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Cheap flights from Chicago (CHI) to Islip (ISP) from $76

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 9/10. 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 7 — Jun 141
From?
To?
Fri 6/7
Fri 6/14
1 adult, Economy
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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 June 2, 2024.

Round-trip from

$214

One-way from

$76
From Chicago (CHI) to Islip Long Island
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One-way flight from Chicago (CHI) to Islip Long Island
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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 $268 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 $368 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 22% 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 2,807,690 searches. Data last updated June 2, 2024.
Find some of the cheapest Frontier flights traveling from Chicago to Islip. Come back soon if you're not finding the exact deal you're looking for.
Tue 9/105:56 pmORD - ISP
1 stop13h 30mFrontier
Wed 9/115:25 pmISP - ORD
1 stop8h 34mFrontier
Deal found 6/1$168
Sat 8/312:06 pmORD - ISP
1 stop17h 20mFrontier
Tue 9/35:25 pmISP - ORD
1 stop8h 34mFrontier
Deal found 6/2$176
Thu 6/137:13 pmORD - ISP
1 stop11h 27mFrontier
Fri 6/144:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 6/1$187
Tue 6/118:13 amORD - ISP
1 stop22h 27mFrontier
Wed 6/124:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 6/1$194
Fri 9/65:56 pmORD - ISP
1 stop13h 30mFrontier
Sun 9/85:25 pmISP - ORD
1 stop8h 34mFrontier
Deal found 6/2$196
Fri 6/75:58 pmORD - ISP
1 stop12h 42mFrontier
Mon 6/104:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 6/1$199
Tue 6/258:13 amORD - ISP
1 stop22h 27mFrontier
Thu 6/2711:37 amISP - ORD
1 stop6h 10mFrontier
Deal found 6/2$224
Tue 6/118:13 amORD - ISP
1 stop22h 27mFrontier
Thu 6/1310:23 pmISP - ORD
1 stop27h 45mFrontier
Deal found 6/1$227
Mon 6/245:58 pmORD - ISP
1 stop12h 42mFrontier
Thu 6/2711:37 amISP - ORD
1 stop6h 10mFrontier
Deal found 6/2$229

Cheap Southwest flights from Chicago to Islip

Explore cheap flight options specifically provided by Southwest 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 2,807,690 searches. Data last updated June 2, 2024.
Browse through some of the cheapest Southwest flights traveling from Chicago to Islip. Deals frequently update to provide users with more options.
Fri 7/195:30 pmORD - ISP
1 stop5h 20mSouthwest
Mon 7/225:25 amISP - ORD
1 stop5h 00mSouthwest
Deal found 6/1$305
Fri 7/191:45 pmORD - ISP
1 stop6h 30mSouthwest
Mon 7/225:25 amISP - ORD
3 stops12h 35mSouthwest
Deal found 6/1$315
Fri 7/196:30 amORD - ISP
2 stops15h 15mSouthwest
Mon 7/225:25 amISP - ORD
3 stops12h 35mSouthwest
Deal found 6/1$320
Fri 7/196:00 amORD - ISP
3 stops16h 50mSouthwest
Mon 7/225:25 amISP - ORD
3 stops12h 35mSouthwest
Deal found 6/1$385

Cheap Chicago to Islip flights in June & July 2024

Find cheap flight options from Chicago to Islip specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,807,690 searches. Prices were last updated on June 2, 2024.
Check out some of the best flight deals from Chicago to Islip in 2024. Check back regularly for other flight deals.
Thu 6/137:13 pmORD - ISP
1 stop11h 27mFrontier
Fri 6/144:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 6/1$187
Tue 6/118:13 amORD - ISP
1 stop22h 27mFrontier
Wed 6/124:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 6/1$194
Fri 6/75:58 pmORD - ISP
1 stop12h 42mFrontier
Mon 6/104:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 6/1$199
Tue 6/258:13 amORD - ISP
1 stop22h 27mFrontier
Thu 6/2711:37 amISP - ORD
1 stop6h 10mFrontier
Deal found 6/2$224
Tue 6/118:13 amORD - ISP
1 stop22h 27mFrontier
Thu 6/1310:23 pmISP - ORD
1 stop27h 45mFrontier
Deal found 6/1$227
Mon 6/245:58 pmORD - ISP
1 stop12h 42mFrontier
Thu 6/2711:37 amISP - ORD
1 stop6h 10mFrontier
Deal found 6/2$229
Wed 6/195:58 pmORD - ISP
1 stop12h 42mFrontier
Sun 6/2310:23 pmISP - ORD
1 stop27h 45mFrontier
Deal found 6/2$236
Thu 6/207:13 pmORD - ISP
1 stop11h 27mFrontier
Mon 6/244:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 6/1$294
Tue 6/258:13 amORD - ISP
1 stop22h 27mFrontier
Fri 6/284:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 6/2$304

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 2,807,690 searches. Data last updated June 2, 2024.
Check out some of the best flight deals from Chicago to Islip in 2024. Check back regularly for other flight deals.
Tue 9/105:56 pmORD - ISP
1 stop13h 30mFrontier
Wed 9/115:25 pmISP - ORD
1 stop8h 34mFrontier
Deal found 6/1$168
Thu 6/137:13 pmORD - ISP
1 stop11h 27mFrontier
Fri 6/144:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 6/1$187
Tue 6/118:13 amORD - ISP
1 stop22h 27mFrontier
Wed 6/124:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 6/1$194
Fri 6/75:58 pmORD - ISP
1 stop12h 42mFrontier
Mon 6/104:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 6/1$199
Tue 6/258:13 amORD - ISP
1 stop22h 27mFrontier
Thu 6/2711:37 amISP - ORD
1 stop6h 10mFrontier
Deal found 6/2$224
Tue 6/118:13 amORD - ISP
1 stop22h 27mFrontier
Thu 6/1310:23 pmISP - ORD
1 stop27h 45mFrontier
Deal found 6/1$227
Mon 6/245:58 pmORD - ISP
1 stop12h 42mFrontier
Thu 6/2711:37 amISP - ORD
1 stop6h 10mFrontier
Deal found 6/2$229
Wed 6/195:58 pmORD - ISP
1 stop12h 42mFrontier
Sun 6/2310:23 pmISP - ORD
1 stop27h 45mFrontier
Deal found 6/2$236
Thu 8/225:56 pmORD - ISP
1 stop13h 30mFrontier
Sun 8/255:25 pmISP - ORD
1 stop8h 34mFrontier
Deal found 6/1$248

