$503+ Cheap flights from Madison (MSN) to Costa Rica
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 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SJO
Aug 1 — Aug 81
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Madison to Costa Rica 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 Costa Rica
Cheapest
Best
Last-minute
Cheapest flights from Madison to Costa RicaExplore the most affordable flight options available from Madison to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 2, 2026.
Explore the most affordable flight options available from Madison to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 2, 2026.
This United Airlines deal was found by Cheapflights users on 6/30. 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.
Wed 11/113:57 pm
MSN
- LIR
2 stops19h 47m
United Airlines
Tue 11/175:20 pm
LIR
- MSN
2 stops16h 24m
United Airlines
Deal found 6/30![United Airlines logo]()
$503
This American Airlines deal was found by Cheapflights users on 6/28. 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 12/87:05 pm
MSN
- SJO
2 stops18h 57m
American Airlines
Fri 12/1812:34 am
SJO
- MSN
1 stop10h 03m
American Airlines
Deal found 6/28![American Airlines logo]()
$555
This American Airlines deal was found by Cheapflights users on 7/1. 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 9/2611:37 am
MSN
- SJO
1 stop27h 20m
American Airlines
Sat 10/31:00 pm
SJO
- MSN
1 stop20h 51m
American Airlines
Deal found 7/1![American Airlines logo]()
$562
This American Airlines deal was found by Cheapflights users on 7/1. 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 11/126:00 am
MSN
- LIR
1 stop8h 45m
American Airlines
Thu 11/193:10 pm
LIR
- MSN
2 stops16h 56m
American Airlines
Deal found 7/1![American Airlines logo]()
$572
This American Airlines deal was found by Cheapflights users on 7/2. 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 9/21:25 pm
MSN
- LIR
2 stops23h 04m
American Airlines
Wed 9/92:47 pm
LIR
- MSN
2 stops20h 39m
American Airlines
Deal found 7/2![American Airlines logo]()
$578
This American Airlines deal was found by Cheapflights users on 6/28. 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 8/156:52 pm
MSN
- SJO
2 stops20h 00m
American Airlines
Sat 8/222:53 pm
SJO
- MSN
2 stops18h 47m
American Airlines
Deal found 6/28![American Airlines logo]()
$580
This American Airlines deal was found by Cheapflights users on 6/30. 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 11/117:05 pm
MSN
- LIR
2 stops19h 40m
American Airlines
Tue 11/171:21 pm
LIR
- MSN
2 stops22h 21m
American Airlines
Deal found 6/30![American Airlines logo]()
$588
This American Airlines deal was found by Cheapflights users on 6/29. 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.
Sun 9/67:00 am
MSN
- SJO
1 stop7h 52m
American Airlines
Sat 9/122:57 pm
SJO
- MSN
2 stops20h 29m
American Airlines
Deal found 6/29![American Airlines logo]()
$595
This American Airlines deal was found by Cheapflights users on 7/2. 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 12/316:19 am
MSN
- SJO
1 stop16h 26m
American Airlines
Mon 3/11:48 pm
SJO
- MSN
1 stop20h 26m
American Airlines
Deal found 7/2![American Airlines logo]()
$600
This American Airlines deal was found by Cheapflights users on 6/30. 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 7/274:11 pm
MSN
- SJO
1 stop21h 49m
American Airlines
Mon 8/102:56 pm
SJO
- MSN
2 stops18h 27m
American Airlines
Deal found 6/30![American Airlines logo]()
$630
Best flights from Madison to Costa RicaDiscover carefully curated flight deals from Madison to Costa Rica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 2, 2026.
Discover carefully curated flight deals from Madison to Costa Rica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 2, 2026.
This United Airlines deal was found by Cheapflights users on 6/30. 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.
Wed 11/113:57 pm
MSN
- LIR
2 stops19h 47m
United Airlines
Tue 11/175:20 pm
LIR
- MSN
2 stops16h 24m
United Airlines
Deal found 6/30![United Airlines logo]()
$503
This American Airlines deal was found by Cheapflights users on 7/1. 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 12/87:05 pm
MSN
- SJO
2 stops18h 57m
American Airlines
Fri 12/1812:34 am
SJO
- MSN
1 stop10h 03m
American Airlines
Deal found 7/1![American Airlines logo]()
$555
This Delta deal was found by Cheapflights users on 6/28. 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.
