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Cheap flights from Chicago to New York from $126

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to New York departing on 10/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago to New York

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
7:44 pm - 9:53 am
ORD
-
ISP
13h 09m
1 stop
Frontier Logo
10:57 am - 11:08 pm
ISP
-
ORD
13h 11m
1 stop
$252Frontier
Thu, Sep 3 - Tue, Sep 8
Frontier Logo
7:44 pm - 9:33 am
ORD
-
ISP
12h 49m
1 stop
Frontier Logo
4:13 pm - 11:55 pm
ISP
-
ORD
8h 42m
1 stop
$253Frontier
Tue, Sep 8 - Tue, Sep 15
Frontier Logo
7:44 pm - 9:33 am
ORD
-
ISP
12h 49m
1 stop
Frontier Logo
4:13 pm - 11:55 pm
ISP
-
ORD
8h 42m
1 stop
$254Frontier
Tue, Sep 8 - Tue, Sep 15
Frontier Logo
7:44 pm - 9:33 am
ORD
-
ISP
12h 49m
1 stop
Frontier Logo
4:13 pm - 11:55 pm
ISP
-
ORD
8h 42m
1 stop
$255Frontier
Tue, Sep 8 - Tue, Sep 15
Frontier Logo
7:44 pm - 9:53 am
ORD
-
ISP
13h 09m
1 stop
Frontier Logo
10:57 am - 11:08 pm
ISP
-
ORD
13h 11m
1 stop
$260Frontier
Thu, Aug 27 - Sun, Aug 30
Frontier Logo
3:50 pm - 4:58 pm
ORD
-
ISP
24h 08m
1 stop
Frontier Logo
5:43 pm - 10:20 am
ISP
-
ORD
17h 37m
1 stop
$261Frontier
Wed, Sep 9 - Wed, Sep 16
Frontier Logo
7:44 pm - 9:53 am
ORD
-
ISP
13h 09m
1 stop
Frontier Logo
10:57 am - 11:08 pm
ISP
-
ORD
13h 11m
1 stop
$265Frontier
Thu, Aug 20 - Sun, Aug 23
Frontier Logo
4:49 pm - 9:33 am
ORD
-
ISP
15h 44m
1 stop
Frontier Logo
4:13 pm - 8:21 am
ISP
-
ORD
17h 08m
1 stop
$266Frontier
Fri, Sep 25 - Wed, Sep 30
Frontier Logo
6:05 am - 6:14 pm
ORD
-
ISP
11h 09m
1 stop
Frontier Logo
10:57 am - 11:08 pm
ISP
-
ORD
13h 11m
1 stop
$268Frontier
Fri, Aug 21 - Sun, Aug 23
Frontier Logo
5:59 pm - 9:53 am
ORD
-
ISP
14h 54m
1 stop
Frontier Logo
7:09 pm - 1:20 pm
ISP
-
ORD
19h 11m
1 stop
$269Frontier
Wed, Aug 19 - Thu, Aug 20

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JetBlue flights from Chicago to Islip, New York

Our best JetBlue deals on Chicago to Islip, New York flight tickets
JetBlue
Sep 9
ORD3:00 pmChicago O'Hare Intl
7h 22m
1 stop
ISP11:22 pmIslip Long Island
Sep 16
ISP7:00 amIslip Long Island
7h 45m
1 stop
ORD1:45 pmChicago O'Hare Intl
$379
JetBlue
Sep 9
ORD3:00 pmChicago O'Hare Intl
7h 22m
1 stop
ISP11:22 pmIslip Long Island
Sep 11
ISP7:00 amIslip Long Island
7h 45m
1 stop
ORD1:45 pmChicago O'Hare Intl
$399
JetBlue
Oct 6
ORD3:00 pmChicago O'Hare Intl
7h 22m
1 stop
ISP11:22 pmIslip Long Island
Oct 7
ISP7:00 amIslip Long Island
7h 47m
1 stop
ORD1:47 pmChicago O'Hare Intl
$419

Frontier flights from Chicago to Islip, New York

Our best Frontier deals on Chicago to Islip, New York flight tickets
Frontier
Sep 3
ORD7:44 pmChicago O'Hare Intl
13h 09m
1 stop
ISP9:53 amIslip Long Island
Sep 8
ISP10:57 amIslip Long Island
13h 11m
1 stop
ORD11:08 pmChicago O'Hare Intl
$252
Frontier
Sep 8
ORD7:44 pmChicago O'Hare Intl
12h 49m
1 stop
ISP9:33 amIslip Long Island
Sep 15
ISP4:13 pmIslip Long Island
8h 42m
1 stop
ORD11:55 pmChicago O'Hare Intl
$253
Frontier
Sep 8
ORD7:44 pmChicago O'Hare Intl
12h 49m
1 stop
ISP9:33 amIslip Long Island
Sep 15
ISP4:13 pmIslip Long Island
8h 42m
1 stop
ORD11:55 pmChicago O'Hare Intl
$254

