$612 Find Cheap Flights from Trinidad and Tobago to Milwaukee

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight to Milwaukee departing on 11/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Milwaukee

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Milwaukee, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Milwaukee, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Trinidad and Tobago to Milwaukee

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Trinidad and Tobago to Milwaukee that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Trinidad and Tobago to Milwaukee

Tue, Nov 4 - Sun, Nov 16
United Airlines Logo
1:30 am - 2:50 pmPOS-MKE
15h 20m1 stop
United Airlines Logo
8:00 am - 12:23 amMKE-POS
14h 23m1 stop
$612United Airlines
Find Deal
Fri, Feb 27 - Tue, Mar 3
United Airlines Logo
2:20 am - 6:47 pmPOS-MKE
18h 27m2 stops
United Airlines Logo
11:30 am - 1:05 amMKE-POS
11h 35m2 stops
$629United Airlines
Find Deal
Fri, Nov 7 - Sat, Nov 15
United Airlines Logo
1:30 am - 3:07 pmPOS-MKE
15h 37m2 stops
United Airlines Logo
5:00 am - 12:23 amMKE-POS
17h 23m2 stops
$637United Airlines
Find Deal
Sat, Nov 8 - Sat, Nov 15
American Airlines Logo
7:19 am - 11:05 pmPOS-MKE
17h 46m2 stops
American Airlines Logo
5:00 am - 11:39 pmMKE-POS
16h 39m2 stops
$641American Airlines
Find Deal
Fri, Nov 7 - Sat, Nov 15
United Airlines Logo
1:30 am - 2:46 pmPOS-MKE
15h 16m1 stop
United Airlines Logo
8:00 am - 12:23 amMKE-POS
14h 23m1 stop
$642United Airlines
Find Deal
Fri, Feb 27 - Tue, Mar 3
United Airlines Logo
2:20 am - 10:58 amPOS-MKE
10h 38m1 stop
United Airlines Logo
8:00 am - 12:23 amMKE-POS
14h 23m1 stop
$691United Airlines
Find Deal
Sun, Nov 9 - Thu, Nov 13
Multiple Airlines Logo
10:10 am - 10:33 amPOS-MKE
26h 23m2 stops
Multiple Airlines Logo
11:57 am - 7:30 pmMKE-POS
29h 33m1 stop
$713Multiple Airlines
Find Deal
Fri, Nov 7 - Thu, Nov 13
American Airlines Logo
7:19 am - 10:56 pmPOS-MKE
17h 37m2 stops
American Airlines Logo
3:36 pm - 3:30 pmMKE-POS
21h 54m2 stops
$727American Airlines
Find Deal
Fri, Oct 3 - Sat, Oct 18
United Airlines Logo
12:30 am - 5:08 pmPOS-MKE
17h 38m1 stop
United Airlines Logo
10:18 am - 11:23 pmMKE-POS
12h 05m1 stop
$728United Airlines
Find Deal
Sat, Feb 28 - Tue, Mar 3
American Airlines Logo
4:40 pm - 10:34 amPOS-MKE
19h 54m2 stops
American Airlines Logo
6:50 pm - 3:05 pmMKE-POS
18h 15m2 stops
$753American Airlines
Find Deal

Everything you should know

Cheapest round-trip
$612
United Airlines
Tue 11/4Sun 11/16
POS - MKE • 1 stop
Cheapest one-way
Multiple Airlines
Wed 9/17
LAX - MKE • multi-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Milwaukee!
Booking Insights

KAYAK's insights & trends for flights to Milwaukee

Get data-powered insights and trends for flights to Milwaukee to help you find the cheapest flights, the best time to fly and much more.

How long is the flight to Milwaukee?

The duration of your flight to Milwaukee depends on your departure and arrival airports. Obviously, any flights that include a layover will also be longer. The most popular route to Milwaukee on KAYAK is from Port of Spain, which takes 11h 31m.

How many direct flights to Milwaukee are there each day?

