Trinidad and Tobago

$184+ 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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — POS
Feb 10 — Feb 171
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Wisconsin to Trinidad and Tobago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 January 11, 2026.

Round-trip from

$402
(Priceline)

One-way from

$184
(Kiwi.com)
From Wisconsin to Trinidad and Tobago
One-way flight from Wisconsin to Trinidad and Tobago

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 January 11, 2026.

This Priceline deal was found by Cheapflights users on 1/10. 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.
Tue 3/1010:00 amORD - POS
2 stops19h 17mMultiple Airlines
Sun 3/151:20 amPOS - ORD
2 stops18h 32mMultiple Airlines
Deal found 1/10$402
This Air Canada deal was found by Cheapflights users on 1/9. 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.
Sat 1/248:45 pmORD - POS
1 stop26h 35mAir Canada
Fri 1/302:20 amPOS - ORD
1 stop14h 50mAir Canada
Deal found 1/9$417
This Air Canada deal was found by Cheapflights users on 1/9. 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 1/307:15 amORD - POS
2 stops16h 05mAir Canada
Fri 2/62:20 amPOS - ORD
1 stop12h 41mAir Canada
Deal found 1/9$421
This Air Canada deal was found by Cheapflights users on 1/8. 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.
Wed 1/218:45 pmORD - POS
1 stop26h 35mAir Canada
Fri 1/232:20 amPOS - ORD
1 stop14h 50mAir Canada
Deal found 1/8$427
This Air Canada deal was found by Cheapflights users on 1/9. 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 3/1210:00 amORD - POS
1 stop13h 20mAir Canada
Tue 3/171:20 amPOS - ORD
1 stop12h 41mAir Canada
Deal found 1/9$447
This FlightHub deal was found by Cheapflights users on 1/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/136:04 pmORD - POS
2 stops53h 16mAir Canada
Tue 3/171:20 amPOS - ORD
2 stops18h 32mAir Canada
Deal found 1/11$457
This Air Canada deal was found by Cheapflights users on 1/11. 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.
Sun 3/152:00 pmORD - POS
1 stop9h 20mAir Canada
Fri 3/201:20 amPOS - ORD
1 stop12h 41mAir Canada
Deal found 1/11$477
This United Airlines deal was found by Cheapflights users on 1/11. 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 6/38:00 amMSP - POS
1 stop14h 23mUnited Airlines
Tue 6/912:30 amPOS - MSP
1 stop13h 22mUnited Airlines
Deal found 1/11$560
This United Airlines deal was found by Cheapflights users on 1/11. 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 5/207:30 amMSP - POS
1 stop14h 53mUnited Airlines
Tue 6/1612:30 amPOS - MSP
2 stops14h 52mUnited Airlines
Deal found 1/11$564
This United Airlines deal was found by Cheapflights users on 1/8. 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 3/157:30 amMSP - POS
1 stop14h 53mUnited Airlines
Sat 3/2112:30 amPOS - MSP
2 stops14h 49mUnited Airlines
Deal found 1/8$584
This United Airlines deal was found by Cheapflights users on 1/8. 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 9/108:00 amMSP - POS
1 stop14h 23mUnited Airlines
Mon 9/1412:30 amPOS - MSP
1 stop15h 58mUnited Airlines
Deal found 1/8$601
This United Airlines deal was found by Cheapflights users on 1/10. 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 3/75:41 amMSP - POS
1 stop16h 42mUnited Airlines
Fri 3/1312:30 amPOS - MSP
2 stops16h 20mUnited Airlines
Deal found 1/10$604

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 January 11, 2026.
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 3/10

10:00 am-6:17 am

2 stops19h 17m

Port of Spain Piarco Intl

Sun 3/15

1:20 am-6:52 pm

2 stops18h 32m

$402

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 1/30

2:00 pm-1:20 am

1 stop9h 20m

Port of Spain Piarco Intl

Fri 2/6

2:20 am-1:01 pm

1 stop12h 41m

$417

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Wed 2/25

8:40 pm-1:20 am

1 stop26h 40m

Port of Spain Piarco Intl

Tue 3/3

2:20 am-2:55 pm

2 stops14h 35m

$421

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 1/24

8:45 pm-1:20 am

1 stop26h 35m

Port of Spain Piarco Intl

Fri 1/30

2:20 am-6:55 pm

2 stops18h 35m

$422

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Wed 1/21

8:45 pm-1:20 am

1 stop26h 35m

Port of Spain Piarco Intl

Fri 1/23

2:20 am-3:10 pm

1 stop14h 50m

$427

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 3/13

2:00 pm-12:20 am

1 stop9h 20m

Port of Spain Piarco Intl

Tue 3/17

1:20 am-1:01 pm

1 stop12h 41m

$447

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 3/12

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

$447

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Wed 6/3

8:00 am-11:23 pm

1 stop14h 23m

Port of Spain Piarco Intl

Tue 6/9

12:30 am-12:52 pm

1 stop13h 22m

$560

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Wed 5/20

10:15 am-11:23 pm

2 stops12h 08m

Port of Spain Piarco Intl

Tue 6/16

12:30 am-3:31 pm

2 stops16h 01m

$564

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Mon 3/16

7:30 am-11:23 pm

1 stop14h 53m

Port of Spain Piarco Intl

Sat 3/21

12:30 am-2:19 pm

2 stops14h 49m

$584

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/10

Showing 1-10 of 23 results
1
2
3

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 20m. 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Wisconsin to Trinidad and Tobago

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

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 January 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$602Average$1,066FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.