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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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — POS
Nov 5 — Nov 121
Wed 11/5
Wed 11/12
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 October 6, 2025.

Round-trip from

$433
(Air Canada)

One-way from

$198
(Kiwi.com)
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 October 6, 2025.

This Air Canada deal was found by Cheapflights users on 10/5. 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 11/202:00 pmORD - POS
1 stop9h 10mAir Canada
Fri 11/282:15 amPOS - ORD
1 stop12h 46mAir Canada
Deal found 10/5$433
This Air Canada deal was found by Cheapflights users on 10/3. 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.
Fri 11/212:00 pmORD - POS
1 stop9h 10mAir Canada
Fri 11/282:15 amPOS - ORD
2 stops18h 40mAir Canada
Deal found 10/3$438
This Air Canada deal was found by Cheapflights users on 10/5. 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 11/208:00 amORD - POS
1 stop15h 10mAir Canada
Sun 11/302:15 amPOS - ORD
1 stop17h 33mAir Canada
Deal found 10/5$443
This Air Canada deal was found by Cheapflights users on 10/5. 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.
Fri 11/212:00 pmORD - POS
1 stop9h 10mAir Canada
Thu 11/272:15 amPOS - ORD
1 stop12h 46mAir Canada
Deal found 10/5$483
This Kiwi.com deal was found by Cheapflights users on 10/5. 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 11/66:40 amORD - POS
1 stop21h 30mMultiple Airlines
Thu 11/2010:10 amPOS - ORD
1 stop12h 17mMultiple Airlines
Deal found 10/5$486
This Kiwi.com deal was found by Cheapflights users on 10/5. 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 11/2011:40 amORD - POS
2 stops23h 37mMultiple Airlines
Thu 12/410:10 amPOS - ORD
1 stop11h 11mMultiple Airlines
Deal found 10/5$493
This Kiwi.com deal was found by Cheapflights users on 10/5. 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 11/2010:12 amORD - POS
2 stops25h 05mMultiple Airlines
Fri 12/510:10 amPOS - ORD
1 stop12h 50mMultiple Airlines
Deal found 10/5$509
This Kiwi.com deal was found by Cheapflights users on 10/5. 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 11/203:53 pmORD - POS
1 stop19h 12mMultiple Airlines
Wed 12/32:38 pmPOS - ORD
2 stops23h 52mMultiple Airlines
Deal found 10/5$514
This Kiwi.com deal was found by Cheapflights users on 10/5. 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.
Wed 10/227:43 pmORD - POS
1 stop23h 17mMultiple Airlines
Sun 10/2610:10 amPOS - ORD
1 stop25h 40mMultiple Airlines
Deal found 10/5$528
This United Airlines deal was found by Cheapflights users on 10/3. 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 10/2212:00 pmMSP - POS
1 stop10h 23mUnited Airlines
Tue 10/2812:30 amPOS - MSP
1 stop17h 28mUnited Airlines
Deal found 10/3$619
This United Airlines deal was found by Cheapflights users on 10/4. 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 10/219:58 amMSP - POS
2 stops12h 25mUnited Airlines
Mon 10/2712:30 amPOS - MSP
2 stops16h 10mUnited Airlines
Deal found 10/4$623
This Mytrip deal was found by Cheapflights users on 10/3. 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.
Wed 10/225:45 amMSP - POS
3 stops37h 15mMultiple Airlines
Wed 10/293:35 pmPOS - MSP
2 stops23h 01mMultiple Airlines
Deal found 10/3$743

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 October 6, 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

Fri 11/21

2:00 pm-1:10 am

1 stop9h 10m

Port of Spain Piarco Intl

Fri 11/28

2:15 am-3:10 pm

1 stop14h 55m

$433

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 11/20

7:05 am-1:10 am

2 stops16h 05m

Port of Spain Piarco Intl

Fri 11/28

2:15 am-1:01 pm

1 stop12h 46m

$433

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 11/22

8:15 pm-1:10 am

1 stop26h 55m

Port of Spain Piarco Intl

Fri 11/28

2:15 am-1:01 pm

1 stop12h 46m

$433

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Wed 10/22

6:30 am-9:20 pm

1 stop13h 50m

Port of Spain Piarco Intl

Wed 10/29

7:00 am-10:59 pm

1 stop16h 59m

$619

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Wed 10/22

12:00 pm-11:23 pm

1 stop10h 23m

Port of Spain Piarco Intl

Tue 10/28

12:30 am-4:58 pm

1 stop17h 28m

$619

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Tue 10/21

6:30 am-9:20 pm

1 stop13h 50m

Port of Spain Piarco Intl

Tue 10/28

7:00 am-10:59 pm

1 stop16h 59m

$619

MadisonPort of Spain

MSN - POS

MSNPOS

Madison Truax Field

Tue 10/28

6:30 am-11:23 pm

2 stops15h 53m

Port of Spain Piarco Intl

Thu 10/30

12:30 am-2:03 pm

2 stops14h 33m

$838

MadisonPort of Spain

MSN - POS

MSNPOS

Madison Truax Field

Tue 10/28

6:00 am-9:20 pm

2 stops14h 20m

Port of Spain Piarco Intl

Fri 10/31

3:25 pm-10:44 am

2 stops20h 19m

$838

ChicagoScarborough

ORD - TAB

ORDTAB

Chicago O'Hare Intl

Sat 2/28

2:47 pm-11:00 am

3 stops42h 13m

Scarborough ANR Robinson Intl

Sat 3/7

11:45 am-6:30 pm

2 stops32h 45m

$892

ChicagoScarborough

ORD - TAB

ORDTAB

Chicago O'Hare Intl

Mon 12/22

2:00 pm-8:30 am

2 stops16h 30m

Scarborough ANR Robinson Intl

Thu 1/1

12:30 am-3:10 pm

2 stops40h 40m

$3,869

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/4

Showing 1-10 of 18 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 9h 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.

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

    $306 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on Air Canada and American Airlines, with prices starting from $575 and $777, respectively.

  • 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.

  • What is the cheapest month to book a flight from Wisconsin to Trinidad and Tobago?

    Currently, October is the cheapest month in which you can book a flight from Wisconsin to Trinidad and Tobago (average of $435). Flying from Wisconsin to Trinidad and Tobago in December is currently the most expensive (average of $710). 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 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 October 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$602Average$1,066FlexibilityNo cancel feeOn-time71%

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