When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 54 days in advance, which can save you up to 67% on flights from Milwaukee to Costa Rica compared to booking the week you need them. Waiting 54 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 $417. For sooner than that we have options available in the next 3 days from $623.
May is one of the best times of the year to fly to Costa Rica from Milwaukee. Prices for May average $606 per person but you can even find prices for as low as $321. The most expensive prices can be found in the month of March. Opting for a May flight can save you 20% on your journey compared to booking in March
When flying from Milwaukee to Costa Rica, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$286 - $540
Route
Depart
Return
Price
Milwaukee-MitchellSan José Juan Santamaria Intl
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 5/21
1 stop8h 32m
San José Juan Santamaria Intl
Tue 5/28
1 stop12h 40m
Milwaukee-MitchellSan José Juan Santamaria Intl
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 5/21
2 stops19h 49m
San José Juan Santamaria Intl
Tue 5/28
1 stop12h 40m
Milwaukee-MitchellSan José Juan Santamaria Intl
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 6/5
2 stops19h 19m
San José Juan Santamaria Intl
Wed 6/12
1 stop9h 15m
Milwaukee-MitchellSan José Juan Santamaria Intl
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 5/21
3 stops31h 17m
San José Juan Santamaria Intl
Tue 5/28
1 stop9h 09m
Milwaukee-MitchellSan José Juan Santamaria Intl
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sun 5/19
2 stops39h 31m
San José Juan Santamaria Intl
Tue 5/28
1 stop9h 09m
Milwaukee-MitchellSan José Juan Santamaria Intl
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sun 5/19
2 stops39h 31m
San José Juan Santamaria Intl
Sat 5/25
1 stop9h 09m
Milwaukee-MitchellSan José Juan Santamaria Intl
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 6/5
2 stops17h 57m
San José Juan Santamaria Intl
Fri 6/14
2 stops26h 52m
Milwaukee-MitchellSan José Juan Santamaria Intl
MKE - SJO
MKESJO
Milwaukee-Mitchell
Thu 6/6
1 stop15h 13m
San José Juan Santamaria Intl
Fri 6/14
1 stop25h 09m
Milwaukee-MitchellSan José Juan Santamaria Intl
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 9/17
1 stop12h 22m
San José Juan Santamaria Intl
Thu 9/26
1 stop8h 17m
No data available for this route at this time. Please check back soon.
Entertainment
Crew
Boarding
Overall
Food
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Crew
Boarding
Overall
Food
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Crew
Boarding
Overall
Food
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Crew
Boarding
Overall
Food
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Crew
Boarding
Overall
Food
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
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