Trinidad and Tobago

$190+ 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 3/12. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — POS
Feb 4 — Feb 111
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Cheap flight deals from Wisconsin to Trinidad and Tobago

Discover tips and strategies to find the most affordable flight options for your journey from Wisconsin (USWI) to Trinidad and Tobago (TT0). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 30, 2025.

Round-trip from

$374
(Trip.com)

One-way from

$190
(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 30, 2025.

This Trip.com deal was found by Cheapflights users on 1/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/217:18 pmORD - POS
2 stops20h 19mFrontier
Sun 3/27:06 pmPOS - ORD
2 stops53h 32mFrontier
Deal found 1/30$374
This Kiwi.com deal was found by Cheapflights users on 1/29. 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.
Tue 3/118:39 amORD - POS
1 stop8h 46mMultiple Airlines
Mon 3/173:39 amPOS - ORD
2 stops30h 27mMultiple Airlines
Deal found 1/29$405
This Copa Airlines deal was found by Cheapflights users on 1/29. 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.
Tue 3/117:55 amORD - POS
1 stop16h 46mCopa Airlines
Mon 3/173:39 amPOS - ORD
1 stop11h 03mCopa Airlines
Deal found 1/29$486
This American Airlines deal was found by Cheapflights users on 1/30. 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 2/68:15 amORD - POS
1 stop12h 59mAmerican Airlines
Tue 2/114:35 pmPOS - ORD
1 stop9h 52mAmerican Airlines
Deal found 1/30$528
This American Airlines deal was found by Cheapflights users on 1/29. 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.
Sun 9/74:08 pmMSP - POS
2 stops21h 07mAmerican Airlines
Thu 10/308:00 amPOS - MSP
1 stop16h 58mAmerican Airlines
Deal found 1/29$563
This United Airlines deal was found by Cheapflights users on 1/30. 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 3/305:15 amORD - POS
1 stop17h 08mUnited Airlines
Sat 4/512:30 amPOS - ORD
1 stop10h 41mUnited Airlines
Deal found 1/30$596
This American Airlines deal was found by Cheapflights users on 1/30. 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.
Fri 1/314:16 pmMSN - POS
2 stops21h 14mAmerican Airlines
Tue 2/46:00 amPOS - MSN
2 stops17h 10mAmerican Airlines
Deal found 1/30$603
This Kiwi.com deal was found by Cheapflights users on 1/29. 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.
Fri 2/76:47 amMSP - POS
2 stops28h 25mMultiple Airlines
Sun 2/99:10 amPOS - MSP
1 stop32h 01mMultiple Airlines
Deal found 1/29$628
This United deal was found by Cheapflights users on 1/29. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/75:15 pmMSP - POS
2 stops29h 08mUnited Airlines
Wed 10/2912:30 amPOS - MSP
1 stop13h 22mUnited Airlines
Deal found 1/29$653
This United deal was found by Cheapflights users on 1/30. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/318:12 amMSN - POS
2 stops14h 11mUnited Airlines
Mon 2/31:30 amPOS - MSN
2 stops17h 13mUnited Airlines
Deal found 1/30$693
This Air Canada deal was found by Cheapflights users on 1/30. 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 6/110:55 amORD - POS
2 stops37h 40mAir Canada
Fri 6/62:35 amPOS - ORD
2 stops33h 49mAir Canada
Deal found 1/30$751
This Mytrip deal was found by Cheapflights users on 1/30. 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 3/165:55 amORD - TAB
3 stops25h 35mMultiple Airlines
Sun 3/239:15 amTAB - ORD
2 stops34h 47mMultiple Airlines
Deal found 1/30$924

Find flights from Wisconsin to Trinidad and Tobago within your budget

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 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 2/21

