HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Port of Spain

$251+ Cheap flights from Wisconsin to Port of Spain (POS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — POS
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Wisconsin to Port of Spain with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Wisconsin to Port of Spain

Cheapest flights from Wisconsin to Port of Spain
Explore the most affordable flight options available from Wisconsin to Port of Spain. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Copa Airlines deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/187:33 amORD - POS
1 stop16h 15mCopa Airlines
Wed 12/243:13 amPOS - ORD
1 stop11h 39mCopa Airlines
Deal found 12/17$567
This Expedia deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/197:41 pmORD - POS
2 stops32h 37mJetBlue
Wed 1/78:20 amPOS - ORD
2 stops35h 23mJetBlue
Deal found 12/16$759
This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/215:05 amORD - POS
2 stops22h 10mMultiple Airlines
Thu 1/89:10 amPOS - ORD
1 stop11h 06mMultiple Airlines
Deal found 12/16$765
This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/215:05 amORD - POS
2 stops22h 10mMultiple Airlines
Fri 1/99:10 amPOS - ORD
1 stop11h 06mMultiple Airlines
Deal found 12/16$777
This Mytrip deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/174:38 pmORD - POS
2 stops19h 17mMultiple Airlines
Tue 12/232:15 amPOS - ORD
1 stop14h 55mMultiple Airlines
Deal found 12/16$804
This United Airlines deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/177:40 amMSP - POS
1 stop14h 43mUnited Airlines
Tue 12/231:30 amPOS - MSP
1 stop15h 30mUnited Airlines
Deal found 12/16$839
This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/215:05 amORD - POS
2 stops22h 10mMultiple Airlines
Wed 1/79:10 amPOS - ORD
1 stop25h 08mMultiple Airlines
Deal found 12/16$846
This United Airlines deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/227:40 amMSP - POS
2 stops14h 43mUnited Airlines
Tue 12/301:30 amPOS - MSP
1 stop15h 30mUnited Airlines
Deal found 12/15$862
This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/175:40 amORD - POS
2 stops12h 40mMultiple Airlines
Thu 1/89:10 amPOS - ORD
1 stop11h 06mMultiple Airlines
Deal found 12/16$867
This United Airlines deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:15 amMSP - POS
1 stop17h 08mUnited Airlines
Tue 12/301:30 amPOS - MSP
2 stops14h 46mUnited Airlines
Deal found 12/16$894
This United Airlines deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/266:00 amMSP - POS
2 stops40h 23mUnited Airlines
Tue 12/302:20 amPOS - MSP
1 stop11h 17mUnited Airlines
Deal found 12/17$939
This United Airlines deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/185:15 amMSP - POS
1 stop17h 08mUnited Airlines
Mon 12/221:30 amPOS - MSP
2 stops23h 14mUnited Airlines
Deal found 12/15$953

Find flight deals from Wisconsin to Port of Spain

Keep the following information in mind while searching for Wisconsin to Port of Spain flight deals. Data was last updated December 18, 2025.

Round-trip from

$391
(Trip.com)

One-way from

$251
(Expedia)
From Wisconsin to Port of Spain Piarco Intl
Search Deals
One-way flight from Wisconsin to Port of Spain Piarco Intl
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin to Port of Spain 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, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Wisconsin to Port of Spain that are best for you.

