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Cheap flights from Milwaukee to Costa Rica from $190

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 9/14. 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.
American Airlines Logo
8:14 pm - 12:59 pm
MKE
-
SJO
17h 45m
2 stops
American Airlines Logo
2:57 pm - 11:27 am
SJO
-
MKE
19h 30m
2 stops
$428American Airlines
Tue, Sep 15 - Tue, Sep 22
United Airlines Logo
8:00 am - 6:16 pm
MKE
-
SJO
10h 16m
1 stop
United Airlines Logo
2:25 pm - 10:46 pm
SJO
-
MKE
8h 21m
1 stop
$510United Airlines
Tue, Jan 19 - Thu, Jan 28
Delta Logo
5:30 am - 10:15 pm
MKE
-
SJO
16h 45m
1 stop
Delta Logo
2:30 pm - 11:54 pm
SJO
-
MKE
9h 24m
1 stop
$510Delta
Tue, Nov 10 - Thu, Nov 12
Delta Logo
10:16 am - 10:15 pm
MKE
-
SJO
11h 59m
1 stop
Delta Logo
7:00 am - 5:36 pm
SJO
-
MKE
10h 36m
1 stop
$510Delta
Tue, Nov 10 - Fri, Nov 13
American Airlines Logo
12:07 pm - 11:43 pm
MKE
-
SJO
11h 36m
1 stop
American Airlines Logo
1:38 pm - 11:12 pm
SJO
-
MKE
9h 34m
1 stop
$510American Airlines
Tue, Jan 19 - Thu, Jan 28
United Airlines Logo
6:00 am - 6:16 pm
MKE
-
SJO
12h 16m
2 stops
United Airlines Logo
2:05 pm - 10:39 pm
SJO
-
MKE
8h 34m
1 stop
$510United Airlines
Tue, Jan 19 - Thu, Jan 28
Southwest Logo
5:00 am - 12:40 pm
MKE
-
SJO
8h 40m
1 stop
Southwest Logo
9:00 am - 5:50 pm
SJO
-
MKE
7h 50m
1 stop
$512Southwest
Sun, Oct 11 - Thu, Oct 15
Southwest Logo
5:00 am - 12:40 pm
MKE
-
SJO
8h 40m
1 stop
Southwest Logo
9:00 am - 11:45 pm
SJO
-
MKE
13h 45m
2 stops
$516Southwest
Sun, Oct 11 - Thu, Oct 15
Copa Airlines Logo
10:19 am - 9:04 am
MKE
-
SJO
23h 45m
2 stops
Copa Airlines Logo
4:08 am - 7:07 am
SJO
-
MKE
25h 59m
2 stops
$733Copa Airlines
Fri, Aug 21 - Mon, Aug 24
Multiple Airlines Logo
10:55 am - 11:30 am
MKE
-
SJO
25h 35m
2 stops
Multiple Airlines Logo
12:40 pm - 10:02 am
SJO
-
MKE
44h 22m
3 stops
$744Multiple Airlines
Tue, Sep 15 - Tue, Sep 22

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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 15
MKE8:14 pmMilwaukee-Mitchell
17h 45m
2 stops
SJO12:59 pmSan José Juan Santamaria Intl
Sep 22
SJO2:57 pmSan José Juan Santamaria Intl
19h 30m
2 stops
MKE11:27 amMilwaukee-Mitchell
$428
American Airlines
Sep 8
MKE7:00 amMilwaukee-Mitchell
7h 52m
1 stop
SJO1:52 pmSan José Juan Santamaria Intl
Sep 15
SJO2:57 pmSan José Juan Santamaria Intl
19h 10m
2 stops
MKE11:07 amMilwaukee-Mitchell
$511
American Airlines
Sep 9
MKE8:14 pmMilwaukee-Mitchell
18h 43m
2 stops
SJO1:57 pmSan José Juan Santamaria Intl
Sep 24
SJO2:57 pmSan José Juan Santamaria Intl
19h 30m
2 stops
MKE11:27 amMilwaukee-Mitchell
$521