7:18 pm-5:37 pm

2 stops20h 19m

Port of Spain Piarco Intl

Sun 3/2

7:06 pm-10:38 pm

2 stops53h 32m

$374

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Tue 3/11

8:39 am-6:25 pm

1 stop8h 46m

Port of Spain Piarco Intl

Mon 3/17

3:39 am-9:06 am

2 stops30h 27m

$405

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Tue 3/11

7:55 am-1:41 am

1 stop16h 46m

Port of Spain Piarco Intl

Mon 3/17

3:39 am-1:42 pm

1 stop11h 03m

$486

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 4/25

7:45 am-11:23 pm

1 stop14h 38m

Port of Spain Piarco Intl

Tue 4/29

12:30 am-7:55 pm

1 stop20h 25m

$528

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sun 6/1

7:16 pm-2:10 pm

1 stop17h 54m

Port of Spain Piarco Intl

Sat 6/7

3:20 pm-11:53 pm

1 stop9h 33m

$563

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Sat 4/5

12:06 pm-2:09 pm

2 stops25h 03m

Port of Spain Piarco Intl

Sat 4/26

3:10 pm-12:59 pm

2 stops22h 49m

$653

MinneapolisPort of Spain

MSP - POS

MSPPOS

Minneapolis St Paul

Wed 6/18

10:05 am-11:23 pm

2 stops36h 18m

Port of Spain Piarco Intl

Mon 7/7

12:30 am-10:45 pm

1 stop23h 15m

$681

MadisonPort of Spain

MSN - POS

MSNPOS

Madison Truax Field

Fri 2/14

5:16 pm-12:23 am

2 stops29h 07m

Port of Spain Piarco Intl

Tue 2/18

1:30 am-9:14 pm

2 stops21h 44m

$693

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sun 6/1

10:55 am-1:35 am

2 stops37h 40m

Port of Spain Piarco Intl

Fri 6/6

2:35 am-9:59 pm

1 stop20h 24m

$751

MadisonPort of Spain

MSN - POS

MSNPOS

Madison Truax Field

Fri 2/14

3:26 pm-3:28 pm

2 stops22h 02m

Port of Spain Piarco Intl

Wed 2/19

4:28 pm-11:22 am

2 stops20h 54m

$773

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 16 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.

Travel insights for flights from Wisconsin to Trinidad and Tobago

Get recent, data-driven insights about flights from Wisconsin to Trinidad and Tobago including ideal travel times, pricing trends, and more.

Rainfall in Trinidad and Tobago by month

Plan your trip to Trinidad and Tobago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Trinidad and Tobago ranges from 1.2 - 9.8 inches per month. June is typically the wettest month, when rainfall can reach 9.8 in. March is typically the driest time to visit Trinidad and Tobago when rainfall is around 1.2 in.

Temperature in Trinidad and Tobago by month

Plan your trip to Trinidad and Tobago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Trinidad and Tobago, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Trinidad and Tobago

Get insights into the airlines that provide service to Trinidad and Tobago. 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 Trinidad and Tobago. Reviews last updated January 30, 2025.
To help decide which airline to fly from Wisconsin to Trinidad and Tobago, see what other customers have to say about Copa Airlines, United Airlines and American Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

7.6

Boarding

7.9

Food

6.9

Comfort

7.5

Entertainment

6.9

Crew

8.1

Reviews

1 / 20

4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

Overall

7.6

Boarding

7.9

Food

6.9

Comfort

7.5

Entertainment

6.9

Crew

8.1

Reviews

1 / 20

4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

Overall

7.6

Boarding

7.9

Food

6.9

Comfort

7.5

Entertainment

6.9

Crew

8.1

Reviews

1 / 20

4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

Overall

7.6

Boarding

7.9

Food

6.9

Comfort

7.5

Entertainment

6.9

Crew

8.1

Reviews

1 / 20

4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

Overall

7.6

Boarding

7.9

Food

6.9

Comfort

7.5

Entertainment

6.9

Crew

8.1

Reviews

1 / 20

4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

Overall

7.6

Boarding

7.9

Food

6.9

Comfort

7.5

Entertainment

6.9

Crew

8.1

Reviews

1 / 20

4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

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.
  • 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.

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