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Cheap flights from Chicago to New York from $128

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
5:35 am - 1:22 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
6h 47m1 stop Orlando
Frontier Logo
6:10 pm - 1:08 amISP  Islip Long Island-ORD Chicago O'Hare Intl
7h 58m1 stop Orlando
$266Frontier
Thu, Dec 3 - Sun, Dec 6
Frontier Logo
5:40 am - 3:45 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
9h 05m1 stop Orlando
Frontier Logo
4:40 pm - 12:43 amISP  Islip Long Island-ORD Chicago O'Hare Intl
9h 03m1 stop Orlando
$280Frontier
Wed, Nov 25 - Mon, Nov 30
Frontier Logo
9:51 am - 5:31 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
6h 40m1 stop Orlando
Frontier Logo
4:40 pm - 12:43 amISP  Islip Long Island-ORD Chicago O'Hare Intl
9h 03m1 stop Orlando
$300Frontier
Thu, Nov 19 - Mon, Nov 23
Frontier Logo
8:35 pm - 10:31 amMDW  Chicago Midway-ISP Islip Long Island
12h 56m1 stop Orlando
Frontier Logo
11:59 am - 7:42 pmISP  Islip Long Island-MDW Chicago Midway
8h 43m1 stop Orlando
$300Frontier
Thu, Dec 17 - Mon, Jan 18
Frontier Logo
9:51 am - 5:31 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
6h 40m1 stop Orlando
Frontier Logo
4:40 pm - 12:43 amISP  Islip Long Island-ORD Chicago O'Hare Intl
9h 03m1 stop Orlando
$308Frontier
Thu, Nov 19 - Mon, Nov 23
Frontier Logo
9:51 am - 5:31 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
6h 40m1 stop Orlando
Frontier Logo
6:33 pm - 8:46 amISP  Islip Long Island-ORD Chicago O'Hare Intl
15h 13m1 stop Orlando
$320Frontier
Thu, Nov 12 - Sun, Nov 15
Frontier Logo
9:51 am - 5:31 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
6h 40m1 stop Orlando
Frontier Logo
6:33 pm - 8:46 amISP  Islip Long Island-ORD Chicago O'Hare Intl
15h 13m1 stop Orlando
$338Frontier
Thu, Nov 12 - Sun, Nov 15
Southwest Logo
6:10 pm - 11:35 pmMDW  Chicago Midway-ISP Islip Long Island
4h 25m1 stop Baltimore/Washington
Southwest Logo
6:30 am - 2:55 pmISP  Islip Long Island-MDW Chicago Midway
9h 25m1 stop Orlando
$355Southwest
Fri, Dec 11 - Mon, Dec 14
Southwest Logo
6:10 pm - 11:35 pmMDW  Chicago Midway-ISP Islip Long Island
4h 25m1 stop Baltimore/Washington
Southwest Logo
12:30 pm - 6:25 pmISP  Islip Long Island-MDW Chicago Midway
6h 55m2 stops Baltimore/Washington Atlanta Hartsfield-Jackson
$360Southwest
Fri, Dec 11 - Mon, Dec 14
Southwest Logo
12:50 pm - 11:35 pmMDW  Chicago Midway-ISP Islip Long Island
9h 45m2 stops Charlotte Douglas Baltimore/Washington
Southwest Logo
12:30 pm - 7:45 pmISP  Islip Long Island-MDW Chicago Midway
8h 15m2 stops Baltimore/Washington Buffalo
$371Southwest
Fri, Dec 11 - Mon, Dec 14

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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
Nov 13
ORD2:59 pmChicago O'Hare Intl
29h 38m
1 stop
ISP9:37 pmIslip Long Island
Nov 17
ISP6:00 amIslip Long Island
18h 36m
1 stop
ORD11:36 pmChicago O'Hare Intl
$533
JetBlue
Nov 10
ORD7:00 amChicago O'Hare Intl
13h 37m
1 stop
ISP9:37 pmIslip Long Island
Nov 13
ISP6:00 amIslip Long Island
18h 36m
1 stop
ORD11:36 pmChicago O'Hare Intl
$593
JetBlue
Dec 17
ORD7:00 amChicago O'Hare Intl
9h 42m
1 stop
ISP5:42 pmIslip Long Island
Dec 20
ISP7:17 pmIslip Long Island
29h 16m
1 stop
ORD11:33 pmChicago O'Hare Intl
$716

