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Trinidad and Tobago

$198+ Cheap flights from Wisconsin to Trinidad and Tobago

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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — POS
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
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Cheap flight deals from Wisconsin to Trinidad and Tobago

Keep the following information in mind while searching for Wisconsin to Trinidad and Tobago flight deals. Data was last updated November 20, 2025.

Round-trip from

$408
(SmartFares)

One-way from

$198
(Air Canada)
From Wisconsin to Trinidad and Tobago
Search Deals
One-way flight from Wisconsin to Trinidad and Tobago
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Find flight deals from Wisconsin to Trinidad and Tobago

Cheapest flights from Wisconsin to Trinidad and Tobago
Explore the most affordable flight options available from Wisconsin to Trinidad and Tobago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2025.

This SmartFares 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/28:00 amORD - POS
1 stop15h 10mAir Canada
Fri 12/52:15 amPOS - ORD
1 stop12h 46mAir Canada
Deal found 11/19$408
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/86:05 pmORD - POS
2 stops29h 05mAir Canada
Thu 12/112:15 amPOS - ORD
2 stops42h 40mAir Canada
Deal found 11/20$493
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.
Tue 12/22:00 pmORD - POS
1 stop9h 10mMultiple Airlines
Sat 12/69:10 amPOS - ORD
1 stop11h 26mMultiple Airlines
Deal found 11/19$509
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/88:38 pmORD - POS
2 stops17h 26mJetBlue
Fri 12/125:42 pmPOS - ORD
1 stop30h 10mJetBlue
Deal found 11/20$518
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/87:10 amORD - POS
1 stop10h 50mMultiple Airlines
Fri 12/1210:10 amPOS - ORD
1 stop11h 51mMultiple Airlines
Deal found 11/20$551
This Justfly.com 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/228:15 pmORD - POS
1 stop26h 55mAir Canada
Fri 11/282:15 amPOS - ORD
2 stops14h 40mAir Canada
Deal found 11/19$582
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.
Thu 12/117:40 amMSP - POS
1 stop14h 43mUnited Airlines
Tue 12/231:30 amPOS - MSP
2 stops16h 18mUnited Airlines
Deal found 11/19$608
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.
Sun 11/238:00 amMSP - POS
2 stops15h 48mCopa Airlines
Wed 12/33:47 amPOS - MSP
2 stops15h 25mCopa Airlines
Deal found 11/19$621
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 12/137:40 amMSP - POS
1 stop14h 43mUnited Airlines
Thu 12/252:20 amPOS - MSP
1 stop11h 02mUnited Airlines
Deal found 11/19$624
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.
Sun 12/148:00 amMSP - POS
2 stops14h 23mUnited Airlines
Fri 12/261:30 amPOS - MSP
2 stops16h 18mUnited Airlines
Deal found 11/19$628
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.
Thu 12/116:14 amMSP - POS
2 stops15h 45mAmerican Airlines
Thu 12/186:02 amPOS - MSP
1 stop19h 57mAmerican Airlines
Deal found 11/20$653
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 12/96:00 amMSP - POS
1 stop15h 59mAmerican Airlines
Mon 12/226:02 amPOS - MSP
1 stop19h 57mAmerican Airlines
Deal found 11/20$669

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin to Trinidad and Tobago 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 20, 2025.
Use the filters below to find and compare flights from Wisconsin to Trinidad and Tobago that are best for you.

Fly from

Wisconsin

Fly to

Trinidad and Tobago

Route

Depart

Return

Price

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Tue 12/2

8:00 am-1:10 am

1 stop15h 10m

Port of Spain Piarco Intl

Fri 12/5

2:15 am-1:01 pm

1 stop12h 46m

$408

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 3/13

10:00 am-12:20 am

1 stop13h 20m

Port of Spain Piarco Intl

Tue 3/17

1:20 am-1:01 pm

1 stop12h 41m

$463

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 3/12

7:15 am-12:20 am

2 stops16h 05m

Port of Spain Piarco Intl

Tue 3/17

1:20 am-2:55 pm

2 stops14h 35m

$463

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Tue 12/2

2:00 pm-1:10 am

1 stop9h 10m

Port of Spain Piarco Intl

Sat 12/6

9:10 am-6:36 pm

1 stop11h 26m

$509

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Wed 1/14

8:45 am-7:15 pm

1 stop8h 30m

Port of Spain Piarco Intl

Tue 1/20

8:30 am-7:45 pm

1 stop13h 15m

$514

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 3/12

3:22 pm-1:46 am

1 stop9h 24m

Port of Spain Piarco Intl

Wed 3/18

2:16 pm-1:04 am

1 stop11h 48m

$527

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Tue 2/10

7:15 am-1:20 am

2 stops16h 05m

Port of Spain Piarco Intl

Tue 2/17

2:20 am-3:10 pm

1 stop14h 50m

$533

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Wed 1/14

5:18 pm-12:23 am

2 stops29h 05m

Port of Spain Piarco Intl

Thu 1/22

1:30 am-1:00 pm

1 stop13h 30m

$559

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Mon 1/12

6:00 am-12:23 am

2 stops16h 23m

Port of Spain Piarco Intl

Fri 1/23

1:30 am-1:00 pm

1 stop13h 30m

$579

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Wed 1/14

5:18 pm-12:23 am

2 stops29h 05m

Port of Spain Piarco Intl

Fri 1/23

1:30 am-1:00 pm

1 stop13h 30m

$579

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 24 results
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Best time to book a flight from Wisconsin to Trinidad and Tobago

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

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Trinidad and Tobago. 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 Wisconsin to Trinidad and Tobago?

    Departing from Wisconsin to Trinidad and Tobago will take you 15h 10m. The distance between Wisconsin and Trinidad and Tobago is about 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 Wisconsin to Trinidad and Tobago that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Wisconsin to Trinidad and Tobago 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 Wisconsin to Trinidad and Tobago

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Wisconsin to Trinidad and Tobago

Discover the top airline that operate flights from Wisconsin to Trinidad and Tobago. 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 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$602Average$1,066FlexibilityNo cancel feeOn-time71%

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