Wed 9/25:43 am
MSN
- LIR
1 stop7h 17m
Delta
Wed 9/91:25 pm
LIR
- MSN
1 stop8h 28m
Delta
Deal found 6/28![Delta logo]()
$630
This American Airlines deal was found by Cheapflights users on 7/1. 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 9/2611:37 am
MSN
- SJO
1 stop27h 20m
American Airlines
Sat 10/31:00 pm
SJO
- MSN
1 stop20h 51m
American Airlines
Deal found 7/1![American Airlines logo]()
$562
This American Airlines deal was found by Cheapflights users on 7/2. 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 11/127:05 pm
MSN
- LIR
2 stops19h 40m
American Airlines
Thu 11/191:21 pm
LIR
- MSN
2 stops21h 19m
American Airlines
Deal found 7/2![American Airlines logo]()
$572
This United Airlines deal was found by Cheapflights users on 6/30. 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 10/2412:39 pm
MSN
- SJO
2 stops22h 46m
United Airlines
Wed 10/2812:55 pm
SJO
- MSN
1 stop9h 42m
United Airlines
Deal found 6/30![United Airlines logo]()
$685
This American Airlines deal was found by Cheapflights users on 6/29. 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 8/156:52 pm
MSN
- SJO
2 stops20h 00m
American Airlines
Sat 8/222:53 pm
SJO
- MSN
2 stops18h 47m
American Airlines
Deal found 6/29![American Airlines logo]()
$580
This American Airlines deal was found by Cheapflights users on 6/29. 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.
Sun 9/67:00 am
MSN
- SJO
1 stop7h 52m
American Airlines
Sat 9/122:57 pm
SJO
- MSN
2 stops20h 29m
American Airlines
Deal found 6/29![American Airlines logo]()
$595
Last-minute flights from Madison to Costa RicaDiscover last-minute flight deals from Madison to Costa Rica. Data last updated July 2, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Costa Rica. Data last updated July 2, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 6/30. 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 7/25:00 am
MSN
- LIR
1 stop11h 19m
United Airlines
Wed 7/811:49 am
LIR
- MSN
1 stop11h 10m
United Airlines
Deal found 6/30![United Airlines logo]()
$787
This United Airlines deal was found by Cheapflights users on 6/30. 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 7/1412:30 pm
MSN
- LIR
2 stops23h 14m
United Airlines
Fri 7/2411:10 am
LIR
- MSN
2 stops20h 29m
United Airlines
Deal found 6/30![United Airlines logo]()
$789
This United Airlines deal was found by Cheapflights users on 6/30. 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 7/175:00 am
MSN
- LIR
2 stops10h 25m
United Airlines
Fri 7/2411:10 am
LIR
- MSN
2 stops20h 29m
United Airlines
Deal found 6/30![United Airlines logo]()
$690
This American Airlines deal was found by Cheapflights users on 6/29. 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.
Sun 7/196:00 am
MSN
- SJO
2 stops14h 35m
American Airlines
Fri 7/246:00 am
SJO
- MSN
2 stops15h 53m
American Airlines
Deal found 6/29![American Airlines logo]()
$632
This American Airlines deal was found by Cheapflights users on 7/1. 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 7/236:50 am
MSN
- LIR
1 stop8h 50m
American Airlines
Thu 7/302:15 pm
LIR
- MSN
2 stops16h 36m
American Airlines
Deal found 7/1![American Airlines logo]()
$743
This United Airlines deal was found by Cheapflights users on 7/2. 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 7/2312:30 pm
MSN
- LIR
2 stops24h 40m
United Airlines
Thu 7/303:27 pm
LIR
- MSN
2 stops30h 45m
United Airlines
Deal found 7/2![United Airlines logo]()
$749
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/257:55 pm
MSN
- SJO
1 stop13h 25m
Multiple Airlines
Sat 8/89:45 am
SJO
- MSN
1 stop8h 30m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$682
This American Airlines deal was found by Cheapflights users on 6/30. 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 7/275:52 pm
MSN
- SJO
2 stops18h 58m
American Airlines
Mon 8/102:56 pm
SJO
- MSN
2 stops18h 27m
American Airlines
Deal found 6/30![American Airlines logo]()
$595
This American Airlines deal was found by Cheapflights users on 6/28. 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 8/156:52 pm
MSN
- SJO
2 stops20h 00m
American Airlines
Sat 8/222:53 pm
SJO
- MSN
2 stops18h 47m
American Airlines
Deal found 6/28![American Airlines logo]()
$580
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Sun 8/166:00 am
MSN
- SJO
1 stop7h 26m
American Airlines
Sun 8/231:03 pm
SJO
- MSN
1 stop20h 37m
American Airlines
Deal found 7/2![American Airlines logo]()
$635
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Sun 8/166:00 am
MSN
- SJO
1 stop7h 26m
American Airlines
Thu 8/201:03 pm
SJO
- MSN
1 stop8h 35m
American Airlines
Deal found 7/2![American Airlines logo]()
$664
This United Airlines deal was found by Cheapflights users on 6/29. 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 8/215:48 pm
MSN
- LIR
2 stops19h 22m
United Airlines
Fri 8/281:20 pm
LIR
- MSN
2 stops21h 38m
United Airlines
Deal found 6/29![United Airlines logo]()
$774
Find flight deals from Madison to Costa Rica
Keep the following information in mind while searching for Madison to Costa Rica flight deals. Data was last updated July 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $503 (United Airlines) |
Popular in | December |
Cheapest in | September |
Average price | $628 |
Cheapflights Fare Finder
Customize your flight search to find flights from Madison to Costa Rica 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 2,558,603 searches. Data last updated July 2, 2026.
