HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Illinois

$97+ Cheap flights from Islip, NY (ISP) to Illinois

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 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — ORD
Apr 27 — May 41
Sun 4/27
Sun 5/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Islip to Illinois with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Islip to Illinois

Keep the following information in mind while searching for Islip to Illinois flight deals. Data was last updated April 22, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$181
(CheapOair)

One-way from

$97
(CheapOair)

Popular in

December

Cheapest in

September

Average price

$234
Provider with most accurate pricing for New York (NYC)-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Chicago (CHI) flights.
Search Deals
From Islip Long Island to Illinois
Search Deals
One-way flight from Islip Long Island to Illinois
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($6 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

Find flight deals from Islip to Illinois

Cheapest flights from Islip to Illinois
Explore the most affordable flight options available from Islip to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 22, 2025.

This CheapOair deal was found by Cheapflights users on 4/21. 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.
Wed 5/77:15 pmISP - ORD
1 stop29h 17mFrontier
Sat 5/104:15 pmORD - ISP
1 stop16h 57mFrontier
Deal found 4/21$181
This CheapOair deal was found by Cheapflights users on 4/22. 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.
Sun 5/116:48 pmISP - STL
1 stop6h 18mFrontier
Tue 5/135:45 pmSTL - ISP
1 stop15h 56mFrontier
Deal found 4/22$191
This JetBlue deal was found by Cheapflights users on 4/21. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/316:00 amISP - ORD
1 stop5h 08mJetBlue
Sat 6/710:50 amORD - ISP
1 stop9h 38mJetBlue
Deal found 4/21$313
This Trip.com deal was found by Cheapflights users on 4/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1811:02 amISP - ORD
1 stop14h 03mMultiple Airlines
Tue 5/205:05 amORD - ISP
1 stop13h 12mMultiple Airlines
Deal found 4/21$314
This Southwest deal was found by Cheapflights users on 4/21. 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 8/76:00 amISP - ORD
1 stop7h 45mSouthwest
Sat 8/161:30 pmORD - ISP
1 stop7h 10mSouthwest
Deal found 4/21$324

Cheapflights Fare Finder

Customize your flight search to find flights from Islip to Illinois 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 22, 2025.
Use the filters below to find and compare flights from Islip to Illinois that are best for you.

Fly from

Islip

Fly to

Illinois

Route

Depart

Return

Price

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Wed 5/7

7:15 pm-11:32 pm

1 stop29h 17m

Chicago O'Hare Intl

Sat 5/10

4:15 pm-10:12 am

1 stop16h 57m

$181

IslipSt. Louis

ISP - STL

ISPSTL

Islip Long Island

Sun 5/11

6:48 pm-12:06 am

1 stop6h 18m

Lambert-St Louis

Tue 5/13

5:45 pm-10:41 am

1 stop15h 56m

$191

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Sat 5/31

6:00 am-10:08 am

1 stop5h 08m

Chicago O'Hare Intl

Sat 6/7

10:50 am-9:28 pm

1 stop9h 38m

$313

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Sun 5/18

11:02 am-12:05 am

1 stop14h 03m

Chicago O'Hare Intl

Tue 5/20

5:05 am-7:17 pm

1 stop13h 12m

$314

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Thu 8/7

6:00 am-12:45 pm

1 stop7h 45m

Chicago O'Hare Intl

Sat 8/16

1:30 pm-9:40 pm

1 stop7h 10m

$324

IslipSt. Louis

ISP - STL

ISPSTL

Islip Long Island

Wed 5/28

8:21 pm-11:52 pm

1 stop28h 31m

$97

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Wed 4/30

6:51 pm-11:32 pm

1 stop29h 41m

$97

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Sat 5/10

6:00 am-10:08 am

1 stop5h 08m

$142

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Sat 8/16

5:40 am-11:50 am

1 stop7h 10m

$152

IslipSt. Louis

ISP - STL

ISPSTL

Islip Long Island

Fri 5/30

5:40 am-12:20 pm

2 stops7h 40m

$174

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Showing 1-10 of 12 results
1
2

Best time to book a flight from Islip to Illinois

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

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

Currently, August is the cheapest month in which you can book a flight from Islip, New York to Illinois (average of $245). Flying from Islip, New York to Illinois in March is currently the most expensive (average of $321). 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.

