Cheap flights from Connecticut to Puerto Rico from $99

If you don’t want to visit Puerto Rico in September, then you should wait until January to fly from Connecticut, when ticket prices are also cheap, with an average price of $314.

On average, the least expensive day to fly to Puerto Rico from Connecticut is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $352. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Puerto Rico is Thursday, with ticket prices averaging around $391.

Our most recent data shows that the best time of day to fly to Puerto Rico is at noon. Flights from Connecticut to Puerto Rico during this time can be as low as $336. In contrast, the most expensive time of day to depart to Puerto Rico is in the morning when prices are around $403.

Fly from Tweed-New Haven to San Juan Luis Munoz Marin Intl for the best Connecticut - Puerto Rico flight prices

There are 4 cabin classes available to choose from on Connecticut to Puerto Rico flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

You could potentially save up to 7% on your flight if you consider stops on a Connecticut to Puerto Rico flight.

Avelo Airlines, United Airlines, and Delta are the most popular carriers operating from Connecticut to Puerto Rico

JetBlue, Frontier and Avelo Airlines are the top three most popular airlines that fly to Puerto Rico from Connecticut according to our data. JetBlue is the first choice among our users, with 50% of people opting to fly with this airline when traveling to Puerto Rico. Keep in mind that there are 7 different airlines that fly to Puerto Rico on a routine basis, so you have a few additional options to choose from.

The number of flights available between Connecticut and Puerto Rico is 1 per day as of September 2026. The most frequent departure time is 2:00PM, with 64% of daily flights leaving in the afternoon.

8 flights are operational weekly from Connecticut to Puerto Rico as of September 2026. The most popular departure day for this route is Mon, with 38% of flights per week taking off on this day.