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Cheap flights from Milwaukee to Costa Rica from $188

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Milwaukee to Costa Rica departing on 9/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Milwaukee to Costa Rica

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
12:20 pm - 10:15 pm
MKE
-
SJO
9h 55m
1 stop
Delta Logo
7:00 am - 5:45 pm
SJO
-
MKE
10h 45m
1 stop
$418Delta
Tue, Dec 1 - Fri, Dec 11
American Airlines Logo
5:03 am - 8:07 pm
MKE
-
SJO
16h 04m
2 stops
American Airlines Logo
2:57 pm - 11:27 am
SJO
-
MKE
19h 30m
2 stops
$423American Airlines
Wed, Sep 9 - Thu, Sep 24
Delta Logo
5:55 am - 11:56 am
MKE
-
SJO
7h 01m
1 stop
Delta Logo
1:25 pm - 11:52 pm
SJO
-
MKE
9h 27m
1 stop
$490Delta
Wed, Sep 9 - Thu, Sep 24
United Airlines Logo
8:00 am - 7:39 pm
MKE
-
SJO
12h 39m
1 stop
United Airlines Logo
11:28 pm - 9:46 am
SJO
-
MKE
10h 18m
1 stop
$510United Airlines
Tue, Oct 27 - Tue, Nov 3
American Airlines Logo
5:03 am - 8:07 pm
MKE
-
SJO
16h 04m
2 stops
American Airlines Logo
2:57 pm - 11:27 am
SJO
-
MKE
19h 30m
2 stops
$515American Airlines
Wed, Sep 9 - Thu, Sep 24
American Airlines Logo
6:48 pm - 2:02 pm
MKE
-
SJO
19h 14m
1 stop
American Airlines Logo
6:20 am - 5:02 pm
SJO
-
MKE
10h 42m
1 stop
$519American Airlines
Tue, Dec 1 - Fri, Dec 11
American Airlines Logo
12:22 pm - 1:58 pm
MKE
-
SJO
26h 36m
1 stop
American Airlines Logo
1:23 pm - 11:59 pm
SJO
-
MKE
10h 36m
1 stop
$520American Airlines
Sat, Oct 24 - Tue, Nov 3
American Airlines Logo
6:48 pm - 2:02 pm
MKE
-
SJO
19h 14m
1 stop
American Airlines Logo
6:20 am - 11:05 pm
SJO
-
MKE
16h 45m
2 stops
$524American Airlines
Tue, Dec 1 - Fri, Dec 11
American Airlines Logo
6:01 am - 8:07 pm
MKE
-
SJO
15h 06m
2 stops
American Airlines Logo
1:00 pm - 11:27 am
SJO
-
MKE
21h 27m
1 stop
$525American Airlines
Wed, Sep 9 - Thu, Sep 24
American Airlines Logo
6:48 pm - 12:21 pm
MKE
-
SJO
17h 33m
2 stops
American Airlines Logo
6:20 am - 10:08 pm
SJO
-
MKE
15h 48m
1 stop
$534American Airlines
Tue, Dec 1 - Fri, Dec 11

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American Airlines flights from Milwaukee to Costa Rica

Our best American Airlines deals on Milwaukee to Costa Rica flight tickets
American Airlines
Sep 9
MKE5:03 amMilwaukee-Mitchell
16h 04m
2 stops
SJO8:07 pmSan José Juan Santamaria Intl
Sep 24
SJO2:57 pmSan José Juan Santamaria Intl
19h 30m
2 stops
MKE11:27 amMilwaukee-Mitchell
$423
American Airlines
Sep 9
MKE5:03 amMilwaukee-Mitchell
16h 04m
2 stops
SJO8:07 pmSan José Juan Santamaria Intl
Sep 24
SJO2:57 pmSan José Juan Santamaria Intl
19h 30m
2 stops
MKE11:27 amMilwaukee-Mitchell
$515
American Airlines
Dec 1
MKE6:48 pmMilwaukee-Mitchell
19h 14m
1 stop
SJO2:02 pmSan José Juan Santamaria Intl
Dec 11
SJO6:20 amSan José Juan Santamaria Intl
10h 42m
1 stop
MKE5:02 pmMilwaukee-Mitchell
$519

Southwest flights from Milwaukee to Costa Rica

Our best Southwest deals on Milwaukee to Costa Rica flight tickets
Southwest
Sep 20
MKE5:55 amMilwaukee-Mitchell
13h 45m
1 stop
SJO6:40 pmSan José Juan Santamaria Intl
Sep 26
SJO9:30 amSan José Juan Santamaria Intl
8h 50m
1 stop
MKE7:20 pmMilwaukee-Mitchell
$547
Southwest
Sep 20
MKE5:55 amMilwaukee-Mitchell
13h 45m
1 stop
SJO6:40 pmSan José Juan Santamaria Intl
Sep 26
SJO9:30 amSan José Juan Santamaria Intl
10h 05m
2 stops
MKE8:35 pmMilwaukee-Mitchell
$552
Southwest
Sep 14
MKE8:00 amMilwaukee-Mitchell
11h 40m
2 stops
SJO6:40 pmSan José Juan Santamaria Intl
Sep 21
SJO9:00 amSan José Juan Santamaria Intl
10h 45m
1 stop
MKE8:45 pmMilwaukee-Mitchell
$557

momondo Fare Finder

 
Customize your flight search to find flights from Milwaukee to Costa Rica that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated June 16, 2026.
Use the filters below to find and compare flights from Milwaukee to Costa Rica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 12/1

