$195 Find Cheap Flights from Milwaukee to Costa Rica

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 12/8. 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
1 adult, Economy, 0 bags

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Cheap Flights from Milwaukee to Costa Rica

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
San José
San José1 stop$369
Liberia
Liberia2 stops$475
San José
San José1 stop$369
Liberia
Liberia2 stops$475

Book Cheap Milwaukee to Costa Rica Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Milwaukee to Costa Rica that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Milwaukee to Costa Rica

Sun, Nov 23 - Thu, Dec 4
Multiple Airlines Logo
7:43 pm - 10:19 amMKE-SJO
14h 36m1 stop
Multiple Airlines Logo
12:39 pm - 9:39 amSJO-MKE
21h 00m1 stop
$369Multiple Airlines
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Mon, Dec 8 - Mon, Dec 22
Multiple Airlines Logo
10:34 am - 11:42 amMKE-SJO
25h 08m1 stop
Multiple Airlines Logo
12:39 pm - 6:26 pmSJO-MKE
29h 47m1 stop
$384Multiple Airlines
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Fri, Dec 5 - Fri, Dec 12
Spirit Airlines Logo
10:34 am - 11:42 amMKE-SJO
25h 08m1 stop
Spirit Airlines Logo
1:31 pm - 9:39 amSJO-MKE
44h 08m2 stops
$397Spirit Airlines
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Tue, Jan 27 - Fri, Jan 30
American Airlines Logo
6:12 am - 10:30 pmMKE-SJO
16h 18m2 stops
American Airlines Logo
6:38 am - 6:26 pmSJO-MKE
11h 48m2 stops
$424American Airlines
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Sat, Jan 17 - Fri, Jan 23
American Airlines Logo
4:05 pm - 12:38 pmMKE-SJO
20h 33m1 stop
American Airlines Logo
6:38 am - 5:05 pmSJO-MKE
10h 27m1 stop
$428American Airlines
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Fri, Jan 16 - Tue, Jan 20
Delta Logo
2:34 pm - 10:15 pmMKE-SJO
7h 41m1 stop
Delta Logo
7:00 am - 11:46 pmSJO-MKE
16h 46m1 stop
$471Delta
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Thu, Nov 20 - Tue, Dec 2
Spirit Airlines Logo
12:35 pm - 10:19 amMKE-SJO
21h 44m1 stop
Spirit Airlines Logo
1:20 pm - 9:39 amSJO-MKE
44h 19m2 stops
$488Spirit Airlines
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Tue, Nov 18 - Tue, Dec 2
Delta Logo
5:45 am - 10:07 pmMKE-SJO
16h 22m1 stop
Delta Logo
2:31 pm - 11:54 pmSJO-MKE
9h 23m1 stop
$490Delta
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Fri, Jan 30 - Tue, Feb 3
United Airlines Logo
6:00 am - 6:37 pmMKE-LIR
12h 37m2 stops
United Airlines Logo
8:35 am - 10:59 pmLIR-MKE
14h 24m1 stop
$577United Airlines
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Fri, Jan 30 - Tue, Feb 3
United Airlines Logo
5:00 am - 6:37 pmMKE-LIR
13h 37m2 stops
United Airlines Logo
8:35 am - 9:59 pmLIR-MKE
13h 24m2 stops
$581United Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Milwaukee to Costa Rica flights

Get data-powered insights and trends into flights from Milwaukee to Costa Rica to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Milwaukee to Costa Rica?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Milwaukee to Costa Rica, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Milwaukee to Costa Rica is September, when tickets cost $552 (return) on average. On the other hand, the most expensive months are December and November, when the average cost of round-trip tickets is $823 and $732 respectively.

What’s the cheapest day of the week to fly from Milwaukee to Costa Rica?

The average price of all round-trip flights from Milwaukee to Costa Rica clicked on KAYAK for each day over the last 12 months.

For Milwaukee to Costa Rica, Tuesday is the cheapest day to fly on average and Saturday is the most expensive. Flying from Costa Rica back to Milwaukee, the best deals are generally found on Tuesday, with Friday being the most expensive.

How far in advance should I book a flight from Milwaukee to Costa Rica?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Milwaukee to Costa Rica, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Milwaukee to Costa Rica, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$195
Most popular time to fly with an average 8% increase in price.
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 from Milwaukee to Costa Rica 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 from Milwaukee to Costa Rica with an airline and back 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 from Milwaukee to Costa Rica up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Costa Rica?

