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Cheap Flights from New Haven to Puerto Rico

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
San Juan
3h 50mNonstop
from $199per person
Booking Insights

KAYAK's insights & trends for New Haven to Puerto Rico flights

Get data-powered insights and trends into flights from New Haven to Puerto Rico to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest New Haven to Puerto Rico flight route?

The cheapest ticket to Puerto Rico from New Haven found in the last 5 days was to San Juan, at $154 round-trip. The most popular route is from New Haven (HVN) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 5 days was $154.

What is the cheapest time of day to fly to Puerto Rico?

The cheapest time of day to fly to Puerto Rico is generally in the afternoon, when round-trip flights cost $220 on average. The most expensive time of day to fly to Puerto Rico is generally at night, which is peak travel time and where the average cost of a ticket is $370.

What is the cheapest month to fly from New Haven to Puerto Rico?

The cheapest month for flights from New Haven to Puerto Rico is September, when tickets cost $187 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $650 and $415 respectively.

What’s the cheapest day of the week to fly from New Haven to Puerto Rico?

When flying from New Haven to Puerto Rico, you should consider leaving on a Monday and avoid Thursdays if you are looking for the best rates. For your return to New Haven, you’ll find the best rates on Mondays and the most expensive ones on Saturdays.

How far in advance should I book a flight from New Haven to Puerto Rico?

To get a below average price on the flight from New Haven to Puerto Rico, you should book around 4 weeks before departure, which saves you about 15% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low season

October

Cheapest flight

$99
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from New Haven to San Juan

FAQs - booking Puerto Rico flights

  • How does KAYAK find such low prices on flights from New Haven to Puerto Rico?

    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 New Haven to Puerto Rico.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from New Haven to Puerto Rico?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from New Haven to Puerto Rico 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 New Haven to Puerto Rico?

    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 New Haven to Puerto Rico 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 New Haven to Puerto Rico?

    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 New Haven to Puerto Rico up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many flights are there between New Haven and Puerto Rico per day?

    There is a maximum of 1 nonstop flight a day that takes off from New Haven and lands in Puerto Rico, with an average flight time of 3h 57m. The most common departure time is 7:00 am and most flights take off in the morning. Each week, there are 4 flights.

Top tips for finding cheap flights to Puerto Rico

  • Looking for a cheap flight? 25% of our users found tickets from New Haven to the following destinations at these prices or less: San Juan $160 one-way - $259 round-trip

Reviews of the top 3 airlines serving from New Haven to Puerto Rico

 
Need help choosing which airline to fly with from New Haven to Puerto Rico? 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.
7.5
Avelo AirlinesOverall score based on 85 reviews
5.0Entertainment
5.1Food
7.7Boarding
7.1Comfort
8.2Crew
Airline reviews

Packed old plane with uncomfortable seats. Great crew, especially Tara who was helpful to many. No water offered. Hard landing. Discount pricing is the benefit!

8.0 ExcellentMaurice, Aug 2026
Read more Avelo Airlines reviews

Packed old plane with uncomfortable seats. Great crew, especially Tara who was helpful to many. No water offered. Hard landing. Discount pricing is the benefit!

Flight was smooth. We boarded early and left Grand Rapids about a half hour ahead of schedule. We then arrived in Lakeland about 40 minutes early. Flights attendants (3) were welcoming and pleasant. Wish we would have at least been offered to buy a bottle of water. No beverage service at all.

I really liked the young man who checked me in and took my bags! He was so kind and was very helpful! I told my sister about the great service and him and she said that is why she flies Avelo Air.

The flight was delayed by a lot and the seats are pretty tight

Surprisingly was one of the better flights I’ve been on

Short 2-hour flight, we took off on time, ETA was earlier than stated, no interaction needed with stewards, no food, no entertainment on such a short flight.

Avelo provided exactly what I expected. They are a low-cost option with no frills but the experience was comfortable and the staff was great! I will be using them in the future for trips when cost is a priority for me.

Expect nothing and you will be fine. Seats are crammed.

Terrible landing. Uncomfortable seats. Great cabin crew-helpful and pleasant!

Nightmare airline. Avoid Avelo. Understaffed at check-in with long, slow lines. Inexplicably had two flights and only one plane. Not weather or maintenance related apparently. One was supposed to go to Myrtle Beach and one to Orlando. I imagine someone thought it would be better to fly the available plane to Myrtle Beach and back and then go to Orlando since that round-trip was shorter. This didn’t account for the human factor of an end-of-week Orlando flight being 85% Disney passengers and putting the flight on a six-hour delay in New Haven airport… which, if you’ve been there, is tiny and has nothing to do for 50 kids excited to get to Disney. This delay was announced at the time of departure. No one realized before the time of departure there was no plane on the ground? And no one thought… hey I think the Myrtle Beach crowd might be a better one to have wait if we’re going to make a choice here (mind you the initial inbound plane was coming from Orlando and supposed to be out aircraft… they literally said let just grab this plane because it’s here to get this other group out at the last second). There is/was zero customer service desk for Avelo in HVN and there were no updates/announcements throughout the day. Plane still gets back late and we finally leave. No wi-fi on these planes, no snack or even water. I know this is budget airline, but expected at least a water after 8 hours of travel day. This should have been offered in terminal too. We land… hooray. Would you believe there is no ground crew to get the plane in to the gate… for 27 minutes. 27 minutes!!! At this point the rental car center is closing in 10 minutes, kids on the plane are crying again, and everyone is talking about how they’re never flying Avelo again. Finally get off. Bags are out at baggage claim right away (finally something right?), but they’ve stopped the carousel immediately and there is no baggage service rep. People are climbing over the carousel to get to the far side (if you’ve ever been to MCO you’ve seen it) because obviously they just stopped it immediately once all the bags were out. This airline is a dumpster fire. Icing on the cake was that while everyone was stuck in HVN, they were setting up for a celebration of their millionth passenger tomorrow. I bet 995,000 of those will never fly the airline again. Don’t fly Avelo. You’ve been warned.

