Cheap flights from Wisconsin to Costa Rica from $133

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Wisconsin to Costa Rica departing on 3/2. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
6:31 am - 8:45 am
ORD
-
SJO
27h 14m
2 stops
Multiple Airlines Logo
7:45 am - 6:15 pm
SJO
-
ORD
9h 30m
1 stop
$326Multiple Airlines
Tue, Apr 14 - Sat, Apr 25
American Airlines Logo
1:15 pm - 10:43 pm
ORD
-
SJO
9h 28m
1 stop
American Airlines Logo
7:00 am - 12:24 pm
SJO
-
ORD
5h 24mnonstop
$327American Airlines
Wed, Feb 25 - Wed, Mar 4
Spirit Airlines Logo
5:05 am - 11:19 am
ORD
-
SJO
7h 14m
1 stop
Spirit Airlines Logo
12:31 pm - 11:41 pm
SJO
-
ORD
10h 10m
1 stop
$328Spirit Airlines
Mon, Apr 13 - Tue, Apr 21
Spirit Airlines Logo
5:15 am - 11:22 am
ORD
-
SJO
7h 07m
1 stop
Spirit Airlines Logo
12:31 pm - 11:41 pm
SJO
-
ORD
10h 10m
1 stop
$329Spirit Airlines
Wed, Apr 15 - Wed, Apr 22
Spirit Airlines Logo
5:15 am - 12:22 pm
ORD
-
SJO
7h 07m
1 stop
Spirit Airlines Logo
12:35 pm - 11:47 pm
SJO
-
ORD
11h 12m
2 stops
$330Spirit Airlines
Thu, Feb 19 - Thu, Feb 26
Multiple Airlines Logo
4:51 pm - 3:05 pm
ORD
-
SJO
23h 14m
1 stop
Multiple Airlines Logo
11:38 am - 11:36 pm
SJO
-
ORD
10h 58m
1 stop
$331Multiple Airlines
Tue, Mar 31 - Wed, Apr 8
United Airlines Logo
7:39 am - 12:56 pm
ORD
-
SJO
5h 17mnonstop
United Airlines Logo
12:35 pm - 12:26 am
SJO
-
ORD
11h 51m
1 stop
$333United Airlines
Fri, Feb 20 - Fri, Feb 27
United Airlines Logo
5:00 am - 11:56 am
MKE
-
SJO
7h 56m
1 stop
United Airlines Logo
11:35 am - 10:45 pm
SJO
-
MKE
10h 10m
1 stop
$348United Airlines
Wed, Mar 11 - Tue, Mar 17
Sun Country Air Logo
9:18 am - 3:00 pm
MSP
-
LIR
5h 42mnonstop
Sun Country Air Logo
2:54 pm - 9:36 pm
LIR
-
MSP
5h 42mnonstop
$397Sun Country Air
Mon, Mar 2 - Mon, Mar 9
Sun Country Air Logo
9:18 am - 3:00 pm
MSP
-
LIR
5h 42mnonstop
Sun Country Air Logo
2:54 pm - 9:36 pm
LIR
-
MSP
5h 42mnonstop
$401Sun Country Air
Mon, Mar 2 - Thu, Mar 12

American Airlines flights from Wisconsin to Costa Rica

Our best American Airlines deals on Wisconsin to Costa Rica flight tickets
American Airlines
Feb 25
ORD1:15 pmChicago O'Hare Intl
9h 28m
1 stop
SJO10:43 pmSan José Juan Santamaria Intl
Mar 4
SJO7:00 amSan José Juan Santamaria Intl
5h 24m
ORD12:24 pmChicago O'Hare Intl
$327
American Airlines
Mar 2
ORD3:10 pmChicago O'Hare Intl
5h 02m
SJO8:12 pmSan José Juan Santamaria Intl
Mar 9
SJO6:00 amSan José Juan Santamaria Intl
5h 24m
ORD12:24 pmChicago O'Hare Intl
$334
American Airlines
Mar 2
MKE6:01 amMilwaukee-Mitchell
7h 54m
1 stop
SJO1:55 pmSan José Juan Santamaria Intl
Mar 11
SJO7:00 amSan José Juan Santamaria Intl
15h 59m
1 stop
MKE11:59 pmMilwaukee-Mitchell
$337

Spirit Airlines flights from Wisconsin to Costa Rica

Our best Spirit Airlines deals on Wisconsin to Costa Rica flight tickets
Spirit Airlines
Feb 2
ORD5:15 amChicago O'Hare Intl
7h 07m
1 stop
SJO12:22 pmSan José Juan Santamaria Intl
Feb 9
SJO1:30 pmSan José Juan Santamaria Intl
10h 17m
1 stop
ORD11:47 pmChicago O'Hare Intl
$326
Spirit Airlines
Feb 5
ORD8:43 pmChicago O'Hare Intl
14h 54m
2 stops
SJO11:37 amSan José Juan Santamaria Intl
Feb 8
SJO1:30 pmSan José Juan Santamaria Intl
10h 17m
1 stop
ORD11:47 pmChicago O'Hare Intl
$327
Spirit Airlines
Apr 13
ORD5:05 amChicago O'Hare Intl
7h 14m
1 stop
SJO11:19 amSan José Juan Santamaria Intl
Apr 21
SJO12:31 pmSan José Juan Santamaria Intl
10h 10m
1 stop
ORD11:41 pmChicago O'Hare Intl
$328

momondo Fare Finder

 
Customize your flight search to find flights from Wisconsin 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 January 31, 2026.
Use the filters below to find and compare flights from Wisconsin to Costa Rica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 4/14