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Islip, New York 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, momondo users made 832,500 searches. Data last updated July 27, 2026.
Use the filters below to find and compare flights from Chicago to Islip, New York that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 9/3

7:44 pm-9:53 am

1 stop13h 09m

Islip Long Island

Tue 9/8

10:57 am-11:08 pm

1 stop13h 11m

$252
Quickest round-trip

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 9/8

7:44 pm-9:33 am

1 stop12h 49m

Islip Long Island

Tue 9/15

4:13 pm-11:55 pm

1 stop8h 42m

$253

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 9/8

7:44 pm-9:33 am

1 stop12h 49m

Islip Long Island

Tue 9/15

4:13 pm-11:55 pm

1 stop8h 42m

$254

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Tue 9/8

7:44 pm-9:33 am

1 stop12h 49m

Islip Long Island

Tue 9/15

4:13 pm-11:55 pm

1 stop8h 42m

$255

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 8/27

7:44 pm-9:53 am

1 stop13h 09m

Islip Long Island

Sun 8/30

10:57 am-11:08 pm

1 stop13h 11m

$260

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Wed 9/9

3:50 pm-4:58 pm

1 stop24h 08m

Islip Long Island

Wed 9/16

5:43 pm-10:20 am

1 stop17h 37m

$261

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 8/20

7:44 pm-9:53 am

1 stop13h 09m

Islip Long Island

Sun 8/23

10:57 am-11:08 pm

1 stop13h 11m

$265

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 9/25

4:49 pm-9:33 am

1 stop15h 44m

Islip Long Island

Wed 9/30

4:13 pm-8:21 am

1 stop17h 08m

$266

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Fri 8/21

6:05 am-6:14 pm

1 stop11h 09m

Islip Long Island

Sun 8/23

10:57 am-11:08 pm

1 stop13h 11m

$268

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Wed 8/19

5:59 pm-9:53 am

1 stop14h 54m

Islip Long Island

Thu 8/20

7:09 pm-1:20 pm

1 stop19h 11m

$269

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to New York from

How to get the cheapest flight ticket from Chicago to Islip, New York

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Chicago to Islip Long Island?

Frontier is the most popular carrier operating from Chicago to Islip Long Island

What airlines fly to Islip, New York?

United Airlines, American Airlines and Delta are the top three most popular airlines that fly to Islip, New York from Chicago according to our data. United Airlines is the first choice among our users, with 56% of people opting to fly with this airline when traveling to Islip, New York. Keep in mind that there are 6 different airlines that fly to Islip, New York on a routine basis, so you have a few additional options to choose from.

When to book flights from Chicago to Islip, New York

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Islip, New York according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Islip, New York (CHI to ISP) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Islip, New York

Fastest flight time

7h 04m

Direct flights

None
The fastest flight from Chicago to Islip, New York takes 7h 04m
There are no direct flights from Chicago to Islip, New York. There are no popular flight routes from Chicago to Islip, New York.
Search flight deals

Frequently asked questions about flying from Chicago to Islip, New York

  • How far is Chicago to Islip Long Island by plane?

    The distance between Chicago and Islip Long Island is about 751.1 mi. By plane, this route typically takes 7h 04m.

  • When did momondo last update prices for flights from Chicago to Islip Long Island Airport?

    Prices for flights from Chicago to Islip Long Island Airport refresh daily.

  • How old do you have to be to fly from Chicago to Islip Long Island Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Islip Long Island Airport.

  • What documentation or ID do you need to fly to Islip Long Island Airport?

    The travel and health documents you'll need for your trip to Islip Long Island Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Islip Long Island Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near New York?

Book flights to New York if you plan to visit one of these locations
Montauk
Riverhead
Southampton
Sag Harbor
Amagansett

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Islip?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Islip. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Islip with flexible booking policies on momondo?

All flight searches from Chicago to Islip on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Islip?

Once all potential Chicago to Islip flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Islip right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Islip now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Islip and let you know when they change.

An easier way to manage your Islip, New York trip

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