$86 Find Cheap Flights from New Haven to Puerto Rico

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from New Haven to Puerto Rico departing on 8/31. 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

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

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Booking Insights
Flights Deals

Book Cheap New Haven to Puerto Rico Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from New Haven to Puerto Rico 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 round-trip flight deals from New Haven to Puerto Rico

Wed, Jan 7 - Wed, Jan 14
Avelo Airlines Logo
6:30 am - 11:28 amHVN-SJU
3h 58mnonstop
Avelo Airlines Logo
12:28 pm - 3:33 pmSJU-HVN
4h 05mnonstop
$203Avelo Airlines
Find Deal
Sat, Nov 8 - Sat, Nov 15
Avelo Airlines Logo
2:00 pm - 6:54 pmHVN-SJU
3h 54mnonstop
Avelo Airlines Logo
7:54 pm - 10:55 pmSJU-HVN
4h 01mnonstop
$208Avelo Airlines
Find Deal
Sat, Oct 11 - Sat, Oct 18
Avelo Airlines Logo
8:50 am - 12:41 pmHVN-SJU
3h 51mnonstop
Avelo Airlines Logo
1:41 pm - 5:48 pmSJU-HVN
4h 07mnonstop
$211Avelo Airlines
Find Deal
Sat, Nov 8 - Sat, Nov 15
Avelo Airlines Logo
2:00 pm - 6:54 pmHVN-SJU
3h 54mnonstop
Avelo Airlines Logo
7:54 pm - 10:55 pmSJU-HVN
4h 01mnonstop
$213Avelo Airlines
Find Deal
Mon, Dec 8 - Sun, Dec 21
Avelo Airlines Logo
2:11 pm - 7:05 pmHVN-SJU
3h 54mnonstop
Avelo Airlines Logo
3:44 am - 6:45 amSJU-HVN
4h 01mnonstop
$222Avelo Airlines
Find Deal
Mon, Aug 25 - Thu, Aug 28
 Logo
8:00 am - 9:48 pmHVN-SJU
13h 48m1 stop
 Logo
2:42 am - 6:45 amSJU-HVN
4h 03mnonstop
Wed, Nov 19 - Mon, Dec 8
Avelo Airlines Logo
7:30 am - 12:24 pmHVN-SJU
3h 54mnonstop
Avelo Airlines Logo
7:58 pm - 10:59 pmSJU-HVN
4h 01mnonstop
$228Avelo Airlines
Find Deal
Fri, Dec 12 - Thu, Dec 18
Avelo Airlines Logo
2:11 pm - 7:05 pmHVN-SJU
3h 54mnonstop
Avelo Airlines Logo
3:44 am - 6:45 amSJU-HVN
4h 01mnonstop
$246Avelo Airlines
Find Deal
Fri, Sep 19 - Sun, Sep 21
 Logo
5:05 pm - 11:04 amHVN-SJU
41h 59m2 stops
 Logo
3:22 pm - 9:28 pmSJU-HVN
30h 06m2 stops
Mon, Jan 12 - Mon, Jan 19
Avelo Airlines Logo
1:55 pm - 6:53 pmHVN-SJU
3h 58mnonstop
Avelo Airlines Logo
7:54 pm - 10:59 pmSJU-HVN
4h 05mnonstop
$330Avelo Airlines
Find Deal
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 price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from New Haven to Puerto Rico.

The cheapest ticket to Puerto Rico from New Haven found in the last 72 hours 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 72 hours was $154.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from New Haven to Puerto Rico, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from New Haven to Puerto Rico is September, when tickets cost $205 (return) on average. On the other hand, the most expensive months are December and April, when the average cost of round-trip tickets is $551 and $386 respectively.

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

The average price of all round-trip flights from New Haven to Puerto Rico clicked on KAYAK for each day over the last 12 months.

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

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from New Haven to Puerto Rico, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from New Haven to Puerto Rico, you should book around 2 weeks before departure, which saves you about 39% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.


Good to know

Low seasonSeptember
Cheapest flight$86
Best time to beat the crowds with an average 31% drop in price.
Most popular time to fly and prices are also 7% 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.

