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Cheap flights from Islip, New York to Chicago from $133

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
4:40 pm - 12:43 amISP  Islip Long Island-ORD Chicago O'Hare Intl
9h 03m1 stop Orlando
Frontier Logo
1:19 pm - 1:22 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
23h 03m1 stop Orlando
$284Frontier
Mon, Nov 23 - Wed, Dec 2
Multiple Airlines Logo
12:00 pm - 6:45 pmISP  Islip Long Island-ORD Chicago O'Hare Intl
31h 45m2 stops Raleigh-Durham Atlanta Hartsfield-Jackson
Multiple Airlines Logo
1:19 pm - 1:22 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
23h 03m1 stop Orlando
$422Multiple Airlines
Wed, Nov 18 - Wed, Dec 2
Frontier Logo
4:40 pm - 3:52 pmISP  Islip Long Island-ORD Chicago O'Hare Intl
24h 12m1 stop Orlando
Frontier Logo
5:40 am - 3:45 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
9h 05m1 stop Orlando
$453Frontier
Mon, Nov 23 - Wed, Nov 25
Multiple Airlines Logo
6:00 am - 1:42 pmISP  Islip Long Island-ORD Chicago O'Hare Intl
8h 42m1 stop Fort Lauderdale
Multiple Airlines Logo
5:35 am - 1:22 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
6h 47m1 stop Orlando
$464Multiple Airlines
Tue, Nov 17 - Thu, Dec 3
Multiple Airlines Logo
3:02 pm - 2:30 pmISP  Islip Long Island-ORD Chicago O'Hare Intl
24h 28m2 stops Raleigh-Durham Atlanta Hartsfield-Jackson
Multiple Airlines Logo
3:30 pm - 7:09 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
26h 39m1 stop Fort Myers SW Florida Intl
$467Multiple Airlines
Fri, Dec 4 - Fri, Dec 11
Multiple Airlines Logo
11:55 am - 8:25 pmISP  Islip Long Island-ORD Chicago O'Hare Intl
9h 30m1 stop Fort Myers SW Florida Intl
Multiple Airlines Logo
8:15 am - 10:17 amORD  Chicago O'Hare Intl-ISP Islip Long Island
25h 02m2 stops Atlanta Hartsfield-Jackson Raleigh-Durham
$473Multiple Airlines
Mon, Nov 23 - Wed, Dec 2
Multiple Airlines Logo
9:56 am - 11:16 amISP  Islip Long Island-ORD Chicago O'Hare Intl
26h 20m1 stop Orlando
Multiple Airlines Logo
6:00 am - 9:00 amORD  Chicago O'Hare Intl-ISP Islip Long Island
50h 00m2 stops Atlanta Hartsfield-Jackson Tampa
$493Multiple Airlines
Fri, Dec 18 - Mon, Jan 18
JetBlue Logo
6:00 am - 11:36 pmISP  Islip Long Island-ORD Chicago O'Hare Intl
18h 36m1 stop Fort Lauderdale
JetBlue Logo
7:00 am - 10:40 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
14h 40m1 stop Fort Lauderdale
$495JetBlue
Tue, Nov 17 - Thu, Dec 3
Frontier Logo
4:40 pm - 12:43 amISP  Islip Long Island-ORD Chicago O'Hare Intl
9h 03m1 stop Orlando
Frontier Logo
5:40 am - 3:45 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
9h 05m1 stop Orlando
$511Frontier
Fri, Nov 20 - Sun, Nov 22
Multiple Airlines Logo
6:33 pm - 8:46 amISP  Islip Long Island-ORD Chicago O'Hare Intl
15h 13m1 stop Orlando
Multiple Airlines Logo
7:50 pm - 11:20 amORD  Chicago O'Hare Intl-ISP Islip Long Island
38h 30m2 stops Atlanta Hartsfield-Jackson Raleigh-Durham
$515Multiple Airlines
Thu, Oct 29 - Mon, Nov 2

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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
Nov 17
ISP6:00 amIslip Long Island
18h 36m
1 stop
ORD11:36 pmChicago O'Hare Intl
Dec 3
ORD7:00 amChicago O'Hare Intl
14h 40m
1 stop
ISP10:40 pmIslip Long Island
$495
JetBlue
Nov 13
ISP6:00 amIslip Long Island
18h 36m
1 stop
ORD11:36 pmChicago O'Hare Intl
Nov 16
ORD2:59 pmChicago O'Hare Intl
29h 38m
1 stop
ISP9:37 pmIslip Long Island
$558
JetBlue
Nov 3
ISP6:00 amIslip Long Island
18h 57m
1 stop
ORD11:57 pmChicago O'Hare Intl
Nov 4
ORD2:42 pmChicago O'Hare Intl
29h 55m
1 stop
ISP9:37 pmIslip Long Island
$569

