ORD - ISP

$128 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
$266
Typical prices: $392-$1,249
Frontier
Mon 12/3Thu 12/6
ORD - ISP • 1 stop
Cheapest one-way
$128
Typical prices: $526-$526
Frontier
Mon 12/3
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.
Insights
Insights
Top layover airports
Orlando (MCO)
Cheapest • Avg $434 (round-trip)
Boston Logan Intl (BOS)
Shortest trip • 5h 17m (one-way)
Insights
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

Thu, Dec 3 - Sun, Dec 6
Frontier Logo
5:35 am - 1:22 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
6h 47m1 stop Orlando
Frontier Logo
6:10 pm - 1:08 amISP  Islip Long Island-ORD Chicago O'Hare Intl
7h 58m1 stop Orlando
$266Frontier
Wed, Nov 25 - Mon, Nov 30
Frontier Logo
5:40 am - 3:45 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
9h 05m1 stop Orlando
Frontier Logo
4:40 pm - 12:43 amISP  Islip Long Island-ORD Chicago O'Hare Intl
9h 03m1 stop Orlando
$280Frontier
Thu, Nov 19 - Mon, Nov 23
Frontier Logo
9:51 am - 5:31 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
6h 40m1 stop Orlando
Frontier Logo
4:40 pm - 12:43 amISP  Islip Long Island-ORD Chicago O'Hare Intl
9h 03m1 stop Orlando
$300Frontier
Thu, Nov 19 - Mon, Nov 23
Frontier Logo
9:51 am - 5:31 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
6h 40m1 stop Orlando
Frontier Logo
4:40 pm - 12:43 amISP  Islip Long Island-ORD Chicago O'Hare Intl
9h 03m1 stop Orlando
$308Frontier
Thu, Nov 12 - Sun, Nov 15
Frontier Logo
9:51 am - 5:31 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
6h 40m1 stop Orlando
Frontier Logo
6:33 pm - 8:46 amISP  Islip Long Island-ORD Chicago O'Hare Intl
15h 13m1 stop Orlando
$320Frontier
Thu, Nov 12 - Sun, Nov 15
Frontier Logo
9:51 am - 5:31 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
6h 40m1 stop Orlando
Frontier Logo
6:33 pm - 8:46 amISP  Islip Long Island-ORD Chicago O'Hare Intl
15h 13m1 stop Orlando
$338Frontier
Mon, Nov 23 - Mon, Nov 30
Frontier Logo
5:40 am - 3:45 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
9h 05m1 stop Orlando
Frontier Logo
4:40 pm - 12:43 amISP  Islip Long Island-ORD Chicago O'Hare Intl
9h 03m1 stop Orlando
$395Frontier
Fri, Nov 27 - Mon, Nov 30
Frontier Logo
5:40 am - 3:45 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
9h 05m1 stop Orlando
Frontier Logo
4:40 pm - 12:43 amISP  Islip Long Island-ORD Chicago O'Hare Intl
9h 03m1 stop Orlando
$431Frontier
Thu, Dec 10 - Sun, Dec 13
Frontier Logo
5:35 am - 5:30 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
10h 55m1 stop Orlando
Frontier Logo
6:15 pm - 1:08 amISP  Islip Long Island-ORD Chicago O'Hare Intl
7h 53m1 stop Orlando
$432Frontier
Wed, Nov 11 - Sun, Nov 15
Multiple Airlines Logo
7:00 am - 9:37 pmORD  Chicago O'Hare Intl-ISP Islip Long Island
13h 37m1 stop Fort Lauderdale
Multiple Airlines Logo
6:33 pm - 8:46 amISP  Islip Long Island-ORD Chicago O'Hare Intl
15h 13m1 stop Orlando
$438Multiple Airlines
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 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 typically range from $392 to $1,249. The lowest price found in the past 5 days was $266, on Frontier.

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

Cheapest flight

$128
One-way 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 answers about this route, including flight times, airports, airlines and booking tips.

  • 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.

  • 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 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.

  • Have flight prices from Chicago O'Hare Intl Airport to Islip changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $266 to $1,993. That means the highest observed fare was about 7x higher than the lowest one.

  • 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 $183, which is 66% below the typical average for this route.

  • 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 averaging $105 for economy cars. Top options include:

    • Budget
    • Enterprise Rent-A-Car
    • Avis
    • National
    • Empire Rent A Car

  • 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).

  • 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:

    • Orlando (MCO) - 67% of one-stop connections
    • Boston Logan Intl (BOS) - 33% of one-stop connections

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

    Yes. Flexible dates can save you up to 62% on flights from Chicago O'Hare Intl Airport to Islip. 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 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 17m, 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.

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 are flexible, aim for a Thursday departure and avoid flying on Monday. On this route, Thursday flights average $476, about $773 less than Monday fares (62% savings) based on the last 12 months.

More options for your flight from Chicago to Islip

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