$227+ Cheap flights from Madison (MSN) to Cabo San Lucas, Mexico
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/5. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SJD
Oct 12 — Oct 191
Round-trip
1 adult, Economy
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Find cheap flights from Madison to Cabo San Lucas with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Madison to Cabo San Lucas
Cheapest
Best
Last-minute
One-way
Cheapest flights from Madison to Cabo San LucasExplore the most affordable flight options available from Madison to Cabo San Lucas. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 12, 2026.
Explore the most affordable flight options available from Madison to Cabo San Lucas. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 12, 2026.
This American Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/87:00 am -
1 stop7h 19m
Tue 12/1511:55 am -
1 stop8h 51m
Deal found 9/9![American Airlines logo]()
$497
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/87:56 pm -
2 stops20h 22m
Wed 12/163:59 pm -
2 stops17h 20m
Deal found 9/7![Delta logo]()
$501
This American Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/95:00 am -
1 stop8h 44m
Thu 12/172:25 pm -
1 stop8h 34m
Deal found 9/7![American Airlines logo]()
$502
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/288:31 pm -
1 stop17h 20m
Sat 12/51:08 pm -
1 stop7h 38m
Deal found 9/10![American Airlines logo]()
$542
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:05 pm -
2 stops17h 51m
Sat 11/73:51 pm -
2 stops15h 19m
Deal found 9/10![American Airlines logo]()
$546
This American Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:00 am -
1 stop7h 19m
Mon 11/164:35 pm -
1 stop23h 32m
Deal found 9/8![American Airlines logo]()
$553
This United Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:15 pm -
2 stops17h 28m
Mon 11/212:55 pm -
1 stop7h 10m
Deal found 9/11![United Airlines logo]()
$562
Best flights from Madison to Cabo San LucasDiscover carefully curated flight deals from Madison to Cabo San Lucas that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 12, 2026.
Discover carefully curated flight deals from Madison to Cabo San Lucas that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 12, 2026.
This United Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/55:00 am -
2 stops10h 42m
Tue 1/122:11 pm -
2 stops18h 44m
Deal found 9/12![United Airlines logo]()
$501
This United Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/96:00 am -
1 stop8h 03m
Fri 2/122:20 pm -
2 stops22h 30m
Deal found 9/11![United Airlines logo]()
$617
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/308:22 am -
3 stops28h 21m
Thu 2/42:11 pm -
2 stops22h 54m
Deal found 9/8![United Airlines logo]()
$639
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/68:22 am -
3 stops28h 21m
Wed 2/102:11 pm -
2 stops22h 39m
Deal found 9/8![United Airlines logo]()
$639
This United Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/38:15 am -
3 stops28h 28m
Thu 12/102:11 pm -
2 stops18h 38m
Deal found 9/7![United Airlines logo]()
$666
Last-minute flights from Madison to Cabo San LucasDiscover last-minute flight deals from Madison to Cabo San Lucas. Data last updated September 12, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Cabo San Lucas. Data last updated September 12, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/225:50 am -
1 stop7h 17m
Sun 9/279:17 am -
2 stops11h 44m
Deal found 9/7![Delta logo]()
$855
This United Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/225:00 am -
1 stop9h 05m
Sun 9/272:50 pm -
1 stop7h 09m
Deal found 9/7![United Airlines logo]()
$880
This United Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/234:10 pm -
2 stops22h 38m
Fri 10/301:11 pm -
2 stops20h 43m
Deal found 9/7![United Airlines logo]()
$666
This United Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:15 pm -
2 stops17h 28m
Mon 11/212:55 pm -
1 stop7h 10m
Deal found 9/11![United Airlines logo]()
$562
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:05 pm -
2 stops17h 51m
Sat 11/73:51 pm -
2 stops15h 19m
Deal found 9/10![American Airlines logo]()
$546
One-way flights from Madison to Cabo San LucasSearch for one-way flight options from Madison to Cabo San Lucas. Find affordable one-way fares based on user searches. Data last updated September 12, 2026.
Search for one-way flight options from Madison to Cabo San Lucas. Find affordable one-way fares based on user searches. Data last updated September 12, 2026.
This American Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/57:00 am -
1 stop9h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![American Airlines logo]()
$227
This American Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/318:32 pm -
1 stop17h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![American Airlines logo]()
$272
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/58:22 am -
3 stops28h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![United Airlines logo]()
$303
This United Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/258:22 am -
3 stops28h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![United Airlines logo]()
$348
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/318:10 am -
3 stops26h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![United Airlines logo]()
$403
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/18:10 am -
3 stops28h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![United Airlines logo]()
$539
Find flight deals from Madison to Cabo San Lucas
Keep the following information in mind while searching for Madison to Cabo San Lucas flight deals. Data was last updated September 12, 2026.
Round-trip from | $497 (American Airlines) |
|---|---|
One-way from | $227 (American Airlines) |
Popular in | June |
Cheapest in | May |
Average price | $620 |
Cheapflights Fare Finder
Customize your flight search to find flights from Madison to Cabo San Lucas that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 12, 2026.
