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$637+ 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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
POS — MKE
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
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 July 31, 2025.

Round-trip from

$637
(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 July 31, 2025.

This United Airlines deal was found by Cheapflights users on 7/30. 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.
Fri 10/312:30 amPOS - MKE
1 stop17h 38mUnited Airlines
Sat 10/1810:18 amMKE - POS
1 stop12h 05mUnited Airlines
Deal found 7/30$637
This United deal was found by Cheapflights users on 7/31. 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.
Sat 10/49:30 amPOS - MKE
2 stops26h 15mMultiple Airlines
Sat 10/1810:18 amMKE - POS
1 stop12h 05mMultiple Airlines
Deal found 7/31$1,115

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 July 31, 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

Fri 10/3

12:30 am-8:46 pm

2 stops21h 16m

Milwaukee-Mitchell

Sat 10/18

8:20 am-11:23 pm

2 stops14h 03m

$637

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

Sat 10/4

9:30 am-10:45 am

2 stops26h 15m

Milwaukee-Mitchell

Sat 10/18

10:18 am-11:23 pm

1 stop12h 05m

$1,115

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

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 July 31, 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
8,900 reviews

Comfort

7.3

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

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
8,900 reviews
United Airlines
7.4
Good
8,900 reviews

Comfort

7.3

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

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 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.

  • 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
Mequon
Oak Creek
Sheboygan
Wauwatosa

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