Cheap flights from Chicago (CHI) to Islip (ISP) from $104

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 9/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
CHI — ISP
Jun 5 — Jun 121

Cheap flight deals from Chicago to Islip

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Islip (ISP). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 31, 2024.

Round-trip from

$214

One-way from

$104
From Chicago (CHI) to Islip Long Island
One-way flight from Chicago (CHI) to Islip Long Island

What is the cheapest day to fly round-trip from Chicago to Islip, New York?

Departing on a Monday is a good option for securing a great price. You can expect to save up to 162% when planning your travel around this day of the week.

How far in advance should I book a flight from Chicago to Islip, New York?

Users have found that booking a flight from Chicago to Islip, New York at least 54 days early can save you up to 120% on average compared to booking a flight this week. If booking 54 days before your flight isn’t an option for you, users have found flights from Chicago to Islip, New York for as little as $270 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $373 for flights departing within the next 3 days.

What is the cheapest month to fly from Chicago to Islip, New York?

February is one of the best times of the year to fly to Islip, New York from Chicago. Prices for February average $225 per person but you can even find prices for as low as $74. The most expensive prices can be found in the month of June. Opting for a February flight can save you 23% on your journey compared to booking in June

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

When flying from Chicago to Islip, New York, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Frontier flights from Chicago to Islip

Explore cheap flight options specifically provided by Frontier for the route between Chicago and Islip. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 31, 2024.
Tue 9/35:56 pmORD - ISP
1 stop13h 30mFrontier
Mon 9/910:00 amISP - ORD
1 stop15h 59mFrontier
Deal found 5/29$167
Fri 6/75:58 pmORD - ISP
1 stop12h 42mFrontier
Mon 6/104:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 5/31$169
Sat 6/82:10 pmORD - ISP
1 stop16h 30mFrontier
Mon 6/104:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 5/30$194
Thu 6/611:26 amORD - ISP
1 stop6h 52mFrontier
Mon 6/104:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 5/31$199
Fri 6/145:58 pmORD - ISP
1 stop12h 42mFrontier
Mon 6/174:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 5/31$214
Thu 6/611:26 amORD - ISP
1 stop6h 52mFrontier
Mon 6/104:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 5/29$219
Mon 7/85:57 pmORD - ISP
1 stop13h 42mFrontier
Thu 7/1110:22 pmISP - ORD
1 stop27h 37mFrontier
Deal found 5/30$226
Tue 7/165:37 pmORD - ISP
1 stop13h 21mFrontier
Tue 7/2311:24 amISP - ORD
1 stop6h 18mFrontier
Deal found 5/30$228
Fri 6/145:58 pmORD - ISP
1 stop12h 42mFrontier
Fri 6/214:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 5/31$238

Cheap Chicago to Islip flights in May & June 2024

Find cheap flight options from Chicago to Islip specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,784,634 searches. Prices were last updated on May 31, 2024.
Fri 6/75:58 pmORD - ISP
1 stop12h 42mFrontier
Mon 6/104:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 5/31$169
Sat 6/82:10 pmORD - ISP
1 stop16h 30mFrontier
Mon 6/104:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 5/30$194
Thu 6/207:13 pmORD - ISP
1 stop11h 27mFrontier
Tue 6/259:53 pmISP - ORD
1 stop28h 15mFrontier
Deal found 5/31$213
Fri 6/145:58 pmORD - ISP
1 stop12h 42mFrontier
Mon 6/174:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 5/31$214
Thu 6/611:26 amORD - ISP
1 stop6h 52mFrontier
Mon 6/104:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 5/29$219
Sun 6/238:02 pmORD - ISP
1 stop10h 38mFrontier
Wed 6/264:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 5/31$228
Fri 6/145:58 pmORD - ISP
1 stop12h 42mFrontier
Fri 6/214:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 5/31$238
Thu 6/2711:26 amORD - ISP
1 stop6h 52mFrontier
Thu 7/45:45 pmISP - ORD
1 stop8h 28mFrontier
Deal found 5/30$278
Wed 6/55:58 pmORD - ISP
1 stop12h 42mFrontier
Wed 6/124:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 5/31$279

