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Find cheap flights from Milwaukee to Costa Rica from $155

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Milwaukee to Costa Rica departing on 5/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sa 5/25
Sa 6/1

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Best Costa Rica Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

San José
San José1 stop$286
Liberia
Liberia1 stop$516

Good to know

Low season

July

High season

January

Cheapest flight

$155
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly and prices are also 5% lower on average.
Flight from Milwaukee to San José

FAQs - booking Costa Rica flights

  • How does KAYAK find such low prices on flights from Milwaukee to Costa Rica?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Milwaukee to Costa Rica.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Milwaukee to Costa Rica?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Costa Rica from Milwaukee is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Milwaukee to Costa Rica?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Costa Rica with an airline and back to Milwaukee with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Milwaukee to Costa Rica?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Costa Rica from Milwaukee up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Costa Rica

  • Morning departure is around 2% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Milwaukee to Costa Rica

 
Need help choosing which airline to fly with from Milwaukee to Costa Rica? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Alaska AirlinesOverall score based on 9110 reviews
8.2boarding
8.6crew
7.3food
7.9comfort
7.3entertainment
Airline reviews

I was seated at the back of the plane and the flight attendants were fantastic. I did not get food so can’t say. Thought the movie selection was lean.

10.0 ExcellentAnonymous, Apr 2024BOS - SAN
Read more about Alaska Airlines reviews

I was seated at the back of the plane and the flight attendants were fantastic. I did not get food so can’t say. Thought the movie selection was lean.

You guys did great, the only thing keeping me from the higher rating is the physical dimensions of the seats, which staff has no control over. Keep up the good job.

Flight was good. Glad it was delayed or I may have missed the connection since I got to Seattle at about the same time my connection was to leave. The snack was a small bag of pretzels and a small soda. Can’t really call that food. There was no entertainment available on the flight.

It was much better than expected. Short flight and smaller plane so no entertainment or food.

It was so easy to board using my boarding pass on my iPhone, and I liked what I was given on the plane for food and drink, and everyone was very friendly.

It took around two hours to depart. Just sitting in the tamarack waiting. It impacted my traveling plans in a very dramatic way. When we returned, it took around two hours for us to be able to get our luggage. Ridiculous!!

The messaging about the change in flight destination and options for getting to SFO was poor. There should have been frequent updates. When I spoke to the boarding agent moment before we were supposed to board, he was flippant and offered no help before the announcement was made that transportation would be arranged. It was as poor of an experience that I've ever had.

I thought every thing was good with the acceptation of the long layover between Seattle and the Tampa trip.

My plane ride down landed 20 min late. Boarding at SFO was strange too. The people at the terminal were nice—but, boarding lacked direction, and was confusing . Coming back was worse—the plane was hours behind—and I barely caught the last Bart train back to San Francisco (3 min more and I would have been in trouble). It was a very stressful trip, and it didn’t need to be.

Same as the earlier flight. Bad boarding practices, uncomfortable seats, and no Wi-Fi service.

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

I always fly with Delta. My friends tell me their horror stories of flying with other airlines. I just smile and say, “You should fly Delta”

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

This flight was ridiculous. I had to have a connecting flight from New York to orlando Florida??? The flight left late and because it was a short flight there was no first class amenities. I had one alcohol drink. The flight crew was fine, but it sure did not feel like first class. Delta to me dropped the ball by giving me a connecting flight. By the time we got to Raleigh we would have missed the next flight. Lucky for me the flight never came so now I was stuck waiting for a later flight that came in late also.

Our flight was delayed in Atlanta. The staff could have gave us an explanation for the delay and how long it would be.

I liked the ease of checking in, luggage check in, wheel chair assistance, boarding and flight.

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive.

They did a fine job. Can't wait to use Delta in the future.

So so. Terrible aircraft choice for that leg of the flight.

Due to one crew member not showing up to work, our flight was significantly delayed causing us to miss our connecting flight in Houston to Mississippi causing us to be delayed by more than 6 hours and missing our event all together. Very disappointing. All because ONE crew member called in sick. United did grant us a $15 meal voucher, which was a small but appreciated concession that I wasn’t able to use because I ordered my lunch and paid for it before applying the concession, and the staff said it was too late to use it. Ugh! We also had a TWO delay coming back from Mississippi, but that was on American Airlines and it was due to weather, so not their fault. Anyway, not at all impressed with United’s handling of our flight and the HUGE disappointment of missing our important family event for our 90 year old mother. All that money and all that stress and emotions for nothing. Having to wait the hour to bring an employee from LAX seemed like something that should not have happened. Why don’t you have a local back-up? Santa Ana is not a little airport in a rural area.

