Port of Spain

$241+ 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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — POS
Jan 26 — Feb 21
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Cheap flight deals from Wisconsin to Port of Spain

Discover tips and strategies to find the most affordable flight options for your journey from Wisconsin (USWI) to Port of Spain (POS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$488
(Kiwi.com)

One-way from

$241
(American Airlines)
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 January 21, 2025.

This Kiwi.com deal was found by Cheapflights users on 1/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/78:46 pmORD - POS
2 stops14h 29mMultiple Airlines
Thu 3/136:01 pmPOS - ORD
1 stop17h 35mMultiple Airlines
Deal found 1/20$488
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/106:00 amMSP - POS
2 stops34h 55mMultiple Airlines
Thu 2/2010:10 amPOS - MSP
1 stop14h 21mMultiple Airlines
Deal found 1/20$514
This American Airlines deal was found by Cheapflights users on 1/19. 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.
Thu 5/86:45 pmORD - POS
1 stop18h 15mAmerican Airlines
Thu 5/153:15 pmPOS - ORD
1 stop18h 52mAmerican Airlines
Deal found 1/19$528
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/76:55 amORD - POS
1 stop16h 42mCopa Airlines
Wed 3/123:39 amPOS - ORD
1 stop21h 48mCopa Airlines
Deal found 1/20$539
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Sun 9/712:07 pmMSP - POS
2 stops25h 08mAmerican Airlines
Thu 10/303:20 pmPOS - MSP
2 stops19h 12mAmerican Airlines
Deal found 1/20$563
This American Airlines deal was found by Cheapflights users on 1/20. 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 1/316:00 amMSN - POS
2 stops15h 14mAmerican Airlines
Tue 2/46:00 amPOS - MSN
2 stops19h 29mAmerican Airlines
Deal found 1/20$603
This FlightHub deal was found by Cheapflights users on 1/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/199:12 amORD - POS
2 stops30h 29mFrontier
Thu 3/276:01 pmPOS - ORD
2 stops15h 54mFrontier
Deal found 1/20$613
This United Airlines deal was found by Cheapflights users on 1/21. 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 Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/27:45 amORD - POS
1 stop14h 38mUnited Airlines
Mon 8/1112:30 amPOS - ORD
1 stop17h 38mUnited Airlines
Deal found 1/21$618
This United deal was found by Cheapflights users on 1/20. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/76:35 pmMSP - POS
2 stops27h 48mUnited Airlines
Wed 10/2912:30 amPOS - MSP
2 stops21h 31mUnited Airlines
Deal found 1/20$653
This United deal was found by Cheapflights users on 1/21. 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.
Fri 2/146:30 amMSN - POS
2 stops15h 53mUnited Airlines
Tue 2/181:30 amPOS - MSN
2 stops21h 44mUnited Airlines
Deal found 1/21$683
This Air Canada deal was found by Cheapflights users on 1/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/18:25 pmORD - POS
1 stop28h 10mAir Canada
Fri 6/62:35 amPOS - ORD
2 stops30h 03mAir Canada
Deal found 1/20$799
This Booking.com deal was found by Cheapflights users on 1/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/261:05 pmMSN - POS
2 stops14h 35mMultiple Airlines
Mon 3/316:00 amPOS - MSN
3 stops16h 28mMultiple Airlines
Deal found 1/20$2,376

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 3/7

8:46 pm-1:15 pm

2 stops14h 29m

Port of Spain Piarco Intl

Thu 3/13

6:01 pm-10:36 am

1 stop17h 35m

$488

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Mon 2/10

6:00 am-6:55 pm

2 stops34h 55m

Port of Spain Piarco Intl

Thu 2/20

10:10 am-10:31 pm

1 stop14h 21m

$514

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 5/8

6:45 pm-2:00 pm

1 stop18h 15m

Port of Spain Piarco Intl

Thu 5/15

3:15 pm-9:07 am

1 stop18h 52m

$528

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 3/7

6:55 am-1:37 am

1 stop16h 42m

Port of Spain Piarco Intl

Wed 3/12

3:39 am-12:27 am

1 stop21h 48m

$539

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Thu 5/8

1:53 pm-2:00 pm

2 stops23h 07m

Port of Spain Piarco Intl

Thu 5/22

3:15 pm-11:51 pm

1 stop9h 36m

$583

MadisonPort of Spain

MSN - POS

MSNPOS

Madison Truax Field

Fri 1/31

6:00 am-11:14 pm

2 stops15h 14m

Port of Spain Piarco Intl

Tue 2/4

6:00 am-11:29 pm

2 stops19h 29m

$603

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Wed 3/19

9:12 am-4:41 pm

2 stops30h 29m

Port of Spain Piarco Intl

Thu 3/27

6:01 pm-8:55 am

2 stops15h 54m

$613

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Wed 2/12

7:45 am-12:23 am

2 stops14h 38m

Port of Spain Piarco Intl

Tue 2/18

2:20 am-3:54 pm

2 stops15h 34m

$654

MadisonPort of Spain

MSN - POS

MSNPOS

Madison Truax Field

Fri 2/14

6:30 am-12:23 am

2 stops15h 53m

Port of Spain Piarco Intl

Tue 2/18

1:30 am-9:14 pm

2 stops21h 44m

$683

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Wed 2/19

12:55 pm-1:05 am

1 stop10h 10m

Port of Spain Piarco Intl

Tue 2/25

1:30 am-10:09 am

1 stop10h 39m

$711

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 14 results
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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 January 21, 2025.
Get a feel of what it's like to fly with American Airlines and United 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.
7.7
Good
1,662 reviews

Entertainment

6.9

Boarding

7.9

Crew

8.2

Overall

7.7

Food

7.0

Comfort

7.5

Reviews

1 / 10

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.

7.7
Good
1,662 reviews
7.7
Good
1,662 reviews

Entertainment

6.9

Boarding

7.9

Crew

8.2

Overall

7.7

Food

7.0

Comfort

7.5

Reviews

1 / 10

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.

7.4
Good
8,984 reviews
7.7
Good
1,662 reviews

Entertainment

6.9

Boarding

7.9

Crew

8.2

Overall

7.7

Food

7.0

Comfort

7.5

Reviews

1 / 10

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.

7.3
Good
3,931 reviews
7.7
Good
1,662 reviews

Entertainment

6.9

Boarding

7.9

Crew

8.2

Overall

7.7

Food

7.0

Comfort

7.5

Reviews

1 / 10

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.

7.2
Good
10,000 reviews
7.7
Good
1,662 reviews

Entertainment

6.9

Boarding

7.9

Crew

8.2

Overall

7.7

Food

7.0

Comfort

7.5

Reviews

1 / 10

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.

7.0
Good
8,633 reviews
7.7
Good
1,662 reviews

Entertainment

6.9

Boarding

7.9

Crew

8.2

Overall

7.7

Food

7.0

Comfort

7.5

Reviews

1 / 10

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?

  • 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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