HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Milwaukee

$619+ Cheap flights from Port of Spain (POS) 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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
POS — MKE
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Port of Spain to Milwaukee with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 July 29, 2025.

Round-trip from

$619
(Kiwi.com)
From Port of Spain Piarco Intl to Milwaukee-Mitchell
Search Deals

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 July 29, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/28. 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 10/510:10 amPOS - MKE
2 stops28h 54mMultiple Airlines
Sun 10/1912:53 pmMKE - POS
1 stop29h 37mMultiple Airlines
Deal found 7/28$619
This United Airlines deal was found by Cheapflights users on 7/28. 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
2 stops21h 16mUnited Airlines
Sat 10/187:15 pmMKE - POS
2 stops27h 08mUnited Airlines
Deal found 7/28$634
This American Airlines deal was found by Cheapflights users on 7/28. 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 - MKE
2 stops20h 07mAmerican Airlines
Sat 10/184:59 pmMKE - POS
2 stops20h 26mAmerican Airlines
Deal found 7/28$641

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 July 29, 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

Sun 10/5

10:10 am-2:04 pm

2 stops28h 54m

Milwaukee-Mitchell

Sun 10/19

12:53 pm-7:30 pm

1 stop29h 37m

$619

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

7:15 pm-11:23 pm

2 stops27h 08m

$634

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

Sat 10/4

3:25 pm-10:32 am

2 stops20h 07m

Milwaukee-Mitchell

Sat 10/18

4:59 pm-2:25 pm

2 stops20h 26m

$641

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

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 July 29, 2025.
Peruse reviews from past customers who have flown with United Airlines and American 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
8,896 reviews

Overall

7.4

Food

6.6

Crew

8.1

Boarding

7.7

Entertainment

7.1

Comfort

7.3

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
8,896 reviews
United Airlines
7.4
Good
8,896 reviews

Overall

7.4

Food

6.6

Crew

8.1

Boarding

7.7

Entertainment

7.1

Comfort

7.3

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
8,896 reviews

Overall

7.4

Food

6.6

Crew

8.1

Boarding

7.7

Entertainment

7.1

Comfort

7.3

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 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.

  • 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
Mequon
Oak Creek
Sheboygan
Wauwatosa

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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
Port of Spain to Minneapolis flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.