MSN - SJD

$206 Find Cheap Flights from Madison to San José del Cabo - Compare and Save

This is the cheapest one-way 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 9/5. 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
$456
Typical prices: $592-$800
American Airlines
Tue 12/8Tue 12/15
MSN - SJD • 1 stop
Cheapest one-way
$206
United Airlines
Sat 9/5
MSN - SJD • 2 stops
Top airlines
Cheapest • from $456 (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 $704 (round-trip)
Shortest trip • 7h 15m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 100% 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

Tue, Dec 8 - Tue, Dec 15
American Airlines Logo
7:35 am - 3:22 pm
MSN
-
SJD
8h 47m
1 stop
American Airlines Logo
11:33 am - 9:54 pm
SJD
-
MSN
9h 21m
1 stop
$456American Airlines
Tue, Dec 8 - Tue, Dec 15
American Airlines Logo
5:00 am - 3:22 pm
MSN
-
SJD
11h 22m
2 stops
American Airlines Logo
11:35 am - 11:49 pm
SJD
-
MSN
11h 14m
2 stops
$460American Airlines
Tue, Aug 11 - Tue, Aug 18
American Airlines Logo
7:00 am - 11:27 am
MSN
-
SJD
6h 27m
1 stop
American Airlines Logo
2:25 pm - 5:06 pm
SJD
-
MSN
24h 41m
1 stop
$465American Airlines
Sat, Nov 28 - Sat, Dec 5
American Airlines Logo
8:12 pm - 12:22 pm
MSN
-
SJD
17h 10m
1 stop
American Airlines Logo
5:27 pm - 10:31 am
SJD
-
MSN
16h 04m
1 stop
$501American Airlines
Fri, Dec 4 - Thu, Dec 10
American Airlines Logo
5:00 am - 2:25 pm
MSN
-
SJD
10h 25m
2 stops
American Airlines Logo
4:23 pm - 10:31 am
SJD
-
MSN
17h 08m
2 stops
$505American Airlines
Sat, Oct 31 - Sat, Nov 7
American Airlines Logo
5:46 pm - 10:23 am
MSN
-
SJD
18h 37m
1 stop
American Airlines Logo
5:27 pm - 10:23 am
SJD
-
MSN
15h 56m
1 stop
$510American Airlines
Thu, Sep 24 - Thu, Oct 8
American Airlines Logo
11:37 am - 9:46 am
MSN
-
SJD
24h 09m
1 stop
American Airlines Logo
12:00 pm - 8:34 pm
SJD
-
MSN
6h 34m
1 stop
$511American Airlines
Wed, Jul 22 - Wed, Jul 29
American Airlines Logo
8:00 am - 12:17 pm
MSN
-
SJD
6h 17m
1 stop
American Airlines Logo
10:39 am - 10:53 pm
SJD
-
MSN
10h 14m
1 stop
$526American Airlines
Wed, Jul 22 - Wed, Jul 29
American Airlines Logo
8:00 am - 12:17 pm
MSN
-
SJD
6h 17m
1 stop
American Airlines Logo
11:59 am - 10:53 pm
SJD
-
MSN
8h 54m
2 stops
$530American Airlines
Fri, Aug 14 - Mon, Aug 17
American Airlines Logo
7:00 am - 1:25 pm
MSN
-
SJD
8h 25m
1 stop
American Airlines Logo
11:47 am - 8:40 pm
SJD
-
MSN
6h 53m
1 stop
$546American 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.

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 July, where tickets cost $0 (return) on average. On the other hand, the most expensive months are June and March, where the average cost of round-trip tickets is $862 and $809 respectively.

Good to know

Low seasonMay
Cheapest flight$206
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly and prices are also 7% 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 5 days, the lowest price for a flight from Madison to San José del Cabo was $206 for a one-way ticket and $456 for a round-trip.

  • 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 $676 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 $670 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 9887 reviews
7.1Entertainment
7.3Comfort
7.7Boarding
6.6Food
8.1Crew
Airline reviews

The flight was delayed by two de-icings. The seatbelt did not work correctly. It did not stay tight.

6.0 GoodAnonymous, Jan 2026
MKE - DEN
Read more United Airlines reviews

The flight was delayed by two de-icings. The seatbelt did not work correctly. It did not stay tight.

Old and out of date plane, it seem like every time I fly with united there’s and issue. We were delayed,

Checkin was painful and slow! Lady didn’t seem to know what was going on and couldn’t explain the delay. Seemed ahe couldnt see the computer scree and we couldn’t hear her talk through her mask.

The seats on the aircraft are like sitting in a rock. During the boarding process they recognize Active Duty Military, why don’t they recognize Retired Military. I’ve always preferred Delta, this flight confirmed why I still prefer Delta.

It was literally one of the worst travel experiences ever. My flight got delayed by over an hour and there was no communication of this from the gate staff. I realized it by checking the screen periodically. Once on board the flight attendants continued to serve alcohol to a man who was clearly already drunk and that was making a bunch of commotion. Never again will I fly United!

Great flight. WiFi worked great and the crew was awesome.

At least the delays were short. Business class, even in the new planes is very crowded now with crappy tray tables

All good except paid for wifi that did not work

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

Great crew, smooth flight. 30 minute delay on the tarmac with no status updates or information from captain. However, that was the only negative on the trip.

Broke my luggage and I can't get a resolution yet.

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

There were no TV screens - even in Business class. 5 delays, and only given $12 meal voucher! Terrible!

I bought wifi and most of the flight could not even use it my apps would just spin. I couldn't even listen to music. super frustrating.

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

There were several different delays but we ended up being delayed a total of 40 mins or so. It was annoying we had a gate change which made it take longer to leave DFW, and we had to check our carry on. Ugh

The counter/baggage counter was busy and so many people missed flights. We got stuck sitting on the plane over 2 hours at the gate while they were doing an inspection is wrong. Many of us missed our connecting flights because of it.

Our flight was changed from Madison to DC to Madison to Charlotte.

We were told we had no flights before our flight was continually delayed then cancelled.

Boarding was relatively fast and easy and the crew was attentive throughout.

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

Information on your arrival and departure airports