$100 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 8/10. 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.
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1 adult, Economy

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Cheap Flights from New Haven to Puerto Rico

 
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

Sun, Aug 24 - Sat, Aug 30
Avelo Airlines Logo
8:59 pm - 12:45 amHVN-SJU
3h 46mnonstop
Avelo Airlines Logo
11:41 am - 3:44 pmSJU-HVN
4h 03mnonstop
$211Avelo Airlines
Find Deal
Thu, Jul 17 - Thu, Jul 31
Avelo Airlines Logo
8:59 pm - 12:45 amHVN-SJU
3h 46mnonstop
Avelo Airlines Logo
2:42 am - 6:45 amSJU-HVN
4h 03mnonstop
$223Avelo Airlines
Find Deal
Sat, Aug 23 - Sat, Aug 30
Avelo Airlines Logo
7:00 am - 10:46 amHVN-SJU
3h 46mnonstop
Avelo Airlines Logo
11:41 am - 3:44 pmSJU-HVN
4h 03mnonstop
$234Avelo Airlines
Find Deal
Sun, Aug 10 - Wed, Aug 13
Avelo Airlines Logo
8:59 pm - 12:45 amHVN-SJU
3h 46mnonstop
Avelo Airlines Logo
11:41 am - 3:44 pmSJU-HVN
4h 03mnonstop
$252Avelo Airlines
Find Deal
Sun, Aug 3 - Sun, Aug 17
Avelo Airlines Logo
8:59 pm - 12:45 amHVN-SJU
3h 46mnonstop
Avelo Airlines Logo
2:42 am - 6:45 amSJU-HVN
4h 03mnonstop
$274Avelo Airlines
Find Deal
Sun, Aug 3 - Wed, Aug 6
Avelo Airlines Logo
8:59 pm - 12:45 amHVN-SJU
3h 46mnonstop
Avelo Airlines Logo
11:41 am - 3:44 pmSJU-HVN
4h 03mnonstop
$277Avelo Airlines
Find Deal
Thu, Aug 7 - Sun, Aug 10
Avelo Airlines Logo
8:59 pm - 12:45 amHVN-SJU
3h 46mnonstop
Avelo Airlines Logo
2:42 am - 6:45 amSJU-HVN
4h 03mnonstop
$289Avelo Airlines
Find Deal
Wed, Aug 6 - Sun, Aug 24
Avelo Airlines Logo
7:00 am - 10:46 amHVN-SJU
3h 46mnonstop
Avelo Airlines Logo
2:42 am - 6:45 amSJU-HVN
4h 03mnonstop
$297Avelo Airlines
Find Deal
Wed, Jul 16 - Sat, Jul 19
 Logo
7:00 am - 10:46 amHVN-SJU
3h 46mnonstop
 Logo
1:21 am - 12:23 pmSJU-HVN
11h 02m1 stop
Fri, Aug 15 - Sun, Aug 17
 Logo
4:20 pm - 2:39 amHVN-SJU
10h 19m1 stop
 Logo
2:42 am - 6:45 amSJU-HVN
4h 03mnonstop
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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 $129 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 $129.

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 $384 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 Saturdays.

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. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.


Good to know

Low seasonSeptember
High seasonMarch
Cheapest flight$100
Best time to beat the crowds with an average 32% drop in price.
Most popular time to fly and prices are also 8% 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 64% 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.

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.
7.4
Avelo AirlinesOverall score based on 76 reviews
5.0Entertainment
7.1Comfort
8.2Crew
7.6Boarding
5.1Food
Airline reviews

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

6.0 GoodNatan, Apr 2025ACV - BUR
Read more Avelo Airlines reviews

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.

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.

The check in and boarding process was a bit of a cluster. Two people at the counter to check in, three random lines that nobody knew which was for what, and people kept getting shuffled from one line to another for no apparent reason because then they’d get shuffled back and end up getting out further back in the line than they were originally. I only had to hand my already checked bag over and it took 45 minutes. I was never assigned a seat so when I tried to board I was pulled out of line again while someone had to try to manually assign me a seat. During the flight I got up to go to the bathroom, and there was an attendant in the aisle offering pillows etc and it was a 30 min wait unbuckled standing by the bathrooms because she said I couldn’t go past her. First and last time flying jet blue to be honest.

Communication since no reason or explanation was given for 3 hrs delay

The flight departed more than 1 hour late. Leg room is bigger than most airlines

Flight was delayed several 3 hours - no reason was given and no communication what so ever.

No overhead baggage room even though I was seated in row 2. Consequently had to check in my carry on bag. Baggage carousel was jammed. Took 45 min to get my bag.

Excellent from start to finish. All staff members were amazing!

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

It was too hot in the cabin. The AC did not help.

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

They canceled flight. Hard to believe there was even a plane incoming for us to get on

The worst. We never made our connection and they did absolutely nothing to help us at the airport.

Our flight was cancelled. They could do nothing to help us get another flight that was timely. Because the first leg was cancelled we were unable to get to our connection. We had to book on an entirely different airline for today. So we spent more money, lost a day of vacation and will never fly Frontier again, so the 'we are sorry, here is $100 credit' is a joke since we won't be flying on Frontier.

No way to get boarding pass on my phone. In order to print the bag ticket a boarding pass is needed. Asked the agent to print me one, they said they typically do not due this as its so much work. I showed the email confirmation and I asked how i could do it my self the agent replied he did not know as there was no link. The flight was delayed due to an attendant forgetting to come to work. On the flight no drinks were offered only for purchase meals.

No way to get boarding pass on my phone. In order to print the bag ticket a boarding pass is needed. Asked the agent to print me one, they said they typically do not due this as its so much work. I showed the email confirmation and I asked how i could do it my self the agent replied he did not know as there was no link. On the flight no drinks were offered only for purchase meals.

Since you have to pay for overhead bags then they shouldn't be running out of space and asking individuals who paid to remove stuff from the overhead

Cancelled flight after I arrived at airport after 75 min drive and parking. Next flight was 4 days in the future. Had to scramble and buy a much more expensive flight on another carrier.

Book with frontier airlines with the mentality that they'll cancel your flight, kick you off and lose your luggage. Anything besides that is a win. Compare prices with other airlines (to include luggage) and if frontier is still worth it, book it but know all of their policies.

You get what you pay for nothing essentially but a hard uncomfortable seat that doesn’t recline and kids screaming all around you and chaotic boarding and limited check bag weight allowance when compared to other airlines

I never got to experience the flight because they delayed my first flight and I missed this one. Then Frontier didn't want to help me rebook a flight to get me to my final destination.

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