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Islip

$70+ Cheap flights from Illinois 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — ISP
Feb 23 — Mar 21
Mon 2/23
Mon 3/2
1 adult, Economy
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Cheap flight deals from Illinois to Islip

Cheapest flights from Illinois to Islip
Explore the most affordable flight options available from Illinois to Islip. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 24, 2026.

This CheapOair deal was found by Cheapflights users on 1/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/293:55 pm
ORD
-
ISP
1 stop25h 43m
Frontier
Thu 2/57:43 pm
ISP
-
ORD
1 stop15h 52m
Frontier
Deal found 1/22$202
This Frontier deal was found by Cheapflights users on 1/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/313:52 pm
ORD
-
ISP
1 stop8h 29m
Frontier
Sun 4/128:36 pm
ISP
-
ORD
1 stop12h 41m
Frontier
Deal found 1/22$210
This Kiwi.com deal was found by Cheapflights users on 1/23. 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 2/79:25 am
ORD
-
ISP
1 stop22h 15m
Multiple Airlines
Wed 2/1111:50 am
ISP
-
ORD
2 stops24h 01m
Multiple Airlines
Deal found 1/23$222
This Southwest deal was found by Cheapflights users on 1/23. 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.
Mon 3/94:45 pm
STL
-
ISP
1 stop6h 10m
Southwest
Thu 3/122:00 pm
ISP
-
STL
1 stop10h 05m
Southwest
Deal found 1/23$265
This CheapOair deal was found by Cheapflights users on 1/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/53:55 pm
ORD
-
ISP
1 stop25h 43m
Frontier
Sun 2/89:25 am
ISP
-
ORD
1 stop26h 16m
Frontier
Deal found 1/22$270
This Kiwi.com deal was found by Cheapflights users on 1/23. 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.
Wed 2/47:00 am
ORD
-
ISP
1 stop10h 55m
Multiple Airlines
Sat 2/711:50 am
ISP
-
ORD
2 stops35h 24m
Multiple Airlines
Deal found 1/23$286
This Kiwi.com deal was found by Cheapflights users on 1/22. 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.
Mon 2/97:21 pm
ORD
-
ISP
1 stop15h 38m
Multiple Airlines
Wed 2/1111:50 am
ISP
-
ORD
2 stops10h 54m
Multiple Airlines
Deal found 1/22$292
This Kiwi.com deal was found by Cheapflights users on 1/23. 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 2/612:44 pm
ORD
-
ISP
1 stop7h 03m
Multiple Airlines
Sun 2/811:55 am
ISP
-
ORD
2 stops13h 04m
Multiple Airlines
Deal found 1/23$294
This CheapOair deal was found by Cheapflights users on 1/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/223:55 pm
ORD
-
ISP
1 stop25h 43m
Frontier
Fri 1/309:43 pm
ISP
-
ORD
1 stop19h 57m
Frontier
Deal found 1/22$305
This Expedia deal was found by Cheapflights users on 1/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/68:39 pm
ORD
-
ISP
1 stop12h 09m
Frontier
Sun 3/85:08 pm
ISP
-
ORD
1 stop23h 20m
Frontier
Deal found 1/23$309
This Kiwi.com deal was found by Cheapflights users on 1/23. 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 3/68:39 pm
ORD
-
ISP
1 stop12h 09m
Multiple Airlines
Sun 3/85:08 pm
ISP
-
ORD
1 stop25h 38m
Multiple Airlines
Deal found 1/23$313
This Kiwi.com deal was found by Cheapflights users on 1/22. 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.
Sun 2/1510:44 am
ORD
-
ISP
1 stop7h 22m
Multiple Airlines
Mon 2/168:45 pm
ISP
-
ORD
2 stops28h 55m
Multiple Airlines
Deal found 1/22$314

Find flight deals from Illinois to Islip

Keep the following information in mind while searching for Illinois to Islip flight deals. Data was last updated January 24, 2026.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$210
(Frontier)

One-way from

$70
(CheapOair)

Popular in

June

Cheapest in

January

Average price

$153
Provider with most accurate pricing for Chicago (CHI)-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-New York (NYC) flights.
Search Deals
From Illinois to Islip Long Island
Search Deals
One-way flight from Illinois to Islip Long Island
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois 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 January 24, 2026.
Use the filters below to find and compare flights from Illinois to Islip that are best for you.

Fly from

Illinois

Fly to

Islip

Route

Depart

Return

Price

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 3/31

3:52 pm-1:21 am

1 stop8h 29m

Islip Long Island

Sun 4/12

8:36 pm-8:17 am

1 stop12h 41m

$210

St. LouisIslip

STL - ISP

STLISP

Lambert-St Louis

Mon 3/9

4:45 pm-11:55 pm

1 stop6h 10m

Islip Long Island

Thu 3/12

2:00 pm-11:05 pm

1 stop10h 05m

$265

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 2/5

3:55 pm-6:38 pm

1 stop25h 43m

Islip Long Island

Sun 2/8

9:25 am-10:41 am

1 stop26h 16m

$270

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 2/27

2:13 pm-4:12 pm

1 stop24h 59m

Islip Long Island

Sun 3/1

5:07 pm-9:34 pm

1 stop29h 27m

$270

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 3/13

9:50 am-9:48 am

1 stop22h 58m

Islip Long Island

Sun 3/15

4:34 pm-3:28 pm

1 stop23h 54m

$320

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sun 3/8

8:05 am-12:33 pm

1 stop27h 28m

Islip Long Island

Thu 3/12

5:08 pm-11:38 pm

1 stop7h 30m

$340

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 4/13

5:25 am-5:44 pm

1 stop11h 19m

Islip Long Island

Mon 4/20

3:50 pm-11:58 pm

1 stop9h 08m

$350

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 2/10

8:30 am-1:13 pm

1 stop27h 43m

Islip Long Island

Sat 2/14

8:23 pm-8:57 pm

1 stop25h 34m

$350

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 2/9

7:21 pm-11:59 am

1 stop15h 38m

Islip Long Island

Sat 2/14

8:23 pm-8:57 pm

1 stop25h 34m

$368

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 4/13

2:40 pm-11:30 pm

2 stops7h 50m

Islip Long Island

Wed 4/22

12:30 pm-9:55 pm

2 stops10h 25m

$375

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/23

Showing 1-10 of 25 results
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Best time to book a flight from Illinois to Islip

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

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

Currently, January is the cheapest month in which you can book a flight from Illinois to Islip, New York (average of $36). Flying from Illinois to Islip, New York in July is currently the most expensive (average of $103). 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.

Related info for your journey

Find useful and relevant information for your journey from Illinois 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 Illinois?

    Most people fly into Islip Long Island (ISP) if they book a flight to Islip from Illinois. Long Island is conveniently located just 7.2 mi from Islip’s city center.

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

    Frontier and Southwest can get you from Illinois to Islip, New York in just under 6h 10m. Your travel time can differ by up to 2h 19m. Airlines will cover a distance of 926 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    When deciding which route to take from Illinois to Islip, New York consider Chicago O'Hare Intl - Islip Long Island, Decatur Arpt - Islip Long Island or Lambert-St Louis - Islip Long Island as they are the most popular.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Illinois to Islip, New York (average of $36). Flying from Illinois to Islip, New York in July is currently the most expensive (average of $103). 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 Islip?

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

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Alternative routes for Illinois to Islip

See prices for flight routes from nearby airports that may be better suited for you.
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