Chicago to Islip 2024 flight deals

Discover exclusive flight deals for travel between Chicago and Islip in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 31, 2024.
Tue 9/35:56 pmORD - ISP
1 stop13h 30mFrontier
Mon 9/910:00 amISP - ORD
1 stop15h 59mFrontier
Deal found 5/29$167
Fri 6/75:58 pmORD - ISP
1 stop12h 42mFrontier
Mon 6/104:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 5/31$169
Sat 6/82:10 pmORD - ISP
1 stop16h 30mFrontier
Mon 6/104:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 5/30$194
Thu 6/207:13 pmORD - ISP
1 stop11h 27mFrontier
Tue 6/259:53 pmISP - ORD
1 stop28h 15mFrontier
Deal found 5/31$213
Fri 6/145:58 pmORD - ISP
1 stop12h 42mFrontier
Mon 6/174:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 5/31$214
Thu 6/611:26 amORD - ISP
1 stop6h 52mFrontier
Mon 6/104:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 5/29$219
Mon 7/85:57 pmORD - ISP
1 stop13h 42mFrontier
Thu 7/1110:22 pmISP - ORD
1 stop27h 37mFrontier
Deal found 5/30$226
Sun 6/238:02 pmORD - ISP
1 stop10h 38mFrontier
Wed 6/264:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 5/31$228
Tue 7/95:37 pmORD - ISP
1 stop13h 21mFrontier
Thu 7/1111:37 amISP - ORD
1 stop11h 02mFrontier
Deal found 5/31$236

Chicago to Islip flights leaving soon

Find last-minute flight options from Chicago to Islip for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 31, 2024.
Fri 6/75:58 pmORD - ISP
1 stop12h 42mFrontier
Mon 6/104:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 5/31$169
Sat 6/82:10 pmORD - ISP
1 stop16h 30mFrontier
Mon 6/104:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 5/30$194
Thu 6/611:26 amORD - ISP
1 stop6h 52mFrontier
Mon 6/104:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 5/31$199
Thu 6/611:26 amORD - ISP
1 stop6h 52mFrontier
Mon 6/104:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 5/29$219
Wed 6/55:58 pmORD - ISP
1 stop12h 42mFrontier
Wed 6/124:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 5/31$279
Thu 6/611:26 amORD - ISP
1 stop6h 52mFrontier
Sun 6/911:07 amISP - ORD
1 stop6h 40mFrontier
Deal found 5/30$398
Fri 6/75:58 pmORD - ISP
1 stop12h 42mFrontier
Sun 6/911:07 amISP - ORD
1 stop6h 40mFrontier
Deal found 5/30$408
Thu 6/611:26 amORD - ISP
1 stop6h 52mFrontier
Sun 6/911:07 amISP - ORD
1 stop6h 40mFrontier
Deal found 5/31$438
Sat 6/87:41 pmORD - ISP
2 stops15h 44mMultiple Airlines
Mon 6/101:57 pmISP - ORD
3 stops28h 43mMultiple Airlines
Deal found 5/30$502

One-way flights to Islip from Chicago

Search for one-way flight options from Chicago to Islip. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 31, 2024.
Sun 9/85:56 pmORD - ISP
1 stop13h 30mFrontier
Deal found 5/30$104
Fri 6/75:58 pmORD - ISP
1 stop12h 42mFrontier
Deal found 5/29$113
Fri 6/145:58 pmORD - ISP
1 stop12h 42mFrontier
Deal found 5/29$119
Thu 6/1311:26 amORD - ISP
1 stop6h 52mFrontier
Deal found 5/29$123
Wed 6/125:58 pmORD - ISP
1 stop12h 42mFrontier
Deal found 5/29$125
Fri 6/285:58 pmORD - ISP
1 stop12h 42mFrontier
Deal found 5/30$128
Sat 6/82:10 pmORD - ISP
1 stop16h 30mFrontier
Deal found 5/30$129
Sun 7/146:59 pmORD - ISP
1 stop11h 59mFrontier
Deal found 5/30$134
Wed 7/105:57 pmORD - ISP
1 stop13h 42mFrontier
Deal found 5/30$139

Find flights from Chicago to Islip within your budget

Customize your flight search to find flights from Chicago 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 2,784,634 searches. Data last updated May 31, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$167 - $434

