What is the cheapest airline that flies from Islip Long Island to Illinois?

Frontier and Southwest are the most popular carriers operating from Islip Long Island to Illinois

What airlines fly to Illinois?

United Airlines, American Airlines and Delta are the top three most popular airlines that fly to Illinois from Islip, New York according to our data. United Airlines is the first choice among our users, with 57% of people opting to fly with this airline when traveling to Illinois. Keep in mind that there are 6 different airlines that fly to Illinois on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Islip Long Island Airport to Illinois?

Prices for flights from Islip Long Island Airport to Illinois were last updated today.

How old do you have to be to fly from Islip Long Island Airport to Illinois?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Islip Long Island Airport to Illinois.

What documentation or ID do you need to fly to Illinois?

The travel and health documents required for your trip to Illinois can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Illinois. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$138 Cheap Flights from Islip, New York to Illinois in 2026/27

Find the cheapest flights from Islip, New York to Illinois

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

3:30 pm - 10:40 pmISP Islip Long Island-MDW Chicago Midway

8h 10m1 stop Baltimore/Washington

7:55 am - 6:15 pmMDW Chicago Midway-ISP Islip Long Island

9h 20m2 stops Hartford Bradley Intl Baltimore/Washington

$293Southwest

Sat, Feb 27 - Mon, Mar 1

11:59 am - 7:42 pmISP Islip Long Island-MDW Chicago Midway

8h 43m1 stop Orlando

8:47 pm - 11:04 amMDW Chicago Midway-ISP Islip Long Island

13h 17m1 stop Orlando

$304Frontier

Sat, Feb 27 - Mon, Mar 1

6:25 pm - 7:31 amISP Islip Long Island-ORD Chicago O'Hare Intl

14h 06m1 stop Orlando

9:51 am - 5:31 pmORD Chicago O'Hare Intl-ISP Islip Long Island

6h 40m1 stop Orlando

$318Frontier

Sun, Oct 25 - Thu, Oct 29

6:55 pm - 6:45 pmISP Islip Long Island-ORD Chicago O'Hare Intl

24h 50m2 stops Orlando Atlanta Hartsfield-Jackson

7:28 pm - 5:31 pmORD Chicago O'Hare Intl-ISP Islip Long Island

21h 03m2 stops Atlanta Hartsfield-Jackson Orlando

$332Frontier

Mon, Oct 26 - Wed, Oct 28

4:40 pm - 12:43 amISP Islip Long Island-ORD Chicago O'Hare Intl

9h 03m1 stop Orlando

5:40 am - 3:45 pmORD Chicago O'Hare Intl-ISP Islip Long Island

9h 05m1 stop Orlando

$349Frontier

Mon, Nov 23 - Sat, Nov 28

4:05 pm - 9:30 pmISP Islip Long Island-MDW Chicago Midway

6h 25m1 stop Baltimore/Washington

7:50 am - 5:05 pmMDW Chicago Midway-ISP Islip Long Island

8h 15m2 stops Buffalo Baltimore/Washington

$365Southwest

Wed, Nov 11 - Thu, Nov 12

5:35 am - 8:40 amISP Islip Long Island-MDW Chicago Midway

4h 05m1 stop Baltimore/Washington

6:10 pm - 11:35 pmMDW Chicago Midway-ISP Islip Long Island

4h 25m1 stop Baltimore/Washington

$370Southwest

Sun, Nov 1 - Thu, Nov 5

6:25 pm - 7:31 amISP Islip Long Island-ORD Chicago O'Hare Intl

14h 06m1 stop Orlando

9:51 am - 5:56 pmORD Chicago O'Hare Intl-ISP Islip Long Island

7h 05m1 stop Orlando

$374Frontier

Sun, Oct 25 - Fri, Oct 30

4:40 pm - 12:43 amISP Islip Long Island-ORD Chicago O'Hare Intl

9h 03m1 stop Orlando

5:40 am - 3:45 pmORD Chicago O'Hare Intl-ISP Islip Long Island

9h 05m1 stop Orlando

$374Frontier

Fri, Nov 20 - Mon, Nov 23

1:35 pm - 10:55 pmISP Islip Long Island-MDW Chicago Midway

10h 20m2 stops West Palm Beach President Donald J. Trump Intl Orlando

6:10 pm - 11:35 pmMDW Chicago Midway-ISP Islip Long Island

4h 25m1 stop Baltimore/Washington

$375Southwest

Sun, Nov 1 - Thu, Nov 5

Cheap last minute flights

Enter your travel dates to find the best prices.

