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$181 Cheap Flights from Madison (MSN) to San José del Cabo (SJD)

View $181 flight on Mon, Oct 26, 2026Opens in a new window

Popular airlines from Dane County Regional Airport (MSN) to Los Cabos Intl. Airport (SJD)

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

Prices were available within the past 7 days and start at $181 for one-way flights and $405 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sun, Feb 21 - Thu, Feb 25
MSN
Madison
SJD
San José del Cabo
$405 Roundtrip, found 4 hours ago
$405
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sun, Feb 21 from Madison to San José del Cabo, returning Thu, Feb 25, priced at $405 found 4 hours ago
American Airlines
Sun, Feb 21 - Thu, Feb 25
MSN
Madison
SJD
San José del Cabo
$410 Roundtrip, found 4 hours ago
$410
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sun, Feb 21 from Madison to San José del Cabo, returning Thu, Feb 25, priced at $410 found 4 hours ago
American Airlines
Sun, Feb 21 - Thu, Feb 25
MSN
Madison
SJD
San José del Cabo
$412 Roundtrip, found 4 hours ago
$412
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sun, Feb 21 from Madison to San José del Cabo, returning Thu, Feb 25, priced at $412 found 4 hours ago
American Airlines
Sun, Feb 21 - Thu, Feb 25
MSN
Madison
SJD
San José del Cabo
$413 Roundtrip, found 4 hours ago
$413
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sun, Feb 21 from Madison to San José del Cabo, returning Thu, Feb 25, priced at $413 found 4 hours ago
American Airlines
Sun, Feb 21 - Thu, Feb 25
MSN
Madison
SJD
San José del Cabo
$414 Roundtrip, found 4 hours ago
$414
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sun, Feb 21 from Madison to San José del Cabo, returning Thu, Feb 25, priced at $414 found 4 hours ago
American Airlines
Sun, Feb 21 - Thu, Feb 25
MSN
Madison
SJD
San José del Cabo
$414 Roundtrip, found 4 hours ago
$414
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sun, Feb 21 from Madison to San José del Cabo, returning Thu, Feb 25, priced at $414 found 4 hours ago
Delta
Sun, Feb 21 - Thu, Feb 25
MSN
Madison
SJD
San José del Cabo
$454 Roundtrip, found 4 hours ago
$454
Roundtrip
found 4 hours ago
Select Delta flight, departing Sun, Feb 21 from Madison to San José del Cabo, returning Thu, Feb 25, priced at $454 found 4 hours ago
Aeromexico
Sun, Jan 24 - Thu, Jan 28
MSN
Madison
SJD
San José del Cabo
$497 Roundtrip, found 10 hours ago
$497
Roundtrip
found 10 hours ago
Select Aeromexico flight, departing Sun, Jan 24 from Madison to San José del Cabo, returning Thu, Jan 28, priced at $497 found 10 hours ago
United
Sun, Jan 24 - Thu, Jan 28
MSN
Madison
SJD
San José del Cabo
$497 Roundtrip, found 10 hours ago
$497
Roundtrip
found 10 hours ago
Select United flight, departing Sun, Jan 24 from Madison to San José del Cabo, returning Thu, Jan 28, priced at $497 found 10 hours ago
Air Canada
Fri, Nov 27 - Sat, Dec 5
MSN
Madison
SJD
San José del Cabo
$4,275 Roundtrip, just found
$4,275
Roundtrip
just found
Select Air Canada flight, departing Fri, Nov 27 from Madison to San José del Cabo, returning Sat, Dec 5, priced at $4,275 just found

Alternative airports near San José del Cabo

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Los Cabos Intl. SJD. Cheapest and Closest option available. Average driving time to city center is 16 minutes. Flights from $875
SJD
Los Cabos Intl.
CheapestClosest
Average driving time to city center16 min
Flights from $875

Find the cheapest month to fly from Madison (MSN) to San José del Cabo (SJD)

June is typically the cheapest month to fly

From $475 - $648 per traveler.

What you need to know for your flight from Dane County Regional to Los Cabos Intl.

Madison (MSN) to San Jose del Cabo (SJD) at a glance

Explore a range of airlines offering flights from Madison (MSN) to San Jose del Cabo (SJD) on this international long-haul journey. Compare your options among various full-service carriers to select the itinerary that aligns with your budget, schedule, and travel plans as you discover the notable attractions and neighborhoods of San Jose del Cabo. Get all the essential details for flights from Dane County Regional Airport (MSN) to Los Cabos International Airport (SJD).

