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Port of Spain

$189+ 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 3/15. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — POS
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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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 February 3, 2026.

This Air Canada deal was found by Cheapflights users on 2/1. 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.
Mon 3/308:20 pm
ORD
-
POS
1 stop27h 00m
Air Canada
Sun 4/51:20 am
POS
-
ORD
1 stop12h 45m
Air Canada
Deal found 2/1$358
This Air Canada deal was found by Cheapflights users on 2/3. 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.
Fri 2/278:00 am
ORD
-
POS
1 stop15h 20m
Air Canada
Thu 3/52:20 am
POS
-
ORD
1 stop17h 28m
Air Canada
Deal found 2/3$368
This Travelocity deal was found by Cheapflights users on 2/1. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/297:13 am
ORD
-
POS
2 stops16h 07m
Air Canada
Fri 4/31:20 am
POS
-
ORD
2 stops31h 40m
Air Canada
Deal found 2/1$375
This Air Canada deal was found by Cheapflights users on 2/3. 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.
Thu 4/29:50 am
ORD
-
POS
1 stop13h 30m
Air Canada
Fri 4/101:20 am
POS
-
ORD
1 stop12h 45m
Air Canada
Deal found 2/3$383
This Air Canada deal was found by Cheapflights users on 2/2. 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 3/158:00 am
ORD
-
POS
1 stop15h 20m
Air Canada
Tue 3/171:20 am
POS
-
ORD
1 stop19h 25m
Air Canada
Deal found 2/2$398
This Orbitz deal was found by Cheapflights users on 2/1. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/410:00 am
ORD
-
POS
2 stops19h 17m
JetBlue
Sun 3/88:45 am
POS
-
ORD
2 stops25h 25m
JetBlue
Deal found 2/1$402
This Air Canada deal was found by Cheapflights users on 2/3. 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.
Mon 3/168:40 pm
ORD
-
POS
1 stop26h 40m
Air Canada
Thu 3/191:20 am
POS
-
ORD
1 stop12h 41m
Air Canada
Deal found 2/3$418
This Gotogate deal was found by Cheapflights users on 1/31. 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.
Mon 3/24:30 pm
MSP
-
POS
1 stop30h 50m
Air Canada
Sun 3/81:20 am
POS
-
MSP
1 stop15h 29m
Air Canada
Deal found 1/31$548
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/137:30 am
MSP
-
POS
1 stop12h 45m
Multiple Airlines
Mon 3/239:10 am
POS
-
MSP
2 stops39h 47m
Multiple Airlines
Deal found 2/2$585
This Mytrip deal was found by Cheapflights users on 2/2. 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.
Mon 3/304:25 pm
MSP
-
POS
1 stop30h 55m
Multiple Airlines
Thu 4/21:20 am
POS
-
MSP
2 stops19h 38m
Multiple Airlines
Deal found 2/2$589
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/137:30 am
MSP
-
POS
1 stop12h 45m
Multiple Airlines
Wed 3/189:10 am
POS
-
MSP
2 stops24h 37m
Multiple Airlines
Deal found 2/2$597
This Air Canada deal was found by Cheapflights users on 2/2. 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 3/1512:00 pm
MSP
-
POS
1 stop11h 20m
Air Canada
Thu 3/191:20 am
POS
-
MSP
1 stop15h 29m
Air Canada
Deal found 2/2$598

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 February 3, 2026.

Round-trip from

$358
(Air Canada)

One-way from

$189
(Air Canada)
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 February 3, 2026.
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

Sat 3/28

8:40 pm-12:20 am

1 stop26h 40m

Port of Spain Piarco Intl

Fri 4/3

1:20 am-1:05 pm

1 stop12h 45m

$358

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 3/30

8:20 pm-12:20 am

1 stop27h 00m

Port of Spain Piarco Intl

Sun 4/5

1:20 am-1:05 pm

1 stop12h 45m

$358

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sun 3/29

8:40 am-12:20 am

2 stops14h 40m

Port of Spain Piarco Intl

Fri 4/3

1:20 am-1:05 pm

1 stop12h 45m

$361

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 2/27

8:00 am-1:20 am

1 stop15h 20m

Port of Spain Piarco Intl

Thu 3/5

2:20 am-5:48 pm

1 stop17h 28m

$368

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sun 3/15

10:00 am-12:20 am

1 stop13h 20m

Port of Spain Piarco Intl

Tue 3/17

1:20 am-6:52 pm

2 stops18h 32m

$398

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 3/16

8:40 pm-12:20 am

1 stop26h 40m

Port of Spain Piarco Intl

Thu 3/19

1:20 am-2:55 pm

2 stops14h 35m

$421

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Mon 3/2

4:30 pm-1:20 am

1 stop30h 50m

Port of Spain Piarco Intl

Sun 3/8

1:20 am-3:49 pm

1 stop15h 29m

$548

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Fri 3/13

7:30 am-9:15 pm

1 stop12h 45m

Port of Spain Piarco Intl

Mon 3/23

9:10 am-11:57 pm

2 stops39h 47m

$585

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Sun 3/15

12:00 pm-12:20 am

1 stop11h 20m

Port of Spain Piarco Intl

Thu 3/19

1:20 am-3:49 pm

1 stop15h 29m

$598

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Mon 3/2

1:52 pm-3:06 pm

2 stops23h 14m

Port of Spain Piarco Intl

Mon 3/9

3:10 pm-10:11 am

2 stops20h 01m

$604

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 35 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.

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 26h 40m. Fly via Air Canada or United 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

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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.
John F Kennedy Intl to Port of Spain flights
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San Antonio to Port of Spain flights
Newark to Scarborough flights
Jacksonville to Port of Spain flights
Orlando to Scarborough flights
Charleston to Port of Spain flights
Fort Lauderdale to Scarborough flights
Dulles Intl to Scarborough flights
Kansas City 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 February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$653Average$1,098FlexibilityNo cancel feeOn-time71%

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