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$296+ 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 9/18. Fares are subject to change and may not be available on all flights or dates of travel.
POS — MKE
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
1 adult, Economy
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Cheap 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 July 30, 2025.

Round-trip from

$447
(Kiwi.com)

One-way from

$255
(Trip.com)
From Port of Spain Piarco Intl to Wisconsin
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One-way flight from Port of Spain Piarco Intl to Wisconsin
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Find 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 July 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/29. 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.
Tue 9/99:10 amPOS - ORD
1 stop25h 08mMultiple Airlines
Tue 9/1610:27 amORD - POS
1 stop31h 28mMultiple Airlines
Deal found 7/29$447
This Priceline deal was found by Cheapflights users on 7/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/22:15 amPOS - ORD
1 stop12h 46mAir Canada
Mon 11/108:20 pmORD - POS
1 stop26h 55mAir Canada
Deal found 7/29$565
This United Airlines deal was found by Cheapflights users on 7/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/812:30 amPOS - ORD
1 stop24h 45mUnited Airlines
Tue 9/165:50 pmORD - POS
1 stop28h 33mUnited Airlines
Deal found 7/29$574
This American Airlines deal was found by Cheapflights users on 7/29. 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.
Tue 9/93:25 pmPOS - ORD
2 stops20h 18mAmerican Airlines
Tue 9/166:55 pmORD - POS
2 stops18h 21mAmerican Airlines
Deal found 7/29$578
This United Airlines deal was found by Cheapflights users on 7/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/242:20 amPOS - MSP
1 stop11h 17mUnited Airlines
Sat 1/36:45 pmMSP - POS
2 stops27h 38mUnited Airlines
Deal found 7/29$625
This United Airlines deal was found by Cheapflights users on 7/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/312:30 amPOS - MKE
1 stop17h 38mUnited Airlines
Sat 10/1810:18 amMKE - POS
1 stop12h 05mUnited Airlines
Deal found 7/29$637
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Fri 8/223:35 pmPOS - MSP
2 stops26h 31mAmerican Airlines
Thu 8/286:00 amMSP - POS
1 stop14h 36mAmerican Airlines
Deal found 7/30$650
This Expedia deal was found by Cheapflights users on 7/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/243:56 pmPOS - ORD
2 stops19h 28mJetBlue
Fri 1/26:14 pmORD - POS
2 stops35h 00mJetBlue
Deal found 7/30$744
This Mytrip deal was found by Cheapflights users on 7/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2210:10 amPOS - MSP
2 stops23h 07mMultiple Airlines
Thu 8/286:00 amMSP - POS
3 stops21h 15mMultiple Airlines
Deal found 7/29$788

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 July 30, 2025.
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 9/9

9:10 am-9:18 am

1 stop25h 08m

Chicago O'Hare Intl

Tue 9/16

10:27 am-6:55 pm

1 stop31h 28m

$447

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Sun 11/2

2:15 am-1:01 pm

1 stop12h 46m

Chicago O'Hare Intl

Mon 11/10

8:20 pm-1:15 am

1 stop26h 55m

$565

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Mon 9/8

12:30 am-12:15 am

1 stop24h 45m

Chicago O'Hare Intl

Tue 9/16

5:50 pm-11:23 pm

1 stop28h 33m

$574

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 9/9

3:25 pm-11:49 pm

1 stop9h 24m

Chicago O'Hare Intl

Tue 9/16

8:47 pm-2:16 pm

2 stops16h 29m

$578

Port of SpainMinneapolis

POS - MSP

POSMSP

Port of Spain Piarco Intl

Wed 12/24

2:20 am-11:37 am

1 stop11h 17m

Minneapolis St Paul

Sat 1/3

6:45 pm-12:23 am

2 stops27h 38m

$625

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

Fri 10/3

12:30 am-5:08 pm

1 stop17h 38m

Milwaukee-Mitchell

Sat 10/18

10:18 am-11:23 pm

1 stop12h 05m

$637

Port of SpainMinneapolis

POS - MSP

POSMSP

Port of Spain Piarco Intl

Fri 8/22

3:35 pm-1:25 pm

2 stops22h 50m

Minneapolis St Paul

Thu 8/28

6:02 pm-2:25 pm

2 stops19h 23m

$650

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Wed 12/24

3:56 pm-9:24 am

2 stops19h 28m

Chicago O'Hare Intl

Fri 1/2

6:14 pm-7:14 am

2 stops35h 00m

$744

Port of SpainMinneapolis

POS - MSP

POSMSP

Port of Spain Piarco Intl

Fri 8/22

10:10 am-8:17 am

2 stops23h 07m

Minneapolis St Paul

Thu 8/28

6:00 am-4:15 am

3 stops21h 15m

$788

Port of SpainMinneapolis

POS - MSP

POSMSP

Port of Spain Piarco Intl

Thu 9/18

9:10 am-10:08 pm

2 stops13h 58m

$296

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 14 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 July 30, 2025.
Read through reviews of airlines operating flights from Port of Spain to Wisconsin, such as United Airlines, American Airlines, and Air Canada. 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
8,896 reviews

Comfort

7.3

Overall

7.4

Food

6.6

Entertainment

7.1

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
United Airlines
7.4
Good
8,896 reviews
United Airlines
7.4
Good
8,896 reviews

Comfort

7.3

Overall

7.4

Food

6.6

Entertainment

7.1

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,896 reviews

Comfort

7.3

Overall

7.4

Food

6.6

Entertainment

7.1

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
Air Canada
7.1
Good
9,837 reviews
United Airlines
7.4
Good
8,896 reviews

Comfort

7.3

Overall

7.4

Food

6.6

Entertainment

7.1

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

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.

  • What are the cheapest airlines to fly from Port of Spain to Wisconsin one-way?

    The cheapest airlines for a one-way flight from Port of Spain to Wisconsin are United Airlines ($312), American Airlines ($322), and Air Canada ($411).

  • 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 - Minneapolis St Paul, Port of Spain Piarco Intl - Chicago O'Hare Intl 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.

  • What is the cheapest month to book a flight from Port of Spain to Wisconsin?

    Currently, February is the cheapest month in which you can book a flight from Port of Spain to Wisconsin (average of $280). Flying from Port of Spain to Wisconsin in June is currently the most expensive (average of $376). 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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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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