$285 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 12/20. 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

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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Everything you should know

Cheapest round-trip
$451
Typical prices: $721-$1,225
United Airlines
Tue 10/21Wed 11/5
SJO - MKE • 1 stop
Cheapest one-way
$285
Typical prices: $250-$359
United Airlines
Sat 12/20
SJO - MKE • 2 stops
When to travel
January
Cheapest • 40% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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

Tue, Oct 21 - Wed, Nov 5
United Airlines Logo
7:55 am - 10:44 pmSJO-MKE
13h 49m1 stop
United Airlines Logo
4:00 pm - 11:25 amMKE-SJO
19h 25m1 stop
$451United Airlines
Find Deal
Fri, Nov 7 - Fri, Nov 14
Delta Logo
2:15 pm - 11:55 pmSJO-MKE
9h 40m1 stop
Delta Logo
5:45 am - 1:05 pmMKE-SJO
7h 20m1 stop
$456Delta
Find Deal
Sat, Oct 25 - Tue, Nov 4
United Airlines Logo
7:55 am - 5:08 pmSJO-MKE
8h 13m1 stop
United Airlines Logo
8:00 am - 8:39 pmMKE-SJO
12h 39m1 stop
$470United Airlines
Find Deal
Tue, Oct 21 - Mon, Nov 3
United Airlines Logo
7:55 am - 10:31 pmSJO-MKE
13h 36m2 stops
United Airlines Logo
5:52 pm - 1:15 pmMKE-SJO
19h 23m2 stops
$496United Airlines
Find Deal
Thu, Oct 30 - Wed, Nov 5
United Airlines Logo
1:20 pm - 3:07 pmSJO-MKE
24h 47m2 stops
United Airlines Logo
8:00 am - 11:25 amMKE-SJO
27h 25m1 stop
$504United Airlines
Find Deal
Fri, Dec 19 - Sat, Jan 3
American Airlines Logo
12:34 am - 11:03 amSJO-MKE
10h 29m1 stop
American Airlines Logo
6:14 am - 10:45 pmMKE-SJO
16h 31m1 stop
$538American Airlines
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Sat, Dec 20 - Sat, Jan 3
American Airlines Logo
11:33 am - 11:59 pmSJO-MKE
12h 26m2 stops
American Airlines Logo
3:13 pm - 10:45 pmMKE-SJO
7h 32m1 stop
$542American Airlines
Find Deal
Sat, Dec 20 - Sat, Jan 3
Southwest Logo
1:10 pm - 11:50 pmSJO-MKE
10h 40m1 stop
Southwest Logo
8:25 pm - 8:30 pmMKE-SJO
24h 05m2 stops
$567Southwest
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Sun, Dec 21 - Sat, Jan 3
Southwest Logo
9:00 am - 11:45 pmSJO-MKE
14h 45m2 stops
Southwest Logo
8:25 pm - 8:30 pmMKE-SJO
24h 05m2 stops
$591Southwest
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Thu, Nov 6 - Fri, Nov 14
Alaska Airlines Logo
1:55 am - 3:00 pmSJO-MKE
37h 05m2 stops
Alaska Airlines Logo
3:56 pm - 12:38 amMKE-SJO
32h 42m2 stops
$788Alaska 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 November and October, where the average cost of tickets from Costa Rica is $1,331 and $691 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 15 days before departure.

Good to know

Low seasonNovember
Cheapest flight$285
Best time to beat the crowds but there is an average 114% increase in price.
Most popular time to fly and prices are also 18% 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 989 direct flights from within Costa Rica to Milwaukee. The most common day for departures is Sunday, 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 3 airlines serving 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 8968 reviews
7.1Entertainment
6.6Food
7.7Boarding
7.3Comfort
8.1Crew
Airline reviews

Boarding was organized. Plane seats comfortable and service was attentive. Food options were good.

6.0 GoodArmando, Oct 2025TPA - EWR
Read more United Airlines reviews

Boarding was organized. Plane seats comfortable and service was attentive. Food options were good.

