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Cheap flights from Chicago to New York from $140

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
8:47 pm - 11:04 amMDW  Chicago Midway-ISP Islip Long Island
13h 17m1 stop Orlando
Frontier Logo
11:59 am - 7:42 pmISP  Islip Long Island-MDW Chicago Midway
8h 43m1 stop Orlando
$280Frontier
Thu, Jan 21 - Mon, Jan 25
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
$300Frontier
Thu, Dec 3 - Sun, Dec 6
Southwest Logo
1:35 pm - 9:30 pmMDW  Chicago Midway-ISP Islip Long Island
6h 55m2 stops Atlanta Hartsfield-Jackson Baltimore/Washington
Southwest Logo
5:45 am - 9:05 amISP  Islip Long Island-MDW Chicago Midway
4h 20m1 stop Baltimore/Washington
$300Southwest
Thu, Jan 21 - Mon, Jan 25
Southwest Logo
1:35 pm - 9:30 pmMDW  Chicago Midway-ISP Islip Long Island
6h 55m2 stops Atlanta Hartsfield-Jackson Baltimore/Washington
Southwest Logo
5:45 am - 2:45 pmISP  Islip Long Island-MDW Chicago Midway
10h 00m2 stops Baltimore/Washington Hartford Bradley Intl
$305Southwest
Thu, Jan 21 - Mon, Jan 25
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
Multiple Airlines Logo
6:00 am - 2:22 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
31h 22m2 stops Atlanta Hartsfield-Jackson Raleigh-Durham
Multiple Airlines Logo
6:00 pm - 12:56 amISP  Islip Long Island-ORD Chicago O'Hare Intl
7h 56m1 stop Fort Myers SW Florida Intl
$338Multiple Airlines
Thu, Jan 21 - Mon, Jan 25
Multiple Airlines Logo
7:00 am - 9:56 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
13h 56m1 stop Fort Lauderdale
Multiple Airlines Logo
11:59 am - 3:56 pmISP  Islip Long Island-ORD Chicago O'Hare Intl
28h 57m1 stop Orlando
$403Multiple Airlines
Thu, Jan 21 - Mon, Jan 25
Southwest Logo
5:05 am - 11:45 amMDW  Chicago Midway-ISP Islip Long Island
5h 40m1 stop Baltimore/Washington
Southwest Logo
5:40 pm - 11:15 pmISP  Islip Long Island-MDW Chicago Midway
6h 35m1 stop Baltimore/Washington
$424Southwest
Thu, Nov 5 - Mon, Nov 9
Southwest Logo
12:55 pm - 10:50 pmMDW  Chicago Midway-ISP Islip Long Island
8h 55m2 stops Miami Orlando
Southwest Logo
5:40 pm - 11:15 pmISP  Islip Long Island-MDW Chicago Midway
6h 35m1 stop Baltimore/Washington
$429Southwest
Thu, Nov 5 - Mon, Nov 9
Southwest Logo
12:55 pm - 10:50 pmMDW  Chicago Midway-ISP Islip Long Island
8h 55m2 stops Miami Orlando
Southwest Logo
5:40 pm - 10:45 pmISP  Islip Long Island-MDW Chicago Midway
6h 05m2 stops Baltimore/Washington Lambert-St Louis
$434Southwest
Thu, Nov 5 - Mon, Nov 9

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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
Feb 15
ORD7:00 amChicago O'Hare Intl
9h 30m
1 stop
ISP5:30 pmIslip Long Island
Feb 23
ISP5:55 amIslip Long Island
8h 44m
1 stop
ORD1:39 pmChicago O'Hare Intl
$631
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
$642
JetBlue
Nov 4
ORD7:00 amChicago O'Hare Intl
13h 37m
1 stop
ISP9:37 pmIslip Long Island
Nov 8
ISP6:00 amIslip Long Island
8h 42m
1 stop
ORD1:42 pmChicago O'Hare Intl
$661

Frontier flights from Chicago to Islip, New York

Our best Frontier deals on Chicago to Islip, New York flight tickets
Frontier
Jan 21
MDW8:47 pmChicago Midway
13h 17m
1 stop
ISP11:04 amIslip Long Island
Jan 25
ISP11:59 amIslip Long Island
8h 43m
1 stop
MDW7:42 pmChicago Midway
$280
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
$300
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

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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Price

Cheapest round-trip

ChicagoIslip

MDW Chicago Midway - ISP Islip Long Island

MDWISP

Chicago Midway

Thu 1/21

8:47 pm-11:04 am

1 stop13h 17m

Islip Long Island

Mon 1/25

11:59 am-7:42 pm

1 stop8h 43m

$280

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

$300
Quickest round-trip

ChicagoIslip

MDW Chicago Midway - ISP Islip Long Island

MDWISP

Chicago Midway

Thu 1/21

1:35 pm-9:30 pm

2 stops6h 55m

Islip Long Island

Mon 1/25

5:45 am-9:05 am

1 stop4h 20m

$300

ChicagoIslip

MDW Chicago Midway - ISP Islip Long Island

MDWISP

Chicago Midway

Thu 1/21

1:35 pm-9:30 pm

2 stops6h 55m

Islip Long Island

Mon 1/25

5:45 am-2:45 pm

2 stops10h 00m

$305

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

ORD Chicago O'Hare Intl - ISP Islip Long Island

ORDISP

Chicago O'Hare Intl

Thu 1/21

6:00 am-2:22 pm

2 stops31h 22m

Islip Long Island

Mon 1/25

6:00 pm-12:56 am

1 stop7h 56m

$338

ChicagoIslip

ORD Chicago O'Hare Intl - ISP Islip Long Island

ORDISP

Chicago O'Hare Intl

Thu 1/21

7:00 am-9:56 pm

1 stop13h 56m

Islip Long Island

Mon 1/25

11:59 am-3:56 pm

1 stop28h 57m

$403

ChicagoIslip

MDW Chicago Midway - ISP Islip Long Island

MDWISP

Chicago Midway

Thu 11/5

5:05 am-11:45 am

1 stop5h 40m

Islip Long Island

Mon 11/9

5:40 pm-11:15 pm

1 stop6h 35m

$424

ChicagoIslip

MDW Chicago Midway - ISP Islip Long Island

MDWISP

Chicago Midway

Thu 11/5

12:55 pm-10:50 pm

2 stops8h 55m

Islip Long Island

Mon 11/9

5:40 pm-11:15 pm

1 stop6h 35m

$429

ChicagoIslip

MDW Chicago Midway - ISP Islip Long Island

MDWISP

Chicago Midway

Thu 11/5

12:55 pm-10:50 pm

2 stops8h 55m

Islip Long Island

Mon 11/9

5:40 pm-10:45 pm

2 stops6h 05m

$434

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 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 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

$140

Fastest flight time

6h 40m

Direct flights

None
The best one-way flight to Islip, New York from Chicago in the past 72 hours is $140. The best round-trip flight deal from Chicago to Islip, New York found on momondo in the last 72 hours is $280.
The fastest flight from Chicago to Islip, New York takes 6h 40m
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 40m.

  • 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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