$301+ Cheap flights from Madison (MSN) to Costa Rica
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SJO
Sep 13 — Sep 201
Round-trip
1 adult, Economy
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Find cheap flights from Madison to Costa Rica with Cheapflights
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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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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 August 14, 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 August 14, 2026.
This Delta deal was found by Cheapflights users on 8/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:06 pm -
2 stops28h 09m
Wed 11/257:00 am -
1 stop9h 26m
Deal found 8/11![Delta logo]()
$473
This Delta deal was found by Cheapflights users on 8/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/115:30 am -
1 stop16h 45m
Wed 11/257:00 am -
1 stop9h 26m
Deal found 8/11![Delta logo]()
$533
This Delta deal was found by Cheapflights users on 8/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/115:30 am -
1 stop16h 45m
Tue 11/247:00 am -
2 stops29h 39m
Deal found 8/11![Delta logo]()
$538
This Delta deal was found by Cheapflights users on 8/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:06 pm -
2 stops28h 09m
Sun 11/222:30 pm -
2 stops30h 48m
Deal found 8/11![Delta logo]()
$548
This American Airlines deal was found by Cheapflights users on 8/13. 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 12/88:46 pm -
2 stops17h 31m
Tue 12/223:15 pm -
1 stop17h 13m
Deal found 8/13![American Airlines logo]()
$549
This American Airlines deal was found by Cheapflights users on 8/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1011:37 am -
1 stop26h 09m
Tue 11/242:07 pm -
1 stop9h 50m
Deal found 8/11![American Airlines logo]()
$550
This Delta deal was found by Cheapflights users on 8/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/132:30 pm -
2 stops22h 35m
Wed 11/257:00 am -
1 stop9h 26m
Deal found 8/11![Delta logo]()
$554
This American Airlines deal was found by Cheapflights users on 8/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:53 pm -
1 stop21h 07m
Wed 10/211:00 pm -
1 stop8h 50m
Deal found 8/12![American Airlines logo]()
$560
This American Airlines deal was found by Cheapflights users on 8/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:05 pm -
2 stops18h 52m
Tue 10/131:00 pm -
1 stop8h 50m
Deal found 8/12![American Airlines logo]()
$563
This American Airlines deal was found by Cheapflights users on 8/13. 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 9/278:05 pm -
2 stops18h 52m
Sun 10/41:00 pm -
2 stops18h 12m
Deal found 8/13![American Airlines logo]()
$568
This American Airlines deal was found by Cheapflights users on 8/14. 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 11/126:38 pm -
2 stops17h 55m
Thu 11/193:35 pm -
2 stops16h 49m
Deal found 8/14![American Airlines logo]()
$572
This American Airlines deal was found by Cheapflights users on 8/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/263:06 pm -
2 stops23h 12m
Sat 10/32:47 pm -
2 stops19h 04m
Deal found 8/12![American Airlines logo]()
$576
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 August 14, 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 August 14, 2026.
This Delta deal was found by Cheapflights users on 8/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:51 am -
2 stops26h 14m
Wed 11/257:00 am -
1 stop9h 26m
Deal found 8/11![Delta logo]()
$548
This American Airlines deal was found by Cheapflights users on 8/13. 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 -
2 stops19h 12m
Thu 11/191:33 pm -
2 stops18h 51m
Deal found 8/13![American Airlines logo]()
$572
This United Airlines deal was found by Cheapflights users on 8/11. 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 1/127:15 pm -
1 stop17h 41m
Tue 1/195:15 pm -
1 stop26h 41m
Deal found 8/11![United Airlines logo]()
$604
This Delta deal was found by Cheapflights users on 8/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/85:17 pm -
2 stops22h 08m
Wed 1/131:50 pm -
1 stop9h 05m
Deal found 8/11![Delta logo]()
$576
This United Airlines deal was found by Cheapflights users on 8/14. 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 10/56:49 am -
2 stops13h 48m
Wed 10/147:55 am -
2 stops13h 40m
Deal found 8/14![United Airlines logo]()
$623
This American Airlines deal was found by Cheapflights users on 8/13. 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 12/106:38 pm -
2 stops17h 55m
Wed 12/233:15 pm -
1 stop9h 00m
Deal found 8/13![American Airlines logo]()
$651
This Delta deal was found by Cheapflights users on 8/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/37:55 pm -
1 stop16h 40m
Tue 1/123:25 pm -
2 stops17h 25m
Deal found 8/11![Delta logo]()
$619
This United Airlines deal was found by Cheapflights users on 8/13. 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 12/103:57 pm -
2 stops21h 13m
Tue 12/2212:30 pm -
1 stop9h 11m
Deal found 8/13![United Airlines logo]()
$646
This American Airlines deal was found by Cheapflights users on 8/9. 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.