Route

Depart

Return

Price

Chicago O'Hare IntlIslip Long Island

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 9/3

1 stop13h 30m

Islip Long Island

Mon 9/9

1 stop15h 59m

$167

Chicago O'Hare IntlIslip Long Island

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 6/14

1 stop12h 42m

Islip Long Island

Mon 6/17

1 stop9h 22m

$214

Chicago O'Hare IntlIslip Long Island

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 7/8

1 stop13h 42m

Islip Long Island

Thu 7/11

1 stop27h 37m

$226

Chicago O'Hare IntlIslip Long Island

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 7/16

1 stop13h 21m

Islip Long Island

Tue 7/23

1 stop6h 18m

$228

Chicago O'Hare IntlIslip Long Island

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 6/14

1 stop12h 42m

Islip Long Island

Fri 6/21

1 stop9h 22m

$238

Chicago O'Hare IntlIslip Long Island

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 9/5

1 stop13h 30m

Islip Long Island

Sat 9/7

1 stop7h 46m

$247

Chicago O'Hare IntlIslip Long Island

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sun 7/14

1 stop11h 59m

Islip Long Island

Fri 7/19

1 stop9h 07m

$256

Chicago O'Hare IntlIslip Long Island

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sun 7/14

2 stops20h 02m

Islip Long Island

Fri 7/19

2 stops20h 17m

$409

Chicago O'Hare IntlIslip Long Island

ORD - ISP

ORDISP

Chicago O'Hare Intl

Wed 7/17

3 stops18h 53m

Islip Long Island

Mon 7/22

3 stops24h 59m

$434

Flights are sorted by cheapest first

Deals found on 5/29

What is the cheapest day to fly from Chicago to Islip, New York?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Islip. Price data was last updated on May 26, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago to Islip, New York flight should consider departing on Wednesday mornings when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Best time to book a flight from Chicago to Islip

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

Temperature and rainfall in Islip by month

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

NYC

Temperature

33.8 - 77 °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 May 31, 2024.
6.2
Okay
4,010 reviews

Food

5.1

Entertainment

4.9

Overall

6.2

Crew

7.0

Boarding

6.5

Comfort

5.8

Reviews

1 / 10

I'd thought there would be a complimentary drink atleast.

6.2
Okay
4,010 reviews
6.2
Okay
4,010 reviews

Food

5.1

Entertainment

4.9

Overall

6.2

Crew

7.0

Boarding

6.5

Comfort

5.8

Reviews

1 / 10

I'd thought there would be a complimentary drink atleast.

Related info for your journey

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

    Most people fly into Islip Long Island (ISP) if they book a flight to Islip from Chicago. On average, Long Island has 0 inbound flights from Chicago per day from 0 airlines. Islip Long Island is conveniently located just 7.2 mi from Islip’s city center.

  • Can I find flights from Chicago to Islip, New York for under $200 on Cheapflights?

    Yes, there are multiple flights from Chicago to Islip, New York for under $200. The cheapest flight booked recently is on Frontier for just $167, but on average you can expect to pay $275.

  • Are there last-minute flights available from Chicago to Islip, New York for under $200?

    There are currently 11+ open flights from Chicago to Islip, New York within the next 7 days for less than $200.

  • What is the cheapest airline to fly from Chicago to Islip, New York round-trip?

    According to our current data, Frontier ($167), offers the cheapest pricing from Chicago to Islip, New York.

  • What does ORD to ISP mean?

    This is defined as Chicago O'Hare Intl Airport (ORD) and Islip Long Island Airport (ISP). Codes like Islip Long Island Airport are often used to just call airports uniquely. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are some additional IATA codes for airports related to your trip.

  • Can I find deals for flights from Chicago to Islip that include extra baggage allowance?

    The amount of baggage you can bring on your Chicago to Islip flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Chicago to Islip with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chicago to Islip flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago 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.

  • Can I find deals for flights from Chicago to Islip that allow pets onboard?

    Many airlines flying from Chicago to Islip offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Chicago to Islip?

    Yes, you can often find last-minute deals on Chicago to Islip flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago to Islip, New York flight deals updated?

    The Chicago to Islip, New York flight deals you see on this page were last updated on 5/31.

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

    Currently, December is the cheapest month in which you can book a flight from Chicago to Islip, New York (average of $78). Flying from Chicago to Islip, New York in February is currently the most expensive (average of $151). 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 Chicago to Islip
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Search flights from Chicago to Islip by cabin class

Find flights from Chicago to Islip, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Weekly flight availability from Chicago to Islip

Explore weekly flight availability from Chicago to Islip. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 31, 2024.
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Friday1daily flight
Saturday0daily flights

Fly with Cheapflights

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Cheapflights helps you search for flights from Chicago to Islip via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Islip?

Millions of users choose and trust Cheapflights to book the best flight deals from Chicago to Islip for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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Yes, we can. To see specific flights from Chicago to Islip with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Chicago to Islip become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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