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$612+ Cheap flights from Trinidad and Tobago to Milwaukee (MKE)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/4. Fares are subject to change and may not be available on all flights or dates of travel.
POS — MKE
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Trinidad and Tobago to Milwaukee

Keep the following information in mind while searching for Trinidad and Tobago to Milwaukee flight deals. Data was last updated September 15, 2025.

Round-trip from

$612
(United Airlines)
From Trinidad and Tobago to Milwaukee-Mitchell
Search Deals

Find flight deals from Trinidad and Tobago to Milwaukee

Cheapest flights from Trinidad and Tobago to Milwaukee
Explore the most affordable flight options available from Trinidad and Tobago to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This United Airlines deal was found by Cheapflights users on 9/15. 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.
Tue 11/41:30 amPOS - MKE
2 stops14h 28mUnited Airlines
Wed 11/128:00 amMKE - POS
1 stop14h 23mUnited Airlines
Deal found 9/15$612
This United Airlines deal was found by Cheapflights users on 9/15. 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 11/71:30 amPOS - MKE
2 stops15h 37mUnited Airlines
Sat 11/155:00 amMKE - POS
2 stops17h 23mUnited Airlines
Deal found 9/15$637
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/87:19 amPOS - MKE
2 stops17h 46mAmerican Airlines
Sat 11/155:00 amMKE - POS
2 stops16h 39mAmerican Airlines
Deal found 9/15$641
This United Airlines deal was found by Cheapflights users on 9/13. 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 10/312:30 amPOS - MKE
1 stop10h 36mUnited Airlines
Sat 10/1810:18 amMKE - POS
1 stop12h 05mUnited Airlines
Deal found 9/13$708
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Sun 11/910:10 amPOS - MKE
2 stops26h 23mMultiple Airlines
Thu 11/1311:57 amMKE - POS
1 stop29h 33mMultiple Airlines
Deal found 9/15$713
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/77:19 amPOS - MKE
2 stops17h 37mAmerican Airlines
Thu 11/133:36 pmMKE - POS
2 stops21h 54mAmerican Airlines
Deal found 9/15$727
This United Airlines deal was found by Cheapflights users on 9/15. 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 11/71:30 amPOS - MKE
1 stop23h 15mUnited Airlines
Wed 11/128:00 amMKE - POS
1 stop14h 23mUnited Airlines
Deal found 9/15$739
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Mon 11/101:30 amPOS - MKE
1 stop23h 15mUnited Airlines
Fri 11/144:00 pmMKE - POS
1 stop30h 23mUnited Airlines
Deal found 9/15$751

Cheapflights Fare Finder

 
Customize your flight search to find flights from Trinidad and Tobago to Milwaukee 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 September 15, 2025.
Use the filters below to find and compare flights from Trinidad and Tobago to Milwaukee that are best for you.

Fly from

Trinidad and Tobago

Fly to

Milwaukee

Route

Depart

Return

Price

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

Sun 11/9

1:30 am-5:17 pm

2 stops17h 47m

Milwaukee-Mitchell

Mon 11/17

8:00 am-12:23 am

1 stop14h 23m

$612

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

Tue 11/4

1:30 am-2:50 pm

1 stop15h 20m

Milwaukee-Mitchell

Sun 11/16

8:00 am-12:23 am

1 stop14h 23m

$612

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

Tue 11/4

1:30 am-2:50 pm

1 stop15h 20m

Milwaukee-Mitchell

Mon 11/17

8:00 am-12:23 am

1 stop14h 23m

$612

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

Thu 11/6

1:30 am-5:17 pm

2 stops17h 47m

Milwaukee-Mitchell

Sun 11/16

8:00 am-12:23 am

1 stop14h 23m

$612

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

Wed 11/5

1:30 am-4:32 pm

2 stops17h 02m

Milwaukee-Mitchell

Mon 11/17

6:05 am-12:23 am

2 stops16h 18m

$612

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

Mon 11/10

1:30 am-1:58 pm

2 stops14h 28m

Milwaukee-Mitchell

Mon 11/17

8:00 am-12:23 am

1 stop14h 23m

$612

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

Tue 11/4

1:30 am-1:58 pm

2 stops14h 28m

Milwaukee-Mitchell

Wed 11/12

8:00 am-12:23 am

1 stop14h 23m

$612

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

Mon 11/10

1:30 am-1:58 pm

2 stops14h 28m

Milwaukee-Mitchell

Sun 11/16

5:00 am-12:23 am

2 stops17h 23m

$612

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

Tue 11/4

1:30 am-2:50 pm

1 stop15h 20m

Milwaukee-Mitchell

Tue 11/18

6:05 am-12:23 am

2 stops16h 18m

$612

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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

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

What is the cheapest month to book a flight from Trinidad and Tobago to Milwaukee?

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

Reviews of airlines servicing Milwaukee

Get insights into the airlines that provide service to Milwaukee. 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 Milwaukee. Reviews last updated September 15, 2025.
Read through reviews of airlines operating flights from Trinidad and Tobago to Milwaukee, such as United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,929 reviews

Entertainment

7.1

Boarding

7.7

Crew

8.1

Food

6.6

Overall

7.4

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

FRA - SFO

Lufthansa was amazing, I wish United States based airlines operated like them.
United Airlines
7.4
Good
8,929 reviews
United Airlines
7.4
Good
8,929 reviews

Entertainment

7.1

Boarding

7.7

Crew

8.1

Food

6.6

Overall

7.4

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

FRA - SFO

Lufthansa was amazing, I wish United States based airlines operated like them.

Related info for your journey

Find useful and relevant information for your journey from Trinidad and Tobago to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Milwaukee from Trinidad and Tobago?

    Milwaukee-Mitchell (MKE) is the airport you will fly into if you book a flight from Trinidad and Tobago to Milwaukee. It is only a 6.4 mi journey from Milwaukee-Mitchell (MKE) to Milwaukee’s city center.

  • How long is the flight from Trinidad and Tobago to Milwaukee?

    A quick flight from Trinidad and Tobago to Milwaukee can take about 17h 47m. United Airlines provides one of the quickest options available for as low as $612. There are 2744 mi between Trinidad and Tobago and Milwaukee.

  • Can I find deals for flights from Trinidad and Tobago to Milwaukee that include hotel bookings?

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

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

    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 Milwaukee.

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

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

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

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
Oak Creek
New Berlin
Wauwatosa

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Alternative routes for Trinidad and Tobago to Milwaukee

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Trinidad and Tobago to Milwaukee

Discover the top airline that operate flights from Trinidad and Tobago to Milwaukee. 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$636Average$763FlexibilityNo cancel feeOn-time69%

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