Cheap flights from Wisconsin to Costa Rica from $90

The cheapest month to fly to Costa Rica from Wisconsin is in September. Flight prices, which tend to average around $525, are often lower during this time because this is during the off-season. If you’re not able to fly to Costa Rica in September, then June is your next best option. Flight prices from Wisconsin to Costa Rica during June average around $540.

You are more likely to see cheaper flights to Costa Rica from Wisconsin when booking weeks ahead of your departure date. In general, you can expect to find flights to Costa Rica for around $640 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Costa Rica from Wisconsin for as low as $494 on momondo.

Spirit Airlines, American Airlines, and Delta are the most popular carriers operating from Wisconsin to Costa Rica

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Costa Rica from Wisconsin according to our data. American Airlines is the first choice among our users, with 62% of people opting to fly with this airline when traveling to Costa Rica. Keep in mind that there are 4 different airlines that fly to Costa Rica on a routine basis, so you have a few additional options to choose from.

As of March 2026, there are 43 flights per week flying from Wisconsin to Costa Rica. The most common day of the week flights depart is Mon, with 16% of flights taking off on this day.

Flight times vary depending on what airport in Wisconsin you fly out of and what airport in Costa Rica you fly into. For example, flying from Milwaukee to San José takes 6h 59m on average. On the other hand, flying from Appleton to San José takes 7h 26m on average. Keep in mind that it’s always quicker to opt for a non-stop flight, so be sure to check momondo if there are any available for your route.