$201 Find Cheap Flights from Madison to Los Cabos

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 Los Cabos 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 Los Cabos

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Los Cabos, 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 Los Cabos, as well as popular online travel agencies
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Flight Deals

Book Cheap Madison to Los Cabos Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Madison to Los Cabos 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 Los Cabos

Tue, Nov 17 - Tue, Nov 24
United Airlines Logo
5:00 am - 2:32 pm
MSN
-
SJD
10h 32m
2 stops
United Airlines Logo
12:50 pm - 8:54 pm
SJD
-
MSN
7h 04m
1 stop
$446United Airlines
Tue, Dec 8 - Tue, Dec 15
American Airlines Logo
6:00 am - 12:17 pm
MSN
-
SJD
7h 17m
1 stop
American Airlines Logo
11:35 am - 9:54 pm
SJD
-
MSN
9h 19m
2 stops
$450American Airlines
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
6:00 am - 2:25 pm
MSN
-
SJD
9h 25m
2 stops
American Airlines Logo
4:23 pm - 9:19 am
SJD
-
MSN
15h 56m
2 stops
$460American Airlines
Sat, Nov 14 - Sat, Nov 21
American Airlines Logo
8:12 pm - 12:22 pm
MSN
-
SJD
17h 10m
1 stop
American Airlines Logo
2:55 pm - 11:51 pm
SJD
-
MSN
7h 56m
1 stop
$491American Airlines
Sat, Nov 14 - Sat, Nov 21
American Airlines Logo
8:12 pm - 10:23 am
MSN
-
SJD
15h 11m
2 stops
American Airlines Logo
12:43 pm - 11:33 pm
SJD
-
MSN
9h 50m
2 stops
$495American 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
1:25 pm - 9:54 pm
SJD
-
MSN
7h 29m
1 stop
$501American Airlines
Fri, Dec 4 - Thu, Dec 10
American Airlines Logo
5:00 am - 4:26 pm
MSN
-
SJD
12h 26m
2 stops
American Airlines Logo
3:39 pm - 9:19 am
SJD
-
MSN
16h 40m
2 stops
$505American Airlines
Sun, Oct 4 - Sun, Oct 11
American Airlines Logo
8:05 pm - 11:40 am
MSN
-
SJD
17h 35m
2 stops
American Airlines Logo
1:25 pm - 9:16 am
SJD
-
MSN
17h 51m
2 stops
$510American Airlines
Thu, Sep 24 - Thu, Oct 8
American Airlines Logo
11:37 am - 1:11 pm
MSN
-
SJD
27h 34m
1 stop
American Airlines Logo
12:00 pm - 8:34 pm
SJD
-
MSN
6h 34m
1 stop
$511American Airlines
Booking Insights

KAYAK's insights & trends for Madison to Los Cabos flights

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

Can I save money by flying with a layover from Madison to Los Cabos?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $442, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Madison to Los Cabos?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Madison to Los Cabos, 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 Los Cabos is July, when tickets cost $0 (return) on average. On the other hand, the most expensive months are June and March, when the average cost of round-trip tickets is $653 and $633 respectively.

Good to know

Low seasonMay
Cheapest flight$201
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

FAQs - booking Los Cabos flights

  • How does KAYAK find such low prices on flights from Madison to Los Cabos?

    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 Los Cabos.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Madison to Los Cabos?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Madison to Los Cabos 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 Los Cabos?

    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 from Madison to Los Cabos with an airline and back with another airline.

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

    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 from Madison to Los Cabos 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 Los Cabos

 
See real verified KAYAK customer reviews for airlines flying from Madison to Los Cabos. 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 Los Cabos? 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 9868 reviews
7.7Boarding
7.3Comfort
7.1Entertainment
8.1Crew
6.6Food
Airline reviews

For the expense of first class, the seats could have been nicer and higher tier snacks would have been nice.

4.0 OkayPrincess, Jun 2026
IAH - SAV
Read more United Airlines reviews

For the expense of first class, the seats could have been nicer and higher tier snacks would have been nice.

The boarding process on the departure from LA was rather slow even though I was in Group 1. For first class, I was not expecting to have to pay for Wi-fi but I did and then the wi-fi was spotty. The entree was surprisingly good and so that was a pleasant surprise. However, once I got to Houston, it was terrible. Unfortunately there was bad weather but the constant gate changes for my connecting flight was difficult to manage due to having to navigate back and forth between different terminals.

We used Kayak to reserve our tickets and specifically checked the luggage option which was a more expensive option. When we arrived at the terminal we had to pay an extra $90 per suitcase for the three passengers. This has been a pattern for the past 3 years. Why charge for a more expensive luggage option, and the ticket price not include luggage?

They delayed the flight 3 hours because it wasn't full they moved us to 5 different gates probably the worst airline ever not even spirit is this bad.

Very easy ! Use the kiosk and bag drop and right to security within 10 min

Checking bag at terminal was horrible. No agents to check us in and only 1 kiosk working. Boarding went ok. Crew onboard was very scattered rained. Missed our row while serving and then didn’t see them hardly again.

Crew was amazing, takeoff wonderful. The bathroom was disgusting from before takeoff the odor made the flight uncomfortable as you could smell the bathroom from the center of the plane where we were sitting. Smelled like raw sewage. My daughter was throwing up as we landed due to the smell and horrible turbulence as we approached Newark.

Airline tickets are not cheap. You expect reliable competent service. Thanks to canceled flights and botched transfers we arrived at our destination two days late. This is not acceptable

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

The entertainment they offer could use some games, and maybe they could add some cookies to the snack menu. And the automated messages are a bit repetitive. But it was comfortable temperature wise and the seats were comfortable. The crew is very polite and helpful

I was not clear if food was offered or not.

Because I bought my ticket from Underpricer, I could not check in online. I could only check in at the airport and that was deeply frustrating because I had to arrive very early. The flight also departed 45 min late and passengers were given no explanations about why we were delayed. I was worried I would miss my connecting flight. Once on board, however, the flight was fine.

Absolutely terrible. They boarded the plane, supposedly realized they didn't refuel the plane or load the luggage so we sat as the gate inside the plane for over 2 hours while they supposedly did things that should have been done before having passengers board the planem

Flight cancelled. Twice. And no communication. No gate agent. Went past boarding time and had to go and see email from AA. Airport communication was bad

I love the e fact that the staff communicated swiftly when my flight was delayed and gate number changed

It was awful. The communication between corporate and the crew on the ground left more to be desired. The crew even said that Corporate was waiting on answers because they themselves didn't know. Every hour, there was a new excuse. I also understood that passengers were angry, but the crew should have done a better job at crowd control. There was a racial exchange between passengers that could've been avoided has the crew acted sooner.

Delayed and horrible communication and sat on flight for an hour before taking off

Flight was delayed three times and we had an international connecting flight which we would’ve missed but AA manage to find us a flight that allowed us to catch and we made our international flight. However, due to the flight change, I’m in Amman, Jordan missing all 4 bags. It’s been a nightmare. Been waiting since June 17 and today is June 20th. Still without luggage. Customer service wait times are two hours and I get disconnected while waiting. I’ll update when/if my luggage arrives. Every day is costing money in a hotel in Amman. I can’t continue my trip to Palestine until the luggage arrives. Then, I will be updating my review.

They did not offer coffee on a 7am flight…awful!!

Plane temperature was so hot that everyone on the plane was sweating. Departure gates changed 3 times in the hour before the flight. Internet service was so poor in the terminal that updates weren't always being received.

Everything you need to know for your flight to Los Cabos

Information on your arrival and departure airports