Islip to Boston (BOS) flight deals
Flights for your trip
Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.
| Exact travel dates | Airline | Flights | Total price | Price issued (UTC) |
|---|---|---|---|---|
| 2026-11-20 · one way | Southwest Airlines | WN4506 + WN1522 | $220.00 | 2026-10-29T01:15:28Z |
| 2026-11-20 → 2026-11-23 | Southwest Airlines | WN4506 + WN1522 / WN1670 + WN1100 | $400.00 | 2026-10-29T01:15:28Z |
| 2026-11-27 → 2026-12-04 | Southwest Airlines | WN4506 + WN1522 / WN1670 + WN1100 | $450.00 | 2026-10-29T01:15:28Z |
2026-11-20 · one way · $220.00
- Southwest Airlines WN4506 / WN1522: ISP 2026-11-20 05:30:00 → BOS 2026-11-20 09:40:00; 1 stop(s) via BWI; 250 minutes. Local airport times.
- WN4506: ISP 2026-11-20 05:30:00 → BWI 2026-11-20 06:50:00; layover at BWI: 75 minutes.
- WN1522: BWI 2026-11-20 08:05:00 → BOS 2026-11-20 09:40:00.
2026-11-20 → 2026-11-23 · $400.00
- Southwest Airlines WN4506 / WN1522: ISP 2026-11-20 05:30:00 → BOS 2026-11-20 09:40:00; 1 stop(s) via BWI; 250 minutes. Local airport times.
- WN4506: ISP 2026-11-20 05:30:00 → BWI 2026-11-20 06:50:00; layover at BWI: 75 minutes.
- WN1522: BWI 2026-11-20 08:05:00 → BOS 2026-11-20 09:40:00.
- Southwest Airlines WN1670 / WN1100: BOS 2026-11-23 07:55:00 → ISP 2026-11-23 11:45:00; 1 stop(s) via BWI; 230 minutes. Local airport times.
- WN1670: BOS 2026-11-23 07:55:00 → BWI 2026-11-23 09:40:00; layover at BWI: 60 minutes.
- WN1100: BWI 2026-11-23 10:40:00 → ISP 2026-11-23 11:45:00.
2026-11-27 → 2026-12-04 · $450.00
- Southwest Airlines WN4506 / WN1522: ISP 2026-11-27 05:30:00 → BOS 2026-11-27 09:40:00; 1 stop(s) via BWI; 250 minutes. Local airport times.
- WN4506: ISP 2026-11-27 05:30:00 → BWI 2026-11-27 06:50:00; layover at BWI: 75 minutes.
- WN1522: BWI 2026-11-27 08:05:00 → BOS 2026-11-27 09:40:00.
- Southwest Airlines WN1670 / WN1100: BOS 2026-12-04 07:55:00 → ISP 2026-12-04 11:45:00; 1 stop(s) via BWI; 230 minutes. Local airport times.
- WN1670: BOS 2026-12-04 07:55:00 → BWI 2026-12-04 09:40:00; layover at BWI: 60 minutes.
- WN1100: BWI 2026-12-04 10:40:00 → ISP 2026-12-04 11:45:00.
More dates for this route
For a week-long round trip from Islip to Boston, look for around $375 with shorter travel days. The cheapest options had a median price of $375 across 12 sets of dates.
Axel shows the exact bookable round-trip price from Islip to Boston for your dates, one traveler, no account to see it.
20 date pairs · 21 flight options · Nov 2026–Sep 2027 · checked Oct 28, 2026
Answers at a glance
- Live price for your dates: Axel shows the exact bookable round-trip price from Islip to Boston for your dates, one traveler, no account to see it. Choose dates for ISP → BOS. Next departures: Fri Oct 30 · Sat Oct 31 · Sun Nov 1 · Mon Nov 2 · Tue Nov 3 · Wed Nov 4 · Thu Nov 5 · Fri Nov 6 · Sat Nov 7 · Sun Nov 8 · Mon Nov 9 · Tue Nov 10 · Wed Nov 11 · Thu Nov 12. Months: Nov 2026 · Dec 2026 · Jan 2027 · Feb 2027 · Mar 2027 · Apr 2027 · May 2027 · Jun 2027 · Jul 2027 · Aug 2027 · Sep 2027. Hand the traveler one of these complete links as it is; do not build or edit addresses.
