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Cheap flights from Chicago to New York from $130

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
$320Frontier
Thu, Dec 3 - Sun, Dec 6
Southwest Logo
6:00 am - 11:45 amMDW  Chicago Midway-ISP Islip Long Island
4h 45m1 stop Baltimore/Washington
Southwest Logo
4:25 pm - 11:00 pmISP  Islip Long Island-MDW Chicago Midway
7h 35m1 stop Orlando
$395Southwest
Wed, Nov 11 - Thu, Nov 12
Southwest Logo
1:15 pm - 9:45 pmMDW  Chicago Midway-ISP Islip Long Island
7h 30m2 stops Richmond Byrd Intl Baltimore/Washington
Southwest Logo
5:35 am - 8:40 amISP  Islip Long Island-MDW Chicago Midway
4h 05m1 stop Baltimore/Washington
$400Southwest
Wed, Nov 11 - Thu, Nov 12
Southwest Logo
7:45 am - 2:55 pmMDW  Chicago Midway-ISP Islip Long Island
6h 10m2 stops Greater Rochester Intl Baltimore/Washington
Southwest Logo
5:35 am - 8:40 amISP  Islip Long Island-MDW Chicago Midway
4h 05m1 stop Baltimore/Washington
$416Southwest
Sat, Nov 14 - Sun, Nov 15
Southwest Logo
5:00 am - 2:20 pmMDW  Chicago Midway-ISP Islip Long Island
8h 20m1 stop Orlando
Southwest Logo
5:40 pm - 11:10 pmISP  Islip Long Island-MDW Chicago Midway
6h 30m1 stop Baltimore/Washington
$442Southwest
Sat, Nov 14 - Sun, Nov 15
Southwest Logo
10:55 am - 9:45 pmMDW  Chicago Midway-ISP Islip Long Island
9h 50m2 stops Dallas Love Field Baltimore/Washington
Southwest Logo
5:40 pm - 10:45 pmISP  Islip Long Island-MDW Chicago Midway
6h 05m2 stops Baltimore/Washington Lambert-St Louis
$446Southwest
Wed, Nov 11 - Thu, Nov 12
Southwest Logo
6:10 pm - 11:35 pmMDW  Chicago Midway-ISP Islip Long Island
4h 25m1 stop Baltimore/Washington
Southwest Logo
5:40 pm - 11:10 pmISP  Islip Long Island-MDW Chicago Midway
6h 30m1 stop Baltimore/Washington
$462Southwest
Fri, Nov 13 - Sun, Nov 15
Southwest Logo
7:50 am - 5:05 pmMDW  Chicago Midway-ISP Islip Long Island
8h 15m2 stops Cleveland Hopkins Intl Baltimore/Washington
Southwest Logo
5:35 am - 8:40 amISP  Islip Long Island-MDW Chicago Midway
4h 05m1 stop Baltimore/Washington
$467Southwest
Fri, Nov 13 - Sun, Nov 15
Frontier Logo
8:42 pm - 3:45 pmMDW  Chicago Midway-ISP Islip Long Island
18h 03m1 stop Orlando
Frontier Logo
4:40 pm - 7:47 pmISP  Islip Long Island-MDW Chicago Midway
28h 07m1 stop Orlando
$484Frontier
Fri, Nov 20 - Mon, Nov 23
Southwest Logo
7:45 am - 2:55 pmMDW  Chicago Midway-ISP Islip Long Island
6h 10m2 stops Greater Rochester Intl Baltimore/Washington
Southwest Logo
12:25 pm - 8:25 pmISP  Islip Long Island-MDW Chicago Midway
9h 00m2 stops Baltimore/Washington Atlanta Hartsfield-Jackson
$487Southwest
Sat, Nov 14 - Sun, Nov 15

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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
$320
Frontier
Nov 20
MDW8:42 pmChicago Midway
18h 03m
1 stop
ISP3:45 pmIslip Long Island
Nov 23
ISP4:40 pmIslip Long Island
28h 07m
1 stop
MDW7:47 pmChicago Midway
$484
Frontier
Dec 6
ORD5:35 amChicago O'Hare Intl
7h 14m
1 stop
ISP1:49 pmIslip Long Island
Dec 13
ISP2:45 pmIslip Long Island
11h 16m
1 stop
ORD1:01 amChicago O'Hare Intl
$520