Use the filters below to find and compare flights from Madison to Cabo San Lucas that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MadisonSan José del Cabo
MSN Madison Truax Field - SJD San José del Cabo Los Cabos
MSNSJD
Madison Truax Field
Tue 1/5
6:00 am-3:14 pm
2 stops10h 14m
San José del Cabo Los Cabos
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$227
Quickest round-trip
MadisonSan José del Cabo
MSN Madison Truax Field - SJD San José del Cabo Los Cabos
MSNSJD
Madison Truax Field
Mon 1/25
6:15 am-12:30 pm
1 stop7h 15m
San José del Cabo Los Cabos
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$227
MadisonSan José del Cabo
MSN Madison Truax Field - SJD San José del Cabo Los Cabos
MSNSJD
Madison Truax Field
Fri 1/1
5:29 pm-10:05 am
2 stops17h 36m
San José del Cabo Los Cabos
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$272
MadisonSan José del Cabo
MSN Madison Truax Field - SJD San José del Cabo Los Cabos
MSNSJD
Madison Truax Field
Tue 1/5
8:22 am-11:43 am
3 stops28h 21m
San José del Cabo Los Cabos
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$303
MadisonSan José del Cabo
MSN Madison Truax Field - SJD San José del Cabo Los Cabos
MSNSJD
Madison Truax Field
Mon 1/25
8:22 am-11:43 am
3 stops28h 21m
San José del Cabo Los Cabos
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$348
MadisonSan José del Cabo
MSN Madison Truax Field - SJD San José del Cabo Los Cabos
MSNSJD
Madison Truax Field
Thu 12/31
8:10 am-10:05 am
3 stops26h 55m
San José del Cabo Los Cabos
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$403
MadisonSan José del Cabo
MSN Madison Truax Field - SJD San José del Cabo Los Cabos
MSNSJD
Madison Truax Field
Tue 1/5
5:00 am-2:42 pm
2 stops10h 42m
San José del Cabo Los Cabos
Tue 1/12
2:11 pm-9:55 am
2 stops18h 44m
$501
MadisonSan José del Cabo
MSN Madison Truax Field - SJD San José del Cabo Los Cabos
MSNSJD
Madison Truax Field
Sat 1/2
8:10 am-10:05 am
3 stops26h 55m
San José del Cabo Los Cabos
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$539
MadisonSan José del Cabo
MSN Madison Truax Field - SJD San José del Cabo Los Cabos
MSNSJD
Madison Truax Field
Tue 2/9
6:00 am-1:03 pm
1 stop8h 03m
San José del Cabo Los Cabos
Fri 2/12
2:20 pm-1:50 pm
2 stops22h 30m
$617
MadisonSan José del Cabo
MSN Madison Truax Field - SJD San José del Cabo Los Cabos
MSNSJD
Madison Truax Field
Sat 1/30
8:22 am-11:43 am
3 stops28h 21m
San José del Cabo Los Cabos
Thu 2/4
2:11 pm-2:05 pm
2 stops22h 54m
$639
Showing 1-10 of 12 resultsSorted by cheapest first
Best time to book a flight from Madison to Cabo San Lucas
Have a flexible travel schedule? Discover the best time to fly to Cabo San Lucas from Madison with our price prediction graph.
MSN-SJD
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 Cabo San Lucas
MSN-C4B
MSN-SJD
How much does it cost to fly round-trip from Madison to Cabo San Lucas?
Airfare is below average for this route at the moment.
Madison to Cabo San Lucas flights typically cost between $545 and $659 in December.The cheapest round-trip price found within the last 5 days was $497 on American Airlines (Dec 8-Dec 15).
Reviews of airlines servicing Cabo San Lucas
Get insights into the airlines that provide service to Cabo San Lucas. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cabo San Lucas. Reviews last updated September 12, 2026.
Read through reviews of airlines operating flights from Madison to Cabo San Lucas, such as United Airlines and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.3
Boarding
7.7
Food
6.7
Entertainment
7.1
Crew
8.1
Overall
7.4
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Comfort
7.3
Boarding
7.7
Food
6.7
Entertainment
7.1
Crew
8.1
Overall
7.4
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Comfort
7.3
Boarding
7.7
Food
6.7
Entertainment
7.1
Crew
8.1
Overall
7.4
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Related info for your journey
Find useful and relevant information for your journey from Madison to Cabo San Lucas. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Madison to Cabo San Lucas
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Complete your trip
Complete your trip to Cabo San Lucas by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Madison to Cabo San Lucas by cabin class
Find flights from Madison to Cabo San Lucas, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Madison and Cabo San Lucas flights
Browse other Madison and Cabo San Lucas flight options. Last updated on September 12, 2026.
Other flights from Madison
Browse through other flights departing from Madison. Flights are based on user searches made on Cheapflights and were last updated on September 12, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Madison to Cabo San Lucas flights
Consider these flights traveling from Madison to Cabo San Lucas.
Top 2 airlines flying from Madison to Cabo San Lucas
Discover the top 2 airlines that operate flights from Madison to Cabo San Lucas. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$440 | Average$683 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$500 | Average$665 | FlexibilityNo cancel fee | On-time69% |