Flight delayed from Cape Town to Washington then got diverted to miami and in miami we had to fend for ourselves , im still trying to get to Shreveport now

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

I just wrote a text which was supposed to be for the flight from Denver to spokane not Frankfurt to Denver.

On time every leg of the journey and exceptional staff at counter, gate, and on board. I haven’t travelled in US for a long time and was genuinely surprised how pleasant this was.

Hated every minute of it. This flight should have only taken 1.5hrs but was delayed over 10hours. Now I am being told I cannot be compensated or refunded my ticket price or extra leg room, which I purchased but did not receive, because the airline is throwing the blame on the 3rd party I purchased tickets through and 3rd party putting the blame on airline. No one wants to help. They received their money and that's all they care about. Im going on 3 days of still trying to get to my final destination, had to cancel car rental, car insurance and hotel. Currently staying in airport until hotels open up. Thank you Lufthansa, Kayak, Underpricer and United for making this trip the worst ever.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

flight delays, staff only communicating when pushed, food service lasting a grand total of 7 minutes, stuck in seat from 45mins into flight until landing

Crew was great and did their best to make us comfortable and captain came out at the beginning to announce why the flight was delayed, weather situation up ahead, and kept us updated throughout the flight.

Just get Economy Plus for international flights, so worth it the extra room, bigger seats…

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

It was spectacular. I had basic Economy and was given so much space and their seats lean back so far. Staff was superb, food was superb, everything was superb, Finnair is Fantastic.

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

The Flight attendant had an attitude and didn't allow anyone any time to prepare for landing despite being absent throughout the entire trip

Flight boarded without pilots. Sat on plane for 3 hrs. after over an hour late boarding. Plane never took off. Had to deplane near midnight. Line for rebooking was 3 hours + long. I had to leave.

The flight was great but board was a nightmare. The gate was changed 4 times during the layover period

The experience was great and much better than the flight going out. of course I was in first class but the service was excellent

Cold air blew constantly on my legs almost making me numb.

First the good, everyone was friendly and efficient. Flight was smooth and plane was very clean and new. Now the bad, seats have almost no padding on your behind. I was in exit row so I had tons of leg room for a 6' 2" bean pole with long legs. Everything was extra - water, soda, snacks everything besides oxygen. Ya get what you pay for, and my flight was cheap as you could ever want it, so no worries.

First the good, everyone was friendly and efficient. Flight was smooth and plane was very clean and new. Now the bad, seats have almost no padding on your behind. I was in exit row so I had tons of leg room for a 6' 2" bean pole with long legs. Everything was extra - water, soda, snacks everything besides oxygen. Ya get what you pay for, and my flight was cheap as you could ever want it, so no worries. They dont really bother you about carry-on size, I brought a descent sized backpack and they didnt even check.

Spirit canceled the flight in March and never notified me!

Seats suck, not enough room, overcrowded planes, hectic situation all together.

Pretty good. Would’ve been excellent if we would have left on time and the crew wasn’t late.

I do not like the customer service, I had an emergency and needed to cancel a pet reservation right after I had booked it and they would not do anything but issue a credit. I haven't flown in years as I have 7 kids and don't have spare time. I want my $125 back on my card please

Spirit airline tries to screw you at every opportunity. Spirit wanted 65$ for an extra pound in the suitcase Made me open the suitcase at the counter to remove 1 pound. Staff very cold and rude Will never fly spirit again and will recommend same to family and friends

Delayed..4 times...completely disorganized boarding. After 5 hours they scrambled to move ppl off plane bc they overbooked. Then they didn't have a cabin crew. WiFi on plane didn't work. Zero amenities. Once we boarded we sat on tarmac for an hour. Explore all alternate options including purchasing a pair of hiking boots and walking to your destination instead of flying spirit.

what I like about Spirit is that the pilot and crew are good communicators. The plane itself - well, its a budget airline and you get what is expected, But I generally just feel safer, somehow, when I know more about what is going on - and Spirit has always done a good job of telling me what is going on: why the delay, why the turbulence, why this and that... and that means a lot to me.

