ORD - ISP

$129 Find Cheap Flights from Chicago to Islip - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$268
Typical prices: $476-$1,070
Frontier
Sat 10/6Wed 10/10
ORD - ISP • 1 stop
Cheapest one-way
$129
Typical prices: $89-$627
Frontier
Sun 11/25
ORD - ISP • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Chicago O'Hare Intl Airport and Islip. You'll need to take a connecting flight to reach the destination.
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Insights
Top layover airports
Orlando (MCO)
Cheapest • Avg $434 (round-trip)
Boston Logan Intl (BOS)
Shortest trip • 5h 47m (one-way)
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Insights
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Flight Deals

Cheap Flights from Chicago to Islip (ORD-ISP)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Islip

Tue, Oct 6 - Sat, Oct 10
Frontier Logo
3:50 pm - 4:58 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
24h 08m1 stop Orlando
Frontier Logo
6:25 pm - 7:31 amISP  Islip Long Island-ORD Chicago O'Hare Intl
14h 06m1 stop Orlando
$268Frontier
Thu, Oct 22 - Sat, Oct 24
Frontier Logo
6:58 pm - 6:00 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
22h 02m1 stop Orlando
Frontier Logo
6:25 pm - 7:31 amISP  Islip Long Island-ORD Chicago O'Hare Intl
14h 06m1 stop Orlando
$273Frontier
Fri, Oct 16 - Mon, Oct 19
Frontier Logo
8:11 pm - 5:30 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
20h 19m1 stop Orlando
Frontier Logo
6:55 pm - 7:51 amISP  Islip Long Island-ORD Chicago O'Hare Intl
13h 56m1 stop Orlando
$297Frontier
Fri, Oct 16 - Sun, Oct 18
Frontier Logo
8:11 pm - 5:30 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
20h 19m1 stop Orlando
Frontier Logo
6:25 pm - 7:31 amISP  Islip Long Island-ORD Chicago O'Hare Intl
14h 06m1 stop Orlando
$297Frontier
Thu, Oct 15 - Mon, Oct 19
Frontier Logo
8:26 am - 5:30 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
8h 04m1 stop Orlando
Frontier Logo
6:55 pm - 7:51 amISP  Islip Long Island-ORD Chicago O'Hare Intl
13h 56m1 stop Orlando
$308Frontier
Thu, Oct 15 - Mon, Oct 19
Frontier Logo
8:26 am - 5:30 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
8h 04m1 stop Orlando
Frontier Logo
6:55 pm - 7:51 amISP  Islip Long Island-ORD Chicago O'Hare Intl
13h 56m1 stop Orlando
$309Frontier
Thu, Oct 15 - Mon, Oct 19
Frontier Logo
8:26 am - 5:30 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
8h 04m1 stop Orlando
Frontier Logo
6:55 pm - 7:51 amISP  Islip Long Island-ORD Chicago O'Hare Intl
13h 56m1 stop Orlando
$310Frontier
Fri, Nov 6 - Mon, Nov 9
Frontier Logo
9:51 am - 5:56 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
7h 05m1 stop Orlando
Frontier Logo
6:54 pm - 5:03 pmISP  Islip Long Island-ORD Chicago O'Hare Intl
23h 09m1 stop Orlando
$314Frontier
Sat, Oct 24 - Sun, Oct 25
Frontier Logo
8:46 am - 5:30 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
7h 44m1 stop Orlando
Frontier Logo
6:25 pm - 7:31 amISP  Islip Long Island-ORD Chicago O'Hare Intl
14h 06m1 stop Orlando
$320Frontier
Thu, Oct 15 - Mon, Oct 19
Frontier Logo
8:26 am - 5:30 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
8h 04m1 stop Orlando
Frontier Logo
6:55 pm - 7:51 amISP  Islip Long Island-ORD Chicago O'Hare Intl
13h 56m1 stop Orlando
$327Frontier
Booking Insights

Price, demand and travel trends for Chicago O'Hare Intl Airport to Islip flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Chicago O'Hare Intl Airport to Islip with more confidence.

How much is a round-trip flight from Chicago O'Hare Intl Airport to Islip?

Round-trip flights from Chicago O'Hare Intl Airport to Islip start at $268. Prices are below average for this route right now, with typical round-trip fares ranging from $476 to $1,070. The lowest price found in the past 5 days was $268 on Frontier.

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Key details for Chicago O'Hare Intl Airport to Islip flights

Cheapest flight

$129
Flight from Chicago O'Hare Intl Airport to Islip

When to book flights from Chicago to Islip

Are your dates flexible? Find out the best times to travel from Chicago to Islip based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Chicago O'Hare Intl Airport to Islip flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airports can I use when flying from Chicago O'Hare Intl Airport to Islip?

    Flights from Chicago O'Hare Intl Airport to Islip usually depart from Chicago O'Hare Intl (ORD) and arrive at Islip Long Island (ISP).

  • What cabin classes can I book on flights from Chicago O'Hare Intl Airport to Islip?

    Only Economy Class is available on flights from Chicago O'Hare Intl Airport to Islip.

  • Which airports do connecting flights from Chicago O'Hare Intl Airport to Islip pass through?

    Connecting flights from Chicago O'Hare Intl Airport to Islip most commonly pass through:

    • Boston Logan Intl (BOS) - 71% of one-stop connections
    • Orlando (MCO) - 29% of one-stop connections
    Together, these airports account for 100% of one-stop bookings on this route.

  • Can I save money by using flexible dates for flights from Chicago O'Hare Intl Airport to Islip?

    Yes. Being flexible with your travel dates can save you up to 62% on the Chicago O'Hare Intl Airport to Islip route. Thursday is the cheapest departure day at $476 round-trip on average, while Monday is the most expensive at $1,249, a difference of $773. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How long is a flight from Chicago O'Hare Intl Airport to Islip?

    A nonstop flight from Chicago O'Hare Intl Airport to Islip takes 0h 00m, covering 770 miles.

  • Do I need a passport to fly from Chicago O'Hare Intl Airport to Islip?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • How are flight prices from Chicago O'Hare Intl Airport to Islip looking right now?

    One-way fares from Chicago O'Hare Intl Airport to Islip are currently lower than usual. Average one-way flight prices are about $157, which is 71% below the typical average for this route.

  • How much time can I save by choosing a different layover airport from Chicago O'Hare Intl Airport to Islip?

    Flying via Boston Logan Intl (BOS) gives the shortest average 1-stop total travel time at 5h 47m, compared with 8h 36m via Orlando (MCO).

  • What is the time difference between Chicago O'Hare Intl Airport and Islip?

    Islip is 1 hour ahead of Chicago O'Hare Intl Airport (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Islip Long Island Airport (ISP)?

    Islip Long Island Airport (ISP) hosts 5 major car rental companies, with daily rates starting from around $36 for economy cars. Top options include:
    • Budget
    • Enterprise Rent-A-Car
    • Avis
    • National
    • Empire Rent A Car

Your guide to booking Chicago O'Hare Intl Airport to Islip flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Thursday departure instead of Monday. On this route, Thursday flights average $476 - about $773 less than Monday (62% savings) based on the last 12 months.

More options for your flight from Chicago to Islip

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