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Cheap flights from Milwaukee to Costa Rica from $227

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 3/23. 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
0 bags

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Find the cheapest flights from Milwaukee to Costa Rica

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:41 pm - 11:07 am
MKE
-
SJO
17h 26m
2 stops
American Airlines Logo
11:35 pm - 10:59 am
SJO
-
MKE
10h 24m
1 stop
$359American Airlines
Sun, Apr 19 - Thu, Apr 23
American Airlines Logo
6:00 am - 7:07 pm
MKE
-
SJO
14h 07m
2 stops
American Airlines Logo
11:35 pm - 10:27 pm
SJO
-
MKE
21h 52m
1 stop
$367American Airlines
Wed, Apr 29 - Wed, May 6
American Airlines Logo
6:32 pm - 11:25 am
MKE
-
SJO
17h 53m
1 stop
American Airlines Logo
12:31 pm - 10:47 pm
SJO
-
MKE
9h 16m
1 stop
$384American Airlines
Sat, May 2 - Sat, May 9
American Airlines Logo
6:41 pm - 11:30 am
MKE
-
SJO
17h 49m
1 stop
American Airlines Logo
11:35 pm - 1:23 pm
SJO
-
MKE
12h 48m
2 stops
$389American Airlines
Fri, May 1 - Fri, May 8
United Airlines Logo
6:50 am - 7:37 pm
MKE
-
SJO
13h 47m
2 stops
United Airlines Logo
7:15 am - 5:55 pm
SJO
-
MKE
9h 40m
1 stop
$394United Airlines
Tue, Apr 14 - Tue, Apr 21
Southwest Logo
8:15 pm - 1:15 pm
MKE
-
LIR
18h 00m
2 stops
Southwest Logo
12:00 pm - 11:15 pm
LIR
-
MKE
10h 15m
1 stop
$614Southwest
Sun, Apr 26 - Sat, May 2
Multiple Airlines Logo
7:00 am - 6:20 am
MKE
-
LIR
24h 20m
2 stops
Multiple Airlines Logo
2:00 pm - 3:39 pm
LIR
-
MKE
24h 39m
2 stops
$629Multiple Airlines
Tue, Apr 28 - Tue, May 5
Delta Logo
5:30 am - 12:00 pm
MKE
-
LIR
7h 30m
1 stop
Delta Logo
1:25 pm - 11:57 pm
LIR
-
MKE
9h 32m
1 stop
$668Delta
Tue, Apr 28 - Tue, May 5
Multiple Airlines Logo
7:00 am - 6:20 am
MKE
-
LIR
24h 20m
3 stops
Multiple Airlines Logo
2:00 pm - 3:39 pm
LIR
-
MKE
24h 39m
2 stops
$669Multiple Airlines
Tue, Apr 28 - Tue, May 5
United Airlines Logo
5:10 am - 11:53 am
MKE
-
LIR
7h 43m
1 stop
United Airlines Logo
3:27 pm - 7:49 am
LIR
-
MKE
15h 22m
2 stops
$673United Airlines
Sun, Apr 26 - Sun, May 3

United Airlines flights from Milwaukee to Costa Rica

Our best United Airlines deals on Milwaukee to Costa Rica flight tickets
United Airlines
Apr 14
MKE6:50 amMilwaukee-Mitchell
13h 47m
2 stops
SJO7:37 pmSan José Juan Santamaria Intl
Apr 21
SJO7:15 amSan José Juan Santamaria Intl
9h 40m
1 stop
MKE5:55 pmMilwaukee-Mitchell
$394
United Airlines
Apr 19
MKE8:00 amMilwaukee-Mitchell
12h 37m
1 stop
SJO7:37 pmSan José Juan Santamaria Intl
Apr 23
SJO11:13 amSan José Juan Santamaria Intl
10h 42m
1 stop
MKE10:55 pmMilwaukee-Mitchell
$472
United Airlines
Apr 19
MKE8:00 amMilwaukee-Mitchell
12h 37m
1 stop
SJO7:37 pmSan José Juan Santamaria Intl
Apr 23
SJO11:13 amSan José Juan Santamaria Intl
10h 42m
1 stop
MKE10:55 pmMilwaukee-Mitchell
$502

