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Port of Spain

$231+ 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 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — POS
Feb 28 — Mar 71
Fri 2/28
Fri 3/7
1 adult, Economy
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Cheap 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 February 23, 2025.

Round-trip from

$432
(Kiwi.com)

One-way from

$231
(Kiwi.com)
From Wisconsin to Port of Spain Piarco Intl
Search Deals
One-way flight from Wisconsin to Port of Spain Piarco Intl
Search Deals

Find 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 February 23, 2025.

This Kiwi.com deal was found by Cheapflights users on 2/21. 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 3/98:46 pmORD - POS
2 stops27h 55mMultiple Airlines
Fri 3/1411:10 amPOS - ORD
1 stop24h 26mMultiple Airlines
Deal found 2/21$432
This Copa Airlines deal was found by Cheapflights users on 2/21. 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 7/247:54 amORD - POS
1 stop16h 53mCopa Airlines
Fri 8/82:35 pmPOS - ORD
1 stop10h 47mCopa Airlines
Deal found 2/21$504
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/98:17 pmORD - POS
2 stops16h 48mAmerican Airlines
Sun 5/113:05 pmPOS - ORD
1 stop18h 55mAmerican Airlines
Deal found 2/20$548
This United Airlines deal was found by Cheapflights users on 2/22. 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.
Tue 4/88:05 amMSN - POS
2 stops14h 18mUnited Airlines
Mon 4/1412:30 amPOS - MSN
2 stops14h 22mUnited Airlines
Deal found 2/22$563
This United Airlines deal was found by Cheapflights users on 2/22. 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.
Sun 11/168:00 amMSP - POS
1 stop14h 23mUnited Airlines
Tue 11/251:30 amPOS - MSP
2 stops14h 52mUnited Airlines
Deal found 2/22$563
This American Airlines deal was found by Cheapflights users on 2/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/76:43 amMSP - POS
1 stop30h 32mAmerican Airlines
Thu 10/308:00 amPOS - MSP
1 stop16h 58mAmerican Airlines
Deal found 2/22$571
This United deal was found by Cheapflights users on 2/21. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1910:35 amORD - POS
1 stop11h 48mUnited Airlines
Wed 3/2612:30 amPOS - ORD
1 stop10h 39mUnited Airlines
Deal found 2/21$628
This American Airlines deal was found by Cheapflights users on 2/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/105:19 pmMSN - POS
2 stops19h 46mAmerican Airlines
Sun 5/183:05 pmPOS - MSN
2 stops20h 29mAmerican Airlines
Deal found 2/22$653
This Justfly.com deal was found by Cheapflights users on 2/20. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/18:25 pmORD - POS
1 stop28h 00mAir Canada
Fri 6/62:25 amPOS - ORD
2 stops30h 30mAir Canada
Deal found 2/20$708
This Copa Airlines deal was found by Cheapflights users on 2/21. 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.
Mon 10/208:15 amMSP - POS
2 stops16h 33mCopa Airlines
Fri 10/243:50 amPOS - MSP
2 stops20h 58mCopa Airlines
Deal found 2/21$749
This Mytrip deal was found by Cheapflights users on 2/21. 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 2/266:40 amMSP - POS
1 stop10h 50mMultiple Airlines
Wed 3/59:00 pmPOS - MSP
1 stop18h 39mMultiple Airlines
Deal found 2/21$1,357
This Gotogate deal was found by Cheapflights users on 2/22. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/81:05 pmMSN - POS
2 stops14h 35mMultiple Airlines
Tue 4/152:55 pmPOS - MSN
3 stops26h 48mMultiple Airlines
Deal found 2/22$3,661

Find flights from Wisconsin to Port of Spain within your budget

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 February 23, 2025.