Fly from

Wisconsin

Fly to

Port of Spain

Route

Depart

Return

Price

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 1/15

5:15 am-8:00 pm

1 stop12h 45m

Port of Spain Piarco Intl

Thu 1/22

10:10 am-9:03 pm

1 stop12h 53m

$391

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 1/30

7:20 am-8:00 pm

1 stop10h 40m

Port of Spain Piarco Intl

Fri 2/6

10:10 am-7:38 pm

1 stop11h 28m

$435

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 1/30

2:00 pm-1:20 am

1 stop9h 20m

Port of Spain Piarco Intl

Thu 2/5

2:20 am-6:55 pm

2 stops18h 35m

$443

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 1/31

8:45 pm-1:20 am

1 stop26h 35m

Port of Spain Piarco Intl

Fri 2/6

2:20 am-1:01 pm

1 stop12h 41m

$453

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 3/12

6:04 pm-12:20 am

2 stops29h 16m

Port of Spain Piarco Intl

Tue 3/17

1:20 am-6:52 pm

2 stops18h 32m

$473

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 3/13

2:00 pm-12:20 am

1 stop9h 20m

Port of Spain Piarco Intl

Tue 3/17

1:20 am-6:52 pm

2 stops18h 32m

$473

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 3/30

6:20 pm-12:20 am

2 stops29h 00m

Port of Spain Piarco Intl

Mon 4/6

3:40 pm-9:10 am

2 stops18h 30m

$480

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Mon 1/12

6:00 am-12:23 am

2 stops16h 23m

Port of Spain Piarco Intl

Sun 1/18

1:30 am-10:59 pm

1 stop23h 29m

$569

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Sat 1/17

6:00 am-12:23 am

2 stops16h 23m

Port of Spain Piarco Intl

Fri 1/23

1:30 am-1:00 pm

1 stop13h 30m

$599

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Sat 1/17

6:00 am-10:48 pm

2 stops14h 48m

Port of Spain Piarco Intl

Sat 1/24

4:30 pm-12:02 pm

2 stops21h 32m

$603

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 24 results
1
2
3

Best time to book a flight from Wisconsin to Port of Spain

Have a flexible travel schedule? Discover the best time to fly to Port of Spain from Wisconsin with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Wisconsin to Port of Spain
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Port of Spain. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Port of Spain from Wisconsin?

    Port of Spain Piarco Intl (POS), located 12.6 mi from the city center, is the airport you fly into when you book flights from Wisconsin to Port of Spain.

  • How long is the flight from Wisconsin to Port of Spain?

    There are many flights that can get you from Wisconsin to Port of Spain in 9h 20m. Fly via Air Canada, United Airlines, or American Airlines to get the fastest option. The distance from Wisconsin to Port of Spain is about 2697 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Wisconsin to Port of Spain?

    When deciding which route to take from Wisconsin to Port of Spain consider Chicago O'Hare Intl - Port of Spain Piarco Intl, Minneapolis St Paul - Port of Spain Piarco Intl or Madison Truax Field - Port of Spain Piarco Intl as they are the most popular.

  • Can I find deals for flights from Wisconsin to Port of Spain that include hotel bookings?

    Yes. In addition to deals on Wisconsin to Port of Spain flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Wisconsin to Port of Spain?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Wisconsin to Port of Spain.

  • Can I find deals for business class flights from Wisconsin to Port of Spain?

    Yes. Cheapflights offers flight deals from Wisconsin to Port of Spain by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Wisconsin to Port of Spain

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Port of Spain flights
LaGuardia to Port of Spain flights
Newark to Port of Spain flights
Miami to Port of Spain flights
Orlando to Port of Spain flights
Fort Lauderdale to Port of Spain flights
Dulles Intl to Port of Spain flights
Reagan-National to Port of Spain flights
Atlanta to Port of Spain flights
Baltimore to Port of Spain flights
Los Angeles to Port of Spain flights
Hobby to Port of Spain flights
George Bush Intcntl to Port of Spain flights
Boston to Port of Spain flights
O'Hare Intl to Port of Spain flights
Dallas/Fort Worth to Port of Spain flights
Tampa to Port of Spain flights
White Plains to Port of Spain flights
San Francisco to Port of Spain flights
John F Kennedy Intl to Scarborough flights
West Palm Beach to Port of Spain flights
Philadelphia to Port of Spain flights
Sky Harbor Intl to Port of Spain flights
Raleigh to Port of Spain flights
Miami to Scarborough flights
Denver to Port of Spain flights
Charlotte to Port of Spain flights
Detroit to Port of Spain flights
Seattle to Port of Spain flights
Fort Lauderdale to Scarborough flights
Islip to Port of Spain flights
Jacksonville to Port of Spain flights
Minneapolis to Port of Spain flights
Stewart to Port of Spain flights
Cleveland to Port of Spain flights
Las Vegas to Port of Spain flights
Portland to Port of Spain flights
Pittsburgh to Port of Spain flights
New Orleans to Port of Spain flights
San Diego to Port of Spain flights
Nashville to Port of Spain flights
Newark to Scarborough flights
Indianapolis to Port of Spain flights
Kansas City to Port of Spain flights
Melbourne to Port of Spain flights
Daytona Beach to Port of Spain flights
Providence to Port of Spain flights
Reagan-National to Scarborough flights
Ontario to Port of Spain flights

Top airline flying from Wisconsin to Port of Spain

Discover the top airline that operate flights from Wisconsin to Port of Spain. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$602Average$1,066FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.