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$421+ Cheap flights from Trinidad 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 5/21. Fares are subject to change and may not be available on all flights or dates of travel.
POS — MKE
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Cheap flight deals from Trinidad to Wisconsin

Keep the following information in mind while searching for Trinidad to Wisconsin flight deals. Data was last updated May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$539
(Mytrip)

One-way from

$421
(United Airlines)
Provider with most accurate pricing for Port of Spain Piarco Intl-Milwaukee-Mitchell flight deals.
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Provider most trusted by Cheapflights users for Port of Spain Piarco Intl-Milwaukee-Mitchell flights.
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From Trinidad to Wisconsin
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One-way flight from Trinidad to Wisconsin
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Find flight deals from Trinidad to Wisconsin

Cheapest flights from Trinidad to Wisconsin
Explore the most affordable flight options available from Trinidad to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2025.

This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/302:25 amPOS - ORD
3 stops30h 02mMultiple Airlines
Thu 6/58:25 pmORD - POS
1 stop28h 00mMultiple Airlines
Deal found 4/30$539
This Priceline deal was found by Cheapflights users on 4/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/302:25 amPOS - ORD
2 stops17h 28mAir Canada
Thu 6/56:30 pmORD - POS
1 stop29h 55mAir Canada
Deal found 4/30$544
This Copa Airlines deal was found by Cheapflights users on 4/30. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/13:48 amPOS - ORD
1 stop10h 54mCopa Airlines
Wed 8/133:07 pmORD - POS
1 stop9h 41mCopa Airlines
Deal found 4/30$551
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Sat 5/2412:30 amPOS - ORD
1 stop10h 25mUnited Airlines
Fri 5/3012:45 pmORD - POS
1 stop9h 38mUnited Airlines
Deal found 4/30$561
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Thu 6/193:15 pmPOS - ORD
1 stop9h 36mAmerican Airlines
Thu 7/316:12 amORD - POS
2 stops14h 33mAmerican Airlines
Deal found 4/30$567
This JetBlue deal was found by Cheapflights users on 4/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/148:50 amPOS - ORD
1 stop15h 35mJetBlue
Sat 6/216:15 amORD - POS
1 stop10h 49mJetBlue
Deal found 4/30$692

Cheapflights Fare Finder

Customize your flight search to find flights from Trinidad 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 May 1, 2025.
Use the filters below to find and compare flights from Trinidad to Wisconsin that are best for you.

Fly from

Trinidad

Fly to

Wisconsin

Route

Depart

Return

Price

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 5/30

2:25 am-7:27 am

3 stops30h 02m

Chicago O'Hare Intl

Thu 6/5

8:25 pm-1:25 am

1 stop28h 00m

$539

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 5/30

2:25 am-6:53 pm

2 stops17h 28m

Chicago O'Hare Intl

Thu 6/5

6:30 pm-1:25 am

1 stop29h 55m

$544

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 7/1

3:48 am-1:42 pm

1 stop10h 54m

Chicago O'Hare Intl

Wed 8/13

3:07 pm-1:48 am

1 stop9h 41m

$551

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Sat 5/24

12:30 am-9:55 am

1 stop10h 25m

Chicago O'Hare Intl

Fri 5/30

12:45 pm-11:23 pm

1 stop9h 38m

$561

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 6/19

3:15 pm-11:51 pm

1 stop9h 36m

Chicago O'Hare Intl

Thu 7/31

6:12 am-9:45 pm

2 stops14h 33m

$567

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Sat 6/14

8:50 am-11:25 pm

1 stop15h 35m

Chicago O'Hare Intl

Sat 6/21

6:15 am-6:04 pm

1 stop10h 49m

$692

Port of SpainMinneapolis

POS - MSP

POSMSP

Port of Spain Piarco Intl

Wed 5/21

12:30 am-4:57 pm

1 stop17h 27m

$421

Port of SpainMinneapolis

POS - MSP

POSMSP

Port of Spain Piarco Intl

Thu 5/22

3:15 pm-10:46 pm

1 stop32h 31m

$549

Port of SpainMinneapolis

POS - MSP

POSMSP

Port of Spain Piarco Intl

Thu 5/22

8:30 am-12:20 pm

3 stops28h 50m

$715

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Best time to book a flight from Trinidad to Wisconsin

Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Trinidad 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 Trinidad to Wisconsin

Rainfall in Wisconsin by month

Plan your trip to Wisconsin by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Wisconsin ranges from 1.4 - 4.0 inches per month. June is typically the wettest month, when rainfall can reach 4.0 in. January is typically the driest time to visit Wisconsin when rainfall is around 1.4 in.