Sat 1/234:47 pm -
2 stops19h 25m
Sun 2/73:17 pm -
2 stops16h 49m
Deal found 8/9![American Airlines logo]()
$655
This Delta deal was found by Cheapflights users on 8/14. 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.
Mon 10/56:37 pm -
2 stops18h 23m
Wed 10/141:25 pm -
1 stop8h 37m
Deal found 8/14![Delta logo]()
$623
This Delta deal was found by Cheapflights users on 8/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2811:32 am -
1 stop10h 43m
Fri 12/117:00 am -
2 stops14h 34m
Deal found 8/10![Delta logo]()
$625
This United Airlines deal was found by Cheapflights users on 8/13. 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 12/810:40 am -
2 stops26h 35m
Fri 12/181:15 am -
2 stops17h 39m
Deal found 8/13![United Airlines logo]()
$694
This Delta deal was found by Cheapflights users on 8/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/271:37 pm -
1 stop8h 38m
Fri 12/117:00 am -
2 stops14h 34m
Deal found 8/10![Delta logo]()
$625
This United Airlines deal was found by Cheapflights users on 8/11. 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.
Wed 11/115:00 am -
2 stops14h 53m
Fri 11/2711:28 pm -
1 stop24h 09m
Deal found 8/11![United Airlines logo]()
$695
This Delta deal was found by Cheapflights users on 8/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/75:50 pm -
2 stops20h 20m
Thu 1/143:25 pm -
2 stops21h 31m
Deal found 8/10![Delta logo]()
$650
This Delta deal was found by Cheapflights users on 8/13. 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 12/85:30 am -
1 stop7h 15m
Tue 12/221:50 pm -
1 stop9h 05m
Deal found 8/13![Delta logo]()
$662
This Delta deal was found by Cheapflights users on 8/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/27:55 pm -
1 stop16h 40m
Fri 1/151:50 pm -
1 stop9h 05m
Deal found 8/11![Delta logo]()
$670
This Delta deal was found by Cheapflights users on 8/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/42:51 pm -
2 stops21h 58m
Wed 9/161:19 pm -
1 stop8h 22m
Deal found 8/11![Delta logo]()
$672
This Delta deal was found by Cheapflights users on 8/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:21 pm -
1 stop28h 54m
Wed 11/257:00 am -
1 stop9h 26m
Deal found 8/11![Delta logo]()
$682
This Delta deal was found by Cheapflights users on 8/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/95:30 am -
1 stop16h 45m
Sat 11/217:00 am -
1 stop9h 26m
Deal found 8/11![Delta logo]()
$702
This Delta deal was found by Cheapflights users on 8/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:43 am -
1 stop7h 06m
Wed 9/161:19 pm -
1 stop8h 22m
Deal found 8/11![Delta logo]()
$749
Last-minute flights from Madison to Costa RicaDiscover last-minute flight deals from Madison to Costa Rica. Data last updated August 14, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Costa Rica. Data last updated August 14, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:00 am -
1 stop7h 52m
Sat 9/52:53 pm -
2 stops17h 24m
Deal found 8/11![American Airlines logo]()
$672
This American Airlines deal was found by Cheapflights users on 8/10. 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.
