Find cheap flights from Madison to Trinidad

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Madison to Trinidad departing on 2/22. 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

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Trinidad, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Trinidad, as well as popular online travel agencies
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Flight Deals

Book Cheap Madison to Trinidad Plane Tickets

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

Sun, Feb 22 - Fri, Feb 27
United Airlines Logo
10:49 am - 12:23 am
MSN
-
POS
11h 34m
2 stops
United Airlines Logo
2:20 am - 4:44 pm
POS
-
MSN
16h 24m
2 stops
$964United Airlines
Sat, Feb 21 - Fri, Feb 27
United Airlines Logo
6:30 am - 12:23 am
MSN
-
POS
15h 53m
2 stops
United Airlines Logo
1:30 am - 2:57 pm
POS
-
MSN
15h 27m
2 stops
$1,069United Airlines
Mon, Feb 23 - Fri, Feb 27
United Airlines Logo
8:15 am - 1:05 am
MSN
-
POS
14h 50m
2 stops
United Airlines Logo
1:30 am - 2:07 pm
POS
-
MSN
14h 37m
2 stops
$1,074United Airlines
Sat, Feb 21 - Fri, Feb 27
Multiple Airlines Logo
6:36 pm - 9:15 pm
MSN
-
POS
24h 39m
1 stop
Multiple Airlines Logo
3:40 am - 5:56 pm
POS
-
MSN
16h 16m
2 stops
$1,075Multiple Airlines
Sun, Feb 22 - Sat, Feb 28
American Airlines Logo
8:24 pm - 3:06 pm
MSN
-
POS
16h 42m
3 stops
American Airlines Logo
4:06 pm - 10:36 am
POS
-
MSN
20h 30m
2 stops
$2,625American Airlines
Booking Insights

KAYAK's insights & trends for Madison to Trinidad flights

Get data-powered insights and trends into flights from Madison to Trinidad to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Madison to Trinidad?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $403, prices are generally cheapest when you fly direct.

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FAQs - booking Trinidad flights

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

    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 Madison to Trinidad.

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

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

    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 Madison to Trinidad 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 Madison to Trinidad?

    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 Madison to 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 Madison to Trinidad

 
See real verified KAYAK customer reviews for airlines flying from Madison to Trinidad. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Madison to Trinidad? 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.
7.2
American AirlinesOverall score based on 11321 reviews
6.9Entertainment
8.0Crew
7.2Comfort
6.4Food
7.5Boarding
Airline reviews

There was free WiFi (definitely a plus), but the flight was delayed 45 minutes waiting on a catering truck that never arrived. The pilot said there would be food vouchers given out at the end of the gangway to make up for the inconvenience, but there was no one offering those. Delay made me late for work!

2.0 MediocreRicardo, Feb 2026
DFW - LGA
Read more American Airlines reviews

There was free WiFi (definitely a plus), but the flight was delayed 45 minutes waiting on a catering truck that never arrived. The pilot said there would be food vouchers given out at the end of the gangway to make up for the inconvenience, but there was no one offering those. Delay made me late for work!

Waiting for gate in RDU for more than 20mins is crazy.

Flight was on time and there was an empty seat next to me. That makes for a good flight!

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

I like that the flight attendant was very attentive and helpful. The meal menu could have more of an variety of food choices.

Everything was good. Flight was very full so crew was busy. After we boarded and plane pulled away from the gate, we were delayed about 40 minutes- sitting on the runway - due to weather en route or at the destination. While weather is not the fault of the airline- it’s terrible to sit on a plane and not moving.

We missed our flight and got stranded in Miami where we had to rent a hotel we could not afford. they would not work with us because they said it was weather related even though the gate attendant said it was not. I could go on but trying to get satisfaction has wore me down, which I believe is the intent. My only solution is to never fly AA again.

No Snacks or Entertainment. The flight was short, snacks should still be given.

We lost a day of our vacation because AA did not get the plane to the gate on time. Even though the gate attendant was very clear that it was not weather related, AA would do nothing because there was some snow that day. They basically said the gate attendant was wrong even though she was on the front line of the situation and they were not.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Everything you need to know for your flight to Trinidad

Information on your arrival and departure airports

Madison (MSN)