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?

United Airlines, American Airlines and Spirit Airlines are the top three most popular airlines that fly to Islip from Chicago according to our data. United Airlines is the first choice among our users, with 35% of people opting to fly with this airline when traveling to Islip. Keep in mind that there are 7 different airlines that fly to Islip on a routine basis, so you have a few additional options to choose from.

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.

$106 Cheap Flights from Chicago to Islip in 2025/26

Q: What is the typical price of a round-trip flight between Chicago and Islip?

Prices are currently low for flights on this route. Typical prices usually range from $550 to $565. The lowest price recently found on this route was $198.

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Find the cheapest flights from Chicago to New York

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Enter your travel dates to find the best prices.

5:25 am - 5:42 pmORD-ISP

11h 17m1 stop

6:27 pm - 11:06 pmISP-ORD

29h 39m1 stop

$198Multiple Airlines

Find Deal

Thu, Nov 13 - Tue, Nov 18

2:42 pm - 10:37 amORD-ISP

18h 55m2 stops

6:27 pm - 11:06 pmISP-ORD

29h 39m1 stop

$210Multiple Airlines

Find Deal

Thu, Nov 13 - Tue, Nov 18

7:49 pm - 9:11 amORD-ISP

12h 22m1 stop

10:06 am - 6:44 pmISP-ORD

9h 38m1 stop

$262Frontier

Find Deal

Thu, Dec 11 - Mon, Dec 15

7:49 pm - 9:11 amORD-ISP

12h 22m1 stop

10:06 am - 6:44 pmISP-ORD

9h 38m1 stop

$274Frontier

Find Deal

Thu, Dec 4 - Mon, Dec 8

6:23 pm - 5:42 pmORD-ISP

22h 19m1 stop

4:58 pm - 3:08 pmISP-ORD

23h 10m1 stop

$276Frontier

Find Deal

Mon, Oct 27 - Fri, Oct 31

9:08 pm - 10:37 amORD-ISP

36h 29m2 stops

2:25 pm - 11:28 pmISP-ORD

10h 03m1 stop

$295Multiple Airlines

Find Deal

Mon, Oct 27 - Fri, Oct 31

6:54 pm - 10:37 amORD-ISP

14h 43m1 stop

4:58 pm - 2:45 pmISP-ORD

22h 47m2 stops

$334Multiple Airlines

Find Deal

Sun, Oct 26 - Wed, Oct 29

1:45 pm - 11:50 pmORD-ISP

9h 05m2 stops

5:40 am - 2:45 pmISP-ORD

10h 05m2 stops

$344Southwest

Find Deal

Thu, Nov 13 - Tue, Nov 18

6:54 pm - 10:37 amORD-ISP

14h 43m1 stop

4:58 pm - 12:26 pmISP-ORD

20h 28m1 stop

$356Multiple Airlines

Find Deal

Sun, Oct 26 - Wed, Oct 29

7:49 pm - 9:11 amORD-ISP

12h 22m1 stop

10:16 am - 11:14 pmISP-ORD

13h 58m1 stop

$482Frontier

Find Deal

Sun, Dec 14 - Sun, Dec 21

Frontier flights from Chicago to Islip

Our best Frontier deals on Chicago to Islip flight tickets

Frontier

Dec 11

ORD7:49 pmChicago O'Hare Intl

12h 22m

1 stop

ISP9:11 amIslip Long Island

Dec 15

ISP10:06 amIslip Long Island

9h 38m

1 stop

ORD6:44 pmChicago O'Hare Intl

$262

Find similar

Frontier

Dec 4

ORD7:49 pmChicago O'Hare Intl

12h 22m

1 stop

ISP9:11 amIslip Long Island

Dec 8

ISP10:06 amIslip Long Island

9h 38m

1 stop

ORD6:44 pmChicago O'Hare Intl

$274

Find similar

Frontier

Oct 27

ORD6:23 pmChicago O'Hare Intl

22h 19m

1 stop

ISP5:42 pmIslip Long Island

Oct 31

ISP4:58 pmIslip Long Island

23h 10m

1 stop

ORD3:08 pmChicago O'Hare Intl

$276

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 11/13

5:25 am-5:42 pm

1 stop11h 17m

Islip Long Island

Tue 11/18

6:27 pm-11:06 pm

1 stop29h 39m

$198

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 11/13

2:42 pm-10:37 am

2 stops18h 55m

Islip Long Island

Tue 11/18

6:27 pm-11:06 pm

1 stop29h 39m

$210

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 12/11

7:49 pm-9:11 am

1 stop12h 22m

Islip Long Island

Mon 12/15

10:06 am-6:44 pm

1 stop9h 38m

$262

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 12/4

7:49 pm-9:11 am

1 stop12h 22m

Islip Long Island

Mon 12/8

10:06 am-6:44 pm

1 stop9h 38m

$274

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 10/27

6:23 pm-5:42 pm

1 stop22h 19m

Islip Long Island

Fri 10/31

4:58 pm-3:08 pm

1 stop23h 10m

$276

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Mon 10/27

9:08 pm-10:37 am

2 stops36h 29m

Islip Long Island

Fri 10/31

2:25 pm-11:28 pm

1 stop10h 03m

$295

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sun 10/26

6:54 pm-10:37 am

1 stop14h 43m

Islip Long Island

Wed 10/29

4:58 pm-2:45 pm

2 stops22h 47m

$334

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Thu 11/13

1:45 pm-11:50 pm

2 stops9h 05m

Islip Long Island

Tue 11/18

5:40 am-2:45 pm

2 stops10h 05m

$344

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sun 10/26

6:54 pm-10:37 am

1 stop14h 43m

Islip Long Island

Wed 10/29

4:58 pm-12:26 pm

1 stop20h 28m

$356

ChicagoIslip

ORD - ISP

ORDISP

Chicago O'Hare Intl

Sun 12/14

7:49 pm-9:11 am

1 stop12h 22m

Islip Long Island

Sun 12/21

10:16 am-11:14 pm

1 stop13h 58m

$482

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Islip

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

Prices

Airlines

What is the typical price of a round-trip flight between Chicago and Islip?

What is the cheapest day to depart on your flight to Islip?

On average, the least expensive day to fly to Islip from Chicago is on a Thursday. momondo users have found tickets for Thursday departures for as low as $223. However, this price may fluctuate depending on the airline, the season, and holidays. Flights from Chicago to Islip on a Wednesday will generally be more expensive and average around $416. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Islip?

Flying to Islip from Chicago at noon is the least expensive time of day to depart. momondo users have found prices as low as $141 when looking at flights departing at noon. Flights in the morning are often more expensive with an average ticket price of $369.

When to book flights from Chicago to Islip

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Islip according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago to Islip (CHI to ISP) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Islip

Direct flights	None

There are no direct flights from Chicago to Islip. There are no popular flight routes from Chicago to Islip.

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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 7h 22m.
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.
What is the most popular airline from Chicago to Islip?
momondo data reveals that the most frequently booked airline on the route from Chicago to Islip is Southwest, representing 100% of all bookings.

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Amagansett

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

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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.