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Cheap flights from Islip, New York to Chicago from $124

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Islip, New York to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:25 pm - 7:31 amISP  Islip Long Island-ORD Chicago O'Hare Intl
14h 06m1 stop Orlando
Frontier Logo
9:00 am - 5:30 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
7h 30m1 stop Orlando
$247Frontier
Thu, Oct 8 - Sat, Oct 10
Frontier Logo
6:25 pm - 7:31 amISP  Islip Long Island-ORD Chicago O'Hare Intl
14h 06m1 stop Orlando
Frontier Logo
9:00 am - 5:30 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
7h 30m1 stop Orlando
$260Frontier
Thu, Oct 15 - Sun, Oct 18
Frontier Logo
6:25 pm - 7:31 amISP  Islip Long Island-ORD Chicago O'Hare Intl
14h 06m1 stop Orlando
Frontier Logo
9:00 am - 5:30 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
7h 30m1 stop Orlando
$268Frontier
Thu, Oct 15 - Sun, Oct 18
Frontier Logo
6:33 pm - 8:46 amISP  Islip Long Island-ORD Chicago O'Hare Intl
15h 13m1 stop Orlando
Frontier Logo
9:51 am - 5:31 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
6h 40m1 stop Orlando
$270Frontier
Thu, Nov 5 - Sun, Nov 8
Frontier Logo
5:43 pm - 10:59 pmISP  Islip Long Island-ORD Chicago O'Hare Intl
30h 16m1 stop Orlando
Frontier Logo
3:50 pm - 4:58 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
24h 08m1 stop Orlando
$272Frontier
Tue, Sep 22 - Mon, Sep 28
Multiple Airlines Logo
5:43 pm - 10:59 pmISP  Islip Long Island-ORD Chicago O'Hare Intl
30h 16m1 stop Orlando
Multiple Airlines Logo
3:50 pm - 12:58 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
20h 08m2 stops Orlando Wilmington New Hanover County
$276Multiple Airlines
Tue, Sep 22 - Mon, Sep 28
Frontier Logo
5:43 pm - 10:20 amISP  Islip Long Island-ORD Chicago O'Hare Intl
17h 37m1 stop Orlando
Frontier Logo
3:50 pm - 4:58 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
24h 08m1 stop Orlando
$279Frontier
Wed, Sep 23 - Mon, Sep 28
Frontier Logo
6:25 pm - 7:31 amISP  Islip Long Island-ORD Chicago O'Hare Intl
14h 06m1 stop Orlando
Frontier Logo
9:00 am - 5:30 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
7h 30m1 stop Orlando
$281Frontier
Sun, Oct 18 - Thu, Oct 22
Multiple Airlines Logo
7:00 am - 1:45 pmISP  Islip Long Island-ORD Chicago O'Hare Intl
7h 45m1 stop Fort Lauderdale
Multiple Airlines Logo
3:50 pm - 4:58 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
24h 08m1 stop Orlando
$282Multiple Airlines
Mon, Sep 21 - Mon, Sep 28
Multiple Airlines Logo
5:43 pm - 10:20 amISP  Islip Long Island-ORD Chicago O'Hare Intl
17h 37m1 stop Orlando
Multiple Airlines Logo
3:50 pm - 12:58 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
20h 08m2 stops Orlando Wilmington New Hanover County
$284Multiple Airlines
Wed, Sep 23 - Mon, Sep 28

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JetBlue flights from Islip, New York to Chicago O'Hare Intl Airport

Our best JetBlue deals on Islip, New York to Chicago O'Hare Intl Airport flight tickets
JetBlue
Sep 21
ISP7:00 amIslip Long Island
7h 45m
1 stop
ORD1:45 pmChicago O'Hare Intl
Sep 24
ORD3:00 pmChicago O'Hare Intl
7h 22m
1 stop
ISP11:22 pmIslip Long Island
$319
JetBlue
Sep 26
ISP7:00 amIslip Long Island
7h 45m
1 stop
ORD1:45 pmChicago O'Hare Intl
Sep 30
ORD3:00 pmChicago O'Hare Intl
7h 22m
1 stop
ISP11:22 pmIslip Long Island
$339
JetBlue
Sep 26
ISP7:00 amIslip Long Island
7h 45m
1 stop
ORD1:45 pmChicago O'Hare Intl
Sep 28
ORD6:00 amChicago O'Hare Intl
16h 22m
1 stop
ISP11:22 pmIslip Long Island
$351

Frontier flights from Islip, New York to Chicago O'Hare Intl Airport

Our best Frontier deals on Islip, New York to Chicago O'Hare Intl Airport flight tickets
Frontier
Oct 8
ISP6:25 pmIslip Long Island
14h 06m
1 stop
ORD7:31 amChicago O'Hare Intl
Oct 10
ORD9:00 amChicago O'Hare Intl
7h 30m
1 stop
ISP5:30 pmIslip Long Island
$247
Frontier
Sep 26
ISP5:43 pmIslip Long Island
17h 37m
1 stop
ORD10:20 amChicago O'Hare Intl
Sep 28
ORD3:50 pmChicago O'Hare Intl
24h 08m
1 stop
ISP4:58 pmIslip Long Island
$253
Frontier
Oct 15
ISP6:25 pmIslip Long Island
14h 06m
1 stop
ORD7:31 amChicago O'Hare Intl
Oct 18
ORD9:00 amChicago O'Hare Intl
7h 30m
1 stop
ISP5:30 pmIslip Long Island
$260