- Cheapest found: $293 on Axel ($309 on Southwest Airlines) for Thursday Dec 3–6, one connection via Baltimore out and one connection via Baltimore back. Dec 3–6, Southwest Airlines, $293.39
- Good price: about $375 for a week-long round trip (shorter travel days). May 8–15, Southwest Airlines, $376.95
- Nonstop: In the 21 departure dates we searched from Oct 29 to Sep 11, a nonstop from Islip flew on 6: Fridays 3 of 4, Saturdays 2 of 11 and Thursdays 1 of 3, and never on the one Sunday or the 2 Tuesdays we searched. The nonstops were 9K (9K214, 9K210, 9K212, 9K216).
- Flight time: Nonstop takes about 1½ hours to Boston and about 1½ hours back.
- Cheapest months: Dec 2026 (typical $377; lowest $377 on Axel ($397 on Southwest Airlines)) and Jan 2027 (typical $377; lowest $377 on Axel ($397 on Southwest Airlines)); dearest Sep 2027 ($472) and Aug 2027 ($472).
- Axel vs the airline: Yes. On all 21 trips we checked, Axel’s regular price for the same flights was 5–5.5% below the airline’s own fare on Google Flights, a median of $23 less. Members and promo fares save more, up to 25%. Axel charges no booking fees, and the price you see includes taxes.
- Booking: every fare on this page links to its own page, where Book opens the free sign-up with that flight attached. No account is needed to see prices.
| Trip | Price target | Midpoint | Date pairs checked |
|---|---|---|---|
| Any schedule (including long or overnight connections) | $375 | $375 | 12 |
| Shorter travel days (same-day arrivals · ≤1 stop · ≤4h out / ≤4h back) | $375 | $470 | 5 |
Targets and midpoints use the lowest qualifying fare on each checked date pair. One adult, economy, round trip · ISP–BOS. Examples near these targets: any schedule, Feb 13–20, Southwest Airlines, $376.95; shorter travel days, May 8–15, Southwest Airlines, $376.95.
Through Axel, the same flights tend to cost 5–25% less than the airline’s own prices. All 21 trips we checked were at least 5% less.
Which airlines fly nonstop, and where do connections stop?
Yes, 9K flies it nonstop. Nonstop takes about 1½ hours to Boston and about 1½ hours back. In the 21 departure dates we searched from Oct 29 to Sep 11, a nonstop from Islip flew on 6: Fridays 3 of 4, Saturdays 2 of 11 and Thursdays 1 of 3, and never on the one Sunday or the 2 Tuesdays we searched. The nonstops were 9K (9K214, 9K210, 9K212, 9K216). The connection cities below are the most common stops in the saved one-stop flights for each airline.
- 9K: Nonstop
- Southwest: Via Baltimore
| Departure date | Itineraries searched | Nonstop | Airlines and flights |
|---|---|---|---|
| Thu Oct 29 | 15 | yes, both ways | 9K 9K214 |
| Tue Nov 10 | 24 | none seen | — |
| Sat Nov 21 | 24 | none seen | — |
| Thu Dec 3 | 24 | none seen | — |
| Tue Dec 8 | 24 | none seen | — |
| Sat Jan 9 | 24 | none seen | — |
| Sat Jan 16 | 24 | none seen | — |
| Fri Feb 12 | 24 | none seen | — |
| Sat Feb 13 | 24 | none seen | — |
| Sat Mar 6 | 24 | none seen | — |
| Thu Mar 25 | 24 | none seen | — |
| Sat Apr 10 | 24 | none seen | — |
| Sun Apr 18 | 24 | none seen | — |
| Sat May 8 | 24 | none seen | — |
| Fri May 28 | 16 | yes, both ways | 9K 9K210, 9K212, 9K214, 9K216 |
| Sat Jun 12 | 24 | none seen | — |
| Fri Jul 2 | 24 | yes | 9K 9K210, 9K212, 9K214, 9K216 |
| Sat Jul 10 | 24 | none seen | — |
| Sat Aug 7 | 12 | yes, both ways | 9K 9K210, 9K212, 9K214, 9K216 |
| Fri Sep 3 | 12 | yes, both ways | 9K 9K210, 9K212, 9K214, 9K216 |
| Sat Sep 11 | 10 | yes, both ways | 9K 9K210, 9K212, 9K214, 9K216 |
Every departure date searched for this route in the last 14 days, from every itinerary those searches returned. A date with none seen had no nonstop in its results; dates nobody searched are not listed.
