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Wisconsin

$310+ 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 7/6. Fares are subject to change and may not be available on all flights or dates of travel.
POS — MKE
Jun 23 — Jun 301
Mon 6/23
Mon 6/30
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 June 18, 2025.

Round-trip from

$512
(Kiwi.com)

One-way from

$310
(Travelocity)
From Trinidad to Wisconsin
Search Deals
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 June 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 6/18. 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 7/1010:10 amPOS - ORD
1 stop23h 45mMultiple Airlines
Sun 7/138:09 amORD - POS
1 stop19h 06mMultiple Airlines
Deal found 6/18$512
This Priceline deal was found by Cheapflights users on 6/15. 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 6/152:25 amPOS - ORD
2 stops17h 28mAir Canada
Mon 6/238:40 amORD - POS
2 stops15h 45mAir Canada
Deal found 6/15$544
This United Airlines deal was found by Cheapflights users on 6/17. 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.
Tue 8/1212:30 amPOS - ORD
1 stop11h 41mUnited Airlines
Fri 9/124:50 pmORD - POS
1 stop29h 33mUnited Airlines
Deal found 6/17$571
This American Airlines deal was found by Cheapflights users on 6/17. 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.
Wed 9/33:23 pmPOS - ORD
2 stops18h 20mAmerican Airlines
Mon 9/295:00 amORD - POS
1 stop8h 16mAmerican Airlines
Deal found 6/17$578
This JetBlue deal was found by Cheapflights users on 6/18. 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.
Thu 7/108:50 amPOS - ORD
1 stop14h 38mJetBlue
Tue 7/156:16 amORD - POS
1 stop11h 03mJetBlue
Deal found 6/18$596
This United Airlines deal was found by Cheapflights users on 6/16. 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.
Tue 11/41:30 amPOS - MKE
1 stop15h 20mUnited Airlines
Wed 11/128:00 amMKE - POS
1 stop14h 23mUnited Airlines
Deal found 6/16$613
This American Airlines deal was found by Cheapflights users on 6/16. 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.
Sat 10/253:20 pmPOS - MSP
1 stop9h 38mAmerican Airlines
Fri 10/316:42 amMSP - POS
1 stop13h 43mAmerican Airlines
Deal found 6/16$624
This United Airlines deal was found by Cheapflights users on 6/16. 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 10/2412:30 amPOS - MSP
2 stops17h 56mUnited Airlines
Fri 10/316:00 amMSP - POS
2 stops16h 23mUnited Airlines
Deal found 6/16$638
This American Airlines deal was found by Cheapflights users on 6/16. 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.
Sat 11/84:20 pmPOS - MKE
2 stops22h 22mAmerican Airlines
Sat 11/156:24 amMKE - POS
2 stops13h 56mAmerican Airlines
Deal found 6/16$642
This Copa Airlines deal was found by Cheapflights users on 6/16. 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.
Fri 7/112:35 pmPOS - ORD
1 stop10h 45mCopa Airlines
Sun 7/137:54 amORD - POS
1 stop16h 53mCopa Airlines
Deal found 6/16$675
This Travelocity deal was found by Cheapflights users on 6/16. 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.
Sat 10/256:00 amPOS - MSP
2 stops14h 34mMultiple Airlines
Fri 10/3111:27 amMSP - POS
3 stops36h 58mMultiple Airlines
Deal found 6/16$5,636

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 June 18, 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

Thu 7/10

10:10 am-8:55 am

1 stop23h 45m

Chicago O'Hare Intl

Sun 7/13

8:09 am-4:15 am

1 stop19h 06m

$512

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 8/12

12:30 am-11:11 am

1 stop11h 41m

Chicago O'Hare Intl

Fri 9/12

4:50 pm-11:23 pm

1 stop29h 33m

$571

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Mon 9/1

2:25 am-6:54 pm

2 stops17h 29m

Chicago O'Hare Intl

Sun 9/28

6:06 pm-1:25 am

2 stops30h 19m

$573

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Wed 9/3

3:23 pm-8:43 am

2 stops18h 20m

Chicago O'Hare Intl

Mon 9/29

5:00 am-2:16 pm

1 stop8h 16m

$578

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 7/10

8:50 am-10:28 pm

1 stop14h 38m

Chicago O'Hare Intl

Tue 7/15

6:16 am-6:19 pm

1 stop11h 03m

$596

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

Tue 11/4

1:30 am-2:50 pm

1 stop15h 20m

Milwaukee-Mitchell

Mon 11/17

8:00 am-12:23 am

1 stop14h 23m

$613

Port of SpainMinneapolis

POS - MSP

POSMSP

Port of Spain Piarco Intl

Sat 10/25

3:20 pm-11:58 pm

1 stop9h 38m

Minneapolis St Paul

Fri 10/31

6:42 am-9:25 pm

1 stop13h 43m

$624

Port of SpainMinneapolis

POS - MSP

POSMSP

Port of Spain Piarco Intl

Fri 10/24

12:30 am-5:26 pm

2 stops17h 56m

Minneapolis St Paul

Fri 10/31

6:00 am-11:23 pm

2 stops16h 23m

$638

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

Sat 11/8

4:20 pm-12:42 pm

2 stops22h 22m

Milwaukee-Mitchell

Sat 11/15

6:24 am-10:20 pm

2 stops13h 56m

$642

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 7/11

2:35 pm-12:20 am

1 stop10h 45m

Chicago O'Hare Intl

Sun 7/13

7:54 am-1:47 am

1 stop16h 53m

$675

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

Showing 1-10 of 18 results
1
2

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 June 18, 2025.
Get a feel of what it's like to fly with Copa Airlines, United Airlines and JetBlue from Trinidad to Wisconsin by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.5
Good
1,455 reviews

Overall

7.5

Entertainment

6.8

Boarding

7.8

Food

6.8

Comfort

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
Copa Airlines
7.5
Good
1,455 reviews
Copa Airlines
7.5
Good
1,455 reviews

Overall

7.5

Entertainment

6.8

Boarding

7.8

Food

6.8

Comfort

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
United Airlines
7.4
Good
8,810 reviews
Copa Airlines
7.5
Good
1,455 reviews

Overall

7.5

Entertainment

6.8

Boarding

7.8

Food

6.8

Comfort

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
JetBlue
7.3
Good
2,923 reviews
Copa Airlines
7.5
Good
1,455 reviews

Overall

7.5

Entertainment

6.8

Boarding

7.8

Food

6.8

Comfort

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.5
Good
1,455 reviews

Overall

7.5

Entertainment

6.8

Boarding

7.8

Food

6.8

Comfort

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
Air Canada
7.1
Good
9,573 reviews
Copa Airlines
7.5
Good
1,455 reviews

Overall

7.5

Entertainment

6.8

Boarding

7.8

Food

6.8

Comfort

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

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.

  • What are the cheapest airlines to fly from Trinidad to Wisconsin one-way?

    One-way options have recently been found by users for as low as $310 on Air Canada. Other airlines that offer cheap prices include American Airlines from $314 and United Airlines from $402 one-way.

  • 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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