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$104+ 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 5/26. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — BWI
May 30 — Jun 61
Sat 5/30
Sat 6/6
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 April 30, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/511:00 am
ISP
-
BWI
1 stop22h 15m
Frontier
Mon 6/83:26 pm
BWI
-
ISP
1 stop24h 30m
Frontier
Deal found 4/26$224
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2811:00 am
ISP
-
BWI
2 stops20h 43m
Frontier
Tue 6/23:26 pm
BWI
-
ISP
1 stop18h 39m
Frontier
Deal found 4/28$227
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/266:02 pm
ISP
-
BWI
2 stops22h 20m
Frontier
Tue 6/23:26 pm
BWI
-
ISP
1 stop18h 39m
Frontier
Deal found 4/26$232
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/292:28 pm
ISP
-
BWI
2 stops26h 01m
Multiple Airlines
Tue 6/23:26 pm
BWI
-
ISP
1 stop18h 39m
Multiple Airlines
Deal found 4/26$245
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/94:41 pm
ISP
-
BWI
1 stop16h 20m
Frontier
Thu 6/119:30 pm
BWI
-
ISP
1 stop12h 33m
Frontier
Deal found 4/27$252
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:09 pm
ISP
-
PHL
1 stop25h 51m
Multiple Airlines
Sat 5/302:57 pm
PHL
-
ISP
1 stop19h 08m
Multiple Airlines
Deal found 4/25$254
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/26:02 pm
ISP
-
PHL
1 stop14h 57m
Frontier
Fri 6/55:04 pm
PHL
-
ISP
1 stop17h 11m
Frontier
Deal found 4/26$256
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/26:02 pm
ISP
-
PHL
1 stop14h 57m
Frontier
Sat 6/69:16 pm
PHL
-
ISP
1 stop12h 49m
Frontier
Deal found 4/26$261
This Southwest deal was found by Cheapflights users on 4/26. 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 5/2612:30 pm
ISP
-
BWI
Nonstop1h 15m
Southwest
Tue 6/29:00 pm
BWI
-
ISP
Nonstop1h 10m
Southwest
Deal found 4/26$263
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/26:02 pm
ISP
-
PHL
1 stop14h 57m
Frontier
Thu 6/49:16 pm
PHL
-
ISP
1 stop12h 49m
Frontier
Deal found 4/26$267
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3011:57 am
ISP
-
PHL
1 stop6h 43m
Multiple Airlines
Tue 6/28:10 am
PHL
-
ISP
2 stops25h 55m
Multiple Airlines
Deal found 4/26$270
This Southwest deal was found by Cheapflights users on 4/28. 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 5/284:30 pm
ISP
-
BWI
Nonstop1h 20m
Southwest
Tue 6/210:45 am
BWI
-
ISP
Nonstop1h 10m
Southwest
Deal found 4/28$271

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 April 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$180
(Kiwi.com)

One-way from

$104
(Kiwi.com)

Popular in

March

Cheapest in

February

Average price

$315

Good round-trip deal

$367 or less

Good one-way deal

$218 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. 21% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 30, 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

IslipPhiladelphia

ISP - PHL

ISPPHL

Islip Long Island

Sat 5/23

6:09 pm-8:00 pm

1 stop25h 51m

Philadelphia

Sat 5/30

2:57 pm-10:05 am

1 stop19h 08m

$254

IslipBaltimore

ISP - BWI

ISPBWI

Islip Long Island

Thu 5/28

4:30 pm-5:50 pm

Nonstop1h 20m

Baltimore/Washington

Tue 6/2

10:45 am-11:55 am

Nonstop1h 10m

$271

IslipPhiladelphia

ISP - PHL

ISPPHL

Islip Long Island

Thu 5/28

11:00 am-12:40 am

1 stop13h 40m

Philadelphia

Wed 6/3

5:04 pm-10:05 am

1 stop17h 01m

$280

IslipPhiladelphia

ISP - PHL

ISPPHL

Islip Long Island

Fri 5/15

11:00 am-7:18 pm

1 stop8h 18m

Philadelphia

Mon 5/18

4:35 pm-4:47 pm

2 stops24h 12m

$290

IslipPhiladelphia

ISP - PHL

ISPPHL

Islip Long Island

Thu 5/28

11:00 am-12:44 am

2 stops13h 44m

Philadelphia

Wed 6/3

5:04 pm-10:05 am

1 stop17h 01m

$300

IslipPhiladelphia

ISP - PHL

ISPPHL

Islip Long Island

Mon 6/1

8:31 pm-10:51 pm

1 stop26h 20m

Philadelphia

Fri 6/5

5:04 pm-10:15 am

1 stop17h 11m

$302

IslipPhiladelphia

ISP - PHL

ISPPHL

Islip Long Island

Mon 6/1

8:31 pm-10:51 pm

1 stop26h 20m

Philadelphia

Sat 6/6

9:16 pm-10:05 am

1 stop12h 49m

$307

IslipPhiladelphia

ISP - PHL

ISPPHL

Islip Long Island

Mon 5/18

11:00 am-8:59 am

1 stop21h 59m

Philadelphia

Wed 5/20

10:11 am-10:27 am

1 stop24h 16m

$309

IslipPhiladelphia

ISP - PHL

ISPPHL

Islip Long Island

Fri 5/29

11:00 am-11:29 pm

1 stop12h 29m

Philadelphia

Sat 5/30

5:34 pm-10:05 am

1 stop16h 31m

$320

IslipPhiladelphia

ISP - PHL

ISPPHL

Islip Long Island

Fri 5/29

11:00 am-12:44 am

2 stops13h 44m

Philadelphia

Sat 5/30

5:34 pm-10:05 am

1 stop16h 31m

$321

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/26

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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 April 30, 2026.

It’s optimal to fly from Islip, New York to Maryland in the afternoon. By choosing this option you can save up to 18% 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 April 30, 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
8.0
Very good
4,314 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,314 reviews
Southwest
8.0
Very good
4,314 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 21 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 $271. 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 $129. While the most popular route (Islip Long Island - Baltimore/Washington) can be booked for $263 on average, our data indicates $358 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 April 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$237Average$411FlexibilityNo cancel feeOn-time63%

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