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$114+ Cheap flights from Islip, NY (ISP) to Maryland

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — BWI
Jul 15 — Jul 221
Wed 7/15
Wed 7/22
1 adult, Economy
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Cheap flight deals from Islip to Maryland

Cheapest flights from Islip to Maryland
Explore the most affordable flight options available from Islip to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 15, 2026.

This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1210:55 am
ISP
-
BWI
Nonstop1h 20m
Southwest
Tue 8/189:05 am
BWI
-
ISP
Nonstop1h 10m
Southwest
Deal found 6/11$228
This Southwest deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/14:40 pm
ISP
-
BWI
Nonstop1h 15m
Southwest
Tue 7/76:50 am
BWI
-
ISP
Nonstop1h 15m
Southwest
Deal found 6/12$269
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/115:55 am
ISP
-
BWI
Nonstop1h 15m
Southwest
Sat 7/1810:00 pm
BWI
-
ISP
Nonstop1h 15m
Southwest
Deal found 6/11$275
This Southwest deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/179:10 am
ISP
-
BWI
Nonstop1h 15m
Southwest
Sat 7/1810:00 pm
BWI
-
ISP
Nonstop1h 15m
Southwest
Deal found 6/14$317
This Southwest deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/88:55 am
ISP
-
BWI
Nonstop1h 15m
Southwest
Fri 7/1010:40 am
BWI
-
ISP
Nonstop1h 10m
Southwest
Deal found 6/12$322
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/212:30 pm
ISP
-
BWI
Nonstop1h 15m
Southwest
Fri 7/310:25 pm
BWI
-
ISP
Nonstop1h 10m
Southwest
Deal found 6/10$328
This Southwest deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/64:05 pm
ISP
-
BWI
Nonstop1h 15m
Southwest
Fri 8/78:55 pm
BWI
-
ISP
Nonstop1h 10m
Southwest
Deal found 6/12$332
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/95:55 pm
ISP
-
BWI
Nonstop1h 15m
Southwest
Mon 10/128:20 am
BWI
-
ISP
Nonstop1h 20m
Southwest
Deal found 6/10$338
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/115:30 am
ISP
-
DCA
1 stop8h 45m
Southwest
Fri 7/175:25 pm
DCA
-
ISP
1 stop6h 20m
Southwest
Deal found 6/11$347
This Southwest deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/315:20 am
ISP
-
DCA
1 stop6h 40m
Southwest
Sun 8/26:55 am
DCA
-
ISP
1 stop9h 45m
Southwest
Deal found 6/13$352
This Southwest deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/156:25 am
ISP
-
DCA
1 stop5h 35m
Southwest
Mon 7/205:25 pm
DCA
-
ISP
1 stop6h 20m
Southwest
Deal found 6/15$357
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:25 am
ISP
-
DCA
1 stop5h 35m
Southwest
Wed 7/154:40 pm
DCA
-
ISP
1 stop6h 00m
Southwest
Deal found 6/10$367

Find flight deals from Islip to Maryland

Keep the following information in mind while searching for Islip to Maryland flight deals. Data was last updated June 15, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$228
(Southwest)

One-way from

$114
(Southwest)

Popular in

March

Cheapest in

February

Average price

$286

Good round-trip deal

$348 or less

Good one-way deal

$205 or less
Provider with most accurate pricing for New York (NYC)-Washington, D.C. (WAS) flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Washington, D.C. (WAS) flights.
Search Deals
From Islip Long Island to Maryland
Search Deals
One-way flight from Islip Long Island to Maryland
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($44 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals
Price to beat on a round-trip flight from Islip Long Island to Maryland.
Search Deals
Price to beat on a one-way flight from Islip Long Island to Maryland.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Islip to Maryland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 15, 2026.
Use the filters below to find and compare flights from Islip to Maryland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

IslipBaltimore

ISP - BWI

ISPBWI

Islip Long Island

Wed 8/12

10:55 am-12:15 pm

Nonstop1h 20m

Baltimore/Washington

Tue 8/18

9:05 am-10:15 am

Nonstop1h 10m

$228

IslipBaltimore

ISP - BWI

ISPBWI

Islip Long Island

Sat 7/11

5:55 am-7:10 am

Nonstop1h 15m

Baltimore/Washington

Sat 7/18

10:00 pm-11:15 pm

Nonstop1h 15m

$275

IslipBaltimore

ISP - BWI

ISPBWI

Islip Long Island

Fri 7/17

9:10 am-10:25 am

Nonstop1h 15m

Baltimore/Washington

Sat 7/18

10:00 pm-11:15 pm

Nonstop1h 15m

$317
Quickest round-trip

IslipBaltimore

ISP - BWI

ISPBWI

Islip Long Island

Thu 7/2

12:30 pm-1:45 pm

Nonstop1h 15m

Baltimore/Washington

Fri 7/3

10:25 pm-11:35 pm

Nonstop1h 10m

$328

IslipWashington, D.C.