Like the variety of entertainment options. One crew member was a little on the rough/rude side. Boarding was a mess, attendants didn't do a great job of helping with the luggage storage and it delayed us a couple of minutes.

Flight was delayed many times. The crew was friendly but you eleven had to buy headphones to access the movies in the plane. $8 is not a lot for one person but it is when you travel with all your family.

The flight was delayed after already taxiing from the gate due to a malfunction. After 3 hours we were told the flight was canceled. The next flight available was Sunday. My daughter and I stayed overnight in the airport due to this issue. I was given a $12 meal voucher. Unacceptable

JetBlue is always consistent and great, the food is limited in selection, but at least you can grab as much as you want on snacks and drinks at the Blue Locker.

Very well organized both boarding and deplaning. Very satisfied with the service I received.

Flight was on time arrived at the destination 10min early they kept in touch via email

at the time for boarding the lady just call Group A and no other goups and everybody from A to F go inside without the right turn,and when we get in theres no more spsce for carry on , the ones that get in at not correct group from the back occupy our space !!!!! a mess !!!!

The boarding and flight were ok, but there were several painful issues. The flight was 3:20 in the air and almost four hours door to door, but they only had snack packs on the plane. They really need to have food on longer flights or make it clear to everyone that they won’t have food. They also advertise free WiFi, but it did not work for 90% of this flight. Again, almost four hours door to door. If I had known I was flying spirit for JetBlue prices then I would have planned differently.

I think the food / snack service was very poor. tehy could have done better. Evrything else was great

No wifi, not even while close to the continental US or Puerto Rico, no entertainment whatsoever (TVs not working). Totally disappointing.

Flight delayed 9 hours. On tarmac for over an hour after arrival. Will never book with Frontier under any circumstances ever again.

During the flight I suddenly felt very sick, and no one from the crew even tried to help me or check on my condition. They seemed completely indifferent and showed no concern for my well-being. I was very disappointed by the lack of care and compassion. I hope the airline improves its customer service and trains its crew to respond better when passengers need assistance.

First of all we hade waited 3 hours in the airplane waiting to leave. Second the return schedule was changed and it messed up my entire vaction. I won't buy never again another flight and recommend to nobody traveling with them.

The worst. They don’t follow procedure for boarding per group. Flight got delayed for no understandably reasons, they changed our destination from PR to Miami, left us inside a plane for more than 8 hours, then cancelled flight in Miami leaving us stranded. Poorly managed re-accommodation for a new flight and overnight stay so I have to spend in a new ticket and my own hotel room to been able to get to my office next day. Lost 2 days of work and as a doctor, patients loosing their appointments. to other flights and besides

I liked the price of the flight and the chance to buy a seat with no person seated in the middle seat.. Also the flight was right on time.

The flight left over two hours late. They charged me $180 to bring a carry on. There was an error with the spelling of my name and Frontair agent lied that I would need to pay $200 for her to fix the spelling, and pressured me that if I don't do it quick I would lose the flight. I called back and another agent said it costs $75 to fix. All in all, this company is a complete scam.

I took my first and last flight with FRONTIER. The seats are not able to be reclined so it’s not a very comfortable experience when you take a flight of 3 hours or longer. You must pay for your luggage either carry on or check in, so taking all this in consideration at the end what you think you’re saving your paying in services that should be included. Not a beverage in sight. . You’re seriously better off getting on a proper airline such as Delta, AA, United, etc.

Horrible and worse flight ever. Was left at the airport in SJU by my flight to JFK after several delay at Santa Domingo. Will never recommend Frontier to any one. After leaving, frontier customer service ask me to rebook and pay for another flight to from SJU to JFK. Worse airline ever. You pay for everything with frontier airline.

Frontier notifying me earlier of flight delay of over 2 hours.

Excellent crew. WE all know Frontier its a low cost airline but the travel time was about 30 minutes and the crew was phenomenal. I was with a group of 10 more and we are enjoy our flight. The only issue was in SJU waiting for the luggage.

More options for your flight from New Haven to Puerto Rico

Complete your trip to Puerto Rico with a hotel stay or car rental