$307 Find Cheap Flights from Trinidad to Wisconsin - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Trinidad to Wisconsin departing on 9/14. 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, 0 bags

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Cheapest flight$307
Flight from Port of Spain to Chicago

FAQs for booking flights from Trinidad to Wisconsin

  • How does KAYAK find such low prices on flights from Trinidad to Wisconsin?

    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 Wisconsin.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Trinidad to Wisconsin 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 Wisconsin?

    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 from Trinidad to Wisconsin 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 from Trinidad to Wisconsin?

    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 from Trinidad to Wisconsin up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many airports are there in Wisconsin?

    There are 8 airports in Wisconsin. The busiest airport is Milwaukee-Mitchell Airport (MKE), with 43% of all flights arriving there.

  • How long is the flight to Wisconsin?

    An average nonstop flight from Trinidad to Wisconsin takes 15h 38m, covering a distance of 2823 miles. The shortest route is Port of Spain (POS) to Chicago O'Hare Intl Airport (ORD) with an average flight time of 13h 47m.

  • What are the most popular destinations in Wisconsin?

    Based on KAYAK flight searches, the most popular destination is Minneapolis (95% of total searches to Wisconsin). The next most popular destination is Milwaukee (5%).

Reviews of the top airline flying from Trinidad to Wisconsin

 
Need help choosing which airline to fly with from Trinidad to Wisconsin? 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 9927 reviews
7.1Entertainment
7.7Boarding
6.7Food
8.1Crew
7.3Comfort
Airline reviews

The airline was fine, but I did want to share about Kayak's error through Underpricer. The original booking was purchased with ANA, and Kayak booked it with United. This is a mistake that should not be happening, since the price I paid was with ANA and that was my preference. I appreciate the efforts done to make this right by paying for the seat preference, but sitting in the back of the airplane under economy is not enough to make this error right. ANA Airlines was the experience I wanted considering this was a life time experience that my family and I wanted to have as part of our Japanese experience. Please work on your affiliation with Underpricer to make the right bookings that the customer pays for. In my situation, I could of paid less for a United ticket versus my original payment with ANA Airlines.

8.0 ExcellentGladys, Jul 2026
HND - LAX
Read more United Airlines reviews

The airline was fine, but I did want to share about Kayak's error through Underpricer. The original booking was purchased with ANA, and Kayak booked it with United. This is a mistake that should not be happening, since the price I paid was with ANA and that was my preference. I appreciate the efforts done to make this right by paying for the seat preference, but sitting in the back of the airplane under economy is not enough to make this error right. ANA Airlines was the experience I wanted considering this was a life time experience that my family and I wanted to have as part of our Japanese experience. Please work on your affiliation with Underpricer to make the right bookings that the customer pays for. In my situation, I could of paid less for a United ticket versus my original payment with ANA Airlines.

The flight was delayed by a hour and I wish they had communicated it sooner. No issues on the plane, it did take a while for food to come.

The Manila airport was under renovation so there was no business class lounge. The double security check was disorganized and the flight attendants were grouchy.

Know that the movies that you are going to be offered are the oldest be rated movies they could possibly get. They may have one or two new movies that they keep advertising but when you’re flying 15 hours, there is nothing to see past the first new movie.

The flight was delayed an hour and a half while you tried to fix the plane so I missed my connecting flight in Chicago. In Chicago, it took an hour to get the luggage. Then the conveyor belt was broken where I have to transfer my flight from an international flight to the continuing flight so I had to carry a large suitcase through the airport. The elevators were broken in the airport. I paid people to carry the luggage for me up the escalators in two different areas. The person who helped me get the new flight was outstanding. The temperature in the airport in Chicago was horrible. We were all sweating. It was the day from hell. That was after two hours in a security line in Athens. I have TSA pre-checked and global entry and I still waited. Two hours in a security line. Something has got to be done to stream line this service. After I’ve been through all of that in Athens, why do I have to go through it again in Chicago. It was the worst travel experience I have had in a long time. Your bathrooms have gotten so small that you can hardly get your butt on the toilet. You’ve taken the airspace out of the inside of the top of the toilet. It really makes for a miserable experience. Also on a 4 1/2 hour flight from Chicago to Los Angeles. The only thing we’re given is a bag of pretzels. REALLY!!

Flight attendants on United are the worst in the business. Can’t be bothered to provide even basic levels of service and are as rude as anyone can get. This flight was not an exception to that rule.

Deplaning was delayed because of Jetbridge equipment issues in MKE, causing an issue on an otherwise great flight.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

No real agent onsite helping you for missing luggage there. Not like the other airline next to UA desk, they have staff attending in their desk assisting answer/helping luggage issue, even after midnight.

The wi-fi was awful. I paid $8 each way and got little , except frustration. .

Everything you need to know for your flight to Wisconsin

Cabin class types available on flights to Trinidad

Cabin classes available on flights to Trinidad. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.