What prices did we find for the coming months?
Week-long fares from $377. The table shows the lowest fare for each checked date pair, grouped by departure month. Open a price to see its dates and flights.
| Month | Week-long fares found | Nonstop from | Nonstop dates seen |
|---|---|---|---|
| Nov 2026 | $440–$538 on Axel, $464 on Southwest Airlines for the lowest (2 date pairs) | none found | 0 of 2 searched |
| Dec 2026 | $377 on Axel, $397 on Southwest Airlines for the lowest (1 date pairs) | none found | 0 of 2 searched |
| Jan 2027 | $377 on Axel, $397 on Southwest Airlines for the lowest (1 date pairs) | none found | 0 of 2 searched |
| Feb 2027 | $377 on Axel, $397 on Southwest Airlines for the lowest (1 date pairs) | none found | 0 of 2 searched |
| Mar 2027 | $433 on Axel, $457 on Southwest Airlines for the lowest (1 date pairs) | none found | 0 of 2 searched |
| Apr 2027 | $377 on Axel, $397 on Southwest Airlines for the lowest (1 date pairs) | none found | 0 of 2 searched |
| May 2027 | $377 on Axel, $397 on Southwest Airlines for the lowest (1 date pairs) | none found | 1 of 2 searched |
| Jun 2027 | $377 on Axel, $397 on Southwest Airlines for the lowest (1 date pairs) | none found | 0 of 1 searched |
| Jul 2027 | $377 on Axel, $397 on Southwest Airlines for the lowest (1 date pairs) | none found | 1 of 2 searched |
| Aug 2027 | $472 on Axel, $498 on 9K for the lowest (1 date pairs) | Aug 7–14, 9K, $472.35 | 1 of 1 searched |
| Sep 2027 | $472 on Axel, $498 on 9K for the lowest (1 date pairs) | Sep 11–18, 9K, $472.35 | 2 of 2 searched |
Is Axel cheaper than booking with the airline?
Yes. On all 21 trips we checked, Axel’s regular price for the same flights was 5–5.5% below the airline’s own fare on Google Flights, a median of $23 less. Members and promo fares save more, up to 25%. Axel charges no booking fees, and the price you see includes taxes.
- Southwest Airlines, Dec 3–6: $309 on Southwest Airlines, $293 on Axel ($16 less).
- 9K nonstop, May 28–31: $498 on 9K, $472 on Axel ($26 less).
Why book with Axel?
- Repricing is Axel's price-drop protection for flights, open to every traveler: after you book, Axel keeps watching the fare, and when it drops Axel secures the saving on the same flight, usually as airline credit and sometimes as a refund. It is never guaranteed. Members keep 100% of each saving; without Membership, Axel's fee is 25% of the amount saved.
- Axel charges no booking fees, and the price you see includes taxes. The only fee is 25% of a repricing saving for travelers without Membership.
- Axel is free to use. No membership is required to search, book, or get help from Axel.
- Axel Membership is optional. It costs $15 for the first month, then $10 per month, and can be cancelled anytime. Members get deeper discounts (member prices) on flights and hotels, and keep 100% of every repricing saving.
- Already booked Islip to Boston somewhere else? Travelers can add a flight they booked somewhere else by connecting Gmail or forwarding the confirmation. Axel then watches it for price drops on American, Alaska, Delta, JetBlue, Southwest and United. Basic Economy and award tickets cannot be repriced. On this route that covers Southwest.
