$162 Find Cheap Flights from Costa Rica to Milwaukee

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Milwaukee departing on 12/29. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Milwaukee

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Milwaukee, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Milwaukee, as well as popular online travel agencies
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41 299 237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$334
Typical prices: $638-$711
Multiple Airlines
Thu 2/19Mon 2/23
SJO - MKE • 1 stop
Cheapest one-way
$162
Typical prices: $250-$292
Multiple Airlines
Mon 12/29
SJO - MKE • 1 stop
When to travel
January
Cheapest • 32% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Milwaukee!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Costa Rica to Milwaukee

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Costa Rica to Milwaukee 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 Costa Rica to Milwaukee

Thu, Feb 19 - Mon, Feb 23
Multiple Airlines Logo
12:43 pm - 6:45 pmSJO-MKE
30h 02m1 stop
Multiple Airlines Logo
7:40 pm - 12:22 pmMKE-SJO
16h 42m2 stops
$334Multiple Airlines
Find Deal
Tue, Feb 17 - Mon, Feb 23
Delta Logo
7:00 am - 11:48 pmSJO-MKE
16h 48m1 stop
Delta Logo
5:23 am - 10:02 pmMKE-SJO
16h 39m1 stop
$339Delta
Find Deal
Thu, Jan 29 - Mon, Feb 2
Delta Logo
7:00 am - 5:34 pmSJO-MKE
10h 34m1 stop
Delta Logo
12:17 pm - 10:15 pmMKE-SJO
9h 58m1 stop
$348Delta
Find Deal
Thu, Feb 19 - Fri, Feb 27
Multiple Airlines Logo
12:43 pm - 6:45 pmSJO-MKE
30h 02m1 stop
Multiple Airlines Logo
7:40 pm - 11:47 amMKE-SJO
16h 07m1 stop
$351Multiple Airlines
Find Deal
Thu, Jan 29 - Mon, Feb 2
United Airlines Logo
2:20 pm - 3:43 pmSJO-MKE
25h 23m2 stops
United Airlines Logo
5:00 am - 8:39 pmMKE-SJO
15h 39m2 stops
$353United Airlines
Find Deal
Tue, Feb 17 - Fri, Feb 27
United Airlines Logo
11:28 pm - 3:35 pmSJO-MKE
16h 07m2 stops
United Airlines Logo
5:00 am - 12:56 pmMKE-SJO
7h 56m1 stop
$366United Airlines
Find Deal
Thu, Feb 19 - Fri, Feb 27
Multiple Airlines Logo
1:31 pm - 6:45 pmSJO-MKE
29h 14m2 stops
Multiple Airlines Logo
7:40 pm - 11:47 amMKE-SJO
16h 07m1 stop
$378Multiple Airlines
Find Deal
Mon, Feb 16 - Thu, Feb 26
Delta Logo
7:00 am - 5:34 pmSJO-MKE
10h 34m1 stop
Delta Logo
5:23 am - 1:00 pmMKE-SJO
7h 37m1 stop
$392Delta
Find Deal
Fri, Dec 26 - Sat, Jan 10
Frontier Logo
2:57 pm - 7:03 pmSJO-MKE
28h 06m2 stops
Frontier Logo
7:59 pm - 1:36 pmMKE-SJO
41h 37m2 stops
$402Frontier
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Thu, Feb 19 - Wed, Feb 25
United Airlines Logo
12:35 pm - 12:35 pmSJO-MKE
24h 00m2 stops
United Airlines Logo
6:00 am - 7:53 pmMKE-SJO
13h 53m2 stops
$408United Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for flights to Milwaukee

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

What is the cheapest month to fly to Milwaukee?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Milwaukee, 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 to Milwaukee is January, where tickets cost $373 on average for one-way flights. On the other hand, the most expensive months are February and July, where the average cost of tickets from Costa Rica is $675 and $635 respectively. For return trips, the best month to travel is January with an average price of $373.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Milwaukee, 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, you should book around 0 weeks before departure. For the absolute cheapest price, our data suggests you should book 42 days before departure.