Rainfall in Illinois by month

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

In terms of precipitation, rainfall in Illinois ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

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

If weather is an important factor for your trip to Illinois, 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 23.0 F).

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated April 22, 2025.
Southwest
8.0
Very good
4,286 reviews

Crew

8.6

Food

7.1

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,286 reviews
Southwest
8.0
Very good
4,286 reviews

Crew

8.6

Food

7.1

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,923 reviews
Southwest
8.0
Very good
4,286 reviews

Crew

8.6

Food

7.1

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Frontier
6.0
Okay
3,283 reviews
Southwest
8.0
Very good
4,286 reviews

Crew

8.6

Food

7.1

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Related info for your journey

Find useful and relevant information for your journey from Islip to Illinois. 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 Illinois?

    Islip Long Island (ISP), located 7.2 mi from the city center, is the airport you fly out of when you book flights from Islip to Illinois.

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

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $97. Users have also found prices from $142 and $152 on JetBlue and Southwest, respectively.

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

    Most travelers choose Islip Long Island - Chicago O'Hare Intl, Islip Long Island - Lambert-St Louis or Islip Long Island - Decatur Arpt when deciding on the best route from Islip, New York to Illinois.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Islip to Illinois 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 Illinois?

    Currently, August is the cheapest month in which you can book a flight from Islip, New York to Illinois (average of $245). Flying from Islip, New York to Illinois in March is currently the most expensive (average of $321). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Islip to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
Newark to Fort Lauderdale flights
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Miami flights
LaGuardia to Fort Lauderdale flights
Newark to Miami flights
Newark to Las Vegas flights
Newark to Los Angeles flights
LaGuardia to Miami flights
Newark to Orlando flights
LaGuardia to O'Hare Intl flights
John F Kennedy Intl to O'Hare Intl flights
John F Kennedy Intl to Dallas/Fort Worth flights
John F Kennedy Intl to San Francisco flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to Fort Lauderdale flights
Newark to Seattle flights
John F Kennedy Intl to Seattle flights
John F Kennedy Intl to Orlando flights
Newark to O'Hare Intl flights
Newark to Dallas/Fort Worth flights
LaGuardia to Atlanta flights
Newark to San Francisco flights
LaGuardia to Dallas/Fort Worth flights
LaGuardia to Orlando flights
John F Kennedy Intl to Hobby flights
LaGuardia to Los Angeles flights
Newark to Denver flights
LaGuardia to Hobby flights
John F Kennedy Intl to Atlanta flights
LaGuardia to Las Vegas flights
John F Kennedy Intl to Sky Harbor Intl flights
Newark to Atlanta flights
John F Kennedy Intl to West Palm Beach flights
Newark to Tampa flights
John F Kennedy Intl to Midway flights
Newark to Hobby flights
Newark to Midway flights
John F Kennedy Intl to Tampa flights
Newark to New Orleans flights
Newark to Sky Harbor Intl flights
John F Kennedy Intl to Austin flights
LaGuardia to Denver flights
John F Kennedy Intl to George Bush Intcntl flights
John F Kennedy Intl to Denver flights
John F Kennedy Intl to Charlotte flights
LaGuardia to George Bush Intcntl flights
Newark to Austin flights
John F Kennedy Intl to Honolulu flights
John F Kennedy Intl to San Diego flights
LaGuardia to New Orleans flights

Top airline flying from Islip to Illinois

Discover the top airline that operate flights from Islip to Illinois. 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 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$296Average$366FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.