ORD - ISP

$109 Find Cheap Flights from Chicago to Islip

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Islip departing on 2/14. 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.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Islip

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Islip, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Islip, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$181
Frontier
Tue 2/10Sun 2/22
ORD - ISP • 1 stop
Cheapest one-way
$109
Frontier
Sat 2/14
ORD - ISP • 1 stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Islip!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Islip (ORD-ISP)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Islip that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Islip

Tue, Feb 10 - Sun, Feb 22
Frontier Logo
8:30 am - 1:13 pm
ORD
-
ISP
27h 43m1 stop
Frontier Logo
5:07 pm - 9:40 pm
ISP
-
ORD
29h 33m1 stop
$181Frontier
Sat, Jan 10 - Sat, Jan 17
Frontier Logo
8:27 pm - 7:45 pm
ORD
-
ISP
22h 18m1 stop
Frontier Logo
8:00 am - 2:39 pm
ISP
-
ORD
7h 39m1 stop
$182Frontier
Wed, Jan 7 - Sat, Jan 10
Frontier Logo
5:29 pm - 7:45 pm
ORD
-
ISP
25h 16m1 stop
Frontier Logo
7:56 pm - 7:17 pm
ISP
-
ORD
24h 21m1 stop
$184Frontier
Thu, Mar 5 - Sun, Mar 8
Frontier Logo
12:15 pm - 9:48 am
ORD
-
ISP
20h 33m1 stop
Frontier Logo
5:08 pm - 3:28 pm
ISP
-
ORD
23h 20m1 stop
$251Frontier
Fri, Jan 30 - Sun, Feb 1
Frontier Logo
11:45 am - 8:47 pm
ORD
-
ISP
8h 02m1 stop
Frontier Logo
9:25 am - 10:41 am
ISP
-
ORD
26h 16m1 stop
$253Frontier
Wed, Dec 31 - Sat, Jan 3
Frontier Logo
11:23 am - 11:25 am
ORD
-
ISP
23h 02m1 stop
Frontier Logo
7:30 pm - 6:59 pm
ISP
-
ORD
24h 29m1 stop
$278Frontier
Sat, Jan 17 - Sun, Jan 18
Frontier Logo
3:49 pm - 8:55 am
ORD
-
ISP
16h 06m1 stop
Frontier Logo
7:58 pm - 11:26 am
ISP
-
ORD
16h 28m1 stop
$282Frontier
Fri, Mar 6 - Sun, Mar 8
Frontier Logo
8:39 pm - 9:48 am
ORD
-
ISP
12h 09m1 stop
Frontier Logo
5:08 pm - 3:28 pm
ISP
-
ORD
23h 20m1 stop
$301Frontier
Fri, Jan 16 - Sun, Jan 18
Frontier Logo
12:31 pm - 8:09 pm
ORD
-
ISP
6h 38m1 stop
Frontier Logo
9:52 am - 7:51 pm
ISP
-
ORD
10h 59m1 stop
$357Frontier
Fri, Jan 2 - Tue, Jan 6
Frontier Logo
10:12 am - 7:40 pm
ORD
-
ISP
8h 28m1 stop
Frontier Logo
12:55 pm - 4:19 pm
ISP
-
ORD
28h 24m1 stop
$358Frontier
Booking Insights

KAYAK's insights & trends for Chicago to Islip flights

Get data-powered insights and trends into flights from Chicago to Islip to help you find the cheapest flights, the best time to fly and much more.

What is the most popular layover airport when flying from Chicago to Islip?

Percentage of 1-stop round-trip flights from Chicago to Islip chosen by KAYAK users via each layover airport in the last 12 months (only includes trips with the same layover airport on both legs).

Orlando (MCO) is the top choice – 57% of KAYAK users who clicked on 1-stop flights from Chicago to Islip picked an itinerary connecting there.

What is the cheapest layover airport when flying from Chicago to Islip?

Average round-trip price for 1-stop flights from Chicago to Islip clicked by KAYAK users in the last 12 months (only includes trips with the same layover airport on both legs).

Flights via Detroit (DTW) offer the most affordable fares, with an average round-trip price of $199.

Which layover airport offers the shortest total travel time from Chicago to Islip?

Shortest average total travel time for 1-stop one-way flights from Chicago to Islip via different layover airports, based on KAYAK user data from the last 12 months.

Consider flying via Baltimore (BWI) for the shortest journey. The average one-way travel time for flights connecting there is 4h 10m.

Which layover airport has the quickest connection when flying from Chicago to Islip?

Average layover duration at different layover airports for 1-stop one-way flights from Chicago to Islip, based on KAYAK user data from the last 12 months.

If you prefer a quick connection, Detroit (DTW) often has the shortest layovers from Chicago to Islip, with an average of 2h 02m.

Find deals

Good to know

Cheapest flight$109
Flight from Chicago to Islip

When to book flights from Chicago to Islip

Are your dates flexible? Find out the best times to travel from Chicago to Islip based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Islip flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Islip?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Islip was $109 for a one-way ticket and $181 for a round-trip.

  • Do I need a passport to fly between Chicago and Islip?

    No

  • Which aircraft models fly most regularly from Chicago to Islip?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Chicago to Islip?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Islip.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Islip?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Islip from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Islip?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Islip with an airline and back to Chicago with another airline. Booking your flights between Chicago and ISP can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Islip?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Islip from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight from Chicago to Islip

Information on your arrival and departure airports

Chicago (ORD)
Islip (ISP)