  • Fastest flight duration: around 6 hours in-flight, plus roughly 1h 45m layover with one stop
  • Route distance: roughly 1,800 miles (2,900 km)
  • Flights per week: around 8 departures on average
  • Typical fares (one-way): economy tickets often range from $210–$545, depending on seasonality and how far ahead you book

Flights from Dane County Regional Airport (MSN) to Los Cabos International Airport (SJD)

According to recent traveler bookings, the top airlines flying from Madison to San Jose del Cabo are usually favored for their one-stop services. Common layover points include Dallas-Fort Worth International Airport (DFW) with an average layover of about 2 hours, O'Hare International Airport (ORD) which typically has a 1 hour and 30 minute layover, and Sky Harbor International Airport (PHX) with a layover of around 1 hour and 15 minutes. This allows you to easily compare prices, total travel times, and cabin classes for an optimal itinerary.

  • American Airlines: As a full-service airline, it provides one-stop options, with one-way prices generally falling between $210 and $545. This carrier represents about 66% of departures on this route, with a flight duration of 6 hours and a total travel time of approximately 7 hours and 30 minutes, including layovers.
  • United: Another full-service airline offering one-stop travel, United's one-way fares usually range from $210 to $420. It accounts for around 21% of the departures along this route, featuring a flight time of 6 hours and a total journey duration of about 7 hours and 30 minutes, factoring in layovers.
  • Delta: This full-service carrier provides one-stop service with one-way fares that typically vary from $220 to $465. Delta makes up approximately 10% of the departures on this route, with an in-flight duration of 6 hours and a total travel time of roughly 7 hours and 30 minutes, including layover time.
  • Aeromexico: Offering one-stop services as a full-service airline, Aeromexico's one-way fares can range from $210 to $865. It constitutes about 3% of the departures on this route, with a flight duration of 6 hours and a total journey time of around 7 hours and 30 minutes, including layovers.

Alternative route from Madison (MSN) to San Jose del Cabo (SJD)

  • Appleton to San Jose del Cabo (ATW-SJD): Located approximately 88 miles from Dane County Regional Airport (MSN), Appleton International Airport (ATW) offers a range of one-way economy fares from $220 to $490, with prices varying based on the season and when you make your reservation. Typically, this route features one-stop options, with popular layover points including Dallas-Fort Worth International Airport (DFW) and O'Hare International Airport (ORD). Major airlines for this journey include American Airlines and Delta.

How to find the best prices for flights from Madison (MSN) to San Jose del Cabo (SJD)

Getting some of the best deals on flights from Madison to San Jose del Cabo is all about timing and flexibility. Here are some key tips to help you save:

  1. Best times to book and fly: cheaper fares are usually available when booking 2-8 weeks in advance, although most travelers tend to book at least 2 months ahead. Morning departures between 5 am and 12 pm often offer lower prices and are also the most popular flight times. Additionally, flying on Sunday generally provides better deals, while Saturday remains the busiest travel day.
  2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
  3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.* Find San Jose del Cabo hotel and flight deals.
  4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
  6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at Los Cabos International Airport from Dane County Regional Airport

San Jose del Cabo welcomes travelers from Madison with a range of transport options based on price, convenience, and proximity. Here's how to reach San Jose del Cabo efficiently:

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in San Jose del Cabo, with options including free hotel shuttles and private rides, which can be arranged in advance with your hotel.
  • Car rental: Renting a car from Los Cabos International Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at Los Cabos International Airport on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.
  • Public transportation: From Los Cabos International Airport, Los Cabos Seaport, a seaport, is located about 1.9 miles away by car, providing convenient access for travelers heading to the waterfront.