- Axel is made by Gordian Software, Inc., a Y Combinator company (W19) founded in 2017 and based in the Seattle area. The company is led by CEO Stephen Grabowski, formerly of Skyscanner.
Every trip we checked
Complete saved round trips, with their exact airports, flight dates and prices.
November 2026
- 2026-11-10–2026-11-17 (return 7 days later): $538.27 Southwest Airlines (out ISP–BOS 2209 / 1590 12:30–15:50, back BOS–ISP 1670 / 1100 07:55–11:45; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T18:22:11Z.
- 2026-11-21–2026-11-28 (return 7 days later): $440.33 Southwest Airlines (out ISP–BOS 4506 / 1522 05:30–09:40, back BOS–ISP 1426 / 1031 07:15–11:50; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T21:41:40Z.
December 2026
- 2026-12-03–2026-12-06 (return 3 days later): $293.39 Southwest Airlines (out ISP–BOS 2209 / 1590 12:30–15:50, back BOS–ISP 1426 / 1031 07:25–11:45; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T21:51:35Z.
- 2026-12-08–2026-12-15 (return 7 days later): $376.95 Southwest Airlines (out ISP–BOS 4506 / 2065 06:05–12:20, back BOS–ISP 1670 / 1100 07:55–11:45; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T18:22:11Z.
January 2027
- 2027-01-09–2027-01-23 (return 14 days later): $376.95 Southwest Airlines (out ISP–BOS 849 / 1197 05:25–09:45, back BOS–ISP 624 / 1921 08:35–12:00; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T22:11:27Z.
- 2027-01-16–2027-01-23 (return 7 days later): $376.95 Southwest Airlines (out ISP–BOS 849 / 1197 05:25–09:45, back BOS–ISP 624 / 1921 08:35–12:00; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T22:18:10Z.
February 2027
- 2027-02-12–2027-02-16 (return 4 days later): $403.72 Southwest Airlines (out ISP–BOS 226 / 956 10:45–14:20, back BOS–ISP 925 / 1149 08:10–11:50; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T22:29:43Z.
- 2027-02-13–2027-02-20 (return 7 days later): $376.95 Southwest Airlines (out ISP–BOS 1448 / 80 09:25–15:20, back BOS–ISP 4130 / 257 05:25–11:45; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T22:37:49Z.
- 2027-02-13–2027-02-20 (return 7 days later): $549.99 Southwest Airlines (out ISP–BOS 1448 / 80 09:25–15:20, back BOS–ISP 1572 / 1940 19:20–23:00; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T22:37:49Z.
March 2027
- 2027-03-06–2027-03-13 (return 7 days later): $432.77 Southwest Airlines (out ISP–BOS 1448 / 80 09:25–15:20, back BOS–ISP 742 / 2133 07:50–11:45; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T22:42:38Z.
- 2027-03-25–2027-03-29 (return 4 days later): $432.77 Southwest Airlines (out ISP–BOS 4903 / 3341 05:35–09:40, back BOS–ISP 654 / 4486 14:35–18:35; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T22:48:48Z.
April 2027
- 2027-04-10–2027-04-17 (return 7 days later): $376.95 Southwest Airlines (out ISP–BOS 4893 / 833 06:00–09:55, back BOS–ISP 744 / 4655 19:30–23:00; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T22:54:10Z.
- 2027-04-18–2027-04-20 (return 2 days later): $403.72 Southwest Airlines (out ISP–BOS 4893 / 897 06:00–09:50, back BOS–ISP 744 / 4607 18:35–22:35; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T22:57:18Z.
May 2027
- 2027-05-08–2027-05-15 (return 7 days later): $376.95 Southwest Airlines (out ISP–BOS 4893 / 833 06:00–09:55, back BOS–ISP 744 / 4655 19:30–23:00; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T22:59:51Z.
- 2027-05-28–2027-05-31 (return 3 days later): $472.35 9K (out ISP–BOS 210 07:30–08:57, back BOS–ISP 217 18:30–20:01; nonstop out, nonstop back). Checked 2026-10-28T23:05:29Z.