Fly from

Wisconsin

Fly to

Port of Spain

Route

Depart

Return

Price

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sun 3/9

8:46 pm-1:41 am

2 stops27h 55m

Port of Spain Piarco Intl

Fri 3/14

11:10 am-10:36 am

1 stop24h 26m

$432

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 7/24

7:54 am-1:47 am

1 stop16h 53m

Port of Spain Piarco Intl

Fri 8/8

2:35 pm-12:22 am

1 stop10h 47m

$504

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 5/9

8:17 pm-2:05 pm

2 stops16h 48m

Port of Spain Piarco Intl

Sun 5/11

3:05 pm-9:00 am

1 stop18h 55m

$548

MadisonPort of Spain

MSN - POS

MSNPOS

Madison Truax Field

Tue 4/8

8:05 am-11:23 pm

2 stops14h 18m

Port of Spain Piarco Intl

Mon 4/14

12:30 am-1:52 pm

2 stops14h 22m

$563

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Thu 4/10

1:53 pm-1:56 pm

2 stops23h 03m

Port of Spain Piarco Intl

Thu 6/12

3:20 pm-12:42 pm

2 stops22h 22m

$608

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Wed 3/19

10:35 am-11:23 pm

1 stop11h 48m

Port of Spain Piarco Intl

Wed 3/26

12:30 am-10:09 am

1 stop10h 39m

$628

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Thu 4/10

8:00 am-11:23 pm

1 stop14h 23m

Port of Spain Piarco Intl

Wed 6/11

12:30 am-10:49 am

1 stop11h 19m

$648

MadisonPort of Spain

MSN - POS

MSNPOS

Madison Truax Field

Sat 5/10

5:19 pm-2:05 pm

2 stops19h 46m

Port of Spain Piarco Intl

Sun 5/18

3:05 pm-10:34 am

2 stops20h 29m

$653

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sun 6/1

6:15 pm-1:25 am

2 stops30h 10m

Port of Spain Piarco Intl

Fri 6/6

2:25 am-10:54 am

1 stop9h 29m

$708

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Thu 4/10

6:00 am-1:25 am

3 stops18h 25m

Port of Spain Piarco Intl

Thu 6/12

8:30 am-10:43 am

3 stops27h 13m

$2,554

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/21

Showing 1-10 of 13 results
1
2

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.

Travel insights for flights from Wisconsin to Port of Spain

Get recent, data-driven insights about flights from Wisconsin to Port of Spain including ideal travel times, pricing trends, and more.

Rainfall in Port of Spain by month

Plan your trip to Port of Spain by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Port of Spain ranges from 1.2 - 9.8 inches per month. June is typically the wettest month, when rainfall can reach 9.8 in. March is typically the driest time to visit Port of Spain when rainfall is around 1.2 in.

Temperature in Port of Spain by month

Plan your trip to Port of Spain by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Port of Spain, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Port of Spain

Get insights into the airlines that provide service to Port of Spain. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Port of Spain. Reviews last updated February 23, 2025.
Get a feel of what it's like to fly with Copa Airlines, United Airlines and American Airlines from Wisconsin to Port of Spain by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.6
Good
1,500 reviews

Boarding

7.8

Entertainment

6.9

Comfort

7.4

Overall

7.6

Food

6.9

Crew

8.1

Reviews

1 / 20

4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

Copa Airlines
7.6
Good
1,500 reviews
Copa Airlines
7.6
Good
1,500 reviews

Boarding

7.8

Entertainment

6.9

Comfort

7.4

Overall

7.6

Food

6.9

Crew

8.1

Reviews

1 / 20

4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

United Airlines
7.4
Good
8,754 reviews
Copa Airlines
7.6
Good
1,500 reviews

Boarding

7.8

Entertainment

6.9

Comfort

7.4

Overall

7.6

Food

6.9

Crew

8.1

Reviews

1 / 20

4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.6
Good
1,500 reviews

Boarding

7.8

Entertainment

6.9

Comfort

7.4

Overall

7.6

Food

6.9

Crew

8.1

Reviews

1 / 20

4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

Frontier
6.0
Okay
3,352 reviews
Copa Airlines
7.6
Good
1,500 reviews

Boarding

7.8

Entertainment

6.9

Comfort

7.4

Overall

7.6

Food

6.9

Crew

8.1

Reviews

1 / 20

4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

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.

  • 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.

  • What is the cheapest month to book a flight from Wisconsin to Port of Spain?

    Currently, October is the cheapest month in which you can book a flight from Wisconsin to Port of Spain (average of $435). Flying from Wisconsin to Port of Spain in December is currently the most expensive (average of $710). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Wisconsin to Port of Spain

See prices for flight routes from nearby airports that may be better suited for you.
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O'Hare Intl to Scarborough flights
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