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Islip

$121+ Cheap flights from Chesapeake, VA to Islip, NY (ISP)

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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — ISP
Apr 9 — Apr 161
Wed 4/9
Wed 4/16
1 adult, Economy
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Cheap flight deals from Chesapeake to Islip

Keep the following information in mind while searching for Chesapeake to Islip flight deals. Data was last updated April 4, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$229
(Southwest)

One-way from

$121
(Booking.com)

Popular in

February

Cheapest in

May

Average price

$241
Provider with most accurate pricing for Norfolk-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Norfolk-New York (NYC) flights.
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From Chesapeake to Islip Long Island
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One-way flight from Chesapeake to Islip Long Island
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Highest demand for flights based on searches. 12% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Chesapeake to Islip

Cheapest flights from Chesapeake to Islip
Explore the most affordable flight options available from Chesapeake to Islip. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 4, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/195:45 pmORF - ISP
Nonstop1h 14mBreeze Airways
Sun 6/227:39 pmISP - ORF
Nonstop1h 21mBreeze Airways
Deal found 4/3$253
This Southwest deal was found by Cheapflights users on 4/4. 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 7/3110:05 amORF - ISP
1 stop4h 40mSouthwest
Sat 8/25:25 pmISP - ORF
1 stop5h 30mSouthwest
Deal found 4/4$307

Cheapflights Fare Finder

Customize your flight search to find flights from Chesapeake to Islip 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 4, 2025.
Use the filters below to find and compare flights from Chesapeake to Islip that are best for you.

Fly from

Chesapeake

Fly to

Islip

Route

Depart

Return

Price

NorfolkIslip

ORF - ISP

ORFISP

Norfolk

Tue 5/20

3:05 pm-8:20 pm

1 stop5h 15m

Islip Long Island

Wed 5/21

4:00 pm-9:55 pm

1 stop5h 55m

$229

NorfolkIslip

ORF - ISP

ORFISP

Norfolk

Thu 6/19

5:45 pm-6:59 pm

Nonstop1h 14m

Islip Long Island

Sun 6/22

7:39 pm-9:00 pm

Nonstop1h 21m

$253

NorfolkIslip

ORF - ISP

ORFISP

Norfolk

Tue 5/20

11:59 am-1:15 pm

Nonstop1h 16m

Islip Long Island

Wed 5/21

7:15 pm-2:33 pm

1 stop19h 18m

$304

NorfolkIslip

ORF - ISP

ORFISP

Norfolk

Tue 6/24

11:59 am-1:15 pm

Nonstop1h 16m

$160

NorfolkIslip

ORF - ISP

ORFISP

Norfolk

Sun 5/4

6:00 pm-9:28 pm

1 stop3h 28m

$243

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/3

Best time to book a flight from Chesapeake to Islip

Have a flexible travel schedule? Discover the best time to fly to Islip from Chesapeake 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 Chesapeake to Islip

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

Currently, January is the cheapest month in which you can book a flight from Chesapeake to Islip, New York (average of $108). Flying from Chesapeake to Islip, New York in November is currently the most expensive (average of $213). 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 C6E to ISP?

Find hourly flight availability from Chesapeake to Islip. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 4, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chesapeake to Islip, New York as you normally would.

Rainfall in Islip by month

Plan your trip to Islip by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Islip, New York ranges from 3.3 - 4.4 inches per month. March is typically the wettest month, when rainfall can reach 4.4 in. February is typically the driest time to visit Islip, New York when rainfall is around 3.3 in.

Temperature in Islip by month

Plan your trip to Islip by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Islip, New York, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

Reviews of airlines servicing Islip

Get insights into the airlines that provide service to Islip. 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 Islip. Reviews last updated April 4, 2025.
Breeze Airways
8.1
Very good
157 reviews

Crew

8.8

Boarding

8.3

Overall

8.1

Food

6.7

Entertainment

6.6

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
157 reviews
Breeze Airways
8.1
Very good
157 reviews

Crew

8.8

Boarding

8.3

Overall

8.1

Food

6.7

Entertainment

6.6

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Southwest
8.0
Very good
4,276 reviews
Breeze Airways
8.1
Very good
157 reviews

Crew

8.8

Boarding

8.3

Overall

8.1

Food

6.7

Entertainment

6.6

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
JetBlue
7.3
Good
2,919 reviews
Breeze Airways
8.1
Very good
157 reviews

Crew

8.8

Boarding

8.3

Overall

8.1

Food

6.7

Entertainment

6.6

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Frontier
6.0
Okay
3,276 reviews
Breeze Airways
8.1
Very good
157 reviews

Crew

8.8

Boarding

8.3

Overall

8.1

Food

6.7

Entertainment

6.6

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to Islip. 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 into for flights to Islip from Chesapeake?

    Islip Long Island (ISP) is the airport you will fly into if you book a flight from Chesapeake to Islip. You should not have trouble finding flights to Long Island from Chesapeake; the airport handles an average of 0 inbound flights from Chesapeake per day. You should also have plenty of airline options to choose from since 2 airlines have flights to the Islip airport from Chesapeake. It is only a 7.2 mi journey from Long Island (ISP) to Islip’s city center.

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

    Within the past month, 1 users have taken a look at flights from Chesapeake to Islip Long Island.

  • What are the cheapest airlines to fly from Chesapeake to Islip, New York one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $121. However, be on the lookout for offers from Breeze Airways and JetBlue, as they are both options that can get you from Chesapeake to Islip, New York for a low price.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chesapeake to Islip 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 Chesapeake to Islip, New York?

    Currently, January is the cheapest month in which you can book a flight from Chesapeake to Islip, New York (average of $108). Flying from Chesapeake to Islip, New York in November is currently the most expensive (average of $213). 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

Traveling to a place near Chesapeake?

Book flights to Chesapeake if you plan to visit one of these locations
Southampton
Riverhead

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Alternative routes for Chesapeake to Islip

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Chesapeake to Islip

Discover the top 2 airlines that operate flights from Chesapeake to Islip. 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 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$78Average$163FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$237Average$356FlexibilityNo cancel feeOn-time63%

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