Wisconsin

$427+ Cheap flights from Trinidad and Tobago to Wisconsin

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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
POS — MKE
Jul 30 — Aug 61
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Cheap flight deals from Trinidad and Tobago to Wisconsin

Keep the following information in mind while searching for Trinidad and Tobago to Wisconsin flight deals. Data was last updated July 25, 2025.

Round-trip from

$467
(Mytrip)

One-way from

$427
From Trinidad and Tobago to Wisconsin
One-way flight from Trinidad and Tobago to Wisconsin

Find flight deals from Trinidad and Tobago to Wisconsin

Cheapest flights from Trinidad and Tobago to Wisconsin
Explore the most affordable flight options available from Trinidad and Tobago to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 25, 2025.

This Mytrip deal was found by Cheapflights users on 7/24. 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 9/76:25 pmPOS - ORD
1 stop15h 53mMultiple Airlines
Sun 9/1410:27 amORD - POS
1 stop16h 48mMultiple Airlines
Deal found 7/24$467
This Booking.com deal was found by Cheapflights users on 7/23. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/301:15 amPOS - ORD
2 stops42h 40mAir Canada
Fri 11/78:00 amORD - POS
1 stop15h 15mAir Canada
Deal found 7/23$565
This United Airlines deal was found by Cheapflights users on 7/24. 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 9/612:30 amPOS - ORD
1 stop23h 11mUnited Airlines
Sun 9/146:00 amORD - POS
1 stop16h 23mUnited Airlines
Deal found 7/24$573
This American Airlines deal was found by Cheapflights users on 7/23. 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.
Sat 10/43:25 pmPOS - ORD
1 stop18h 15mAmerican Airlines
Sat 10/256:45 amORD - POS
2 stops13h 35mAmerican Airlines
Deal found 7/23$578
This United Airlines deal was found by Cheapflights users on 7/23. 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.
Fri 12/121:30 amPOS - MSP
1 stop13h 40mUnited Airlines
Sat 1/106:30 amMSP - POS
2 stops15h 53mUnited Airlines
Deal found 7/23$637
This American Airlines deal was found by Cheapflights users on 7/23. 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.
Sat 12/137:10 amPOS - MSP
1 stop18h 55mAmerican Airlines
Sat 1/1010:24 amMSP - POS
2 stops9h 56mAmerican Airlines
Deal found 7/23$641
This Mytrip deal was found by Cheapflights users on 7/23. 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.
Fri 12/122:15 amPOS - MSP
3 stops19h 53mMultiple Airlines
Sat 1/108:36 amMSP - POS
2 stops19h 34mMultiple Airlines
Deal found 7/23$670
This Copa Airlines deal was found by Cheapflights users on 7/22. 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.
Wed 11/262:26 pmPOS - ORD
1 stop11h 39mCopa Airlines
Sun 11/302:07 pmORD - POS
1 stop9h 41mCopa Airlines
Deal found 7/22$744

Cheapflights Fare Finder

 
Customize your flight search to find flights from Trinidad and Tobago to Wisconsin 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 July 25, 2025.
Use the filters below to find and compare flights from Trinidad and Tobago to Wisconsin that are best for you.

Fly from

Trinidad and Tobago

Fly to

Wisconsin

Route

Depart

Return

Price

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Sun 9/7

6:25 pm-9:18 am

1 stop15h 53m

Chicago O'Hare Intl

Sun 9/14

10:27 am-4:15 am

1 stop16h 48m

$467

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 10/3

2:25 am-1:14 pm

1 stop11h 49m

Chicago O'Hare Intl

Sat 10/25

8:25 pm-12:15 am

1 stop26h 50m

$565

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Sat 9/6

12:30 am-10:41 pm

1 stop23h 11m

Chicago O'Hare Intl

Sun 9/14

6:00 am-11:23 pm

1 stop16h 23m

$573

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Sat 10/4

3:25 pm-8:40 am

1 stop18h 15m

Chicago O'Hare Intl

Sat 10/25

6:45 am-9:20 pm

2 stops13h 35m

$578

Port of SpainMinneapolis

POS - MSP

POSMSP

Port of Spain Piarco Intl

Fri 12/12

1:30 am-1:10 pm

1 stop13h 40m

Minneapolis St Paul

Sat 1/10

8:00 am-12:23 am

1 stop14h 23m

$637

Port of SpainMinneapolis

POS - MSP

POSMSP

Port of Spain Piarco Intl

Sat 12/13

4:10 pm-12:51 pm

2 stops22h 41m

Minneapolis St Paul

Sat 1/10

5:21 pm-3:05 pm

2 stops19h 44m

$641

Port of SpainMinneapolis

POS - MSP

POSMSP

Port of Spain Piarco Intl

Fri 12/12

2:15 am-8:08 pm

3 stops19h 53m

Minneapolis St Paul

Sat 1/10

8:36 am-6:10 am

2 stops19h 34m

$670

Port of SpainMinneapolis

POS - MSP

POSMSP

Port of Spain Piarco Intl

Wed 8/27

12:30 am-11:00 am

1 stop11h 30m

$427

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Sun 7/27

11:10 am-10:16 am

1 stop24h 06m

$469

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/21

Best time to book a flight from Trinidad and Tobago to Wisconsin

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

Reviews of airlines servicing Wisconsin

Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated July 25, 2025.
Read reviews from past customers who have flown United Airlines, American Airlines, and Air Canada from Trinidad and Tobago to Wisconsin. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

Related info for your journey

Find useful and relevant information for your journey from Trinidad and Tobago to Wisconsin. 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 Trinidad and Tobago to Wisconsin that include hotel bookings?

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from Trinidad and Tobago to Wisconsin (average of $280). Flying from Trinidad and Tobago to Wisconsin in June is currently the most expensive (average of $376). 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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