6:25 pm - 7:31 amISP Islip Long Island-ORD Chicago O'Hare Intl

14h 06m1 stop Orlando

8:26 am - 6:00 pmORD Chicago O'Hare Intl-ISP Islip Long Island

8h 34m1 stop Orlando

$414Frontier

Thu, Oct 15 - Mon, Oct 19

6:25 pm - 7:31 amISP Islip Long Island-ORD Chicago O'Hare Intl

14h 06m1 stop Orlando

8:26 am - 6:00 pmORD Chicago O'Hare Intl-ISP Islip Long Island

8h 34m1 stop Orlando

$430Frontier

Thu, Oct 15 - Mon, Oct 19

6:25 pm - 7:31 amISP Islip Long Island-ORD Chicago O'Hare Intl

14h 06m1 stop Orlando

6:58 pm - 6:00 pmORD Chicago O'Hare Intl-ISP Islip Long Island

22h 02m1 stop Orlando

$446Frontier

Thu, Oct 15 - Sun, Oct 18

6:25 pm - 7:31 amISP Islip Long Island-ORD Chicago O'Hare Intl

14h 06m1 stop Orlando

8:11 pm - 11:20 amORD Chicago O'Hare Intl-ISP Islip Long Island

38h 09m2 stops Orlando Raleigh-Durham

$682Multiple Airlines

Thu, Oct 15 - Mon, Oct 19

6:25 pm - 7:31 amISP Islip Long Island-ORD Chicago O'Hare Intl

14h 06m1 stop Orlando

8:46 am - 11:20 amORD Chicago O'Hare Intl-ISP Islip Long Island

25h 34m2 stops Orlando Raleigh-Durham

$717Multiple Airlines

Sat, Oct 10 - Tue, Oct 13

10:57 am - 10:39 pmISP Islip Long Island-ORD Chicago O'Hare Intl

12h 42m2 stops Raleigh-Durham Philadelphia

6:58 pm - 6:00 pmORD Chicago O'Hare Intl-ISP Islip Long Island

22h 02m1 stop Orlando

$727Multiple Airlines

Thu, Oct 15 - Sun, Oct 18

6:25 pm - 11:43 pmISP Islip Long Island-MDW Chicago Midway

30h 18m2 stops Orlando Atlanta Hartsfield-Jackson

6:40 pm - 6:00 pmMDW Chicago Midway-ISP Islip Long Island

22h 20m2 stops Atlanta Hartsfield-Jackson Orlando

$741Frontier

Thu, Oct 15 - Sun, Oct 18

6:25 pm - 6:31 pmISP Islip Long Island-ORD Chicago O'Hare Intl

25h 06m2 stops Orlando Atlanta Hartsfield-Jackson

7:44 pm - 6:00 pmORD Chicago O'Hare Intl-ISP Islip Long Island

21h 16m2 stops Atlanta Hartsfield-Jackson Orlando

$767Frontier

Thu, Oct 15 - Sun, Oct 18

6:25 pm - 2:15 pmISP Islip Long Island-ORD Chicago O'Hare Intl

20h 50m3 stops Orlando Dallas/Fort Worth Kirksville Cannon Memorial

8:26 am - 6:00 pmORD Chicago O'Hare Intl-ISP Islip Long Island

8h 34m1 stop Orlando

$806Multiple Airlines

Thu, Oct 15 - Mon, Oct 19

11:00 am - 3:35 pmISP Islip Long Island-MDW Chicago Midway

5h 35m1 stop Baltimore/Washington

5:10 am - 10:20 amMDW Chicago Midway-ISP Islip Long Island

4h 10m1 stop Baltimore/Washington

$807Southwest

Thu, Oct 15 - Sun, Oct 18

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Frontier flights from Islip, New York to Illinois

Our best Frontier deals on Islip, New York to Illinois flight tickets

Frontier

Feb 27

ISP11:59 amIslip Long Island

8h 43m

1 stop

MDW7:42 pmChicago Midway

Mar 1

MDW8:47 pmChicago Midway

13h 17m

1 stop

ISP11:04 amIslip Long Island

$304

Frontier

Oct 25

ISP6:25 pmIslip Long Island

14h 06m

1 stop

ORD7:31 amChicago O'Hare Intl

Oct 29

ORD9:51 amChicago O'Hare Intl

6h 40m

1 stop

ISP5:31 pmIslip Long Island

$318

Frontier

Oct 26

ISP6:55 pmIslip Long Island

24h 50m

2 stops

ORD6:45 pmChicago O'Hare Intl

Oct 28

ORD7:28 pmChicago O'Hare Intl

21h 03m

2 stops

ISP5:31 pmIslip Long Island

$332

JetBlue flights from Islip, New York to Illinois

Our best JetBlue deals on Islip, New York to Illinois flight tickets

JetBlue

Nov 11

ISP6:00 amIslip Long Island

18h 36m

1 stop

ORD11:36 pmChicago O'Hare Intl

Nov 12

ORD7:00 amChicago O'Hare Intl

13h 37m

1 stop

ISP9:37 pmIslip Long Island

$486

JetBlue

Nov 2

ISP6:00 amIslip Long Island

18h 57m

1 stop

ORD11:57 pmChicago O'Hare Intl

Nov 9

ORD2:59 pmChicago O'Hare Intl

29h 38m

1 stop

ISP9:37 pmIslip Long Island

$492

JetBlue

Oct 26

ISP6:00 amIslip Long Island

18h 57m

1 stop

ORD11:57 pmChicago O'Hare Intl

Oct 28

ORD2:42 pmChicago O'Hare Intl

29h 55m

1 stop

ISP9:37 pmIslip Long Island

$539

momondo Fare Finder

Use the filters below to find and compare flights from Islip, New York to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

