$215 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 2/1. 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
Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$369
Overall average: $675
Multiple Airlines
Mon 2/23Mon 3/2
SJO - MKE • 1 stop
Cheapest one-way
$215
Typical prices: $307-$350
United Airlines
Sun 2/1
SJO - MKE • 2 stops
When to travel
January
Cheapest • 32% price drop
May
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

Mon, Feb 23 - Mon, Mar 2
Multiple Airlines Logo
12:35 pm - 3:44 pm
SJO
-
MKE
27h 09m1 stop
Multiple Airlines Logo
8:11 pm - 11:40 am
MKE
-
SJO
15h 29m1 stop
$369Multiple Airlines
Thu, Feb 5 - Sun, Feb 8
United Airlines Logo
2:05 pm - 10:56 pm
SJO
-
MKE
8h 51m1 stop
United Airlines Logo
5:00 am - 12:56 pm
MKE
-
SJO
7h 56m1 stop
$398United Airlines
Thu, Feb 5 - Sun, Feb 8
United Airlines Logo
8:45 am - 10:34 am
SJO
-
MKE
25h 49m2 stops
United Airlines Logo
3:20 pm - 1:15 pm
MKE
-
SJO
21h 55m2 stops
$402United Airlines
Thu, Feb 5 - Sun, Feb 8
United Airlines Logo
2:05 pm - 10:56 pm
SJO
-
MKE
8h 51m1 stop
United Airlines Logo
5:00 am - 12:56 pm
MKE
-
SJO
7h 56m1 stop
$420United Airlines
Thu, Feb 5 - Sun, Feb 8
United Airlines Logo
2:20 pm - 12:09 pm
SJO
-
MKE
21h 49m2 stops
United Airlines Logo
7:50 am - 8:39 pm
MKE
-
SJO
12h 49m1 stop
$424United Airlines
Tue, Feb 24 - Fri, Apr 17
Southwest Logo
1:45 pm - 10:15 pm
SJO
-
MKE
8h 30m1 stop
Southwest Logo
5:30 am - 12:10 pm
MKE
-
SJO
7h 40m1 stop
$475Southwest
Mon, Jan 26 - Mon, Feb 2
Multiple Airlines Logo
1:30 pm - 5:58 pm
SJO
-
MKE
28h 28m2 stops
Multiple Airlines Logo
7:01 pm - 11:37 am
MKE
-
SJO
16h 36m1 stop
$481Multiple Airlines
Fri, Mar 13 - Tue, Mar 17
United Airlines Logo
5:30 am - 10:45 pm
SJO
-
MKE
16h 15m1 stop
United Airlines Logo
11:30 am - 9:32 pm
MKE
-
SJO
11h 02m2 stops
$493United Airlines
Fri, Jan 23 - Sun, Feb 1
United Airlines Logo
6:30 am - 9:59 pm
SJO
-
MKE
15h 29m2 stops
United Airlines Logo
6:00 am - 8:39 pm
MKE
-
SJO
14h 39m2 stops
$497United Airlines
Fri, Mar 13 - Tue, Mar 17
United Airlines Logo
5:30 am - 10:45 pm
SJO
-
MKE
16h 15m1 stop
United Airlines Logo
5:00 am - 11:56 am
MKE
-
SJO
7h 56m1 stop
$502United Airlines
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 October and February, where the average cost of tickets from Costa Rica is $700 and $675 respectively. For return trips, the best month to travel is January with an average price of $373.

Good to know

Low seasonOctober
Cheapest flight$215
Best time to beat the crowds but there is an average 26% increase in price.
Most popular time to fly and prices are also 11% 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.

  • 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.

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

    Each week there are around 584 direct flights from within Costa Rica to Milwaukee. The most common day for departures is Thursday, with 15% 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 9145 reviews
7.1Entertainment
7.7Boarding
6.6Food
8.1Crew
7.3Comfort
Airline reviews

Teeny tiny bathrooms, crew was not realistic about when we'd arrive.

4.0 OkayWalter, Jan 2026
CLE - SFO
Read more United Airlines reviews

Teeny tiny bathrooms, crew was not realistic about when we'd arrive.

Check-in, boarding and the flight from Phoenix to Houston was quick and easy. The flight from Houston to Shreveport was delayed 5 hours. It was frustrating but I think United handled it the best they could.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

The staff was hospitable and professional. The seat had a bit of wear. The winner shade was stuck 1/4 open. I received the best of both worlds. The morning sun was able to come in and blind the screen i was trying to use while at the same time it was too low to look out and enjoy the view. Rather embarrassing for a 1st class ticket.

On the way my flight entertainment wouldn’t work the screen went black and no matter how many times I tried to turn it on it wouldn’t. Food was surprisingly good but the tray tables were tiny so you couldn’t get anything else on the table. The seats hardly go back and are not overly comfortable. Wouldn’t fly United again.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

I’m so sorry, I can’t remember her name, I believe it was Dimpti. She was stellar, also a mature Asian flight attendant, lots of flowers in her hair, just as amazing! But literally the crew was AWESOME . Only downside is there weren’t any charging outlets. Maybe I needed to ask a flight attendant , but it would’ve been nice to have one easily accessible.

In Liberia airport 5 min before our departure the airport was closed for takeoff for 30 min. Upon arrival to IAH we didn’t have any available gate and waited taxing another 40 min. As a result we arrived for 1+ h later. The walkway to the passport control in IAH is about 1-2 ml long. After the passport control you have to pass the security check again. Only 3 out of 16 checkpoints were open and the line was enormously long. As a result, even though we supposed to have 2.5 hrs gap in between the flights we missed our transfer. United rebooked us for the next available flight early morning and provided free hotel and meal vouchers through.

The flight was delayed by two de-icings. The seatbelt did not work correctly. It did not stay tight.

Lower WiFi prices; allow us to see our flight on a map; more variety of drink choices.

I was originally scheduled on AA 1763. When I landed in Miami, I went to the counter for flight AA 2115 to try to move my flight to this one. I was in a first class seat on AA 1763. While they moved to me this flight, I was told that there were no other 1st class seats available and they assigned me into coach. However, when I was getting off the plane I noticed that one of the pilots who was also in line to go jump seat - somehow miraculously got a 1st class seat on this flight. It is actually infuriating that I had a paid 1st class seat yet somehow they would move an AA employee ahead of that. At a bare minimum, they should have compensated me for the fare difference and I really think paying customers should ALWAYs get the premiere seats.

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

Seats were much more cramped then on the 737. Narrower and rows closer together. Flight was absolutely packed and the plugs under the seats didn't work. Was forced to check my bag even though previous flight had no issue with it.

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

The flight was on time and arrived early. The crew were friendly and helpful.

We had a 2 hour delay that impacted our comanions further travel. I have a feeling AA knows there is a problem at the Cabo airport and does not account for that.

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Everything you need to know for your flight to Milwaukee

Information on the airport you'll fly into in Milwaukee