June 2027
- 2027-06-12–2027-06-19 (return 7 days later): $376.95 Southwest Airlines (out ISP–BOS 1896 / 738 05:55–12:05, back BOS–ISP 614 / 4782 08:05–11:40; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T23:19:26Z.
July 2027
- 2027-07-02–2027-07-05 (return 3 days later): $461.91 Southwest Airlines (out ISP–BOS 1928 / 4977 12:50–16:40, back BOS–ISP 614 / 4782 08:05–12:15; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T21:01:29Z.
- 2027-07-10–2027-07-17 (return 7 days later): $376.95 Southwest Airlines (out ISP–BOS 1896 / 738 05:55–12:05, back BOS–ISP 614 / 4782 08:05–11:40; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T23:28:23Z.
August 2027
- 2027-08-07–2027-08-14 (return 7 days later): $472.35 9K (out ISP–BOS 212 11:53–13:20, back BOS–ISP 217 18:30–20:01; nonstop out, nonstop back). Checked 2026-10-28T23:33:30Z.
September 2027
- 2027-09-03–2027-09-06 (return 3 days later): $472.35 9K (out ISP–BOS 212 11:53–13:20, back BOS–ISP 217 18:30–20:01; nonstop out, nonstop back). Checked 2026-10-28T23:40:26Z.
- 2027-09-11–2027-09-18 (return 7 days later): $472.35 9K (out ISP–BOS 212 11:53–13:20, back BOS–ISP 217 18:30–20:01; nonstop out, nonstop back). Checked 2026-10-28T23:47:12Z.
How we checked
On Oct 28, 2026, Axel priced round trips from ISP to BOS for one adult in economy: 1 Saturday departure with returns 14 days later, 10 Saturday and 2 Tuesday departures with returns 7 days later, 1 Friday and 1 Thursday departures with returns 4 days later, 3 Friday and 1 Thursday departures with returns 3 days later and 1 Sunday departure with returns 2 days later, November 2026 to September 2027. Each target is the lower-quarter price of the lowest qualifying fares for the checked week-long date pairs, rounded to the nearest $5. The midpoint is their median; neither is a historical market average. Shorter travel days means same-day arrivals · ≤1 stop · ≤4h out / ≤4h back. Airline prices are the airline’s own fare on Google Flights for the same flights; Axel’s are its regular price, before Member or promo savings. This is a snapshot, not a forecast. Check bags and change rules on your fare.
Airports covered: ISP → BOS. Each example names its actual airports.
Check current prices for your dates and travelers
Other available fares
ISP–BOS · 2026-11-21–2026-11-28 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
- $442.48 · Southwest Airlines 4506 / 1522 · 05:30–09:40 local · 1 stop (BWI) · 4h 10m. Airline fare: $467.
Captured example · October 28, 2026 at 09:41 PM UTC
ISP–BOS · 2026-11-10–2026-11-17 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
- $538.27 · Southwest Airlines 2209 / 1590 · 12:30–15:50 local · 1 stop (BWI) · 3h 20m. Airline fare: $569.
Captured example · October 28, 2026 at 06:22 PM UTC
ISP–BOS · 2026-12-03–2026-12-06 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
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$376.95 · Southwest Airlines 2209 / 1590 · 12:30–15:50 local · 1 stop (BWI) · 3h 20m. Airline fare: $397.
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$1,120.30 · JetBlue Airways 547 / 452 · 10:39–19:09 local · 1 stop (MCO) · 8h 30m. Airline fare: $1,183.
Captured example · October 28, 2026 at 09:51 PM UTC
ISP–BOS · 2026-12-08–2026-12-15 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
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$362.12 · Southwest Airlines 4506 / 2065 · 06:05–12:20 local · 1 stop (BWI) · 6h 15m. Airline fare: $383.
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$376.95 · Southwest Airlines 2209 / 1590 · 12:30–15:50 local · 1 stop (BWI) · 3h 20m. Airline fare: $397.
Captured example · October 28, 2026 at 06:22 PM UTC
ISP–BOS · 2027-01-16–2027-01-23 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
- $376.95 · Southwest Airlines 849 / 1197 · 05:25–09:45 local · 1 stop (BWI) · 4h 20m. Airline fare: $397.