This was a very average flight. The seat was out of alignment so more uncomfortable than usual. The cabin felt not well maintained. But I safely got where I needed to go.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

The internet service I paid for didn’t work at all and the flight crew was not very friendly.

Excellent experience. Starting with the agent at the Premier bag drop who noticed I was very early for my scheduled flight and offered to rebook me on an earlier flight with my seat preference. She would not let me leave the counter until she knew that all of the changes and new boarding pass showed up on my United app. At the gate, the flight boarded quickly such that we departed early and the flight was smooth. We arrived 20 minutes early at ORD and I was able to be home in time for dinner. One of the best flights I've had.

Late FA meant slow boarding. WiFi did not work. I’m a medium plus sized passenger. The seatbelt was for the first time ever barely fitting. And we delayed on the tarmac 40 min

Salina to travers city was great! But the sept 24 Tranverse city was not! Traverse city to chichago was cancelled, i went to Denver & got to Salina 6 hours later!

Flight is clean and ontime. Crew is friendly. Snack can be better and the internet connection is poor

Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

the trip to madrid was uncomfortable with my legs touching the seat in front of me

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

Flight, food and crew were all good, friendly and very satisfactory.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

We were delayed for a “couple of maintenance issues.” They were resolved rather quickly but a computer glitch caused someone in the airport to have to bring a physical copy of the paperwork so we could leave. I don’t know where they had to drive from to get to our plane but it took forever & we were 1 1/2 hrs late in leaving. The flight itself was fine.

You can plug your phone in & use their wifi to watch movies, etc, but the plane’s wifi was disconnected for most of the flight.

We had 3 flights. 1 & 2 were on the same plane but we had to de-board just to re-board 30 mins later. That may have been due to a crew change though. Our 3rd flight had a couple “maintenance” issues that held us up. They were quickly resolved but it took forever for someone to bring the paperwork needed so we could leave. Apparently there was a computer glitch so a driver had to bring a physical copy. It delayed us about 1 1/2 hrs. The flights themselves were smooth & no problems. For boarding, I don’t know why they don’t start with the back of the plane & move forward. It would eliminate the back up from people trying to find their seats & put their bags in the overhead bins. Unless you’re on an overseas flight, there is no food, you get a beverage & either a small bag of pretzels or a biscuit cookie. Take your own food or snacks of you want something more.

We spent too much time on board waiting for takeoff.

My luggage didn’t arrive at LAX, so that wasn’t a good experience.

Terrible seat, no in flight entertainment. No complimentary food or drinks. Seats really hurt my back after flying spirit for the day.

Plastic seat really hurt my back. Cannot even recline on the flight. Very hard to sleep on the plane due to terrible seats . Food and drinks were expensive and not very good. There were like 2 open exit rows behind me. My isle was full so I asked flight attendants if I could sit there. They told me it was a safety issue??? I think it more unsafe to have no one sitting there. In case of emergency, you’d want someone there to help.

Over SOLD flight. It does not matter that you were able to check in 24 Hours before and confirm your flight. At the airport, the company SPIRIT rep wanted to remove people who pay for lower fares.

The delays and the lack of communication and organization within the airport itself for Staffing this flight and coordinating the paper log necessary to depart was ridiculous and deplorable

It was a no show, so we got put in hotels for a nite. The A320 plane was very modern and flite and crew (if a pilot shows up were fine). Price was very good.

The entire staff from check in agents to flight attendants were pleasant and professional. Would suggest a complimentary water.

I was never aware that I had to pay $100 per luggage to them on the plane that are simply carry-ons. This is discriminatory and I’m going to be alerting my entire family and friends and my Instagram following up over 75,000 of this issue and misunderstanding, including mismanaging.

Very easy boarding! Crew was fantastic and offered us refreshments quickly and efficiently. Quick, nice flight!

My experience with spirit was not good at all! This was actually my first time flying with Spirit and it’s definitely my last, first of all that flight was delayed, plus I had to pay $99 dollars for my carry on, that’s insane I have never pay for my carry on, I’m definitely going keep traveling with JetBlue or American Airlines, you guys have horrible service.

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Everything you need to know for your flight to Milwaukee

Information on the airport you'll fly into in Milwaukee

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