$50+ Cheap flights from Chicago (CHI) to Islip, NY (ISP)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Chicago to Islip with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Islip
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Islip (ISP). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $109 (Frontier) |
One-way from | $50 (Cheapflightsfares) |
Find flight deals from Chicago to Islip
Cheapest flights from Chicago to IslipExplore the most affordable flight options available from Chicago to Islip. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.
Explore the most affordable flight options available from Chicago to Islip. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.
This Frontier deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Find flights from Chicago to Islip within your budget
Customize your flight search to find flights from Chicago to Islip that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.
Fly from
Fly to
Route
Depart
Return
Price
ChicagoIslip
ORD - ISP
ORDISP
Chicago O'Hare Intl
Tue 2/18
6:20 am-2:09 pm
1 stop6h 49m
Islip Long Island
Tue 2/25
9:33 pm-9:27 am
1 stop12h 54m
ChicagoIslip
ORD - ISP
ORDISP
Chicago O'Hare Intl
Thu 2/13
11:25 am-4:45 pm
1 stop4h 20m
Islip Long Island
Sun 2/16
12:50 pm-9:30 pm
1 stop9h 40m
ChicagoIslip
ORD - ISP
ORDISP
Chicago O'Hare Intl
Tue 2/18
6:20 am-2:09 pm
1 stop6h 49m
ChicagoIslip
ORD - ISP
ORDISP
Chicago O'Hare Intl
Sun 3/2
2:29 pm-9:10 am
2 stops17h 41m
ChicagoIslip
ORD - ISP
ORDISP
Chicago O'Hare Intl
Fri 2/7
7:00 am-5:00 pm
2 stops9h 00m
Compare providers for flights from Chicago to Islip
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Islip in January.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Islip, New York flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Islip, New York flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Islip, New York flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Islip, New York flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Islip, New York flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Islip
Have a flexible travel schedule? Discover the best time to fly to Islip from Chicago with our price prediction graph.
Travel insights for flights from Chicago to Islip
Get recent, data-driven insights about flights from Chicago to Islip including ideal travel times, pricing trends, and more.
What is the cheapest month to book a flight from Chicago to Islip, New York?
Currently, January is the cheapest month in which you can book a flight from Chicago to Islip, New York (average of $108). Flying from Chicago to Islip, New York in February is currently the most expensive (average of $220). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CHI to ISP?
Find hourly flight availability from Chicago to Islip. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2025.
It’s typically best to fly out from Chicago to Islip, New York at noon. Doing so could potentially save you 62% on the flight price compared to flying in the morning, which is usually more expensive.
Rainfall in Islip by month
Plan your trip to Islip by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Islip, New York ranges from 3.3 - 4.4 inches per month. March is typically the wettest month, when rainfall can reach 4.4 in. February is typically the driest time to visit Islip, New York when rainfall is around 3.3 in.
Temperature in Islip by month
Plan your trip to Islip by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Islip, New York, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).
Reviews of airlines servicing Islip
Get insights into the airlines that provide service to Islip. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Islip. Reviews last updated January 21, 2025.
Overall
Comfort
Boarding
Crew
Entertainment
Food
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Overall
Comfort
Boarding
Crew
Entertainment
Food
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Overall
Comfort
Boarding
Crew
Entertainment
Food
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.