Cheap flights from Chicago to Islip

One-way fares from $233 · CHI → ISP · prices found by travellers in the last 48 hours

Cheapest fare
$233

Frontier Airlines · Thu, Nov 19

Cheapest month
November

from $233

Direct flights
Not recently

Usually 1+ stop

Quickest trip
5h 33m

1,220 km

Get a price alert

We'll email you when Chicago → Islip drops to your price. It's free, and you can stop any time.

Today's cheapest fare is $233. We'll send one email to confirm. See our privacy policy.

Cheapest month to fly from Chicago to Islip

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 Cheapest $233

Plan the rest of your trip to Islip

Where to stay, what to do and getting around, from our travel partners.

About flights from Chicago to Islip

Chicago (CHI) and Islip (ISP) are about 1,220 km apart. We haven't seen direct fares on this route recently, so expect at least one stop; the quickest journey we've seen takes about 5h 33m. Over the next few months, one-way fares start from $233, and November 2026 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Chicago to Islip?

The cheapest one-way fare we've seen recently is $233 with Frontier Airlines, departing Thursday, November 19, 2026.

What is the cheapest month to fly from Chicago to Islip?

November 2026 currently has the lowest fares, from $233 one way.

Are there direct flights from Chicago to Islip?

We haven't seen direct fares recently, so most journeys include at least one stop.

How long is the flight from Chicago to Islip?

The quickest journey we've seen takes about 5h 33m. Chicago and Islip are around 1,220 km apart.

Which airlines fly from Chicago to Islip?

Recent fares on this route were with Frontier Airlines.

More cheap flights from Chicago

Compare flights to Islip from other cities →