Wed 9/26:53 pm -
2 stops19h 45m
Wed 9/92:47 pm -
2 stops20h 39m
Deal found 8/10![American Airlines logo]()
$655
This Delta deal was found by Cheapflights users on 8/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/312:10 pm -
2 stops24h 39m
Wed 9/161:19 pm -
1 stop8h 22m
Deal found 8/11![Delta logo]()
$709
This American Airlines deal was found by Cheapflights users on 8/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:00 am -
2 stops14h 52m
Tue 9/152:57 pm -
2 stops16h 17m
Deal found 8/11![American Airlines logo]()
$698
This Delta deal was found by Cheapflights users on 8/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:47 pm -
2 stops19h 02m
Wed 9/161:19 pm -
1 stop8h 22m
Deal found 8/11![Delta logo]()
$666
This Delta deal was found by Cheapflights users on 8/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:47 pm -
2 stops19h 02m
Mon 9/141:19 pm -
2 stops22h 25m
Deal found 8/11![Delta logo]()
$711
This American Airlines deal was found by Cheapflights users on 8/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/65:46 pm -
2 stops19h 17m
Sat 9/122:57 pm -
2 stops20h 59m
Deal found 8/11![American Airlines logo]()
$635
This American Airlines deal was found by Cheapflights users on 8/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:05 pm -
2 stops18h 52m
Tue 10/131:00 pm -
1 stop8h 50m
Deal found 8/12![American Airlines logo]()
$563
This American Airlines deal was found by Cheapflights users on 8/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/263:06 pm -
2 stops23h 12m
Sat 10/32:47 pm -
2 stops19h 04m
Deal found 8/12![American Airlines logo]()
$576
This United Airlines deal was found by Cheapflights users on 8/12. 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.
Sat 9/265:10 am -
1 stop11h 09m
Sat 10/34:30 pm -
1 stop16h 59m
Deal found 8/12![United Airlines logo]()
$688
This American Airlines deal was found by Cheapflights users on 8/13. 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 9/275:00 am -
2 stops9h 57m
Sun 10/41:00 pm -
1 stop8h 57m
Deal found 8/13![American Airlines logo]()
$568
This United Airlines deal was found by Cheapflights users on 8/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/286:35 pm -
2 stops18h 35m
Thu 10/11:20 pm -
2 stops30h 40m
Deal found 8/10![United Airlines logo]()
$669
One-way flights from Madison to Costa RicaSearch for one-way flight options from Madison to Costa Rica. Find affordable one-way fares based on user searches. Data last updated August 14, 2026.
Search for one-way flight options from Madison to Costa Rica. Find affordable one-way fares based on user searches. Data last updated August 14, 2026.
This United Airlines deal was found by Cheapflights users on 8/14. 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.
Sun 1/177:15 pm -
1 stop17h 40m
Deal found 8/14![United Airlines logo]()
$301
This American Airlines deal was found by Cheapflights users on 8/14. 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 9/164:23 pm -
2 stops20h 36m
Deal found 8/14![American Airlines logo]()
$304
This American Airlines deal was found by Cheapflights users on 8/9. 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.
Thu 11/126:38 pm -
2 stops19h 39m
Deal found 8/9![American Airlines logo]()
$322
This American Airlines deal was found by Cheapflights users on 8/13. 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 12/106:38 pm -
2 stops17h 55m
Deal found 8/13![American Airlines logo]()
$328
This United Airlines deal was found by Cheapflights users on 8/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/223:44 pm -
2 stops19h 40m
Deal found 8/9![United Airlines logo]()
$340
This United Airlines deal was found by Cheapflights users on 8/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/129:00 am -
1 stop31h 10m
Deal found 8/9![United Airlines logo]()
$395
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
Thu 12/106:10 pm -
1 stop21h 01m
Deal found 8/13![Multiple Airlines logo]()
$404
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
Wed 9/1610:33 am -
3 stops21h 37m
Deal found 8/14![Multiple Airlines logo]()
$416