6:31 am-8:45 am

2 stops27h 14m

San José Juan Santamaria Intl

Sat 4/25

7:45 am-6:15 pm

1 stop9h 30m

$326

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 2/25

1:15 pm-10:43 pm

1 stop9h 28m

San José Juan Santamaria Intl

Wed 3/4

7:00 am-12:24 pm

Nonstop5h 24m

$327

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 4/13

5:05 am-11:19 am

1 stop7h 14m

San José Juan Santamaria Intl

Tue 4/21

12:31 pm-11:41 pm

1 stop10h 10m

$328

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 4/15

5:15 am-11:22 am

1 stop7h 07m

San José Juan Santamaria Intl

Wed 4/22

12:31 pm-11:41 pm

1 stop10h 10m

$329

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 2/19

5:15 am-12:22 pm

1 stop7h 07m

San José Juan Santamaria Intl

Thu 2/26

12:35 pm-11:47 pm

2 stops11h 12m

$330

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 3/31

4:51 pm-3:05 pm

1 stop23h 14m

San José Juan Santamaria Intl

Wed 4/8

11:38 am-11:36 pm

1 stop10h 58m

$331

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 2/20

7:39 am-12:56 pm

Nonstop5h 17m

San José Juan Santamaria Intl

Fri 2/27

12:35 pm-12:26 am

1 stop11h 51m

$333

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 3/11

5:00 am-11:56 am

1 stop7h 56m

San José Juan Santamaria Intl

Tue 3/17

11:35 am-10:45 pm

1 stop10h 10m

$348

MinneapolisLiberia

MSP - LIR

MSPLIR

Minneapolis St Paul

Mon 3/2

9:18 am-3:00 pm

Nonstop5h 42m

Liberia

Mon 3/9

2:54 pm-9:36 pm

Nonstop5h 42m

$397

MinneapolisLiberia

MSP - LIR

MSPLIR

Minneapolis St Paul

Mon 3/2

9:18 am-3:00 pm

Nonstop5h 42m

Liberia

Thu 3/12

2:54 pm-9:36 pm

Nonstop5h 42m

$401

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 Wisconsin 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 Wisconsin is in September. Flight prices, which tend to average around $552, 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 August is your next best option. Flight prices from Wisconsin to Costa Rica during August average around $559.

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

You are more likely to see cheaper flights to Costa Rica from Wisconsin when booking weeks ahead of your departure date. In general, you can expect to find flights to Costa Rica for around $644 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Costa Rica from Wisconsin for as low as $494 on momondo.

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

You could potentially save up to 12% on your flight if you consider stops on a Wisconsin to Costa Rica flight.

Cheap Wisconsin to Costa Rica flight deals and tips

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

Fastest flight time

5h 00m

Direct flights

Every day

Airports in Costa Rica

40 airports
The fastest flight from Wisconsin to Costa Rica takes 5h 00m
Direct flights go from Wisconsin to Costa Rica every day.
There are 40 airports in Costa Rica. From Wisconsin there are direct flights to Liberia (LIR), San José Juan Santamaria Intl (SJO).
  • When did momondo last update prices for flights from Wisconsin to Costa Rica?

    Prices for flights from Wisconsin to Costa Rica are refreshed on a daily basis.

  • How many operators does momondo search for flights from Wisconsin to Costa Rica?

  • How old do you have to be to fly from Wisconsin 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 Wisconsin to Costa Rica.

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

    The necessary travel and health documents for your Costa Rica trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Wisconsin to Costa Rica

Compare and see reviews for airlines that fly from Wisconsin to Costa Rica with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $252Free CancellationRating
7.9
8,130 reviews
Search Delta flights
Spirit AirlinesPriceFrom $296Free CancellationRating
6.3
8,396 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $397Free CancellationRating
7.2
11,213 reviews
Search American Airlines flights
SouthwestPriceFrom $417Free CancellationRating
8.0
4,267 reviews
Search Southwest flights
United AirlinesPriceFrom $475Free CancellationRating
7.4
9,219 reviews
Search United Airlines flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Wisconsin to Costa Rica. momondo saves you time and could save you money on your trip.

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

momondo does allow users to show only those flights to Costa Rica from Wisconsin which offer a flexible booking policy as well as other useful filters and features.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Wisconsin to Costa Rica.

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

Yes. momondo can track prices for Wisconsin to Costa Rica flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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1 adult
Mon 3/2
Mon 3/9

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