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Wisconsin

$401+ 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 12/23. Fares are subject to change and may not be available on all flights or dates of travel.
POS — MKE
Dec 21 — Dec 281
Sun 12/21
Sun 12/28
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 November 21, 2025.

Most accurate provider

Expedia
2 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$483
(Air Canada)

One-way from

$401
(American 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 November 21, 2025.

This Air Canada deal was found by Cheapflights users on 11/20. 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.
Thu 12/42:15 amPOS - MSP
1 stop15h 34mAir Canada
Mon 12/84:30 pmMSP - POS
1 stop30h 40mAir Canada
Deal found 11/20$685
This United Airlines deal was found by Cheapflights users on 11/19. 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 12/121:30 amPOS - MSP
1 stop13h 50mUnited Airlines
Sat 1/106:16 amMSP - POS
1 stop16h 07mUnited Airlines
Deal found 11/19$708
This American Airlines deal was found by Cheapflights users on 11/20. 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 12/134:33 pmPOS - MSP
1 stop32h 16mAmerican Airlines
Sat 1/102:43 pmMSP - POS
2 stops22h 42mAmerican Airlines
Deal found 11/20$728
This Copa Airlines deal was found by Cheapflights users on 11/18. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/52:38 pmPOS - MSP
2 stops31h 02mCopa Airlines
Mon 12/88:00 amMSP - POS
2 stops15h 48mCopa Airlines
Deal found 11/18$755
This United Airlines deal was found by Cheapflights users on 11/20. 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.
Thu 12/41:30 amPOS - MSP
1 stop13h 38mUnited Airlines
Mon 12/89:46 amMSP - POS
2 stops12h 37mUnited Airlines
Deal found 11/20$820
This United Airlines deal was found by Cheapflights users on 11/20. 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.
Thu 12/252:20 amPOS - MSP
1 stop11h 02mUnited Airlines
Fri 1/26:00 amMSP - POS
2 stops40h 23mUnited Airlines
Deal found 11/20$821
This United Airlines deal was found by Cheapflights users on 11/19. 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 12/221:30 amPOS - MSP
2 stops38h 46mUnited Airlines
Fri 1/27:40 amMSP - POS
2 stops38h 43mUnited Airlines
Deal found 11/19$827
This American Airlines deal was found by Cheapflights users on 11/20. 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 12/236:02 amPOS - MSP
1 stop19h 57mAmerican Airlines
Fri 1/25:48 amMSP - POS
1 stop15h 59mAmerican Airlines
Deal found 11/20$843
This Expedia deal was found by Cheapflights users on 11/19. 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.
Mon 12/155:42 pmPOS - ORD
1 stop30h 10mJetBlue
Fri 12/267:41 pmORD - POS
2 stops16h 26mJetBlue
Deal found 11/19$905
This Mytrip deal was found by Cheapflights users on 11/19. 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.
Sun 12/142:15 amPOS - ORD
1 stop12h 46mMultiple Airlines
Fri 12/265:45 amORD - POS
3 stops13h 05mMultiple Airlines
Deal found 11/19$906
This Copa Airlines deal was found by Cheapflights users on 11/19. 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.
Sat 12/133:47 amPOS - ORD
1 stop11h 05mCopa Airlines
Sat 12/207:33 amORD - POS
1 stop16h 15mCopa Airlines
Deal found 11/19$1,369
This United Airlines deal was found by Cheapflights users on 11/19. 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 12/131:30 amPOS - ORD
1 stop10h 32mUnited Airlines
Sat 12/209:12 pmORD - POS
2 stops25h 53mUnited Airlines
Deal found 11/19$1,489

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 November 21, 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 1/15

2:20 am-5:48 pm

1 stop17h 28m

Chicago O'Hare Intl

Mon 1/19

6:00 pm-1:20 am

2 stops29h 20m

$483

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 1/16

8:30 am-7:45 pm

1 stop13h 15m

Chicago O'Hare Intl

Mon 1/19

8:45 am-7:15 pm

1 stop8h 30m

$499

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Mon 2/2

9:10 am-6:39 pm

1 stop11h 29m

Chicago O'Hare Intl

Sun 2/8

12:22 pm-8:20 pm

2 stops29h 58m

$557

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Wed 2/4

9:10 am-8:09 am

1 stop24h 59m

Chicago O'Hare Intl

Sun 2/8

12:22 pm-8:20 pm

2 stops29h 58m

$557

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 2/3

9:10 am-8:09 am

1 stop24h 59m

Chicago O'Hare Intl

Sun 2/8

12:22 pm-8:20 pm

2 stops29h 58m

$557

Port of SpainMinneapolis

POS - MSP

POSMSP

Port of Spain Piarco Intl

Thu 12/4

2:15 am-3:49 pm

1 stop15h 34m

Minneapolis St Paul

Mon 12/8

4:30 pm-1:10 am

1 stop30h 40m

$685

Port of SpainMinneapolis

POS - MSP

POSMSP

Port of Spain Piarco Intl

Sat 12/13

4:33 pm-1:29 pm

2 stops22h 56m

Minneapolis St Paul

Sat 1/10

11:40 am-3:25 pm

2 stops25h 45m

$713

Port of SpainMinneapolis

POS - MSP

POSMSP

Port of Spain Piarco Intl

Fri 12/12

1:30 am-8:44 am

2 stops33h 14m

Minneapolis St Paul

Sat 1/10

8:00 am-12:23 am

2 stops14h 23m

$713

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

Wed 1/14

6:30 am-11:23 pm

2 stops18h 53m

Milwaukee-Mitchell

Sun 1/18

5:52 pm-3:25 pm

2 stops43h 33m

$752

Port of SpainMinneapolis

POS - MSP

POSMSP

Port of Spain Piarco Intl

Thu 12/4

3:47 am-7:40 pm

2 stops17h 53m

Minneapolis St Paul

Mon 12/8

8:00 am-1:48 am

2 stops15h 48m

$755

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 15 results
1
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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
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 November 21, 2025.
Peruse reviews from past customers who have flown with United Airlines from Trinidad to Wisconsin to help guide your decision. 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
9,029 reviews

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,029 reviews
United Airlines
7.4
Good
9,029 reviews

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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.

  • How long is the flight from Trinidad to Wisconsin?

    Air Canada, American Airlines, and United Airlines can get you from Trinidad to Wisconsin in just under 17h 28m. Your travel time can differ by up to 15h 46m. Airlines will cover a distance of 2697 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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.

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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Top airline flying from Trinidad to Wisconsin

Discover the top airline that operate flights from Trinidad 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 November 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$636Average$771FlexibilityNo cancel feeOn-time69%

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