This United Airlines deal was found by Cheapflights users on 8/13. 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 12/106:30 am -
2 stops13h 23m
Deal found 8/13![United Airlines logo]()
$444
This Ovago deal was found by Cheapflights users on 8/13. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/107:05 am -
1 stop7h 30m
Deal found 8/13![GOL logo]()
$582
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
Sun 1/176:00 pm -
3 stops36h 00m
Deal found 8/14![Multiple Airlines logo]()
$584
This business-class.com deal was found by Cheapflights users on 8/11. 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 business-class.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/55:45 pm -
1 stop26h 31m
Deal found 8/11![Multiple Airlines logo]()
$709
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 August 14, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $429 (American Airlines) |
One-way from | $301 (United Airlines) |
Popular in | December |
Cheapest in | September |
Average price | $855 |
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 August 14, 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
MadisonSan José
MSN Madison Truax Field - SJO San José Juan Santamaria Intl
MSNSJO
Madison Truax Field
Thu 11/12
10:51 am-1:05 pm
2 stops26h 14m
San José Juan Santamaria Intl
Wed 11/25
7:00 am-4:26 pm
1 stop9h 26m
$548
MadisonLiberia
MSN Madison Truax Field - LIR Liberia
MSNLIR
Madison Truax Field
Thu 11/12
7:05 pm-2:17 pm
2 stops19h 12m
Liberia
Thu 11/19
1:33 pm-8:24 am
2 stops18h 51m
$572
MadisonLiberia
MSN Madison Truax Field - LIR Liberia
MSNLIR
Madison Truax Field
Fri 1/8
5:17 pm-3:25 pm
2 stops22h 08m
Liberia
Wed 1/13
1:50 pm-10:55 pm
1 stop9h 05m
$576
MadisonLiberia
MSN Madison Truax Field - LIR Liberia
MSNLIR
Madison Truax Field
Tue 1/12
7:15 pm-12:56 pm
1 stop17h 41m
Liberia
Tue 1/19
5:15 pm-7:56 pm
1 stop26h 41m
$604
MadisonLiberia
MSN Madison Truax Field - LIR Liberia
MSNLIR
Madison Truax Field
Sun 1/3
7:55 pm-12:35 pm
1 stop16h 40m
Liberia
Tue 1/12
3:25 pm-8:50 am
2 stops17h 25m
$619
MadisonSan José
MSN Madison Truax Field - SJO San José Juan Santamaria Intl
MSNSJO
Madison Truax Field
Mon 10/5
6:49 am-7:37 pm
2 stops13h 48m
San José Juan Santamaria Intl
Wed 10/14
7:55 am-10:35 pm
2 stops13h 40m
$623
MadisonSan José
MSN Madison Truax Field - SJO San José Juan Santamaria Intl
MSNSJO
Madison Truax Field
Mon 10/5
6:37 pm-12:00 pm
2 stops18h 23m
San José Juan Santamaria Intl
Wed 10/14
1:25 pm-11:02 pm
1 stop8h 37m
$623
MadisonSan José
MSN Madison Truax Field - SJO San José Juan Santamaria Intl
MSNSJO
Madison Truax Field
Sat 11/28
11:32 am-10:15 pm
1 stop10h 43m
San José Juan Santamaria Intl
Fri 12/11
7:00 am-9:34 pm
2 stops14h 34m
$625
MadisonSan José
MSN Madison Truax Field - SJO San José Juan Santamaria Intl
MSNSJO
Madison Truax Field
Fri 11/27
1:37 pm-10:15 pm
1 stop8h 38m
San José Juan Santamaria Intl
Fri 12/11
7:00 am-9:34 pm
2 stops14h 34m
$625
MadisonLiberia
MSN Madison Truax Field - LIR Liberia
MSNLIR
Madison Truax Field
Thu 12/10
3:57 pm-1:10 pm
2 stops21h 13m
Liberia
Tue 12/22
12:30 pm-9:41 pm
1 stop9h 11m
$646
Showing 1-10 of 37 resultsSorted 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-SJO
MSN-LIR
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-SJO
MSN-LIR
What is the cheapest month to book a flight from Madison to Costa Rica?
Currently, October is the cheapest month in which you can book a flight from Madison to Costa Rica (average of $599). Flying from Madison to Costa Rica in December is currently the most expensive (average of $1,338). 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 August 14, 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
Crew
8.5
Food
7.2
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Entertainment
7.8
Boarding
8.1
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.
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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 August 14, 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 August 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$295 | Average$860 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$476 | Average$699 | FlexibilityNo cancel fee | On-time71% |