  • 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 evening, when round-trip flights cost $170 on average. Morning departures are around 63% more expensive than evening flights, on average. The most expensive time of day to fly to Puerto Rico is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $322.

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 $134 one-way - $197 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 78 reviews
7.1Comfort
7.6Boarding
5.1Food
8.2Crew
5.0Entertainment
Airline reviews

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.

8.0 ExcellentJeffery, Jul 2025ROC - BNA
Read more Avelo Airlines reviews

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!

Tight fit in middle seat but OK for short flight. Crew was more interested in talking to each other than helping passengers - strickingly dissappointing. DAB is a great airport. New Haven sucks! Excellent value for the .

Avelo is definitely a budget airline and you get what you pay for. The plane was packed and the seats were not particularly comfortable. Staff was very nice and both of our flights were on time. The one thing I wish I had known was that the staff does not show up at the airport desk to check your bags until two hours before the flight. We had a 4:30 flight and had to check out of our hotel at noon. Since we have lounge passes we planned to check our bag, go through security and hang out at the lounge until we had to board. But because we could not check our bag until 2:30, when the staff showed up, we could not go through security and access the lounge. Passengers with boarding passes and carry on luggage would not have this issue. I might fly Avelo again but would only do carry on or plan to get to the airport no sooner than two hours before check in. And I would not recommend a long flight on Avelo since there is no food or entertainment and the seats are not comfortable.

No food or entertainment, but flight very comfortable and on time.

Baggage claim was barbaric at Wilmington. I realize that this is a startup airline but if they hope to grow or even survive they need to upgrade this airport. There is no automated luggage carousel and at times you are not only fighting your fellow passengers to get to your bags but also passengers coming in from other flights who cross right in front of you

No frills, i.e., no drinks or snacks. One is charged for everything. The cost really adds up. The crew and flight attendants were excellent and very pleasant.

I always walk by a pallet of Avelo branded mini bottles of water on the tarmac, but I’ve never seen them in flight. Yup, not even water offered on a 3 hour flight. No wi-fi onboard. We just watch the flight crew on their phone for 3 hours every flight. At least a mid-flight trash pickup would be great. Better than my last flight, but they only could have gone up from there. Don’t use for business or ticketed vacation like Disney… too unreliable.

You get what you pay for. The plane was dirty and the seats were awful.

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

There were mutliple delays. There was inconsistent, delayed, and poor communication regarding the delays.

flight was delayed for hours with no explanation. The plane was a very old aircraft.

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

It would have been nice if they had offered more than one set of snacks

Boarding in Orlando was not good. Giant mob at the gate, should have been lines.

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

Decent clean onboard experience. Okay discount airline experience. Unfortunately, any customer service interactions are difficult and unhelpful. There is no service. Also, a premium seat only gets you premium boarding if you line up first. Once they start general boarding you must go to the back of the line. Not very premium

baggage clamed had to wait over a hour and half for all people on my flight it was terrible

The ticketing agents were rude but then we had a great gate agent very nice we had to ride a buss out to where the plane was parked but it was in some back corner of the airport when we got to the plane the captain who was great btw was cleaning the plane because the same rude ticketing agent told them they we not contracted to vacuum the plane. The ride to las Vegas was fine We had a connecting flight to Dallas. The flight was fine but when we arrived in Dallas everyone who flew on any frontier airlines the picked up bags from baggage claim D15 had to wait over a hour for their bags to start we arrived at 11:30pm ish to the gate we didn't leave the baggage clamed till 12:50 am very not happy and i used to fly frontier 4 times a week for work in Denver i will not be using them again

I was 2 hr arrive in the airport and 45 min in the line . After take to my turn . The agent tell me I’m later . I can not board . So my vacation was going to the floor . Just for their bad customer service agent in the airline

Frontier Airlines was AWFUL. I was an hour early for my flight and the lady refused to check me in. I had to purchase a whole new ticket with a different airline.

My flight was canceled I was promised a reginf still not received.

Late, terrible communication, horrible planning of passenger seating until the literal last minute. One of the worst flying experiences of my life. Y'all suck

Both legs of the flight were changed. The day of the flight and length of the trip.

Everything you need to know for your flight from New Haven to Puerto Rico

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.