Good to know

Low seasonSeptember
Cheapest flight$162
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from San José to Milwaukee

FAQs - booking Milwaukee flights

  • How far is Milwaukee-Mitchell Airport from central Milwaukee?

    Central Milwaukee is 6 miles away from Milwaukee-Mitchell Airport.

  • What is the name of Milwaukee’s airport?

    There is only 1 airport in Milwaukee, called Milwaukee-Mitchell Airport (MKE). It can also be referred to as General Mitchell Intl or Milwaukee-Mitchell.

  • What is the cheapest day to fly to Milwaukee?

    Based on KAYAK data, the cheapest day to fly to Milwaukee is Wednesday where tickets can be as cheap as $465. On the other hand, the most expensive day to fly is Saturday, where prices are $645 on average.

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

    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 to Milwaukee.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to 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 to Milwaukee?

    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 Milwaukee 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 to Milwaukee?

    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 Milwaukee 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 Milwaukee?

    The cheapest time of day to fly to Milwaukee is generally in the afternoon, when flights cost $470 on average. The most expensive time of day to fly to Milwaukee is generally in the morning, which is peak travel time and where the average cost of a ticket is $552.

  • How many direct flights to Milwaukee are there each week?

    Each week there are around 930 direct flights from within Costa Rica to Milwaukee. The most common day for departures is Friday, with 16% of flights taking off on this day.

Top tips for finding cheap flights to Milwaukee

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Milwaukee flight deals.

Reviews of the top airlines flying from Costa Rica to Milwaukee

 
See real verified KAYAK customer reviews for airlines flying to Milwaukee. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Costa Rica to Milwaukee. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Milwaukee? 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.
7.4
United AirlinesOverall score based on 9044 reviews
7.1Entertainment
8.1Crew
6.6Food
7.3Comfort
7.7Boarding
Airline reviews

Quick and seamless boarding. No entertainment but fast Starlink wifi for this short trip and the staff was really friendly.

8.0 ExcellentTommy, Nov 2025YYZ - EWR
Read more United Airlines reviews

Quick and seamless boarding. No entertainment but fast Starlink wifi for this short trip and the staff was really friendly.

We boarded late. The crew at the airport was dismissive. The seat cushion on the plane was uncomfortable.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

I dread trans-Pacific flights. They are very long. This was my first time on Universal, and it was my best crossing ever. The staff were professional, the hospitality was great, and the food was delicious. The entertainment system filled the long flight hours. I will seek out Universal flights from now onwards. 🙂

United has come a long way, it’s been a fantastic experience traveling with them.

Even though we were delayed, we were able to make our connection

Starlink wifi on the Embraer E175 is an excellent experience. I was able to connect and work from IAD all the way to approach into BTV.

Great crew, excellent landing, good food. Over all great experience. Thank you!

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

The flight was delayed multiple times, again no fault of American but again the extra cost, for everything makes it feel like a cheap airline! Especially when flights are outrageously expensive already

The inflight staff is never the issue always the extra and charges american charges! Literally 30 bucks for WiFi! Is insane and then it’s choppy and slow. If you pay for it once you don’t need to pay again for switching aircraft especially when there is flight delays

Horrible. Both legs of my flight were delayed more than 6 hours. No compensation, no screens on the plane, and the plane was not clean.

I had a positive experience on American. I'm blind and traveling with a guide dog and the flight attendants were so kind, friendly, and helpful towards us. They checked in on us during the flight and they made us feel comfortable and welcomed. There was an hour delay before depature, but overall the flight was a smooth ride. I appreciate that there were no issues on this long flight back home.

We were told the flight was delayed 5 times, then it was moved to the next day.

More choices on snacks. Built-in video screen to enjoy entertainment choices.

we landed at cmh ten minutes early but had to sit on tarmac for twenty minutes because a plane was at our gate despite the fact that 3 other gates were open.

flight was good until we arrived at cmh ten minutes early but then sat on tarmac for twenty minutes because a plane was at our gate, so we had to wait despite the pilot tellling us that 3 other gates were open.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so did have any food

Traveling to a place near Milwaukee?

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Everything you need to know for your flight to Milwaukee

Information on the airport you'll fly into in Milwaukee