$123 Cheap Flights to Enterprise

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How much is the cheapest flight to Enterprise?

Prices were available within the past 7 days and start at $123 for one-way flights and $294 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Caribbean Airlines
Copa
United
JetBlue Airways

Find the cheapest month to fly from Columbus (CMH) to Piarco (POS)

October is typically the cheapest month to fly

From $486 - $2,304 per traveler.

Graph displaying average flight prices per month

Alternative airports near Enterprise

Prices were available within the past 7 days. Prices and availability are subject to change.

Tips to find the cheapest flights to Enterprise

The cheapest day to fly

Get started finding a cheap flight to Enterprise on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

September is the cheapest month to fly to Enterprise. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Enterprise. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to Enterprise, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to Enterprise

The lowest price for round-trip flights to Enterprise in 2025 starts from from $294, while one-way tickets start from from $123. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Enterprise. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Enterprise

American Airlines, Copa, Caribbean Airlines, United, JetBlue Airways are just some of the airlines that can typically offer cheap tickets to Enterprise. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Enterprise and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Enterprise, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Enterprise. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your Enterprise plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to Enterprise

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Enterprise.

Stopover savings

The cheapest tickets to Enterprise are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Enterprise. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Enterprise for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Enterprise. Simply download the free Expedia app to your smart device and activate Enterprise flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Enterprise. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

What month is the cheapest to fly to Enterprise?
Flights to Enterprise are usually the least expensive in January *. You could save money on fares during this month if you keep an eye out. *Cheapest month to fly is based on the month with the cheapest flight found on Expedia.com in the next 330 days.
Which US cities fly direct to Enterprise?
There are 5 US destinations where you can fly to Enterprise directly from. Compare the options by selecting the "Direct flights only" box on Expedia and choose the ideal starting point for you. Here are several of the major cities to set off from:

  • Miami
  • New York
  • Houston
  • Fort Lauderdale
  • Orlando

How to find a cheap flight to Enterprise?
To snag cheap flights to Enterprise, book in advance and travel during the low season. Want an insider tip? Fly on a Thursday and you'll typically save 16% on average compared to those who travel on a Sunday.* Sign up for price tracking on the Expedia app and we'll let you know if your fares drop.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Enterprise?
Staying flexible with your travel plans might help you find last-minute deals on cheap flights to Enterprise. To see all the available options, consider looking at different ticket types, tweaking your Enterprise trip dates, jetting out of an alternative airport or using another carrier.
How far in advance should I book a flight to Enterprise?
Book your flight to Enterprise two to four months ahead if you're flying in from an international destination. For domestic travel, the usual timeframe is 28 days in advance. Lower fares and a wider variety of departure dates, times and seating options are just some of the awesome benefits of booking early.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Enterprise?
You can generally find cheap flights to Enterprise on Sundays. You can save around 8% on average compared to those who book on a Friday, which is typically the most expensive day for tickets.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Enterprise?
Settle on your ideal travel dates and then jet off to Enterprise with one of these top airlines:

  • Caribbean Airlines - 99 flights to Enterprise each month, including 99 flights to Piarco Intl. Airport (POS) per month.
  • American Airlines - 60 flights to Enterprise each month, including 60 flights to Piarco Intl. Airport (POS) per month.
  • United Airlines - 30 flights to Enterprise each month, including 30 flights to Piarco Intl. Airport (POS) per month.

Can I save money by booking an Enterprise trip package?
Book an Enterprise flight and hotel package deal on Expedia, and you could enjoy significant savings. It's simple to bundle your hotel and flight, and you can also add tours and car rentals to create your own customized Enterprise break. Plus, nothing beats the convenience of booking everything in the same place.
Can I change or cancel my flight to Enterprise?
It's usually possible to change or cancel your flight to Enterprise. Many airlines allow you to cancel your flights for free within 24 hours of booking. However, some flights are non-refundable, and airlines may offer you credit for future flights rather than a direct refund. To find affordable flights to Enterprise with flexible change policies, select "Changes included" or "No cancel fee" when you search. Looking for more information? Check out our Customer Service Portal.
Flights to Enterprise information
Destination airport
Piarco Intl.
Destination airport IATA code
POS
Destination city name
Port of Spain
Roundtrip price
$293

Trending flights to Enterprise

Prices were available within the past 7 days and start at $123 for one-way flights and $294 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
*Available to One Key members.