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
Nov 23
ISP4:40 pmIslip Long Island
9h 03m
1 stop
ORD12:43 amChicago O'Hare Intl
Dec 2
ORD1:19 pmChicago O'Hare Intl
23h 03m
1 stop
ISP1:22 pmIslip Long Island
$284
Frontier
Nov 23
ISP4:40 pmIslip Long Island
24h 12m
1 stop
ORD3:52 pmChicago O'Hare Intl
Nov 25
ORD5:40 amChicago O'Hare Intl
9h 05m
1 stop
ISP3:45 pmIslip Long Island
$453
Frontier
Nov 20
ISP4:40 pmIslip Long Island
9h 03m
1 stop
ORD12:43 amChicago O'Hare Intl
Nov 22
ORD5:40 amChicago O'Hare Intl
9h 05m
1 stop
ISP3:45 pmIslip Long Island
$511

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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Depart

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Price

Cheapest round-trip

IslipChicago

ISP Islip Long Island - ORD Chicago O'Hare Intl

ISPORD

Islip Long Island

Mon 11/23

4:40 pm-12:43 am

1 stop9h 03m

Chicago O'Hare Intl

Wed 12/2

1:19 pm-1:22 pm

1 stop23h 03m

$284

IslipChicago

ISP Islip Long Island - ORD Chicago O'Hare Intl

ISPORD

Islip Long Island

Wed 11/18

12:00 pm-6:45 pm

2 stops31h 45m

Chicago O'Hare Intl

Wed 12/2

1:19 pm-1:22 pm

1 stop23h 03m

$422

IslipChicago

ISP Islip Long Island - ORD Chicago O'Hare Intl

ISPORD

Islip Long Island

Mon 11/23

4:40 pm-3:52 pm

1 stop24h 12m

Chicago O'Hare Intl

Wed 11/25

5:40 am-3:45 pm

1 stop9h 05m

$453
Quickest round-trip

IslipChicago

ISP Islip Long Island - ORD Chicago O'Hare Intl

ISPORD

Islip Long Island

Tue 11/17

6:00 am-1:42 pm

1 stop8h 42m

Chicago O'Hare Intl

Thu 12/3

5:35 am-1:22 pm

1 stop6h 47m

$464

IslipChicago

ISP Islip Long Island - ORD Chicago O'Hare Intl

ISPORD

Islip Long Island

Fri 12/4

3:02 pm-2:30 pm

2 stops24h 28m

Chicago O'Hare Intl

Fri 12/11

3:30 pm-7:09 pm

1 stop26h 39m

$467

IslipChicago

ISP Islip Long Island - ORD Chicago O'Hare Intl

ISPORD

Islip Long Island

Mon 11/23

11:55 am-8:25 pm

1 stop9h 30m

Chicago O'Hare Intl

Wed 12/2

8:15 am-10:17 am

2 stops25h 02m

$473

IslipChicago

ISP Islip Long Island - ORD Chicago O'Hare Intl

ISPORD

Islip Long Island

Fri 12/18

9:56 am-11:16 am

1 stop26h 20m

Chicago O'Hare Intl

Mon 1/18

6:00 am-9:00 am

2 stops50h 00m

$493

IslipChicago

ISP Islip Long Island - ORD Chicago O'Hare Intl

ISPORD

Islip Long Island

Tue 11/17

6:00 am-11:36 pm

1 stop18h 36m

Chicago O'Hare Intl

Thu 12/3

7:00 am-10:40 pm

1 stop14h 40m

$495

IslipChicago

ISP Islip Long Island - ORD Chicago O'Hare Intl

ISPORD

Islip Long Island

Fri 11/20

4:40 pm-12:43 am

1 stop9h 03m

Chicago O'Hare Intl

Sun 11/22

5:40 am-3:45 pm

1 stop9h 05m

$511

IslipChicago

ISP Islip Long Island - ORD Chicago O'Hare Intl

ISPORD

Islip Long Island

Thu 10/29

6:33 pm-8:46 am

1 stop15h 13m

Chicago O'Hare Intl

Mon 11/2

7:50 pm-11:20 am

2 stops38h 30m

$515

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 $338. 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 $421.

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 $341 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $378. 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

$133

Fastest flight time

8h 42m

Direct flights

None
The best one-way flight to Chicago O'Hare Intl Airport from Islip, New York in the past 72 hours is $133. 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 $284.
The fastest flight from Islip, New York to Chicago O'Hare Intl Airport takes 8h 42m
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.
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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 8h 42m.

  • 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
South Haven
Rosemont
Oak Brook
Gurnee
Orland Park
Joliet
Naperville
New Buffalo
Kenosha
Hammond
Aurora
Racine
Elgin
Janesville
Skokie
Waukegan

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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