momondo Fare Finder

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

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Price

Cheapest round-trip
Quickest round-trip

IslipChicago

ISP Islip Long Island - ORD Chicago O'Hare Intl

ISPORD

Islip Long Island

Thu 10/8

6:25 pm-7:31 am

1 stop14h 06m

Chicago O'Hare Intl

Sat 10/10

9:00 am-5:30 pm

1 stop7h 30m

$247

IslipChicago

ISP Islip Long Island - ORD Chicago O'Hare Intl

ISPORD

Islip Long Island

Thu 10/15

6:25 pm-7:31 am

1 stop14h 06m

Chicago O'Hare Intl

Sun 10/18

9:00 am-5:30 pm

1 stop7h 30m

$260

IslipChicago

ISP Islip Long Island - ORD Chicago O'Hare Intl

ISPORD

Islip Long Island

Thu 10/15

6:25 pm-7:31 am

1 stop14h 06m

Chicago O'Hare Intl

Sun 10/18

9:00 am-5:30 pm

1 stop7h 30m

$268

IslipChicago

ISP Islip Long Island - ORD Chicago O'Hare Intl

ISPORD

Islip Long Island

Thu 11/5

6:33 pm-8:46 am

1 stop15h 13m

Chicago O'Hare Intl

Sun 11/8

9:51 am-5:31 pm

1 stop6h 40m

$270

IslipChicago

ISP Islip Long Island - ORD Chicago O'Hare Intl

ISPORD

Islip Long Island

Tue 9/22

5:43 pm-10:59 pm

1 stop30h 16m

Chicago O'Hare Intl

Mon 9/28

3:50 pm-4:58 pm

1 stop24h 08m

$272

IslipChicago

ISP Islip Long Island - ORD Chicago O'Hare Intl

ISPORD

Islip Long Island

Tue 9/22

5:43 pm-10:59 pm

1 stop30h 16m

Chicago O'Hare Intl

Mon 9/28

3:50 pm-12:58 pm

2 stops20h 08m

$276

IslipChicago

ISP Islip Long Island - ORD Chicago O'Hare Intl

ISPORD

Islip Long Island

Wed 9/23

5:43 pm-10:20 am

1 stop17h 37m

Chicago O'Hare Intl

Mon 9/28

3:50 pm-4:58 pm

1 stop24h 08m

$279

IslipChicago

ISP Islip Long Island - ORD Chicago O'Hare Intl

ISPORD

Islip Long Island

Sun 10/18

6:25 pm-7:31 am

1 stop14h 06m

Chicago O'Hare Intl

Thu 10/22

9:00 am-5:30 pm

1 stop7h 30m

$281

IslipChicago

ISP Islip Long Island - ORD Chicago O'Hare Intl

ISPORD

Islip Long Island

Mon 9/21

7:00 am-1:45 pm

1 stop7h 45m

Chicago O'Hare Intl

Mon 9/28

3:50 pm-4:58 pm

1 stop24h 08m

$282

IslipChicago

ISP Islip Long Island - ORD Chicago O'Hare Intl

ISPORD

Islip Long Island

Wed 9/23

5:43 pm-10:20 am

1 stop17h 37m

Chicago O'Hare Intl

Mon 9/28

3:50 pm-12:58 pm

2 stops20h 08m

$284

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 Chicago from

How to get the cheapest flight ticket from Islip, New York to Chicago O'Hare Intl Airport

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 day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Saturday when prices can be found for as low as $326. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Islip, New York because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $410.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Islip, New York in the evening is the least expensive time of day to depart. momondo users have found prices as low as $323 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $372. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Islip, New York to Chicago O'Hare Intl Airport

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

Cheap Islip, New York to Chicago O'Hare Intl Airport (ISP to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Islip, New York to Chicago O'Hare Intl Airport

Best Price Found

$124

Fastest flight time

12h 31m

Direct flights

None
The best one-way flight to Chicago O'Hare Intl Airport from Islip, New York in the past 72 hours is $124. The best round-trip flight deal from Islip, New York to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $247.
The fastest flight from Islip, New York to Chicago O'Hare Intl Airport takes 12h 31m
There are no direct flights from Islip, New York to Chicago O'Hare Intl Airport. There are no popular flight routes from Islip, New York to Chicago O'Hare Intl Airport.
Search flight deals

Frequently asked questions about flying from Islip, New York to Chicago O'Hare Intl Airport

  • How far is Islip Long Island to Chicago O'Hare Intl by plane?

    Chicago O'Hare Intl is 765.5 mi away from Islip Long Island. In terms of flight time, this usually takes a little over 12h 31m.

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

    Prices for flights from Islip Long Island Airport to Chicago O'Hare Intl Airport are updated daily.

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Islip Long Island Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
Merrillville
Rockford
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Gurnee
Oak Brook
Orland Park
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Naperville
New Buffalo
Kenosha
Hammond
Aurora
Racine
Janesville
Elgin
Evanston
South Holland

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Islip.

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

Yes. momondo allows you to filter the results for Islip to Chicago flights to just show those with flexible booking policies.

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

momondo provides multiple filters to help you find the best flight to Chicago from Islip. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Of course. momondo tracks the price of Islip to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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