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 2,807,690 searches. Data last updated June 2, 2024.
Check out these flights departing soon from Chicago to Islip. Users should be sure to double check the price, date, and time of their last-minute flight.
Tue 6/118:13 amORD - ISP
1 stop22h 27mFrontier
Wed 6/124:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 6/1$194
Fri 6/75:58 pmORD - ISP
1 stop12h 42mFrontier
Mon 6/104:46 pmISP - ORD
1 stop9h 22mFrontier
Deal found 6/1$199
Tue 6/118:13 amORD - ISP
1 stop22h 27mFrontier
Thu 6/1310:23 pmISP - ORD
1 stop27h 45mFrontier
Deal found 6/1$227

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 2,807,690 searches. Data last updated June 2, 2024.
Users traveling one-way from Chicago to Islip can select one of these great deals. For those needing a return trip from Chicago, there is a search form available above.
Tue 9/105:56 pmORD - ISP
1 stop13h 30mFrontier
Deal found 5/31$76
Fri 9/135:56 pmORD - ISP
1 stop13h 30mFrontier
Deal found 5/31$104
Sat 9/72:06 pmORD - ISP
1 stop17h 20mFrontier
Deal found 6/2$108
Mon 9/305:56 pmORD - ISP
1 stop13h 30mFrontier
Deal found 6/2$111
Thu 6/277:13 pmORD - ISP
1 stop11h 27mFrontier
Deal found 6/1$115
Mon 6/175:58 pmORD - ISP
1 stop12h 42mFrontier
Deal found 6/1$125
Tue 7/28:13 amORD - ISP
1 stop22h 27mFrontier
Deal found 6/1$129
Tue 7/95:37 pmORD - ISP
1 stop13h 21mFrontier
Deal found 6/2$134
Wed 7/105:57 pmORD - ISP
1 stop13h 42mFrontier
Deal found 6/2$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 2,807,690 searches. Data last updated June 2, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$168 - $373

Route

Depart

Return

Price

Chicago O'Hare IntlIslip Long Island

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 9/10

1 stop13h 30m

Islip Long Island

Wed 9/11

1 stop8h 34m

$168

Chicago O'Hare IntlIslip Long Island

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sat 8/31

1 stop17h 20m

Islip Long Island

Tue 9/3

1 stop8h 34m

$176

Chicago O'Hare IntlIslip Long Island

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 6/13

1 stop11h 27m

Islip Long Island

Fri 6/14

1 stop9h 22m

$187

Chicago O'Hare IntlIslip Long Island

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 9/6

1 stop13h 30m

Islip Long Island

Sun 9/8

1 stop8h 34m

$196

Chicago O'Hare IntlIslip Long Island

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 6/25

1 stop22h 27m

Islip Long Island

Thu 6/27

1 stop6h 10m

$224

Chicago O'Hare IntlIslip Long Island

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 6/24

1 stop12h 42m

Islip Long Island

Thu 6/27

1 stop6h 10m

$229

Chicago O'Hare IntlIslip Long Island

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 7/19

1 stop5h 20m

Islip Long Island

Mon 7/22

1 stop5h 00m

$305

Chicago O'Hare IntlIslip Long Island

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 7/19

1 stop6h 30m

Islip Long Island

Mon 7/22

3 stops12h 35m

$315

Chicago O'Hare IntlIslip Long Island

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 6/27

2 stops21h 11m

Islip Long Island

Mon 7/1

2 stops33h 01m

$373

Flights are sorted by cheapest first

Deals found on 6/1

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 June 2, 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 June 2, 2024.
Read reviews from past customers who have flown Frontier and Southwest from Chicago to Islip. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.2
Very good
5,949 reviews
Check prices

Comfort

8.1

Boarding

8.3

Crew

8.7

Overall

8.2

Food

7.3

Entertainment

7.8

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Southwest
8.2
Very good
5,949 reviews
Southwest
8.2
Very good
5,949 reviews
Check prices

Comfort

8.1

Boarding

8.3

Crew

8.7

Overall

8.2

Food

7.3

Entertainment

7.8

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Frontier
6.2
Okay
3,998 reviews
Southwest
8.2
Very good
5,949 reviews
Check prices

Comfort

8.1

Boarding

8.3

Crew

8.7

Overall

8.2

Food

7.3

Entertainment

7.8

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

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 $168, but on average you can expect to pay $262.

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

    There are currently 3+ open flights from Chicago to Islip, New York within the next 7 days for less than $200.

  • What are the cheapest airlines flying from Chicago to Islip, New York round-trip?

    According to our current data, Frontier ($168), and Southwest ($305) 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 6/2.

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

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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.
First Class
Business Class
Prem Econ Class
Economy 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 June 2, 2024.
Sunday1daily flight
Monday1daily flight
Tuesday1daily flight
Wednesday1daily flight
Thursday1daily flight
Friday1daily flight
Saturday0daily flights

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Fly with Cheapflights

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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.

Can Cheapflights find flights from Chicago to Islip with no change fees?

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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