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Port of Spain

$236+ 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 12/23. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — POS
nov. 29 — dic. 61
sáb. 11/29
sáb. 12/6
1 adult, Economy
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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 octubre 30, 2025.

This Air Canada deal was found by Cheapflights users on 10/28. 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.
sáb. 11/228:15 pmORD - POS
1 stop26h 55mAir Canada
vie. 11/282:15 amPOS - ORD
1 stop12h 46mAir Canada
Deal found 10/28$433
This Air Canada deal was found by Cheapflights users on 10/30. 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.
jue. 11/2012:50 pmORD - POS
2 stops34h 20mAir Canada
dom. 11/302:15 amPOS - ORD
2 stops18h 40mAir Canada
Deal found 10/30$443
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
jue. 11/205:00 amORD - POS
1 stop13h 00mMultiple Airlines
lun. 12/12:38 pmPOS - ORD
2 stops44h 39mMultiple Airlines
Deal found 10/29$479
This Air Canada deal was found by Cheapflights users on 10/30. 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.
jue. 11/2012:50 pmORD - POS
2 stops34h 20mAir Canada
vie. 11/282:15 amPOS - ORD
1 stop12h 46mAir Canada
Deal found 10/30$493
This United Airlines deal was found by Cheapflights users on 10/28. 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.
mié. 10/2910:35 amORD - POS
1 stop11h 48mUnited Airlines
mar. 11/41:30 amPOS - ORD
1 stop12h 46mUnited Airlines
Deal found 10/28$549
This American Airlines deal was found by Cheapflights users on 10/28. 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.
mié. 10/297:00 amORD - POS
2 stops13h 20mAmerican Airlines
mié. 11/54:30 pmPOS - ORD
2 stops17h 59mAmerican Airlines
Deal found 10/28$553
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
sáb. 11/2211:48 amORD - POS
1 stop16h 22mMultiple Airlines
lun. 12/12:38 pmPOS - ORD
2 stops44h 39mMultiple Airlines
Deal found 10/29$557
This American Airlines deal was found by Cheapflights users on 10/29. 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.
sáb. 11/17:05 pmORD - POS
1 stop19h 25mAmerican Airlines
lun. 11/34:30 pmPOS - ORD
1 stop18h 35mAmerican Airlines
Deal found 10/29$561
This Gotogate deal was found by Cheapflights users on 10/30. 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.
vie. 11/72:00 pmORD - POS
1 stop9h 10mMultiple Airlines
mar. 11/118:25 amPOS - ORD
3 stops26h 48mMultiple Airlines
Deal found 10/30$563
This Air Canada deal was found by Cheapflights users on 10/30. 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.
jue. 11/612:00 pmMSP - POS
1 stop11h 10mAir Canada
dom. 11/92:15 amPOS - MSP
1 stop21h 04mAir Canada
Deal found 10/30$613
This United Airlines deal was found by Cheapflights users on 10/30. 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. 11/68:00 amMSP - POS
2 stops14h 23mUnited Airlines
dom. 11/91:30 amPOS - MSP
1 stop10h 39mUnited Airlines
Deal found 10/30$619
This American Airlines deal was found by Cheapflights users on 10/30. 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.
jue. 11/65:45 amMSP - POS
1 stop15h 54mAmerican Airlines
lun. 11/107:19 amPOS - MSP
1 stop17h 55mAmerican Airlines
Deal found 10/30$639

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 octubre 30, 2025.

Round-trip from

$433
(Air Canada)

One-way from

$236
(Kiwi.com)
From Wisconsin to Port of Spain Piarco Intl
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One-way flight from Wisconsin to Port of Spain Piarco Intl
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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 octubre 30, 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

sáb. 11/22

3:55 pm-1:10 am

1 stop31h 15m

Port of Spain Piarco Intl

dom. 11/30

2:15 am-6:55 pm

2 stops18h 40m

$443

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

jue. 11/20

12:50 pm-1:10 am

2 stops34h 20m

Port of Spain Piarco Intl

dom. 11/30

2:15 am-6:55 pm

2 stops18h 40m

$443

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

sáb. 11/22

8:15 pm-1:10 am

1 stop26h 55m

Port of Spain Piarco Intl

vie. 11/28

2:15 am-1:01 pm

1 stop12h 46m

$483

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

vie. 3/13

3:22 pm-1:46 am

1 stop9h 24m

Port of Spain Piarco Intl

mié. 3/18

2:16 pm-1:04 am

1 stop11h 48m

$527

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

jue. 3/19

3:22 pm-1:46 am

1 stop9h 24m

Port of Spain Piarco Intl

vie. 3/27

2:16 pm-1:04 am

1 stop11h 48m

$527

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

mié. 1/14

2:13 pm-1:44 am

1 stop9h 31m

Port of Spain Piarco Intl

lun. 1/19

3:40 am-10:21 pm

1 stop20h 41m

$527

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

jue. 3/12

3:22 pm-1:46 am

1 stop9h 24m

Port of Spain Piarco Intl

mié. 3/18

2:16 pm-1:04 am

1 stop11h 48m

$527

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

vie. 4/3

3:13 pm-1:44 am

1 stop9h 31m

Port of Spain Piarco Intl

vie. 4/10

2:16 pm-1:24 am

1 stop12h 08m

$527

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

sáb. 3/7

10:15 am-12:23 am

2 stops12h 08m

Port of Spain Piarco Intl

mié. 3/11

12:30 am-11:13 pm

1 stop23h 43m

$589

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

sáb. 1/17

6:00 am-10:48 pm

2 stops14h 48m

Port of Spain Piarco Intl

sáb. 1/24

4:30 pm-12:02 pm

2 stops21h 32m

$603

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 25 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 9h 24m. Fly via Air Canada, Copa Airlines, 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.
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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 octubre 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$602Average$1,066FlexibilityNo cancel feeOn-time71%

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