ISP - BOS

$125 Find Cheap Flights from Islip to Boston

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Islip to Boston departing on 7/12. 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 Boston

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Islip to Boston, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Islip to Boston, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Islip to Boston (ISP-BOS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Islip to Boston 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 Islip to Boston

Wed, Jul 30 - Mon, Aug 4
Southwest Logo
4:40 pm - 11:20 pmISP-BOS
6h 40m1 stop
Southwest Logo
5:50 am - 9:25 amBOS-ISP
3h 35m1 stop
$252Southwest
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Wed, Aug 20 - Thu, Sep 4
Southwest Logo
6:05 am - 10:30 amISP-BOS
4h 25m1 stop
Southwest Logo
6:55 pm - 10:45 pmBOS-ISP
3h 50m1 stop
$255Southwest
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Sat, Aug 16 - Tue, Aug 19
Southwest Logo
12:20 pm - 5:20 pmISP-BOS
5h 00m1 stop
Southwest Logo
5:50 pm - 10:05 pmBOS-ISP
4h 15m1 stop
$275Southwest
Find Deal
Thu, Jul 31 - Sat, Aug 2
Southwest Logo
5:45 pm - 12:25 amISP-BOS
6h 40m1 stop
Southwest Logo
7:30 pm - 11:10 pmBOS-ISP
3h 40m1 stop
$278Southwest
Find Deal
Tue, Aug 5 - Wed, Aug 6
Frontier Logo
4:45 pm - 12:38 amISP-BOS
7h 53m1 stop
Frontier Logo
8:00 am - 3:42 pmBOS-ISP
7h 42m1 stop
$296Frontier
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Tue, Jun 24 - Wed, Jun 25
Frontier Logo
4:45 pm - 12:43 amISP-BOS
7h 58m1 stop
Frontier Logo
8:00 am - 3:41 pmBOS-ISP
7h 41m1 stop
$302Frontier
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Wed, Aug 20 - Thu, Sep 4
 Logo
4:33 pm - 6:00 pmISP-BOS
1h 27mnonstop
 Logo
10:50 am - 8:54 amBOS-ISP
22h 04m1 stop
Fri, Jul 11 - Sun, Jul 13
 Logo
8:37 pm - 8:35 amISP-BOS
11h 58m1 stop
 Logo
11:53 am - 1:24 pmBOS-ISP
1h 31mnonstop
Sat, Jul 12 - Sun, Jul 13
Cape Air Logo
2:19 pm - 3:46 pmISP-BOS
1h 27mnonstop
Cape Air Logo
11:53 am - 1:24 pmBOS-ISP
1h 31mnonstop
$501Cape Air
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Thu, Jul 17 - Thu, Jul 24
Cape Air Logo
11:53 am - 1:20 pmISP-BOS
1h 27mnonstop
Cape Air Logo
11:53 am - 1:24 pmBOS-ISP
1h 31mnonstop
$503Cape Air
Find Deal
Useful Info

KAYAK's insights & trends for Islip to Boston flights

Get data-powered insights and trends into flights from Islip to Boston to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Islip to Boston?

The average price of all round-trip flights from Islip to Boston clicked on KAYAK for each day over the last 12 months.

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

What is the cheapest month to fly from Islip to Boston?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Islip to Boston, 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 Islip to Boston is October, where tickets cost $37 (return) on average. On the other hand, the most expensive months are December and November, where the average cost of round-trip tickets is $481 and $436 respectively.

Can I save money by flying with a layover from Islip to Boston?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $280 on average.

Good to know

Low seasonAugust
High seasonMay
Cheapest flight$125
Best time to beat the crowds with an average 45% drop in price.
Most popular time to fly and prices are also 49% lower on average.
Flight from Islip to Boston

When to book flights from Islip to Boston

Are your dates flexible? Find out the best times to travel from Islip to Boston based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Islip to Boston

  • What is the cheapest flight from Islip to Boston?

    In the last 3 days, the lowest price for a flight from Islip to Boston was $125 for a one-way ticket and $252 for a round-trip.

  • Do I need a passport to fly between Islip and Boston?

