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$217+ Cheap flights from Port of Spain (POS) to Wisconsin

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 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
POS — MKE
Mar 7 — Mar 141
Sat 3/7
Sat 3/14
1 adult, Economy
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Cheap flight deals from Port of Spain to Wisconsin

Cheapest flights from Port of Spain to Wisconsin
Explore the most affordable flight options available from Port of Spain to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 5, 2026.

This Flysmarter 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/101:20 am
POS
-
ORD
2 stops18h 32m
Air Canada
Wed 3/188:40 pm
ORD
-
POS
1 stop26h 40m
Air Canada
Deal found 2/3$348
This Priceline deal was found by Cheapflights users on 2/4. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/132:20 am
POS
-
ORD
1 stop14h 50m
Air Canada
Wed 2/188:40 pm
ORD
-
POS
1 stop26h 40m
Air Canada
Deal found 2/4$383
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/241:20 am
POS
-
ORD
2 stops38h 35m
Air Canada
Sat 4/116:40 pm
ORD
-
POS
1 stop28h 40m
Air Canada
Deal found 2/2$386
This Priceline deal was found by Cheapflights users on 2/4. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/39:05 am
POS
-
ORD
2 stops26h 05m
Multiple Airlines
Sat 3/78:40 pm
ORD
-
POS
1 stop25h 40m
Multiple Airlines
Deal found 2/4$433
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/191:20 am
POS
-
ORD
1 stop9h 30m
Air Canada
Fri 3/271:55 pm
ORD
-
POS
1 stop9h 25m
Air Canada
Deal found 2/1$466
This Mytrip deal was found by Cheapflights users on 2/4. 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.
Fri 3/201:20 am
POS
-
ORD
1 stop12h 41m
Air Canada
Sat 3/288:40 pm
ORD
-
POS
1 stop26h 40m
Air Canada
Deal found 2/4$473
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.
Thu 5/149:10 am
POS
-
ORD
1 stop15h 49m
Multiple Airlines
Tue 5/196:31 am
ORD
-
POS
2 stops30h 59m
Multiple Airlines
Deal found 2/2$481
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/217:00 am
POS
-
MSP
1 stop17h 20m
American Airlines
Sat 5/306:00 am
MSP
-
POS
1 stop15h 47m
American Airlines
Deal found 2/2$658

Find flight deals from Port of Spain to Wisconsin

Keep the following information in mind while searching for Port of Spain to Wisconsin flight deals. Data was last updated February 5, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$348
(Flysmarter)

One-way from

$217
(Air Canada)
Provider with most accurate pricing for Port of Spain Piarco Intl-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Port of Spain Piarco Intl-Milwaukee-Mitchell flights.
Search Deals
From Port of Spain Piarco Intl to Wisconsin
Search Deals
One-way flight from Port of Spain Piarco Intl to Wisconsin
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Port of Spain to Wisconsin 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 5, 2026.
Use the filters below to find and compare flights from Port of Spain to Wisconsin that are best for you.

Fly from

Port of Spain

Fly to

Wisconsin

Route

Depart

Return

Price

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 3/10

1:20 am-3:10 pm

1 stop14h 50m

Chicago O'Hare Intl

Wed 3/18

8:40 pm-12:20 am

1 stop26h 40m

$363

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 3/24

1:20 am-2:55 pm

2 stops38h 35m

Chicago O'Hare Intl

Sat 4/11

6:40 pm-12:20 am

1 stop28h 40m

$386

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 3/3

9:05 am-9:10 am

2 stops26h 05m

Chicago O'Hare Intl

Sat 3/7

8:40 pm-12:20 am

1 stop25h 40m

$433

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 3/19

1:20 am-6:52 pm

2 stops18h 32m

Chicago O'Hare Intl

Fri 3/27

1:55 pm-12:20 am

1 stop9h 25m

$466

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 3/20

1:20 am-1:01 pm

1 stop12h 41m

Chicago O'Hare Intl

Sat 3/28

8:40 pm-12:20 am

1 stop26h 40m

$473

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 5/14

9:10 am-11:59 pm

1 stop15h 49m

Chicago O'Hare Intl

Tue 5/19

6:31 am-2:30 pm

2 stops30h 59m

$481

Port of SpainMinneapolis

POS - MSP

POSMSP

Port of Spain Piarco Intl

Thu 5/21

7:00 am-11:20 pm

1 stop17h 20m

Minneapolis St Paul

Sat 5/30

6:00 am-10:47 pm

1 stop15h 47m

$658

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 3/17

1:20 am-1:01 pm

1 stop12h 41m

$217

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 4/7

1:20 am-12:17 pm

2 stops35h 57m

$223

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 3/17

1:20 am-12:22 am

3 stops24h 02m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/3

Showing 1-10 of 12 results
1
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Best time to book a flight from Port of Spain to Wisconsin

Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Port of Spain 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 Port of Spain to Wisconsin
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Wisconsin

Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated February 5, 2026.
Read through reviews of airlines operating flights from Port of Spain to Wisconsin, such as United Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,240 reviews

Crew

8.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Entertainment

7.1

Food

6.6

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
United Airlines
7.4
Good
9,240 reviews
United Airlines
7.4
Good
9,240 reviews

Crew

8.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Entertainment

7.1

Food

6.6

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

Related info for your journey

Find useful and relevant information for your journey from Port of Spain to Wisconsin. 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 from for flights from Port of Spain to Wisconsin?

    For a flight from Port of Spain to Wisconsin, you will be flying from Piarco Intl. Port of Spain Piarco Intl (POS) is just 12.6 mi from the center of the city.

  • How long is the flight from Port of Spain to Wisconsin?

    Air Canada and American Airlines can get you from Port of Spain to Wisconsin in just under 14h 50m. Your travel time can differ by up to 2h 30m. Port of Spain and Wisconsin are separated by a distance of 2697 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the most popular routes from Port of Spain to Wisconsin?

    When deciding which route to take from Port of Spain to Wisconsin consider Port of Spain Piarco Intl - Chicago O'Hare Intl, Port of Spain Piarco Intl - Minneapolis St Paul or Port of Spain Piarco Intl - Milwaukee-Mitchell as they are the most popular.

  • Can I find deals for flights from Port of Spain to Wisconsin that include hotel bookings?

    Yes. In addition to deals on Port of Spain to Wisconsin flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Port of Spain to Wisconsin?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Port of Spain to Wisconsin.

  • Can I find deals for business class flights from Port of Spain to Wisconsin?

    Yes. Cheapflights offers flight deals from Port of Spain to Wisconsin 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 Port of Spain to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Port of Spain to Wisconsin

Discover the top airline that operate flights from Port of Spain to Wisconsin. 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 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$636Average$763FlexibilityNo cancel feeOn-time69%

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