IslipChicago

ISP Islip Long Island - MDW Chicago Midway

ISPMDW

Islip Long Island

Sat 2/27

3:30 pm-10:40 pm

1 stop8h 10m

Chicago Midway

Mon 3/1

7:55 am-6:15 pm

2 stops9h 20m

$293

IslipChicago

ISP Islip Long Island - MDW Chicago Midway

ISPMDW

Islip Long Island

Sat 2/27

11:59 am-7:42 pm

1 stop8h 43m

Chicago Midway

Mon 3/1

8:47 pm-11:04 am

1 stop13h 17m

$304

IslipChicago

ISP Islip Long Island - ORD Chicago O'Hare Intl

ISPORD

Islip Long Island

Sun 10/25

6:25 pm-7:31 am

1 stop14h 06m

Chicago O'Hare Intl

Thu 10/29

9:51 am-5:31 pm

1 stop6h 40m

$318

IslipChicago

ISP Islip Long Island - ORD Chicago O'Hare Intl

ISPORD

Islip Long Island

Mon 10/26

6:55 pm-6:45 pm

2 stops24h 50m

Chicago O'Hare Intl

Wed 10/28

7:28 pm-5:31 pm

2 stops21h 03m

$332

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

Sat 11/28

5:40 am-3:45 pm

1 stop9h 05m

$349

IslipChicago

ISP Islip Long Island - MDW Chicago Midway

ISPMDW

Islip Long Island

Wed 11/11

4:05 pm-9:30 pm

1 stop6h 25m

Chicago Midway

Thu 11/12

7:50 am-5:05 pm

2 stops8h 15m

$365

Quickest round-trip

IslipChicago

ISP Islip Long Island - MDW Chicago Midway

ISPMDW

Islip Long Island

Sun 11/1

5:35 am-8:40 am

1 stop4h 05m

Chicago Midway

Thu 11/5

6:10 pm-11:35 pm

1 stop4h 25m

$370

IslipChicago

ISP Islip Long Island - ORD Chicago O'Hare Intl

ISPORD

Islip Long Island

Sun 10/25

6:25 pm-7:31 am

1 stop14h 06m

Chicago O'Hare Intl

Fri 10/30

9:51 am-5:56 pm

1 stop7h 05m

$374

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

Mon 11/23

5:40 am-3:45 pm

1 stop9h 05m

$374

IslipChicago

ISP Islip Long Island - MDW Chicago Midway

ISPMDW

Islip Long Island

Sun 11/1

1:35 pm-10:55 pm

2 stops10h 20m

Chicago Midway

Thu 11/5

6:10 pm-11:35 pm

1 stop4h 25m

$375

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 Islip, New York to Illinois

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 cheapest month to fly to Illinois?

The cheapest month to fly to Illinois from Islip, New York is in February. Flight prices, which tend to average around $0, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of February, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $187.

Cheap Islip, New York to Illinois flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Islip, New York to Illinois

Best Price Found	$138
Fastest flight time	6h 40m
Direct flights	None

The best one-way flight to Illinois from Islip, New York in the past 72 hours is $138. The best round-trip flight deal from Islip, New York to Illinois found on momondo in the last 72 hours is $293.

The fastest flight from Islip, New York to Illinois takes 6h 40m

There are no direct flights from Islip, New York to Illinois. There are no popular flight routes from Islip, New York to Illinois.

Search flight deals

Frequently asked questions about flying from Islip, New York to Illinois

When did momondo last update prices for flights from Islip Long Island Airport to Illinois?
Prices for flights from Islip Long Island Airport to Illinois were last updated today.
How old do you have to be to fly from Islip Long Island Airport to Illinois?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Islip Long Island Airport to Illinois.
What documentation or ID do you need to fly to Illinois?
The travel and health documents required for your trip to Illinois can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Illinois. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

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

It is quick and easy to find Islip to Illinois flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Illinois that suits you.

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

momondo does allow users to show only those flights to Illinois from Islip which offer a flexible booking policy as well as other useful filters and features.

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

Once all potential Islip to Illinois 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 Islip to Illinois right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Illinois, momondo offers a useful price alert feature which will track prices for flights to Illinois from Islip and alert you when they change.