12:20 pm-10:15 pm

1 stop9h 55m

San José Juan Santamaria Intl

Fri 12/11

7:00 am-5:45 pm

1 stop10h 45m

$418

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 9/9

5:03 am-8:07 pm

2 stops16h 04m

San José Juan Santamaria Intl

Thu 9/24

2:57 pm-11:27 am

2 stops19h 30m

$423
Quickest round-trip

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 9/9

5:55 am-11:56 am

1 stop7h 01m

San José Juan Santamaria Intl

Thu 9/24

1:25 pm-11:52 pm

1 stop9h 27m

$490

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 10/27

8:00 am-7:39 pm

1 stop12h 39m

San José Juan Santamaria Intl

Tue 11/3

11:28 pm-9:46 am

1 stop10h 18m

$510

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 9/9

5:03 am-8:07 pm

2 stops16h 04m

San José Juan Santamaria Intl

Thu 9/24

2:57 pm-11:27 am

2 stops19h 30m

$515

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 12/1

6:48 pm-2:02 pm

1 stop19h 14m

San José Juan Santamaria Intl

Fri 12/11

6:20 am-5:02 pm

1 stop10h 42m

$519

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sat 10/24

12:22 pm-1:58 pm

1 stop26h 36m

San José Juan Santamaria Intl

Tue 11/3

1:23 pm-11:59 pm

1 stop10h 36m

$520

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 12/1

6:48 pm-2:02 pm

1 stop19h 14m

San José Juan Santamaria Intl

Fri 12/11

6:20 am-11:05 pm

2 stops16h 45m

$524

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 9/9

6:01 am-8:07 pm

2 stops15h 06m

San José Juan Santamaria Intl

Thu 9/24

1:00 pm-11:27 am

1 stop21h 27m

$525

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 12/1

6:48 pm-12:21 pm

2 stops17h 33m

San José Juan Santamaria Intl

Fri 12/11

6:20 am-10:08 pm

1 stop15h 48m

$534

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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2

See travel insights to Costa Rica from

How to get the cheapest flight ticket from Milwaukee to Costa Rica

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Costa Rica?

The cheapest month to fly to Costa Rica from Milwaukee is in February. Flight prices, which tend to average around $193, are often lower during this time because this is during the off-season. If you’re not able to fly to Costa Rica in February, then May is your next best option. Flight prices from Milwaukee to Costa Rica during May average around $206.

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

You are more likely to see cheaper flights to Costa Rica from Milwaukee when booking weeks ahead of your departure date. In general, you can expect to find flights to Costa Rica for around $674 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Costa Rica from Milwaukee for as low as $524 on momondo.

Cheap Milwaukee to Costa Rica flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Milwaukee to Costa Rica

Fastest flight time

7h 00m

Direct flights

None
The fastest flight from Milwaukee to Costa Rica takes 7h 00m
There are no direct flights from Milwaukee to Costa Rica. There are no popular flight routes from Milwaukee to Costa Rica.
Search flight deals

Frequently asked questions about flying from Milwaukee to Costa Rica

  • When did momondo last update prices for flights from Milwaukee-Mitchell Airport to Costa Rica?

    Prices for flights from Milwaukee-Mitchell Airport to Costa Rica were last updated today.

  • How many operators does momondo search for flights from Milwaukee-Mitchell Airport to Costa Rica?

  • How old do you have to be to fly from Milwaukee-Mitchell Airport to Costa Rica?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Milwaukee-Mitchell Airport to Costa Rica.

  • What documentation or ID do you need to fly to Costa Rica?

    The required travel and health documents for your Costa Rica trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Costa Rica. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Milwaukee to Costa Rica

Compare and see reviews for airlines that fly from Milwaukee to Costa Rica with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $206Free CancellationRating
7.4
9,842 reviews
Search United Airlines flights
DeltaPriceFrom $318Free CancellationRating
7.9
8,404 reviews
Search Delta flights
American AirlinesPriceFrom $386Free CancellationRating
7.1
11,665 reviews
Search American Airlines flights
SouthwestPriceFrom $426Free CancellationRating
7.9
4,237 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Milwaukee to Costa Rica?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Costa Rica from Milwaukee.

Can I find flights from Milwaukee to Costa Rica with flexible booking policies on momondo?

All flight searches from Milwaukee to Costa Rica on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Milwaukee to Costa Rica?

momondo provides multiple filters to help you find the best flight to Costa Rica from Milwaukee. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Milwaukee to Costa Rica right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Costa Rica from Milwaukee. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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