Temperature in Wisconsin by month

Plan your trip to Wisconsin by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Wisconsin, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

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 May 1, 2025.
Copa Airlines
7.5
Good
1,414 reviews

Food

6.8

Boarding

7.8

Crew

8.1

Comfort

7.4

Overall

7.5

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Anonymous,Mar 2025

PTY - JFK

There was no chance for me to choose a seat even if I were willing to pay extra for it when I was doing the check-in on line. My seats were the last row on the plane and they didn't have enough food to give me. I had to eat what was left after everybody else had their choice of food. This is unacceptable. Everyone should have a choice. I paid money just like everybody else. Never had this happened on any other airlines even if my seats were last row on the plane.
Copa Airlines
7.5
Good
1,414 reviews
Copa Airlines
7.5
Good
1,414 reviews

Food

6.8

Boarding

7.8

Crew

8.1

Comfort

7.4

Overall

7.5

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Anonymous,Mar 2025

PTY - JFK

There was no chance for me to choose a seat even if I were willing to pay extra for it when I was doing the check-in on line. My seats were the last row on the plane and they didn't have enough food to give me. I had to eat what was left after everybody else had their choice of food. This is unacceptable. Everyone should have a choice. I paid money just like everybody else. Never had this happened on any other airlines even if my seats were last row on the plane.
United Airlines
7.4
Good
8,696 reviews
Copa Airlines
7.5
Good
1,414 reviews

Food

6.8

Boarding

7.8

Crew

8.1

Comfort

7.4

Overall

7.5

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Anonymous,Mar 2025

PTY - JFK

There was no chance for me to choose a seat even if I were willing to pay extra for it when I was doing the check-in on line. My seats were the last row on the plane and they didn't have enough food to give me. I had to eat what was left after everybody else had their choice of food. This is unacceptable. Everyone should have a choice. I paid money just like everybody else. Never had this happened on any other airlines even if my seats were last row on the plane.
JetBlue
7.3
Good
2,924 reviews
Copa Airlines
7.5
Good
1,414 reviews

Food

6.8

Boarding

7.8

Crew

8.1

Comfort

7.4

Overall

7.5

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Anonymous,Mar 2025

PTY - JFK

There was no chance for me to choose a seat even if I were willing to pay extra for it when I was doing the check-in on line. My seats were the last row on the plane and they didn't have enough food to give me. I had to eat what was left after everybody else had their choice of food. This is unacceptable. Everyone should have a choice. I paid money just like everybody else. Never had this happened on any other airlines even if my seats were last row on the plane.
American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.5
Good
1,414 reviews

Food

6.8

Boarding

7.8

Crew

8.1

Comfort

7.4

Overall

7.5

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Anonymous,Mar 2025

PTY - JFK

There was no chance for me to choose a seat even if I were willing to pay extra for it when I was doing the check-in on line. My seats were the last row on the plane and they didn't have enough food to give me. I had to eat what was left after everybody else had their choice of food. This is unacceptable. Everyone should have a choice. I paid money just like everybody else. Never had this happened on any other airlines even if my seats were last row on the plane.
Air Canada
7.0
Good
9,245 reviews
Copa Airlines
7.5
Good
1,414 reviews

Food

6.8

Boarding

7.8

Crew

8.1

Comfort

7.4

Overall

7.5

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Anonymous,Mar 2025

PTY - JFK

There was no chance for me to choose a seat even if I were willing to pay extra for it when I was doing the check-in on line. My seats were the last row on the plane and they didn't have enough food to give me. I had to eat what was left after everybody else had their choice of food. This is unacceptable. Everyone should have a choice. I paid money just like everybody else. Never had this happened on any other airlines even if my seats were last row on the plane.

Related info for your journey

Find useful and relevant information for your journey from Trinidad to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Trinidad to Wisconsin that include hotel bookings?

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

  • How can I find direct flights from Trinidad to Wisconsin?

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

  • Can I find deals for business class flights from Trinidad to Wisconsin?

    Yes. Cheapflights offers flight deals from Trinidad 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 Trinidad to Wisconsin?

    Currently, February is the cheapest month in which you can book a flight from Trinidad to Wisconsin (average of $280). Flying from Trinidad 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.

See more FAQs

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Alternative routes for Trinidad to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
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