$250 Find Cheap Flights from Costa Rica to Milwaukee - Compare and Save

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Cheap Flights from Costa Rica to Milwaukee

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Costa Rica to Milwaukee

Wed, Jan 20 - Tue, Feb 2
United Airlines Logo
1:15 am - 1:43 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
12h 28m2 stops Houston George Bush Intcntl Chicago O'Hare Intl
United Airlines Logo
7:00 pm - 12:15 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
17h 15m1 stop Chicago O'Hare Intl
$459United Airlines
Wed, Jan 20 - Tue, Feb 2
United Airlines Logo
1:15 am - 1:43 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
12h 28m2 stops Houston George Bush Intcntl Chicago O'Hare Intl
United Airlines Logo
7:00 pm - 8:39 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
25h 39m2 stops Chicago O'Hare Intl Houston George Bush Intcntl
$459United Airlines
Mon, Jan 18 - Tue, Feb 2
United Airlines Logo
1:15 am - 5:13 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
15h 58m2 stops Houston George Bush Intcntl Chicago O'Hare Intl
United Airlines Logo
7:00 pm - 8:39 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
25h 39m2 stops Chicago O'Hare Intl Houston George Bush Intcntl
$459United Airlines
Tue, Jan 19 - Sun, Jan 31
United Airlines Logo
1:15 am - 10:46 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
21h 31m1 stop Houston George Bush Intcntl
United Airlines Logo
8:00 am - 6:16 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
10h 16m1 stop Houston George Bush Intcntl
$459United Airlines
Mon, Jan 18 - Tue, Feb 2
United Airlines Logo
1:15 am - 6:39 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
17h 24m2 stops Houston George Bush Intcntl Chicago O'Hare Intl
United Airlines Logo
7:00 pm - 12:15 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
17h 15m1 stop Chicago O'Hare Intl
$459United Airlines
Tue, Jan 19 - Wed, Feb 3
United Airlines Logo
1:15 am - 8:54 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
19h 39m2 stops Houston George Bush Intcntl Chicago O'Hare Intl
United Airlines Logo
5:00 am - 12:15 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
7h 15m1 stop Chicago O'Hare Intl
$459United Airlines
Mon, Jan 18 - Wed, Feb 3
United Airlines Logo
1:15 am - 6:39 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
17h 24m2 stops Houston George Bush Intcntl Chicago O'Hare Intl
United Airlines Logo
5:00 am - 8:39 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
15h 39m2 stops Chicago O'Hare Intl Houston George Bush Intcntl
$459United Airlines
Tue, Jan 19 - Wed, Feb 3
United Airlines Logo
1:15 am - 3:04 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
13h 49m2 stops Houston George Bush Intcntl Chicago O'Hare Intl
United Airlines Logo
6:00 am - 8:39 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
14h 39m2 stops Chicago O'Hare Intl Houston George Bush Intcntl
$459United Airlines
Tue, Jan 19 - Sun, Jan 31
American Airlines Logo
2:46 pm - 11:35 amSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
20h 49m1 stop Dallas/Fort Worth
American Airlines Logo
12:25 pm - 8:16 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
7h 51m1 stop Dallas/Fort Worth
$555American Airlines
Tue, Jan 19 - Sun, Jan 31
American Airlines Logo
7:16 am - 9:54 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
14h 38m1 stop Dallas/Fort Worth
American Airlines Logo
8:45 am - 8:16 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
11h 31m2 stops Chicago O'Hare Intl Dallas/Fort Worth
$559American 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?

The cheapest month for flights to Milwaukee is February, where tickets cost $501 on average for return flights. On the other hand, the most expensive months are June and July, where the average cost of tickets from Costa Rica is $798 and $655 respectively. For one-way flights, the best month to travel is May with an average price of $189.

Find deals

Good to know

Low season

April

Cheapest flight

$250
Most popular time to fly with an average 2% increase in price.
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 1,536 direct flights from within Costa Rica to Milwaukee. The most common day for departures is Sunday, 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 airline flying from Costa Rica to Milwaukee

 
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.
7.1
American AirlinesOverall score based on 11993 reviews
6.8Entertainment
7.9Crew
7.2Comfort
7.5Boarding
6.4Food
Airline reviews

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

6.0 GoodSanta, Jul 2026
Read more American Airlines reviews

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

not sure why you ask about food, I n3ver get food on flights except maybe cookies or pretzels. wifi was slow and in and out most of the flight not good.

there are no options s for snack besides cookies would ve nice to have a salty option n

Never ontime and always delays. Long waits for customer service and often app doesn’t work

We were upgraded to First Class and it was a great flight

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

this plane was really old, had exit row seats and tray was in arm of seat so super uncomfortable to use. another seat they could t even use the tray it was broke. seat i. front of me had duct tape on it cause seat was ripped open... this plane should either be updated or retired.

Very poor delay in dfw was really bad n long

I didn't like that my paid for seat was changed 2 hours before my flight.

The gate changed over 6 times in the 4 hours before this flight having us walking all over and back again. The agent told me that the American app and the airport monitors are not reliable and I should Google the flight number for accurate flight information! Shocking tip but the gate still kept changing anyway and then the flight was delayed an hour because of another maintenance issue. Not a great experience.

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
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Everything you need to know for your flight to Milwaukee

Information on the airport you'll fly into in Milwaukee

Milwaukee (MKE)