There are around 133 direct flights from within Trinidad and Tobago to Milwaukee every day. Most flights depart in the morning, with 9:00 am the most common departure time and 45% of flights departing in the morning.

Good to know

Cheapest flight$612
Flight from Port of Spain to Milwaukee

FAQs - booking Milwaukee flights

  • How far is Milwaukee-Mitchell Airport from central Milwaukee?

    Central Milwaukee is 6 miles away from Milwaukee-Mitchell Airport.

  • What is the name of Milwaukee’s airport?

    There is only 1 airport in Milwaukee, called Milwaukee-Mitchell Airport (MKE). It can also be referred to as General Mitchell Intl or Milwaukee-Mitchell.

  • What is the cheapest day to fly to Milwaukee?

    Based on KAYAK data, the cheapest day to fly to Milwaukee is Tuesday where round-trip tickets can be as cheap as $592. On the other hand, the most expensive day to fly is Tuesday, where round-trip prices are $592 on average.

  • How does KAYAK find such low prices on flights to Milwaukee?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Milwaukee.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Milwaukee?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Milwaukee is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Milwaukee?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Milwaukee with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Milwaukee?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Milwaukee up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Milwaukee?

    The cheapest time of day to fly to Milwaukee is generally at night, when round-trip flights cost $669 on average. The most expensive time of day to fly to Milwaukee is generally in the morning, which is peak travel time and where the average cost of a ticket is $877.

  • How many direct flights to Milwaukee are there each week?

    Each week there are around 925 direct flights from within Trinidad and Tobago to Milwaukee. The most common day for departures is Sunday, with 15% of flights taking off on this day.

Top tips for finding cheap flights to Milwaukee

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Milwaukee flight deals.

Reviews of the top airline flying from Trinidad and Tobago to Milwaukee

 
See real verified KAYAK customer reviews for airlines flying to Milwaukee. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Trinidad and Tobago to Milwaukee. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Milwaukee? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 8924 reviews
7.7Boarding
8.1Crew
6.6Food
7.3Comfort
7.1Entertainment
Airline reviews

Terrible. They wouldn't allow me on my flight on the 14th..

2.0 MediocreJulian, Sep 2025DEN - DRO
Read more United Airlines reviews

Terrible. They wouldn't allow me on my flight on the 14th..

The newer screen was super cool and had the option to watch many different shows or movies. Crew was polite and helpful. However again, many children screaming bloody murder and kicking my seat, and parents doing nothing about it as usual.

Flight was good and crew was super polite. However, there were around 5 kids screaming the WHOLE 2 hours. I understand kids have to come but parents need to do something to control their children. They make the experience terrible, especially after finishing 16 hour shifts at the hospital I needed some sleep, which I did not get.

IAD with the archaic people movers is just a place to be avoided.

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

All of the United employees I interacted with were professional and courteous. The aircraft was clean, the food on the flight was good. No complaints here.

Armrest controller on my seat 35D and nextbooennseat 35E did not work right. Hard to press buttons to recognize and 35D had constantnpressure either upmost down somit was nearly impossible to make selections. .

I flew with my dog and had already purchased my dog’s ticket. Even that morning I had called costumer service to insure that my husband and I had seats together since the website was giving me an error when choosing our seats and the representative mentioned our dog. I showed up early to the airport and when I got to the gate and we started boarding I was help back and told that I was supposed to have a yellow tag and that I should have checked in at the counter for them to give me that tag. I was not aware of this, the representative on the phone did not say anything. Nor did I see it anywhere in the checking process online, so if you travel with a pet and are not checking in luggage, just know that you still have to go to the check in counter when arriving at the airport unless you want to be the last one to board and not have room for your carry on in the overhead bins. Other than that, I had a great experience.

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Oak Creek
Pewaukee
Mequon
Port Washington
New Berlin

Everything you need to know for your flight to Milwaukee

Information on the airport you'll fly into in Milwaukee

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