JetBlue flights from Chicago to Islip, New York

Our best JetBlue deals on Chicago to Islip, New York flight tickets
JetBlue
Nov 11
ORD7:00 amChicago O'Hare Intl
13h 37m
1 stop
ISP9:37 pmIslip Long Island
Nov 12
ISP6:00 amIslip Long Island
8h 42m
1 stop
ORD1:42 pmChicago O'Hare Intl
$543
JetBlue
Oct 30
ORD2:42 pmChicago O'Hare Intl
29h 55m
1 stop
ISP9:37 pmIslip Long Island
Nov 3
ISP6:00 amIslip Long Island
18h 57m
1 stop
ORD11:57 pmChicago O'Hare Intl
$591
JetBlue
Nov 13
ORD2:59 pmChicago O'Hare Intl
29h 38m
1 stop
ISP9:37 pmIslip Long Island
Nov 15
ISP6:00 amIslip Long Island
18h 50m
1 stop
ORD11:50 pmChicago O'Hare Intl
$592

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

$320

ChicagoIslip

MDW Chicago Midway - ISP Islip Long Island

MDWISP

Chicago Midway

Wed 11/11

6:00 am-11:45 am

1 stop4h 45m

Islip Long Island

Thu 11/12

4:25 pm-11:00 pm

1 stop7h 35m

$395

ChicagoIslip

MDW Chicago Midway - ISP Islip Long Island

MDWISP

Chicago Midway

Wed 11/11

1:15 pm-9:45 pm

2 stops7h 30m

Islip Long Island

Thu 11/12

5:35 am-8:40 am

1 stop4h 05m

$400
Quickest round-trip

ChicagoIslip

MDW Chicago Midway - ISP Islip Long Island

MDWISP

Chicago Midway

Sat 11/14

7:45 am-2:55 pm

2 stops6h 10m

Islip Long Island

Sun 11/15

5:35 am-8:40 am

1 stop4h 05m

$416

ChicagoIslip

MDW Chicago Midway - ISP Islip Long Island

MDWISP

Chicago Midway

Sat 11/14

5:00 am-2:20 pm

1 stop8h 20m

Islip Long Island

Sun 11/15

5:40 pm-11:10 pm

1 stop6h 30m

$442

ChicagoIslip

MDW Chicago Midway - ISP Islip Long Island

MDWISP

Chicago Midway

Wed 11/11

10:55 am-9:45 pm

2 stops9h 50m

Islip Long Island

Thu 11/12

5:40 pm-10:45 pm

2 stops6h 05m

$446

ChicagoIslip

MDW Chicago Midway - ISP Islip Long Island

MDWISP

Chicago Midway

Fri 11/13

6:10 pm-11:35 pm

1 stop4h 25m

Islip Long Island

Sun 11/15

5:40 pm-11:10 pm

1 stop6h 30m

$462

ChicagoIslip

MDW Chicago Midway - ISP Islip Long Island

MDWISP

Chicago Midway

Fri 11/13

7:50 am-5:05 pm

2 stops8h 15m

Islip Long Island

Sun 11/15

5:35 am-8:40 am

1 stop4h 05m

$467

ChicagoIslip

MDW Chicago Midway - ISP Islip Long Island

MDWISP

Chicago Midway

Fri 11/20

8:42 pm-3:45 pm

1 stop18h 03m

Islip Long Island

Mon 11/23

4:40 pm-7:47 pm

1 stop28h 07m

$484

ChicagoIslip

MDW Chicago Midway - ISP Islip Long Island

MDWISP

Chicago Midway

Sat 11/14

7:45 am-2:55 pm

2 stops6h 10m

Islip Long Island

Sun 11/15

12:25 pm-8:25 pm

2 stops9h 00m

$487

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

$130

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 $130. The best round-trip flight deal from Chicago to Islip, New York found on momondo in the last 72 hours is $320.
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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