    The cheapest time of day to fly to Costa Rica is generally in the evening, when round-trip flights cost $524 on average. Morning departures are around 11% more expensive than evening flights, on average. The most expensive time of day to fly to Costa Rica is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $587.

Reviews of the 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
SouthwestOverall score based on 4240 reviews
8.0Comfort
8.1Boarding
8.6Crew
7.0Food
7.5Entertainment
Airline reviews

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

8.0 ExcellentTODD, Nov 2025DAL - CMH
Read more Southwest reviews

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Everything a cheap airline should be at normal airline rates.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Flight delayed then cancelled. Misplaced luggage. Still do not have. Rented car 1100 mile drive. I had to buy some overnight Hotels clothes toiletries gas food at my expense. Still not home. Not sure where luggage is. Over 4 hours on hold to Felta

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Older aircraft, no meal, only food was for purchase. Not impressed United.

United needs to step up their game. Delayed flight leaving Seattle, San Francisco. Older aircraft, not very comfortable.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Not pleasant trip cross country when the entertainment and WiFi system not working. No entertainment for entirety of route. Staff was rather nonchalant in that they dismissed the problem due to age of plane. It would have been nice to know this up front so I could have come prepared to read or download movies before boarding Coincidentally or not, there was a similar issue with the entertainment system on my previous flight I took on my fist leg of the trip. There are no seat TVs, so you must rely on the app when it works. United can do better. Also, what use it it to pay for boarding group 2 when half of the passengers are in the same line as you?

Plane boarded early a quickly, was mostly full. We left close to on time. And landed early.

My experience on this United Airlines flight was highly uncomfortable, primarily due to two issues: Cabin Temperature: The temperature on the Boeing 737 MAX 8 was unacceptably high, feeling consistently around 80 degrees throughout the flight. This made sleeping impossible and significantly detracted from the experience. Seating Arrangement: Being stuck in a middle seat for a six-and-a-half-hour overnight flight compounded the discomfort. Moving forward, I will always purchase a seat assignment to avoid this situation.

Premium Plus is a really good idea for longer flights

We were very rushed by a staff member at the gate when transferring from American Airlines to Fijian. Then the plane stayed put for ages anyhow! The plane was delayed and my bag sent to San Francisco instead of Fiji

Baggage handling poor. Second time this has happened. My bag went to San Francisco instead of Fiji. No apology. Luckily Nadi airport staff are fantastic. My bag arrived in Fiji the next day.

We loved the steward on the plane. He made the night enjoyable

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

The flight was smooth, the pilot kept us informed about delays and we arrived more of less on time

Flight delay was communicated before leaving for airport which caused it to be a non-event. Great flight and crew!

Did not get any refreshments. Crew was very nice but limited. Small seats

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

The pilot would speak it was painfully load a d the crew had to know this! Maybe the were hesitant to tell him. It was just a mediocre experience and I was in Spirit first class!

My flight was cancelled last minute and I had to pay $1600 for flights, when my original flights were $300. It was a terrible experience.

Boarding was easy. I loved that they sat our family together even though we didn't pay for specific seats. I thought $5+ was a lot for pretzels and wish they had a small free snack.

The Hawaiian lady that boarded me was rude and the one help me a the ticket counter was rude

My experience was terrible. They cancelled my flight twice. They kept delaying it and leading me on, acting like the flight was going to go when it never had a chance. I missed out on valuable family time because of spirit and I won’t be flying with them again.

Prices for bags are extremely expensive and if you go higher on weight, the charge is ridiculous.

The flight was cancelled at the last minute. Will never fly Spirit again. Without a doubt the worst airline around.

My flight was delayed several times and eventually cancelled. Then the re-booked flight for 8pm was delayed multiple times over, and eventually it would have forced me to be at the airport for 9 hours. I accepted a rebook for the following day, fortunately I was able to stay with my friend again in New York, but if I didn’t have him as a resource it would have been much more upsetting.

Horrible, delay after delay due to our plane needing fuel.

Rough landings but comfortable and affordable if you can pack light

Everything you need to know for your flight from Milwaukee to Costa Rica

Information on your arrival and departure airports