$612 Find Cheap Flights from Trinidad 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

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Flight Deals

Cheap Flights from Trinidad to Milwaukee

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Trinidad 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 to Milwaukee

Tue, Nov 4 - Mon, Nov 17
United Airlines Logo
1:30 am - 2:50 pmPOS-MKE
15h 20m1 stop
United Airlines Logo
6:05 am - 12:23 amMKE-POS
16h 18m2 stops
$612United Airlines
Find Deal
Fri, Nov 7 - Sat, Nov 15
United Airlines Logo
1:30 am - 6:47 pmPOS-MKE
19h 17m2 stops
United Airlines Logo
8:00 am - 12:23 amMKE-POS
14h 23m1 stop
$637United Airlines
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Sat, Nov 8 - Sat, Nov 15
American Airlines Logo
7:19 am - 8:20 amPOS-MKE
27h 01m2 stops
American Airlines Logo
6:30 am - 11:39 pmMKE-POS
15h 09m1 stop
$641American Airlines
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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
$647United Airlines
Find Deal
Fri, Oct 3 - Sat, Oct 18
United Airlines Logo
12:30 am - 10:06 amPOS-MKE
10h 36m1 stop
United Airlines Logo
5:00 am - 11:23 pmMKE-POS
17h 23m2 stops
$651United Airlines
Find Deal
Fri, Oct 3 - Sat, Oct 18
United Airlines Logo
12:30 am - 10:06 amPOS-MKE
10h 36m1 stop
United Airlines Logo
6:00 am - 11:23 pmMKE-POS
16h 23m2 stops
$652United Airlines
Find Deal
Fri, Nov 7 - Wed, Nov 12
American Airlines Logo
4:30 pm - 8:20 amPOS-MKE
17h 50m2 stops
American Airlines Logo
8:05 am - 11:39 pmMKE-POS
13h 34m2 stops
$727American Airlines
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Fri, Nov 7 - Sun, Nov 16
United Airlines Logo
1:30 am - 10:45 pmPOS-MKE
23h 15m1 stop
United Airlines Logo
8:00 am - 12:23 amMKE-POS
14h 23m1 stop
$739United Airlines
Find Deal
Mon, Nov 10 - Sat, Nov 15
United Airlines Logo
1:30 am - 10:45 pmPOS-MKE
23h 15m1 stop
United Airlines Logo
4:00 pm - 12:23 amMKE-POS
30h 23m1 stop
$751United Airlines
Find Deal
Sun, Nov 9 - Wed, Nov 12
United Airlines Logo
1:30 am - 10:45 pmPOS-MKE
23h 15m1 stop
United Airlines Logo
8:00 am - 12:23 amMKE-POS
14h 23m1 stop
$818United Airlines
Find Deal
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Good to know

Cheapest flight$612
Flight from Port of Spain to Milwaukee

FAQs for booking flights from Trinidad to Milwaukee

  • How does KAYAK find such low prices on flights from Trinidad 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 from Trinidad to Milwaukee.

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

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

  • What is the Hacker Fare option on flights from Trinidad 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 to Trinidad with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Trinidad 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 from Trinidad up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Trinidad to Milwaukee

 
Need help choosing which airline to fly with from Trinidad 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 8945 reviews
7.7Boarding
8.1Crew
6.6Food
7.1Entertainment
7.3Comfort
Airline reviews

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. .

4.0 OkayGeorge, Aug 2025HNL - IAH
Read more United Airlines reviews

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.

This is the best united airlines flight that I took. The crew was very friendly and the food was tasty!

I understand stuff happens, but plane failures are likely due to lack of maintenance. Additionally, air conditioning wasn't working, no snack/drink service, no WiFi. Fortunately, the crew was communicative and light-hearted. United grabbed another plane and we were able to get to our destination.

There was no food available for this red eye... one little waffle cookie for a 6+ hour flight... thank God I was able to sleep some

It is clear that someone knew, and competent, is in charge of food at United Airlines at least for the international flights. I was flying in coach, but the choices of the dinner were excellent. Tasty, and appropriate size. I had the beef, which was a little bit like a shepherds pie, and it was good. Nothing comparable has been served on a United flight in years. It will not be confused with three star food, but it is very good for airline food. Even better was the breakfast choice between a cinnamon roll and a breakfast sandwich. I chose the breakfast sandwich which was absolutely delicious and which I would happily order again at my local Starbucks or Panera. It is clear that someone knew indifferent is in charge of the food and it’s about time.

The flight was comfortable with the exit row and great service

Had to cancel first flight because Airporter Bus took over 3 hrs to get to airport which resulted in an extra $378 dollar fare . Is there anyway I can be reimbursed for initial fare since it was not my fault? Sent from my iPhone EJ Ledet

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