Southwest flights from Milwaukee to Costa Rica

Our best Southwest deals on Milwaukee to Costa Rica flight tickets
Southwest
Oct 11
MKE5:00 amMilwaukee-Mitchell
8h 40m
1 stop
SJO12:40 pmSan José Juan Santamaria Intl
Oct 15
SJO9:00 amSan José Juan Santamaria Intl
7h 50m
1 stop
MKE5:50 pmMilwaukee-Mitchell
$512
Southwest
Oct 11
MKE5:00 amMilwaukee-Mitchell
8h 40m
1 stop
SJO12:40 pmSan José Juan Santamaria Intl
Oct 15
SJO9:00 amSan José Juan Santamaria Intl
13h 45m
2 stops
MKE11:45 pmMilwaukee-Mitchell
$516
Southwest
Oct 24
MKE5:30 amMilwaukee-Mitchell
7h 30m
1 stop
SJO12:00 pmSan José Juan Santamaria Intl
Oct 27
SJO9:00 amSan José Juan Santamaria Intl
12h 55m
1 stop
MKE10:55 pmMilwaukee-Mitchell
$562

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 August 2, 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 9/15

8:14 pm-12:59 pm

2 stops17h 45m

San José Juan Santamaria Intl

Tue 9/22

2:57 pm-11:27 am

2 stops19h 30m

$428

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 1/19

8:00 am-6:16 pm

1 stop10h 16m

San José Juan Santamaria Intl

Thu 1/28

2:25 pm-10:46 pm

1 stop8h 21m

$510

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 11/10

5:30 am-10:15 pm

1 stop16h 45m

San José Juan Santamaria Intl

Thu 11/12

2:30 pm-11:54 pm

1 stop9h 24m

$510

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 11/10

10:16 am-10:15 pm

1 stop11h 59m

San José Juan Santamaria Intl

Fri 11/13

7:00 am-5:36 pm

1 stop10h 36m

$510

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 1/19

12:07 pm-11:43 pm

1 stop11h 36m

San José Juan Santamaria Intl

Thu 1/28

1:38 pm-11:12 pm

1 stop9h 34m

$510

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 1/19

6:00 am-6:16 pm

2 stops12h 16m

San José Juan Santamaria Intl

Thu 1/28

2:05 pm-10:39 pm

1 stop8h 34m

$510
Quickest round-trip

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sun 10/11

5:00 am-12:40 pm

1 stop8h 40m

San José Juan Santamaria Intl

Thu 10/15

9:00 am-5:50 pm

1 stop7h 50m

$512

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sun 10/11

5:00 am-12:40 pm

1 stop8h 40m

San José Juan Santamaria Intl

Thu 10/15

9:00 am-11:45 pm

2 stops13h 45m

$516

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Fri 8/21

10:19 am-9:04 am

2 stops23h 45m

San José Juan Santamaria Intl

Mon 8/24

4:08 am-7:07 am

2 stops25h 59m

$733

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 9/15

10:55 am-11:30 am

2 stops25h 35m

San José Juan Santamaria Intl

Tue 9/22

12:40 pm-10:02 am

3 stops44h 22m

$744

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 $536, 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 May is your next best option. Flight prices from Milwaukee to Costa Rica during May average around $561.

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 $679 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 $517 on momondo.

Can stopping save me money on Milwaukee to Costa Rica flights?

You could potentially save up to 16% on your flight if you consider stops on a Milwaukee to Costa Rica flight.

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

6h 35m

Direct flights

None
The fastest flight from Milwaukee to Costa Rica takes 6h 35m
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
10,061 reviews
Search United Airlines flights
DeltaPriceFrom $385Free CancellationRating
7.8
8,493 reviews
Search Delta flights
American AirlinesPriceFrom $408Free CancellationRating
7.1
11,846 reviews
Search American Airlines flights
SouthwestPriceFrom $426Free CancellationRating
8.0
4,229 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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