Use the filters below to find and compare flights from Madison to Costa Rica that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MadisonLiberia
MSN - LIR
MSNLIR
Madison Truax Field
Wed 11/11
3:57 pm-11:44 am
2 stops19h 47m
Liberia
Tue 11/17
5:20 pm-9:44 am
2 stops16h 24m
$503
MadisonSan José
MSN - SJO
MSNSJO
Madison Truax Field
Tue 12/8
7:05 pm-2:02 pm
2 stops18h 57m
San José Juan Santamaria Intl
Fri 12/18
12:34 am-10:37 am
1 stop10h 03m
$555
MadisonSan José
MSN - SJO
MSNSJO
Madison Truax Field
Sat 9/26
11:37 am-1:57 pm
1 stop27h 20m
San José Juan Santamaria Intl
Sat 10/3
1:00 pm-10:51 am
1 stop20h 51m
$562
MadisonLiberia
MSN - LIR
MSNLIR
Madison Truax Field
Thu 11/12
7:05 pm-2:45 pm
2 stops19h 40m
Liberia
Thu 11/19
1:21 pm-10:40 am
2 stops21h 19m
$572
MadisonSan José
MSN - SJO
MSNSJO
Madison Truax Field
Sat 8/15
6:52 pm-1:52 pm
2 stops20h 00m
San José Juan Santamaria Intl
Sat 8/22
2:53 pm-10:40 am
2 stops18h 47m
$580
MadisonSan José
MSN - SJO
MSNSJO
Madison Truax Field
Sun 9/6
7:00 am-1:52 pm
1 stop7h 52m
San José Juan Santamaria Intl
Sat 9/12
2:57 pm-12:26 pm
2 stops20h 29m
$595
Quickest round-trip
MadisonLiberia
MSN - LIR
MSNLIR
Madison Truax Field
Wed 9/2
5:43 am-12:00 pm
1 stop7h 17m
Liberia
Wed 9/9
1:25 pm-10:53 pm
1 stop8h 28m
$630
MadisonSan José
MSN - SJO
MSNSJO
Madison Truax Field
Sat 10/24
12:39 pm-10:25 am
2 stops22h 46m
San José Juan Santamaria Intl
Wed 10/28
12:55 pm-11:37 pm
1 stop9h 42m
$685
Sorted by cheapest first
Best time to book a flight from Madison to Costa Rica
Have a flexible travel schedule? Discover the best time to fly to Costa Rica from Madison with our price prediction graph.
MSN-LIR
MSN-SJO
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 Costa Rica
MSN-CR0
MSN-LIR
MSN-SJO
What is the cheapest month to book a flight from Madison to Costa Rica?
Currently, November is the cheapest month in which you can book a flight from Madison to Costa Rica (average of $213). Flying from Madison to Costa Rica in May is currently the most expensive (average of $679). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Reviews of airlines servicing Costa Rica
Get insights into the airlines that provide service to Costa Rica. 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 Costa Rica. Reviews last updated July 2, 2026.
See what other customers who have flown with Delta and American Airlines from Madison to Costa Rica have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.8
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Madison to Costa Rica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Alternative routes for Madison to Costa Rica
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Costa Rica by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Madison to Costa Rica by cabin class
Find flights from Madison to Costa Rica, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Madison and Costa Rica flights
Browse other Madison and Costa Rica flight options. Last updated on July 2, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Madison to Costa Rica
Discover the top 2 airlines that operate flights from Madison to Costa Rica. 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 2,558,603 searches. Data last updated July 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$295 | Average$822 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$420 | Average$656 | FlexibilityNo cancel fee | On-time71% |