The crew was courteous and are very well prepared for the job.

Book cheap flights from Milwaukee to Costa Rica

Recent round-trip flight deals

5/15Mi
1 stopDelta
14h 13mMKE-SJO
5/22Mi
1 stopDelta
12h 51mSJO-MKE
$286
5/20Mo
1 stopSpirit Airlines
29h 06mMKE-SJO
5/22Mi
2 stopsSpirit Airlines
10h 19mSJO-MKE
$292
5/15Mi
1 stopDelta
14h 13mMKE-SJO
5/24Fr
1 stopDelta
25h 32mSJO-MKE
$293
5/18Sa
1 stopSpirit Airlines
8h 32mMKE-SJO
5/25Sa
1 stopSpirit Airlines
12h 40mSJO-MKE
$295
5/16Do
2 stops
25h 54mMKE-SJO
5/25Sa
1 stop
9h 09mSJO-MKE
$307
5/16Do
2 stops
25h 54mMKE-SJO
5/22Mi
1 stop
9h 09mSJO-MKE
$312
8/16Fr
1 stopAmerican Airlines
18h 58mMKE-SJO
8/23Fr
2 stopsAmerican Airlines
17h 23mSJO-MKE
$359
5/18Sa
2 stopsAmerican Airlines
19h 22mMKE-SJO
5/25Sa
2 stopsAmerican Airlines
16h 47mSJO-MKE
$419
5/17Fr
2 stopsUnited Airlines
28h 26mMKE-SJO
5/28Di
2 stopsUnited Airlines
27h 45mSJO-MKE
$522
5/17Fr
2 stopsUnited Airlines
28h 26mMKE-SJO
5/26So
2 stopsUnited Airlines
16h 05mSJO-MKE
$523

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Recent one-way flight deals

5/18Sa
1 stopSpirit Airlines
8h 32mMKE-SJO
$155
5/19So
2 stopsSpirit Airlines
19h 49mMKE-SJO
$162
5/18Sa
2 stopsDelta
13h 47mMKE-SJO
$262

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Last minute flights from Milwaukee to Costa Rica

Last minute flight, train and bus deals

4/30Di
multi-stopSpirit Airlines
8h 20mMKE-SJO
5/10Fr
multi-stopSpirit Airlines
9h 09mSJO-MKE
$425
4/30Di
multi-stopSpirit Airlines
29h 15mMKE-SJO
5/13Mo
multi-stopSpirit Airlines
34h 19mSJO-MKE
$432
4/30Di
multi-stopSpirit Airlines
31h 13mMKE-SJO
5/13Mo
multi-stopSpirit Airlines
34h 19mSJO-MKE
$442
4/30Di
multi-stopSpirit Airlines
31h 13mMKE-SJO
5/10Fr
multi-stopSpirit Airlines
9h 09mSJO-MKE
$444
4/30Di
multi-stopSpirit Airlines
8h 20mMKE-SJO
5/12So
multi-stopSpirit Airlines
37h 42mSJO-MKE
$460
4/30Di
multi-stopSpirit Airlines
28h 13mMKE-SJO
5/12So
multi-stopSpirit Airlines
37h 42mSJO-MKE
$484
4/30Di
multi-stopSpirit Airlines
28h 13mMKE-SJO
5/13Mo
multi-stopSpirit Airlines
29h 05mSJO-MKE
$519
4/30Di
multi-stopSpirit Airlines
8h 20mMKE-SJO
5/9Do
multi-stopSpirit Airlines
21h 52mSJO-MKE
$544
4/30Di
multi-stopAmerican Airlines
8h 06mMKE-SJO
5/13Mo
multi-stopAmerican Airlines
8h 47mSJO-MKE
$564
4/30Di
multi-stopAmerican Airlines
8h 11mMKE-LIR
5/7Di
multi-stopAmerican Airlines
8h 52mLIR-MKE
$760

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Milwaukee - Costa Rica Flights

Departure:

Milwaukee (MKE)United States

Return flight deals:

Costa Rica - Milwaukee

Cabin classes: