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Cheap flights from Islip to Chicago from $81

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Islip to Chicago departing on 9/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Islip to Chicago (ISP-ORD)

Cheap round-trip flights

Frontier Logo
11:40 am - 7:44 pmISP-ORD
9h 04m1 stop
Frontier Logo
8:05 am - 4:27 pmORD-ISP
7h 22m1 stop
$164Frontier
Find Deal
jue., sep. 25 - dom., sep. 28
Frontier Logo
11:40 am - 7:44 pmISP-ORD
9h 04m1 stop
Frontier Logo
8:05 am - 4:27 pmORD-ISP
7h 22m1 stop
$173Frontier
Find Deal
jue., sep. 25 - dom., sep. 28
Logo
5:05 pm - 10:52 amISP-ORD
18h 47m2 stops
Logo
8:49 pm - 10:40 amORD-ISP
12h 51m1 stop
$186
Find Deal
vie., sep. 12 - lun., sep. 15
Logo
5:05 pm - 9:58 pmISP-ORD
29h 53m1 stop
Logo
8:49 pm - 10:40 amORD-ISP
12h 51m1 stop
$187
Find Deal
vie., sep. 12 - lun., sep. 15
Frontier Logo
11:40 am - 11:20 pmISP-ORD
12h 40m2 stops
Frontier Logo
8:49 pm - 10:40 amORD-ISP
12h 51m1 stop
$197Frontier
Find Deal
jue., sep. 25 - lun., sep. 29
Frontier Logo
9:49 am - 12:10 amISP-ORD
15h 21m2 stops
Frontier Logo
8:49 pm - 10:40 amORD-ISP
12h 51m1 stop
$199Frontier
Find Deal
vie., sep. 5 - jue., sep. 25
Southwest Logo
6:25 am - 11:50 amISP-ORD
6h 25m1 stop
Southwest Logo
6:00 am - 1:15 pmORD-ISP
6h 15m1 stop
$315Southwest
Find Deal
lun., sep. 8 - mar., sep. 9
Southwest Logo
6:25 am - 11:50 amISP-ORD
6h 25m1 stop
Southwest Logo
6:00 am - 3:10 pmORD-ISP
8h 10m2 stops
$320Southwest
Find Deal
lun., sep. 8 - mar., sep. 9
Southwest Logo
5:30 am - 1:05 pmISP-ORD
8h 35m1 stop
Southwest Logo
1:50 pm - 10:05 pmORD-ISP
7h 15m1 stop
$332Southwest
Find Deal
mar., sep. 16 - mar., sep. 23
Southwest Logo
6:05 am - 11:50 amISP-ORD
6h 45m1 stop
Southwest Logo
6:00 am - 3:10 pmORD-ISP
8h 10m2 stops
$337Southwest
Find Deal
mar., sep. 16 - mar., sep. 23

Frontier flights from Islip to Chicago O'Hare Intl Airport

Our best Frontier deals on Islip to Chicago O'Hare Intl Airport flight tickets
Frontier
Sep 25
ISP11:40 amIslip Long Island
9h 04m
1 stop
ORD7:44 pmChicago O'Hare Intl
Sep 28
ORD8:05 amChicago O'Hare Intl
7h 22m
1 stop
ISP4:27 pmIslip Long Island
$164
Find similar
Frontier
Sep 25
ISP11:40 amIslip Long Island
9h 04m
1 stop
ORD7:44 pmChicago O'Hare Intl
Sep 28
ORD8:05 amChicago O'Hare Intl
7h 22m
1 stop
ISP4:27 pmIslip Long Island
$173
Find similar
Frontier
Sep 25
ISP11:40 amIslip Long Island
12h 40m
2 stops
ORD11:20 pmChicago O'Hare Intl
Sep 29
ORD8:49 pmChicago O'Hare Intl
12h 51m
1 stop
ISP10:40 amIslip Long Island
$197
Find similar

Southwest flights from Islip to Chicago O'Hare Intl Airport

Our best Southwest deals on Islip to Chicago O'Hare Intl Airport flight tickets
Southwest
Sep 8
ISP6:25 amIslip Long Island
6h 25m
1 stop
ORD11:50 amChicago O'Hare Intl
Sep 9
ORD6:00 amChicago O'Hare Intl
6h 15m
1 stop
ISP1:15 pmIslip Long Island
$315
Find similar
Southwest
Sep 8
ISP6:25 amIslip Long Island
6h 25m
1 stop
ORD11:50 amChicago O'Hare Intl
Sep 9
ORD6:00 amChicago O'Hare Intl
8h 10m
2 stops
ISP3:10 pmIslip Long Island
$320
Find similar
Southwest
Sep 16
ISP5:30 amIslip Long Island
8h 35m
1 stop
ORD1:05 pmChicago O'Hare Intl
Sep 23
ORD1:50 pmChicago O'Hare Intl
7h 15m
1 stop
ISP10:05 pmIslip Long Island
$332
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Islip to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated agosto 20, 2025.
Use the filters below to find and compare flights from Islip to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

jue. 9/25

11:40 am-7:44 pm

1 stop9h 04m

Chicago O'Hare Intl

dom. 9/28

8:05 am-4:27 pm

1 stop7h 22m

$164

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

jue. 9/25

11:40 am-7:44 pm

1 stop9h 04m

Chicago O'Hare Intl

dom. 9/28

8:05 am-4:27 pm

1 stop7h 22m

$173

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

vie. 9/12

5:05 pm-10:52 am

2 stops18h 47m

Chicago O'Hare Intl

lun. 9/15

8:49 pm-10:40 am

1 stop12h 51m

$186

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

vie. 9/12

5:05 pm-9:58 pm

1 stop29h 53m

Chicago O'Hare Intl

lun. 9/15

8:49 pm-10:40 am

1 stop12h 51m

$187

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

jue. 9/25

11:40 am-11:20 pm

2 stops12h 40m

Chicago O'Hare Intl

lun. 9/29

8:49 pm-10:40 am

1 stop12h 51m

$197

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

vie. 9/5

9:49 am-12:10 am

2 stops15h 21m

Chicago O'Hare Intl

jue. 9/25

8:49 pm-10:40 am

1 stop12h 51m

$199

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

lun. 9/8

6:25 am-11:50 am

1 stop6h 25m

Chicago O'Hare Intl

mar. 9/9

6:00 am-1:15 pm

1 stop6h 15m

$315

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

lun. 9/8

6:25 am-11:50 am

1 stop6h 25m

Chicago O'Hare Intl

mar. 9/9

6:00 am-3:10 pm

2 stops8h 10m

$320

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

mar. 9/16

5:30 am-1:05 pm

1 stop8h 35m

Chicago O'Hare Intl

mar. 9/23

1:50 pm-10:05 pm

1 stop7h 15m

$332

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

mar. 9/16

6:05 am-11:50 am

1 stop6h 45m

Chicago O'Hare Intl

mar. 9/23

6:00 am-3:10 pm

2 stops8h 10m

$337

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 Islip 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 Wednesday when prices can be found for as low as $295. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Islip because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $385.

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 in the evening is the least expensive time of day to depart. momondo users have found prices as low as $252 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $359. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

Are you open to changing your travel dates? Check out the ideal times to fly from Islip 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 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 to Chicago O'Hare Intl Airport

Direct flights

None
There are no direct flights from Islip to Chicago O'Hare Intl Airport. There are no popular flight routes from Islip to Chicago O'Hare Intl Airport.
Search flight deals

  • 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 6h 25m.

  • 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 many operators does momondo search for flights from Islip Long Island Airport to Chicago O'Hare Intl Airport?

  • 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.

  • What is the most popular airline from Islip to Chicago O'Hare Intl Airport?

Best airlines flying from Islip to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Islip to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $336Free CancellationRating
8.0
4,246 reviews
Search Southwest flights

Traveling to a place near Chicago?

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

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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lun. 8/25
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