Port of Spain

$360+ 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 8/2. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — POS
jul. 30 — ago. 61
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

Keep the following information in mind while searching for Wisconsin to Port of Spain flight deals. Data was last updated julio 25, 2025.

Round-trip from

$469
(Kiwi.com)

One-way from

$360
(Kiwi.com)
From Wisconsin to Port of Spain Piarco Intl
One-way flight from Wisconsin to Port of Spain Piarco Intl

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 julio 25, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
mié. 9/1710:27 amORD - POS
1 stop31h 28mMultiple Airlines
jue. 9/2510:10 amPOS - ORD
1 stop13h 38mMultiple Airlines
Deal found 7/23$469
This Copa Airlines deal was found by Cheapflights users on 7/24. 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.
vie. 9/193:07 pmORD - POS
1 stop9h 39mCopa Airlines
dom. 9/283:51 amPOS - ORD
1 stop10h 50mCopa Airlines
Deal found 7/24$526
This Gotogate deal was found by Cheapflights users on 7/23. 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.
sáb. 9/66:20 pmORD - POS
1 stop30h 05mAir Canada
vie. 9/122:25 amPOS - ORD
1 stop18h 04mAir Canada
Deal found 7/23$536
This American Airlines deal was found by Cheapflights users on 7/22. 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.
dom. 10/57:30 pmORD - POS
1 stop17h 55mAmerican Airlines
mié. 10/157:00 amPOS - ORD
1 stop11h 53mAmerican Airlines
Deal found 7/22$548
This American Airlines deal was found by Cheapflights users on 7/24. 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.
vie. 11/76:00 amMSP - POS
1 stop15h 36mAmerican Airlines
vie. 11/147:01 amPOS - MSP
1 stop17h 52mAmerican Airlines
Deal found 7/24$558
This JetBlue deal was found by Cheapflights users on 7/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/146:15 amORD - POS
1 stop10h 49mJetBlue
mié. 8/277:56 pmPOS - ORD
1 stop15h 51mJetBlue
Deal found 7/22$610
This Mytrip deal was found by Cheapflights users on 7/24. 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.
vie. 9/195:15 amMSP - POS
2 stops19h 10mMultiple Airlines
lun. 9/2910:10 amPOS - MSP
3 stops35h 07mMultiple Airlines
Deal found 7/24$642
This United Airlines deal was found by Cheapflights users on 7/24. 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.
jue. 8/147:10 amORD - POS
1 stop15h 13mUnited Airlines
mar. 8/2612:30 amPOS - ORD
1 stop12h 53mUnited Airlines
Deal found 7/24$668
This United Airlines deal was found by Cheapflights users on 7/24. 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.
dom. 9/78:00 amMSP - POS
1 stop14h 23mUnited Airlines
mié. 10/2912:30 amPOS - MSP
1 stop11h 19mUnited Airlines
Deal found 7/24$678
This Air Canada deal was found by Cheapflights users on 7/24. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/198:05 amMSP - POS
1 stop16h 20mAir Canada
dom. 9/282:25 amPOS - MSP
1 stop11h 44mAir Canada
Deal found 7/24$717
This American Airlines deal was found by Cheapflights users on 7/23. 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.
mar. 10/288:00 amMSN - POS
2 stops12h 20mAmerican Airlines
vie. 10/317:00 amPOS - MSN
2 stops15h 15mAmerican Airlines
Deal found 7/23$733
This United Airlines deal was found by Cheapflights users on 7/24. 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.
sáb. 8/166:45 pmMSN - POS
2 stops27h 38mUnited Airlines
mié. 8/2012:30 amPOS - MSN
2 stops22h 53mUnited Airlines
Deal found 7/24$748

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 julio 25, 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

mié. 9/17

10:27 am-6:55 pm

1 stop31h 28m

Port of Spain Piarco Intl

jue. 9/25

10:10 am-10:48 pm

1 stop13h 38m

$469

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

vie. 9/19

3:07 pm-1:46 am

1 stop9h 39m

Port of Spain Piarco Intl

dom. 9/28

3:51 am-1:41 pm

1 stop10h 50m

$526

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

sáb. 9/6

6:20 pm-1:25 am

1 stop30h 05m

Port of Spain Piarco Intl

vie. 9/12

2:25 am-7:29 pm

1 stop18h 04m

$536

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

dom. 10/5

7:30 pm-2:25 pm

1 stop17h 55m

Port of Spain Piarco Intl

mié. 10/15

7:00 am-5:53 pm

1 stop11h 53m

$548

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

vie. 11/7

6:00 am-11:36 pm

1 stop15h 36m

Port of Spain Piarco Intl

vie. 11/14

7:01 am-10:53 pm

1 stop17h 52m

$558

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

lun. 1/5

12:18 pm-1:05 am

1 stop10h 47m

Port of Spain Piarco Intl

vie. 1/16

1:30 am-12:52 pm

1 stop13h 22m

$578

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

jue. 8/14

6:15 am-6:04 pm

1 stop10h 49m

Port of Spain Piarco Intl

mié. 8/27

7:56 pm-10:47 am

1 stop15h 51m

$610

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

vie. 9/19

5:15 am-1:25 am

2 stops19h 10m

Port of Spain Piarco Intl

lun. 9/29

10:10 am-8:17 pm

3 stops35h 07m

$642

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

jue. 8/14

7:10 am-11:23 pm

1 stop15h 13m

Port of Spain Piarco Intl

mar. 8/26

12:30 am-12:23 pm

1 stop12h 53m

$668

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

vie. 9/19

8:05 am-1:25 am

1 stop16h 20m

Port of Spain Piarco Intl

dom. 9/28

2:25 am-1:09 pm

1 stop11h 44m

$717

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/23

Showing 1-10 of 16 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.

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.

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 julio 25, 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. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

7.5

Boarding

7.8

Food

6.8

Entertainment

6.8

Crew

8.0

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

Overall

7.5

Boarding

7.8

Food

6.8

Entertainment

6.8

Crew

8.0

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

Overall

7.5

Boarding

7.8

Food

6.8

Entertainment

6.8

Crew

8.0

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

Overall

7.5

Boarding

7.8

Food

6.8

Entertainment

6.8

Crew

8.0

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

Overall

7.5

Boarding

7.8

Food

6.8

Entertainment

6.8

Crew

8.0

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

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?

  • 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.

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.

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.