ISP - DCA

ISPDCA

Islip Long Island

Sat 7/11

5:30 am-2:15 pm

1 stop8h 45m

Washington, D.C. Reagan-National

Fri 7/17

5:25 pm-11:45 pm

1 stop6h 20m

$347

IslipWashington, D.C.

ISP - DCA

ISPDCA

Islip Long Island

Fri 10/9

6:50 am-3:55 pm

1 stop9h 05m

Washington, D.C. Reagan-National

Mon 10/12

6:10 am-11:55 am

1 stop5h 45m

$347

IslipWashington, D.C.

ISP - DCA

ISPDCA

Islip Long Island

Tue 7/7

6:25 am-12:00 pm

1 stop5h 35m

Washington, D.C. Reagan-National

Wed 7/15

4:40 pm-10:40 pm

1 stop6h 00m

$367

IslipWashington, D.C.

ISP - DCA

ISPDCA

Islip Long Island

Thu 8/6

6:45 am-2:40 pm

2 stops7h 55m

Washington, D.C. Reagan-National

Fri 8/7

6:00 am-11:55 am

1 stop5h 55m

$372

IslipWashington, D.C.

ISP - DCA

ISPDCA

Islip Long Island

Wed 7/15

6:00 am-2:15 pm

1 stop8h 15m

Washington, D.C. Reagan-National

Tue 7/21

3:10 pm-9:44 pm

1 stop6h 34m

$373

IslipWashington, D.C.

ISP - DCA

ISPDCA

Islip Long Island

Tue 7/14

6:00 am-2:15 pm

1 stop8h 15m

Washington, D.C. Reagan-National

Tue 7/21

3:10 pm-9:44 pm

1 stop6h 34m

$373

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 58 resultsSorted by cheapest first
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Best time to book a flight from Islip to Maryland

Have a flexible travel schedule? Discover the best time to fly to Maryland from Islip with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Islip to Maryland

What is the cheapest month to book a flight from Islip, New York to Maryland?

Currently, December is the cheapest month in which you can book a flight from Islip, New York to Maryland (average of $129). Flying from Islip, New York to Maryland in February is currently the most expensive (average of $649). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ISP to MD?

Find hourly flight availability from Islip to Maryland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 15, 2026.

It’s optimal to fly from Islip, New York to Maryland in the afternoon. By choosing this option you can save up to 24% on the cost of your flight, compared to a flight at noon.

How much does it cost to fly round-trip from Islip, New York to Maryland?

Reviews of airlines servicing Maryland

Get insights into the airlines that provide service to Maryland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Maryland. Reviews last updated June 15, 2026.
Get a feel of what it's like to fly with Southwest from Islip to Maryland by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,235 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

7.9

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
Southwest
7.9
Good
4,235 reviews
Southwest
7.9
Good
4,235 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

7.9

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Related info for your journey

Find useful and relevant information for your journey from Islip to Maryland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Islip to Maryland?

    Located just 7.2 mi from the city center, Islip Long Island (ISP) is the airport most travelers will use when flying to Maryland from Islip.

  • How popular is this Islip, New York to Maryland flight route?

    The Islip Long Island to Maryland flight path was viewed by 28 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Islip, New York to Maryland?

    A quick flight from Islip, New York to Maryland can take about 1h 20m. Southwest provides one of the quickest options available for as low as $228. There are 219 mi between Islip, New York and Maryland. This flight may include one or multiple stops.

  • What are the most popular routes from Islip, New York to Maryland?

    The most popular flight routes from Islip, New York to Maryland are Islip Long Island - Baltimore/Washington, Islip Long Island - Washington, D.C. Reagan-National and Islip Long Island - Philadelphia.

  • What are the cheapest flights from Islip, New York to Maryland?

    Looking at all options, your cheapest flight can be booked for $148. While the most popular route (Islip Long Island - Baltimore/Washington) can be booked for $228 on average, our data indicates $357 when flying from Islip, New York to Maryland.

  • Can I find deals for flights from Islip to Maryland that include hotel bookings?

    Yes. In addition to deals on Islip to Maryland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Islip to Maryland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Islip to Maryland.

  • Can I find deals for business class flights from Islip to Maryland?

    Yes. Cheapflights offers flight deals from Islip to Maryland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Islip, New York to Maryland?

    Currently, December is the cheapest month in which you can book a flight from Islip, New York to Maryland (average of $129). Flying from Islip, New York to Maryland in February is currently the most expensive (average of $649). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Islip to Maryland

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Islip to Maryland

Discover the top airline that operate flights from Islip to Maryland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$250Average$399FlexibilityNo cancel feeOn-time63%

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