    No, a passport isn't needed to fly from Islip to Boston. However, local authorities might ask for an official ID.

  • Which airlines offer Wi-Fi service onboard planes from Islip to Boston?

    JetBlue, Delta, American Airlines, and Alaska Airlines offer inflight Wi-Fi service on the Islip to Boston flight route.

  • Which aircraft models fly most regularly from Islip to Boston?

    The Embraer 190 is the aircraft model that flies most regularly on the Islip to Boston flight route.

  • On which days can I fly direct from Islip to Boston?

    There are nonstop flights from Islip to Boston on a daily basis.

  • Which is the best airline for flights from Islip to Boston, Southwest or JetBlue?

    The two airlines most popular with KAYAK users for flights from Islip to Boston are Southwest and JetBlue. With an average price for the route of $356 and an overall rating of 8.0, Southwest is the most popular choice. JetBlue is also a great choice for the route, with an average price of $174 and an overall rating of 7.3.

  • How does KAYAK find such low prices on flights from Islip to Boston?

    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 Islip to Boston.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Islip to Boston?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston from Islip 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 Islip to Boston?

    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 to Boston with an airline and back to Islip with another airline. Booking your flights between Islip and BOS can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Islip to Boston?

    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 to Boston from Islip up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Islip to Boston

  • Looking for a cheap flight? 25% of our users found flights on this route for $253 or less one-way and $1,177 or less round-trip.

Prefer to fly direct from Islip to Boston?

Find which airlines fly direct from Islip Long Island Airport to Boston Logan Intl Airport, which days they fly and book direct flights.

Direct departures

Islip Long Island to Boston Logan Intl

Monday

Cape Air

Cape Air

Tuesday

Cape Air

Cape Air

Wednesday

Cape Air

Cape Air

Thursday

Cape Air

Cape Air

Friday

Cape Air

Cape Air

Saturday

Cape Air

Cape Air

Sunday

Cape Air

Cape Air

See more direct flights

Direct returns

Boston Logan Intl to Islip Long Island

Monday

Cape Air

Cape Air

Tuesday

Cape Air

Cape Air

Wednesday

Cape Air

Cape Air

Thursday

Cape Air

Cape Air

Friday

Cape Air

Cape Air

Saturday

Cape Air

Cape Air

Sunday

Cape Air

Cape Air

See more direct flights
See more direct flights

Top airlines flying from Islip to Boston

 
See real verified KAYAK customer reviews for airlines flying from Islip to Boston. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Islip to Boston? 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.
8.0
SouthwestOverall score based on 4287 reviews
7.1Food
7.6Entertainment
8.2Boarding
8.0Comfort
8.6Crew
Airline reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

6.0 GoodDavid, Jun 2025BWI - COS
Read more Southwest reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

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

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. 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.

Great flight. Departed early, arrived early. However they were out of meals for sale. Also, we arrived early and the gate was not available so we sat on the taxiway for quite a while (not JetBlue’s fault).

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

Love the mosaic program, being able to move to an extra space seat for free is awesome

Smooth boarding and friendly crew. Unfortunately as soon as we boarded the unit that provides air circulation failed. The pilot informed us and requested maintenance technicians to check it out. The plane became uncomfortably warm without any fresh air coming in. Plus the repair delayed our departure. I am glad the maintenance crew were able to fix the problem. I also was without use of my tv monitor for the first 1/3rd of the trip.

Communication with the customer and stay is important. Staff off with a minor inconvenience but it worked out of course. Also this was a very old Mint Class plane. They snuck this one in on us. The updated aircraft are much better.

The flight itself was fine, but the boarding process was extremely frustrating. There is no one scanning boarding passes - passengers just scan themselves and enter the jetway. By the time my husband and I got on the plane and were halfway to our seats they determined there were too many bags on the plane and everything at that point needed to be checked. This created a lot of unnecessary chaos. They should have alerted people before getting on the plane that they would need to start checking bags instead of waiting until people were already on the plane.

The best flight I’ve had in a while. The plane was like 25% capacity, if that. Smoothest boarding and deplaning process I’ve ever experienced. Wish all flights were this smooth.

Everything you need to know for your flight from Islip to Boston

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