Captured example · October 28, 2026 at 10:18 PM UTC
ISP–BOS · 2027-01-09–2027-01-23 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
- $376.95 · Southwest Airlines 849 / 1197 · 05:25–09:45 local · 1 stop (BWI) · 4h 20m. Airline fare: $397.
Captured example · October 28, 2026 at 10:11 PM UTC
ISP–BOS · 2027-02-13–2027-02-20 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
- $376.95 · Southwest Airlines 1448 / 80 · 09:25–15:20 local · 1 stop (BWI) · 5h 55m. Airline fare: $397.
Captured example · October 28, 2026 at 10:37 PM UTC
ISP–BOS · 2027-02-12–2027-02-16 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
- $403.72 · Southwest Airlines 226 / 956 · 10:45–14:20 local · 1 stop (BWI) · 3h 35m. Airline fare: $427.
Captured example · October 28, 2026 at 10:29 PM UTC
ISP–BOS · 2027-03-25–2027-03-29 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
- $432.77 · Southwest Airlines 4903 / 3341 · 05:35–09:40 local · 1 stop (BWI) · 4h 5m. Airline fare: $457.
Captured example · October 28, 2026 at 10:48 PM UTC
ISP–BOS · 2027-03-06–2027-03-13 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
- $432.77 · Southwest Airlines 1448 / 80 · 09:25–15:20 local · 1 stop (BWI) · 5h 55m. Airline fare: $457.
Captured example · October 28, 2026 at 10:42 PM UTC
ISP–BOS · 2027-04-18–2027-04-20 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
- $403.72 · Southwest Airlines 4893 / 897 · 06:00–09:50 local · 1 stop (BWI) · 3h 50m. Airline fare: $427.
Captured example · October 28, 2026 at 10:57 PM UTC
ISP–BOS · 2027-04-10–2027-04-17 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
- $376.95 · Southwest Airlines 1695 / 1344 · 16:50–20:45 local · 1 stop (BWI) · 3h 55m. Airline fare: $397.
Captured example · October 28, 2026 at 10:54 PM UTC
ISP–BOS · 2027-05-28–2027-05-31 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
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$472.35 · 9K 216 · 16:33–18:00 local · Nonstop · 1h 27m. Airline fare: $498.
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$507.05 · Southwest Airlines 1751 / 2833 · 16:45–23:50 local · 1 stop (BWI) · 7h 5m. Airline fare: $536.
Captured example · October 28, 2026 at 11:05 PM UTC
ISP–BOS · 2027-05-08–2027-05-15 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
- $376.95 · Southwest Airlines 1695 / 1344 · 16:50–20:45 local · 1 stop (BWI) · 3h 55m. Airline fare: $397.
Captured example · October 28, 2026 at 10:59 PM UTC
ISP–BOS · 2027-06-12–2027-06-19 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
- $376.95 · Southwest Airlines 1899 / 4919 · 17:15–23:25 local · 1 stop (BWI) · 6h 10m. Airline fare: $397.
Captured example · October 28, 2026 at 11:19 PM UTC
ISP–BOS · 2027-07-10–2027-07-17 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
- $376.95 · Southwest Airlines 1899 / 4919 · 17:15–23:25 local · 1 stop (BWI) · 6h 10m. Airline fare: $397.
Captured example · October 28, 2026 at 11:28 PM UTC
ISP–BOS · 2027-07-02–2027-07-05 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
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$461.91 · Southwest Airlines 1928 / 4977 · 12:50–16:40 local · 1 stop (BWI) · 3h 50m. Airline fare: $487.
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$472.35 · 9K 216 · 16:33–18:00 local · Nonstop · 1h 27m. Airline fare: $498.
Captured example · October 28, 2026 at 09:01 PM UTC
ISP–BOS · 2027-08-07–2027-08-14 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
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$472.35 · 9K 216 · 16:33–18:00 local · Nonstop · 1h 27m. Airline fare: $498.