Frontier flights from Chicago to Islip, New York

Our best Frontier deals on Chicago to Islip, New York flight tickets
Frontier
Dec 3
ORD5:35 amChicago O'Hare Intl
6h 47m
1 stop
ISP1:22 pmIslip Long Island
Dec 6
ISP6:10 pmIslip Long Island
7h 58m
1 stop
ORD1:08 amChicago O'Hare Intl
$266
Frontier
Nov 25
ORD5:40 amChicago O'Hare Intl
9h 05m
1 stop
ISP3:45 pmIslip Long Island
Nov 30
ISP4:40 pmIslip Long Island
9h 03m
1 stop
ORD12:43 amChicago O'Hare Intl
$280
Frontier
Nov 19
ORD9:51 amChicago O'Hare Intl
6h 40m
1 stop
ISP5:31 pmIslip Long Island
Nov 23
ISP4:40 pmIslip Long Island
9h 03m
1 stop
ORD12:43 amChicago O'Hare Intl
$300

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago to Islip, New York that are best for you.

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Cheapest round-trip

ChicagoIslip

ORD Chicago O'Hare Intl - ISP Islip Long Island

ORDISP

Chicago O'Hare Intl

Thu 12/3

5:35 am-1:22 pm

1 stop6h 47m

Islip Long Island

Sun 12/6

6:10 pm-1:08 am

1 stop7h 58m

$266

ChicagoIslip

ORD Chicago O'Hare Intl - ISP Islip Long Island

ORDISP

Chicago O'Hare Intl

Wed 11/25

5:40 am-3:45 pm

1 stop9h 05m

Islip Long Island

Mon 11/30

4:40 pm-12:43 am

1 stop9h 03m

$280

ChicagoIslip

ORD Chicago O'Hare Intl - ISP Islip Long Island

ORDISP

Chicago O'Hare Intl

Thu 11/19

9:51 am-5:31 pm

1 stop6h 40m

Islip Long Island

Mon 11/23

4:40 pm-12:43 am

1 stop9h 03m

$300

ChicagoIslip

MDW Chicago Midway - ISP Islip Long Island

MDWISP

Chicago Midway

Thu 12/17

8:35 pm-10:31 am

1 stop12h 56m

Islip Long Island

Mon 1/18

11:59 am-7:42 pm

1 stop8h 43m

$300

ChicagoIslip

ORD Chicago O'Hare Intl - ISP Islip Long Island

ORDISP

Chicago O'Hare Intl

Thu 11/19

9:51 am-5:31 pm

1 stop6h 40m

Islip Long Island

Mon 11/23

4:40 pm-12:43 am

1 stop9h 03m

$308

ChicagoIslip

ORD Chicago O'Hare Intl - ISP Islip Long Island

ORDISP

Chicago O'Hare Intl

Thu 11/12

9:51 am-5:31 pm

1 stop6h 40m

Islip Long Island

Sun 11/15

6:33 pm-8:46 am

1 stop15h 13m

$320

ChicagoIslip

ORD Chicago O'Hare Intl - ISP Islip Long Island

ORDISP

Chicago O'Hare Intl

Thu 11/12

9:51 am-5:31 pm

1 stop6h 40m

Islip Long Island

Sun 11/15

6:33 pm-8:46 am

1 stop15h 13m

$338

ChicagoIslip

MDW Chicago Midway - ISP Islip Long Island

MDWISP

Chicago Midway

Fri 12/11

6:10 pm-11:35 pm

1 stop4h 25m

Islip Long Island

Mon 12/14

6:30 am-2:55 pm

1 stop9h 25m

$355
Quickest round-trip

ChicagoIslip

MDW Chicago Midway - ISP Islip Long Island

MDWISP

Chicago Midway

Fri 12/11

6:10 pm-11:35 pm

1 stop4h 25m

Islip Long Island

Mon 12/14

12:30 pm-6:25 pm

2 stops6h 55m

$360

ChicagoIslip

MDW Chicago Midway - ISP Islip Long Island

MDWISP

Chicago Midway

Fri 12/11

12:50 pm-11:35 pm

2 stops9h 45m

Islip Long Island

Mon 12/14

12:30 pm-7:45 pm

2 stops8h 15m

$371

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 and Southwest are the most popular carriers 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 59% 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

Best Price Found

$128

Fastest flight time

6h 47m

Direct flights

None
The best one-way flight to Islip, New York from Chicago in the past 72 hours is $128. The best round-trip flight deal from Chicago to Islip, New York found on momondo in the last 72 hours is $266.
The fastest flight from Chicago to Islip, New York takes 6h 47m
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 6h 47m.

  • 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
Amagansett
Sag Harbor

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.

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