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$335+ Cheap flights from Port of Spain (POS) to Milwaukee (MKE)

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 11/4. Fares are subject to change and may not be available on all flights or dates of travel.
POS — MKE
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
1 adult, Economy
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Cheap flight deals from Port of Spain to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Port of Spain (POS) to Milwaukee (MKE). 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 septiembre 11, 2025.

Round-trip from

$629
(United Airlines)

One-way from

$335
(Kiwi.com)
From Port of Spain Piarco Intl to Milwaukee-Mitchell
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One-way flight from Port of Spain Piarco Intl to Milwaukee-Mitchell
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Find flight deals from Port of Spain to Milwaukee

Cheapest flights from Port of Spain to Milwaukee
Explore the most affordable flight options available from Port of Spain to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 11, 2025.

This United Airlines deal was found by Cheapflights users on 9/10. 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. 10/188:00 amMKE - POS
1 stop14h 23mUnited Airlines
Deal found 9/10$708
This United Airlines deal was found by Cheapflights users on 9/9. 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. 9/912:30 amPOS - MKE
2 stops15h 39mUnited Airlines
mar. 9/168:30 amMKE - POS
2 stops13h 53mUnited Airlines
Deal found 9/9$955
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
mié. 9/108:30 amPOS - MKE
1 stop28h 28mMultiple Airlines
mar. 9/1610:09 amMKE - POS
2 stops18h 36mMultiple Airlines
Deal found 9/9$1,366

Cheapflights Fare Finder

 
Customize your flight search to find flights from Port of Spain 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 septiembre 11, 2025.
Use the filters below to find and compare flights from Port of Spain to Milwaukee that are best for you.

Fly from

Port of Spain

Fly to

Milwaukee

Route

Depart

Return

Price

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

vie. 2/27

2:20 am-4:35 pm

2 stops16h 15m

Milwaukee-Mitchell

mar. 3/3

10:45 am-1:05 am

2 stops12h 20m

$629

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

vie. 10/3

12:30 am-10:06 am

1 stop10h 36m

Milwaukee-Mitchell

sáb. 10/18

8:00 am-11:23 pm

1 stop14h 23m

$708

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

sáb. 10/4

3:25 pm-1:02 pm

2 stops22h 37m

Milwaukee-Mitchell

sáb. 10/18

6:00 am-9:20 pm

2 stops14h 20m

$712

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/8

Best time to book a flight from Port of Spain to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Port of Spain 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 Port of Spain to Milwaukee

What is the cheapest month to book a flight from Port of Spain to Milwaukee?

Currently, February is the cheapest month in which you can book a flight from Port of Spain to Milwaukee (average of $280). Flying from Port of Spain 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 septiembre 11, 2025.
Peruse reviews from past customers who have flown with United Airlines from Port of Spain to Milwaukee 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
8,937 reviews

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Crew

8.1

Overall

7.4

Food

6.6

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
8,937 reviews
United Airlines
7.4
Good
8,937 reviews

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Crew

8.1

Overall

7.4

Food

6.6

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 Port of Spain to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Port of Spain to Milwaukee?

    United Airlines can get you from Port of Spain to Milwaukee in just under 16h 15m. Your travel time can differ by up to . There are 2744 mi between Port of Spain and Milwaukee.

  • Can I find deals for flights from Port of Spain to Milwaukee that include hotel bookings?

    Yes. In addition to deals on Port of Spain to Milwaukee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Port of Spain to Milwaukee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Port of Spain to Milwaukee.

  • Can I find deals for business class flights from Port of Spain to Milwaukee?

    Yes. Cheapflights offers flight deals from Port of Spain 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 Port of Spain to Milwaukee?

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

See prices for flight routes from nearby airports that may be better suited for you.
Port of Spain to O'Hare Intl flights
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Top airline flying from Port of Spain to Milwaukee

Discover the top airline that operate flights from Port of Spain 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 septiembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$636Average$763FlexibilityNo cancel feeOn-time69%

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