When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 55 days in advance, which can save you up to 64% on flights from Madison to Costa Rica compared to booking the week you need them. Waiting 55 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $695. For sooner than that we have options available in the next 3 days from $702.
Flights from Madison to Costa Rica lean towards being more expensive in March. Prices are generally better when you fly from Madison to Costa Rica in August, with the cheapest ticket starting at $413.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Madison to Costa Rica as you normally would.
Fly from
Fly to
Budget
$410 - $1,249
Route
Depart
Return
Price
Madison Truax FieldLiberia
MSN - LIR
MSNLIR
Madison Truax Field
Thu 5/16
2 stops19h 34m
Liberia
Tue 5/21
2 stops20h 07m
Madison Truax FieldSan José Juan Santamaria Intl
MSN - SJO
MSNSJO
Madison Truax Field
Sun 5/19
1 stop17h 29m
San José Juan Santamaria Intl
Sun 5/26
1 stop16h 20m
Madison Truax FieldSan José Juan Santamaria Intl
MSN - SJO
MSNSJO
Madison Truax Field
Sun 5/19
1 stop17h 29m
San José Juan Santamaria Intl
Sun 5/26
2 stops15h 23m
Madison Truax FieldSan José Juan Santamaria Intl
MSN - SJO
MSNSJO
Madison Truax Field
Sat 7/13
2 stops19h 11m
San José Juan Santamaria Intl
Sat 7/20
2 stops20h 47m
Madison Truax FieldSan José Juan Santamaria Intl
MSN - SJO
MSNSJO
Madison Truax Field
Wed 8/28
2 stops15h 49m
San José Juan Santamaria Intl
Wed 9/4
2 stops20h 52m
Madison Truax FieldSan José Juan Santamaria Intl
MSN - SJO
MSNSJO
Madison Truax Field
Wed 8/28
1 stop15h 55m
San José Juan Santamaria Intl
Wed 9/4
2 stops20h 52m
Madison Truax FieldLiberia
MSN - LIR
MSNLIR
Madison Truax Field
Mon 5/13
2 stops19h 35m
Liberia
Sat 5/25
1 stop9h 33m
Madison Truax FieldSan José Juan Santamaria Intl
MSN - SJO
MSNSJO
Madison Truax Field
Sat 7/13
1 stop18h 55m
San José Juan Santamaria Intl
Fri 7/19
2 stops15h 05m
Madison Truax FieldSan José Juan Santamaria Intl
MSN - SJO
MSNSJO
Madison Truax Field
Sat 9/14
1 stop6h 58m
San José Juan Santamaria Intl
Sat 9/28
1 stop8h 20m
No data available for this route at this time. Please check back soon.
Comfort
Crew
Entertainment
Boarding
Food
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
Comfort
Crew
Entertainment
Boarding
Food
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
Comfort
Crew
Entertainment
Boarding
Food
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
Comfort
Crew
Entertainment
Boarding
Food
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
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