Frequently asked questions

How much does a flight from Madison, WI (MSN-Dane County Regional) to San José del Cabo, Baja California Sur (SJD-Los Cabos Intl.) cost?
You can find cheap one-way flights from $181 and cheap return flights from $405 Madison, WI (MSN-Dane County Regional) to San José del Cabo, Baja California Sur (SJD-Los Cabos Intl.) with Expedia. One-way flights typically cost between $271 and $1941, and return flights often range between $555 and $2129. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Madison, WI (MSN-Dane County Regional) to San José del Cabo, Baja California Sur (SJD-Los Cabos Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Madison, WI (MSN-Dane County Regional) to San José del Cabo, Baja California Sur (SJD-Los Cabos Intl.)?
The cheapest month to fly from MSN to SJD is February when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you're able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Madison, WI (MSN-Dane County Regional) to San José del Cabo, Baja California Sur (SJD-Los Cabos Intl.)?
Enter MSN to SJD and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Madison, WI (MSN-Dane County Regional) to San José del Cabo, Baja California Sur (SJD-Los Cabos Intl.)?
American Airlines is one of the cheapest airlines offering connecting flights from Madison, WI (MSN) to San José del Cabo, Baja California Sur (SJD), with round-trip tickets starting from around $1,137. This flight includes a layover in O'Hare Intl. (ORD). Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Madison, WI (MSN-Dane County Regional) to San José del Cabo, Baja California Sur (SJD-Los Cabos Intl.)?
To find a cheap flight from Madison, WI (MSN-Dane County Regional) to San José del Cabo, Baja California Sur (SJD-Los Cabos Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Madison, WI (MSN-Dane County Regional) to San José del Cabo, Baja California Sur (SJD-Los Cabos Intl.)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
What is the earliest flight from Madison, WI (MSN-Dane County Regional) to San José del Cabo, Baja California Sur (SJD-Los Cabos Intl.)?
The earliest flight from Madison, WI (MSN) to San José del Cabo (SJD) typically leaves at 5:00 AM, operated by American Airlines. This seasonal service is available in November and December, allowing you to maximize your time in the beautiful Baja California Sur. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
How long does it take to fly from Madison, WI (MSN-Dane County Regional) to San José del Cabo, Baja California Sur (SJD-Los Cabos Intl.)?
A flight from MSN to SJD with a layover takes around 7 hours 30 minutes, with the route covering approximately 1,805 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Madison, WI (MSN-Dane County Regional) to San José del Cabo, Baja California Sur (SJD-Los Cabos Intl.)?
Business class seats are offered on the MSN to SJD route with Delta Air Lines and United Airlines.
How do I earn miles on a Madison, WI (MSN-Dane County Regional) to San José del Cabo, Baja California Sur (SJD-Los Cabos Intl.) flight with Expedia?
It's easy to earn miles on a Madison, WI (MSN-Dane County Regional) to San José del Cabo, Baja California Sur (SJD-Los Cabos Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for San Jose del Cabo from Dane County Regional (MSN)?
If you're planning to travel to San Jose del Cabo from Dane County Regional (MSN), you can fly into Los Cabos Intl. (SJD) Some flights may connect through major hubs like O'Hare Intl. (ORD), Hartsfield-Jackson Atlanta Intl. (ATL), Minneapolis - St. Paul Intl. (MSP) before reaching San Jose del Cabo. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Madison, WI (MSN-Dane County Regional) to San José del Cabo, Baja California Sur (SJD-Los Cabos Intl.) at the last minute?
Typically, booking a last minute flight from Madison, WI (MSN-Dane County Regional) to San José del Cabo, Baja California Sur (SJD-Los Cabos Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Madison, WI (MSN-Dane County Regional) to San José del Cabo, Baja California Sur (SJD-Los Cabos Intl.) flight and hotel package?
Securing a Madison, WI (MSN-Dane County Regional) to San José del Cabo, Baja California Sur (SJD-Los Cabos Intl.) Cabo San Lucas Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Madison, WI (MSN-Dane County Regional) to San José del Cabo, Baja California Sur (SJD-Los Cabos Intl.)?
If you booked your Madison, WI (MSN-Dane County Regional) to San José del Cabo, Baja California Sur (SJD-Los Cabos Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Dane County Regional
Destination airport
Los Cabos Intl.
Airlines serving
Aeromexico, Air Canada, American Airlines, Delta, United
Roundtrip price
$404
Distance
1804 mi

Book with confidence

Madison to San José del Cabo Flights

The cheapest times to fly from Madison to San José del Cabo

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Madison to San José del Cabo are during the month of February. You can find some of the cheapest flights from Madison to San José del Cabo with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Madison to San José del Cabo

Sunday is one of the best days to book for cheap flights from Madison to San José del Cabo: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Madison to San José del Cabo

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Madison to San José del Cabo in 2026. You can also book with separate airlines for your outbound and return journeys, from $181 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Madison to San José del Cabo flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Madison to San José del Cabo airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Madison to San José del Cabo Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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