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Wisconsin

$405+ Cheap flights from Trinidad 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 12/23. Fares are subject to change and may not be available on all flights or dates of travel.
POS — MKE
ago. 11 — ago. 181
lun. 8/11
lun. 8/18
1 adult, Economy
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Cheap flight deals from Trinidad to Wisconsin

Keep the following information in mind while searching for Trinidad to Wisconsin flight deals. Data was last updated agosto 6, 2025.

Round-trip from

$458
(Kiwi.com)

One-way from

$405
(American Airlines)
From Trinidad to Wisconsin
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One-way flight from Trinidad to Wisconsin
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Find flight deals from Trinidad to Wisconsin

Cheapest flights from Trinidad to Wisconsin
Explore the most affordable flight options available from Trinidad to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on agosto 6, 2025.

This Trip.com deal was found by Cheapflights users on 8/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/1810:10 amPOS - ORD
1 stop13h 38mMultiple Airlines
jue. 9/255:05 amORD - POS
1 stop13h 55mMultiple Airlines
Deal found 8/4$431
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/253:49 amPOS - ORD
2 stops30h 33mMultiple Airlines
lun. 9/810:27 amORD - POS
1 stop31h 28mMultiple Airlines
Deal found 8/6$458
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 8/246:25 pmPOS - ORD
1 stop15h 57mMultiple Airlines
lun. 9/810:27 amORD - POS
1 stop31h 28mMultiple Airlines
Deal found 8/6$462
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/286:25 pmPOS - ORD
1 stop15h 57mMultiple Airlines
lun. 9/810:27 amORD - POS
1 stop31h 28mMultiple Airlines
Deal found 8/6$463
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 8/246:25 pmPOS - ORD
1 stop15h 57mMultiple Airlines
sáb. 9/610:27 amORD - POS
2 stops14h 19mMultiple Airlines
Deal found 8/6$482
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/286:25 pmPOS - ORD
1 stop15h 57mMultiple Airlines
sáb. 9/610:27 amORD - POS
2 stops14h 19mMultiple Airlines
Deal found 8/6$483
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 8/246:25 pmPOS - ORD
1 stop15h 57mMultiple Airlines
dom. 9/710:27 amORD - POS
1 stop16h 48mMultiple Airlines
Deal found 8/6$491
This Kiwi.com deal was found by Cheapflights users on 8/5. 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.
dom. 9/286:25 pmPOS - ORD
1 stop15h 53mMultiple Airlines
mié. 10/111:13 amORD - POS
1 stop17h 57mMultiple Airlines
Deal found 8/5$496
This United Airlines deal was found by Cheapflights users on 8/4. 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.
mar. 12/231:30 amPOS - MSP
2 stops22h 29mUnited Airlines
sáb. 1/36:45 pmMSP - POS
2 stops27h 38mUnited Airlines
Deal found 8/4$626
This United Airlines deal was found by Cheapflights users on 8/6. 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.
vie. 12/121:30 amPOS - MSP
1 stop13h 40mUnited Airlines
sáb. 1/108:00 amMSP - POS
1 stop14h 23mUnited Airlines
Deal found 8/6$637
This United Airlines deal was found by Cheapflights users on 8/5. 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.
vie. 10/312:30 amPOS - MKE
1 stop17h 38mUnited Airlines
sáb. 10/1810:18 amMKE - POS
1 stop12h 05mUnited Airlines
Deal found 8/5$637
This United Airlines deal was found by Cheapflights users on 8/5. 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.
lun. 8/1812:30 amPOS - MSP
2 stops33h 25mUnited Airlines
mié. 9/38:00 amMSP - POS
1 stop14h 23mUnited Airlines
Deal found 8/5$648

Cheapflights Fare Finder

 
Customize your flight search to find flights from Trinidad 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 agosto 6, 2025.
Use the filters below to find and compare flights from Trinidad to Wisconsin that are best for you.

Fly from

Trinidad

Fly to

Wisconsin

Route

Depart

Return

Price

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

jue. 9/18

10:10 am-10:48 pm

1 stop13h 38m

Chicago O'Hare Intl

jue. 9/25

5:05 am-8:00 pm

1 stop13h 55m

$431

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

lun. 8/25

3:49 am-9:22 am

2 stops30h 33m

Chicago O'Hare Intl

lun. 9/8

10:27 am-6:55 pm

1 stop31h 28m

$458

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

dom. 8/24

6:25 pm-9:22 am

1 stop15h 57m

Chicago O'Hare Intl

lun. 9/8

10:27 am-6:55 pm

1 stop31h 28m

$462

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

jue. 8/28

6:25 pm-9:22 am

1 stop15h 57m

Chicago O'Hare Intl

lun. 9/8

10:27 am-6:55 pm

1 stop31h 28m

$463

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

dom. 8/24

6:25 pm-9:22 am

1 stop15h 57m

Chicago O'Hare Intl

sáb. 9/6

10:27 am-1:46 am

2 stops14h 19m

$482

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

jue. 8/28

6:25 pm-9:22 am

1 stop15h 57m

Chicago O'Hare Intl

sáb. 9/6

10:27 am-1:46 am

2 stops14h 19m

$483

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

dom. 8/24

6:25 pm-9:22 am

1 stop15h 57m

Chicago O'Hare Intl

dom. 9/7

10:27 am-4:15 am

1 stop16h 48m

$491

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

dom. 9/28

6:25 pm-9:18 am

1 stop15h 53m

Chicago O'Hare Intl

mié. 10/1

11:13 am-6:10 am

1 stop17h 57m

$496

Port of SpainMinneapolis

POS - MSP

POSMSP

Port of Spain Piarco Intl

mar. 12/23

1:30 am-9:59 pm

2 stops22h 29m

Minneapolis St Paul

sáb. 1/3

6:45 pm-12:23 am

2 stops27h 38m

$626

Port of SpainMinneapolis

POS - MSP

POSMSP

Port of Spain Piarco Intl

vie. 12/12

1:30 am-1:10 pm

1 stop13h 40m

Minneapolis St Paul

sáb. 1/10

8:00 am-12:23 am

1 stop14h 23m

$637

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/6

Showing 1-10 of 21 results
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Best time to book a flight from Trinidad to Wisconsin

Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Trinidad 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 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 agosto 6, 2025.
Peruse reviews from past customers who have flown with United Airlines and American Airlines from Trinidad to Wisconsin to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,917 reviews

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.0

Food

6.6

Boarding

7.7

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.
United Airlines
7.4
Good
8,917 reviews
United Airlines
7.4
Good
8,917 reviews

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.0

Food

6.6

Boarding

7.7

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.
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,917 reviews

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.0

Food

6.6

Boarding

7.7

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 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 to Wisconsin that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Trinidad 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 to Wisconsin?

    Currently, February is the cheapest month in which you can book a flight from Trinidad to Wisconsin (average of $280). Flying from Trinidad 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.

See more FAQs

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Alternative routes for Trinidad to Wisconsin

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