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$402+ 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
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$613
(United Airlines)

One-way from

$402
(United Airlines)
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 June 12, 2025.

This United Airlines deal was found by Cheapflights users on 6/11. 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
1 stop15h 20mUnited Airlines
Tue 11/188:00 amMKE - POS
1 stop14h 23mUnited Airlines
Deal found 6/11$613
This American Airlines deal was found by Cheapflights users on 6/11. 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 11/87:15 amPOS - MKE
2 stops16h 13mAmerican Airlines
Sat 11/156:24 amMKE - POS
2 stops13h 56mAmerican Airlines
Deal found 6/11$641
This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/67:05 amPOS - MKE
3 stops33h 37mMultiple Airlines
Mon 8/119:45 amMKE - POS
2 stops31h 25mMultiple Airlines
Deal found 6/11$986

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 June 12, 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

Tue 11/4

1:30 am-1:58 pm

2 stops14h 28m

Milwaukee-Mitchell

Mon 11/17

6:00 am-12:23 am

2 stops16h 23m

$613

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

Sat 11/8

7:15 am-9:28 pm

2 stops16h 13m

Milwaukee-Mitchell

Sat 11/15

6:24 am-10:20 pm

2 stops13h 56m

$641

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

Wed 8/6

7:05 am-3:42 pm

3 stops33h 37m

Milwaukee-Mitchell

Mon 8/11

9:45 am-6:10 pm

2 stops31h 25m

$986

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

Tue 11/4

1:30 am-10:18 am

2 stops34h 48m

$402

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

Sat 11/8

7:15 am-10:05 pm

1 stop16h 50m

$423

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

Fri 11/7

12:10 am-9:08 pm

3 stops22h 58m

$723

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

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.

Rainfall in Milwaukee by month

Plan your trip to Milwaukee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Milwaukee ranges from 1.4 - 4.0 inches per month. June is typically the wettest month, when rainfall can reach 4.0 in. January is typically the driest time to visit Milwaukee when rainfall is around 1.4 in.

Temperature in Milwaukee by month

Plan your trip to Milwaukee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Milwaukee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

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 June 12, 2025.
United Airlines
7.4
Good
8,790 reviews

Food

6.6

Entertainment

7.0

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

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
8,790 reviews
United Airlines
7.4
Good
8,790 reviews

Food

6.6

Entertainment

7.0

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

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.
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,790 reviews

Food

6.6

Entertainment

7.0

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

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 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 Port of Spain?

Book flights to Port of Spain if you plan to visit one of these locations
Mequon
Sheboygan
Oak Creek
Wauwatosa

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