the one I ended up with when I checked into my flight the day before. This is the second time this has occurred. So, I checked my next flight on Wednesday and Thursday and no seat was assigned. Poor, very poor customer service.

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

Incredibly delayed. First delay was due to plane coming in being late. Resulted in 30 minute delay. Boarded and then had multiple mechanical issues. Was on plane for an hour until they told people they could get off if they wanted but couldn't come back. Then gate agent rushed in and said they had lost control of who went off and we would all have to deplane and then get back on. They said flight had not been cancelled. Then while sitting waiting to board again they announced it would take two hours to get new plane and to wait at new gate. New plane arrived, reboarded only to find out that pilots had timed out. Waited for new pilots. In that time one of the flight attendants timed out. Never received food or water while waiting. Was confusing mess as to what was happening. Even flight attendants and gate agents were getting frustrated. Almost 6 hours delayed. Called American to received flight credit but can't get anywhere as Kayak reservation and don't have a ticket number. Reached out to Kayak but never heard back.

American flight was diverted and delayed but app didn’t show that information so I wasn’t able to change my connection until the last min.

Wifi was spotty. Tray table was very dirty when I sat down.

Very disappointing. Flight was delayed by 1.5 hours and food options are very underwhelming even for first class seats (same food given to economy seats)

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

Information on your arrival and departure airports