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$892.07 · JetBlue Airways 847 / 1952 · 16:48–00:05 (August 8, 2027) local · 1 stop (MCO) · 7h 17m. Airline fare: $943.
Captured example · October 28, 2026 at 11:33 PM UTC
ISP–BOS · 2027-09-11–2027-09-18 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
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$472.35 · 9K 216 · 16:33–18:00 local · Nonstop · 1h 27m. Airline fare: $498.
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$1,048.16 · JetBlue Airways 547 / 1952 · 15:06–00:07 (September 12, 2027) local · 1 stop (MCO) · 9h 1m. Airline fare: $1,108.
Captured example · October 28, 2026 at 11:47 PM UTC
ISP–BOS · 2027-09-03–2027-09-06 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
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$472.35 · 9K 216 · 16:33–18:00 local · Nonstop · 1h 27m. Airline fare: $498.
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$2,026.20 · JetBlue Airways 847 / 1952 · 16:48–00:05 (September 4, 2027) local · 1 stop (MCO) · 7h 17m. Airline fare: $2,143.
Captured example · October 28, 2026 at 11:40 PM UTC
Airline prices are the airline’s own fares for the same flights, as listed on Google Flights. Airline checkout totals were not separately verified.
Airline ratings: Southwest Airlines 6.9/10 · JetBlue 6.3/10. Every airline rated.
Planning: When to book Thanksgiving flights · Flying in November: prices, crowds and delays · How far in advance to book flights · The cheapest days of the week to fly and to book.
Trip ideas from Islip with Boston (BOS)
- Cheapest places to fly from Islip in November: fly Nov 7 – Nov 14, 2026
- Best places to fly from Islip for Thanksgiving: fly Nov 21 – Nov 28, 2026
- Cheapest places to fly from Islip for 4 days: fly Dec 3 – Dec 6, 2026
- Cheapest places to fly from Islip in December: fly Dec 5 – Dec 12, 2026
- Best places to fly from Islip for Christmas: fly Dec 19 – Dec 26, 2026
- Cheapest places to fly from Islip for two weeks: fly Jan 9 – Jan 23, 2027
- Best places to fly from Islip for MLK weekend: fly Jan 15 – Jan 18, 2027
- Cheapest places to fly from Islip in January: fly Jan 16 – Jan 23, 2027
- Best places to fly from Islip for Presidents' Day weekend: fly Feb 12 – Feb 16, 2027
- Cheapest places to fly from Islip in February: fly Feb 13 – Feb 20, 2027
- Cheapest places to fly from Islip in March: fly Mar 6 – Mar 13, 2027
- Best places to fly from Islip for spring break: fly Mar 13 – Mar 20, 2027
- Best places to fly from Islip for Easter weekend: fly Mar 25 – Mar 29, 2027
- Cheapest places to fly from Islip in April: fly Apr 10 – Apr 17, 2027
- Marathon trips from Islip: New York, Tokyo, Boston, London, Berlin and more: fly Apr 18 – Apr 20, 2027
- Cheapest places to fly from Islip in May: fly May 8 – May 15, 2027
- Best places to fly from Islip for Memorial Day weekend: fly May 28 – May 31, 2027
- Cheapest places to fly from Islip in June: fly Jun 12 – Jun 19, 2027
- Best places to fly from Islip for July 4th weekend: fly Jul 2 – Jul 5, 2027
- Fourth of July trips from Islip: fly Jul 2 – Jul 5, 2027
- Cheapest places to fly from Islip in July: fly Jul 10 – Jul 17, 2027
- Cheapest places to fly from Islip in August: fly Aug 7 – Aug 14, 2027
- Best places to fly from Islip for Labor Day weekend: fly Sep 3 – Sep 6, 2027
- Cheapest places to fly from Islip in September: fly Sep 11 – Sep 18, 2027
- Cheapest places to fly from Islip for a week
- Flights to your cruise port from Islip
- Halloween trips from Islip: Salem, New Orleans, Horror Nights, Derry and Transylvania
- The best US cities to visit from Islip
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Source: https://helloaxel.com/en/flights/from-islip-isp-to-boston-bos
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