American Airlines flights from Milwaukee to Costa Rica

Our best American Airlines deals on Milwaukee to Costa Rica flight tickets
American Airlines
Apr 19
MKE6:41 pmMilwaukee-Mitchell
17h 26m
2 stops
SJO11:07 amSan José Juan Santamaria Intl
Apr 23
SJO11:35 pmSan José Juan Santamaria Intl
10h 24m
1 stop
MKE10:59 amMilwaukee-Mitchell
$359
American Airlines
Apr 29
MKE6:00 amMilwaukee-Mitchell
14h 07m
2 stops
SJO7:07 pmSan José Juan Santamaria Intl
May 6
SJO11:35 pmSan José Juan Santamaria Intl
21h 52m
1 stop
MKE10:27 pmMilwaukee-Mitchell
$367
American Airlines
May 2
MKE6:32 pmMilwaukee-Mitchell
17h 53m
1 stop
SJO11:25 amSan José Juan Santamaria Intl
May 9
SJO12:31 pmSan José Juan Santamaria Intl
9h 16m
1 stop
MKE10:47 pmMilwaukee-Mitchell
$384

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 March 15, 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

Sun 4/19

6:41 pm-11:07 am

2 stops17h 26m

San José Juan Santamaria Intl

Thu 4/23

11:35 pm-10:59 am

1 stop10h 24m

$359

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 4/29

6:00 am-7:07 pm

2 stops14h 07m

San José Juan Santamaria Intl

Wed 5/6

11:35 pm-10:27 pm

1 stop21h 52m

$367

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sat 5/2

6:32 pm-11:25 am

1 stop17h 53m

San José Juan Santamaria Intl

Sat 5/9

12:31 pm-10:47 pm

1 stop9h 16m

$384

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Fri 5/1

6:41 pm-11:30 am

1 stop17h 49m

San José Juan Santamaria Intl

Fri 5/8

11:35 pm-1:23 pm

2 stops12h 48m

$389

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 4/14

6:50 am-7:37 pm

2 stops13h 47m

San José Juan Santamaria Intl

Tue 4/21

7:15 am-5:55 pm

1 stop9h 40m

$394

MilwaukeeLiberia

MKE - LIR

MKELIR

Milwaukee-Mitchell

Sun 4/26

8:15 pm-1:15 pm

2 stops18h 00m

Liberia

Sat 5/2

12:00 pm-11:15 pm

1 stop10h 15m

$614

MilwaukeeLiberia

MKE - LIR

MKELIR

Milwaukee-Mitchell

Tue 4/28

7:00 am-6:20 am

2 stops24h 20m

Liberia

Tue 5/5

2:00 pm-3:39 pm

2 stops24h 39m

$629
Quickest round-trip

MilwaukeeLiberia

MKE - LIR

MKELIR

Milwaukee-Mitchell

Tue 4/28

5:30 am-12:00 pm

1 stop7h 30m

Liberia

Tue 5/5

1:25 pm-11:57 pm

1 stop9h 32m

$668

MilwaukeeLiberia

MKE - LIR

MKELIR

Milwaukee-Mitchell

Tue 4/28

7:00 am-6:20 am

3 stops24h 20m

Liberia

Tue 5/5

2:00 pm-3:39 pm

2 stops24h 39m

$669

MilwaukeeLiberia

MKE - LIR

MKELIR

Milwaukee-Mitchell

Sun 4/26

5:10 am-11:53 am

1 stop7h 43m

Liberia

Sun 5/3

3:27 pm-7:49 am

2 stops15h 22m

$673

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 September. Flight prices, which tend to average around $525, are often lower during this time because this is during the off-season. If you’re not able to fly to Costa Rica in September, then June is your next best option. Flight prices from Milwaukee to Costa Rica during June average around $540.

How far in advance should I book a flight 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 $640 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 $494 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 05m

Direct flights

None
The fastest flight from Milwaukee to Costa Rica takes 7h 05m
There are no direct flights from Milwaukee to Costa Rica. There are no popular flight routes from Milwaukee to Costa Rica.
Search flight deals

  • 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
DeltaPriceFrom $323Free CancellationRating
7.9
8,296 reviews
Search Delta flights
American AirlinesPriceFrom $402Free CancellationRating
7.1
11,467 reviews
Search American Airlines flights
SouthwestPriceFrom $417Free CancellationRating
8.0
4,318 reviews
Search Southwest flights
United AirlinesPriceFrom $475Free CancellationRating
7.4
9,428 reviews
Search United Airlines 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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