HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Trinidad

$182+ Cheap flights from Wisconsin to Trinidad

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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — POS
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Wisconsin to Trinidad 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

Keep the following information in mind while searching for Wisconsin to Trinidad flight deals. Data was last updated January 8, 2026.

Round-trip from

$371
(Expedia)

One-way from

$182
(Kiwi.com)
From Wisconsin to Trinidad
Search Deals
One-way flight from Wisconsin to Trinidad
Search Deals

Find flight deals from Wisconsin to Trinidad

Cheapest flights from Wisconsin to Trinidad
Explore the most affordable flight options available from Wisconsin to Trinidad. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 8, 2026.

This Expedia deal was found by Cheapflights users on 1/7. 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.
Thu 3/510:00 amORD - POS
2 stops19h 17mJetBlue
Mon 3/98:05 amPOS - ORD
2 stops26h 04mJetBlue
Deal found 1/7$371
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.
Mon 1/268:45 pmORD - POS
1 stop26h 35mAir Canada
Sun 2/12:20 amPOS - ORD
1 stop12h 41mAir Canada
Deal found 1/8$417
This Air Canada deal was found by Cheapflights users on 1/6. 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 stop19h 25mAir Canada
Deal found 1/6$427
This Air Canada deal was found by Cheapflights users on 1/7. 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 1/108:30 pmORD - POS
1 stop26h 50mAir Canada
Tue 1/132:20 amPOS - ORD
2 stops14h 35mAir Canada
Deal found 1/7$436
This Expedia deal was found by Cheapflights users on 1/7. 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.
Sun 1/258:00 amORD - POS
1 stop15h 20mMultiple Airlines
Sun 2/18:20 amPOS - ORD
2 stops35h 23mMultiple Airlines
Deal found 1/7$440
This Expedia deal was found by Cheapflights users on 1/7. 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.
Sun 1/257:45 amORD - POS
2 stops33h 26mJetBlue
Sun 2/18:20 amPOS - ORD
2 stops35h 23mJetBlue
Deal found 1/7$444
This FlightHub deal was found by Cheapflights users on 1/6. 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.
Sun 3/228:00 amORD - POS
1 stop15h 20mMultiple Airlines
Mon 3/233:26 pmPOS - ORD
2 stops19h 39mMultiple Airlines
Deal found 1/6$446
This Air Canada deal was found by Cheapflights users on 1/7. 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 1/7$447
This United Airlines deal was found by Cheapflights users on 1/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/187:30 amMSP - POS
1 stop14h 53mUnited Airlines
Thu 4/912:30 amPOS - MSP
1 stop17h 45mUnited Airlines
Deal found 1/5$560
This United Airlines deal was found by Cheapflights users on 1/6. 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 stops16h 20mUnited Airlines
Deal found 1/6$584
This Air Canada deal was found by Cheapflights users on 1/6. 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 3/2012:00 pmMSP - POS
1 stop11h 20mAir Canada
Thu 3/261:20 amPOS - MSP
1 stop20h 59mAir Canada
Deal found 1/6$597
This United Airlines deal was found by Cheapflights users on 1/6. 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 5/1612:05 pmMSP - POS
1 stop10h 18mUnited Airlines
Fri 5/2212:30 amPOS - MSP
1 stop13h 22mUnited Airlines
Deal found 1/6$600

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin to Trinidad 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 8, 2026.
Use the filters below to find and compare flights from Wisconsin to Trinidad that are best for you.

Fly from

Wisconsin

Fly to

Trinidad

Route

Depart

Return

Price

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 1/26

8:45 pm-1:20 am

1 stop26h 35m

Port of Spain Piarco Intl

Sun 2/1

2:20 am-1:01 pm

1 stop12h 41m

$417

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 3/21

8:40 pm-12:20 am

1 stop26h 40m

Port of Spain Piarco Intl

Fri 3/27

1:20 am-2:55 pm

2 stops14h 35m

$421

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-7:45 pm

1 stop19h 25m

$427

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sun 1/25

8:00 am-1:20 am

1 stop15h 20m

Port of Spain Piarco Intl

Sun 2/1

8:20 am-5:43 pm

2 stops35h 23m

$441

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sun 1/25

7:45 am-7:11 pm

2 stops33h 26m

Port of Spain Piarco Intl

Sun 2/1

8:20 am-5:43 pm

2 stops35h 23m

$444

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sun 3/22

8:00 am-12:20 am

1 stop15h 20m

Port of Spain Piarco Intl

Mon 3/23

3:26 pm-10:05 am

2 stops19h 39m

$446

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-3:10 pm

1 stop14h 50m

$447

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 3/12

2:00 pm-12:20 am

1 stop9h 20m

Port of Spain Piarco Intl

Tue 3/17

1:20 am-2:55 pm

2 stops14h 35m

$451

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Wed 3/18

8:00 am-11:23 pm

2 stops14h 23m

Port of Spain Piarco Intl

Thu 4/9

12:30 am-10:52 am

1 stop11h 22m

$560

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 1/6

Showing 1-10 of 25 results
1
2
3

Best time to book a flight from Wisconsin to Trinidad

Have a flexible travel schedule? Discover the best time to fly to Trinidad 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
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. 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?

    A quick flight from Wisconsin to Trinidad can take about 14h 23m. Air Canada provides one of the quickest options available for as low as $560. The distance between Wisconsin and Trinidad is about 3027 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 that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Wisconsin to Trinidad 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

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Port of Spain flights
Newark to Port of Spain flights
LaGuardia to Port of Spain flights
Miami to Port of Spain flights
Fort Lauderdale to Port of Spain flights
Salt Lake City to Port of Spain flights
Dulles Intl to Port of Spain flights
Reagan-National to Port of Spain flights
Atlanta to Port of Spain flights
Orlando to Port of Spain flights
Baltimore to Port of Spain flights
Boston to Port of Spain flights
Dallas/Fort Worth to Port of Spain flights
O'Hare Intl to Port of Spain flights
Hobby to Port of Spain flights
George Bush Intcntl to Port of Spain flights
Tampa to Port of Spain flights
Los Angeles to Port of Spain flights
O'Hare Intl to Scarborough flights
West Palm Beach to Port of Spain flights
John F Kennedy Intl to Scarborough flights
Sky Harbor Intl to Port of Spain flights
Raleigh to Port of Spain flights
San Francisco to Port of Spain flights
Philadelphia to Port of Spain flights
Denver to Port of Spain flights
Charlotte to Port of Spain flights
New Orleans to Port of Spain flights
Minneapolis to Port of Spain flights
Seattle to Port of Spain flights
Detroit to Port of Spain flights
Indianapolis to Port of Spain flights
Norfolk to Port of Spain flights
Jacksonville to Port of Spain flights
Miami to Scarborough flights
San Diego to Port of Spain flights
Cleveland to Port of Spain flights
Las Vegas to Port of Spain flights
Pittsburgh to Port of Spain flights
Nashville to Port of Spain flights
Providence to Port of Spain flights
Oklahoma City to Port of Spain flights
Richmond to Port of Spain flights
Fort Lauderdale to Scarborough flights
White Plains to Port of Spain flights
Austin to Port of Spain flights
Reagan-National to Scarborough flights
Newark to Scarborough flights
Dulles Intl to Scarborough flights

Top airline flying from Wisconsin to Trinidad

Discover the top airline that operate flights from Wisconsin to Trinidad. 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 8, 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.