Cheap flights from Islip to Chicago (ISP - CHI)

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How to find the cheapest flight from
Islip (ISP) to Chicago (CHI)

All the information you need to plan the best ISP to CHI flight in 2022: compare Islip to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
ISP - CHI
Price
$106 - $400
CHI
Temperature
23 - 73.4 °F
CHI
Precipitation
1.7 - 4.9 inches

Popular in

October

High demand for flights, 39% potential price rise

Cheapest in

May

Best time to find cheap flights, 56% potential price drop

Average price

$232

Average for round-trip flights in January 2022

Round-trip from

$106

From Islip Long Island to Chicago (CHI)

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
How far in advance should I book a flight from Islip, New York to Chicago?

Users have found that booking a flight from Islip, New York to Chicago at least 20 days early can save you up to 48% on average compared to booking a flight this week. If booking 20 days before your flight isn’t an option for you, users have found flights from Islip, New York to Chicago for as little as $213 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $293 for flights departing within the next 3 days.

What is the cheapest day to fly round-trip from Islip, New York to Chicago?

Flying to your destination on a Saturday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Chicago. Check prices with Cheapflights to find a great deal for your trip.

What is the cheapest month to fly from Islip, New York to Chicago?

August can be a great time to fly to Chicago from Islip, New York with a flight ticket averaging about $182. Cheapflights users have found deals in the month of August for as cheap as $64. The most expensive prices can be found in the month of December.

When is the cheapest time to fly from Islip, New York to Chicago (ISP - CHI)?

It’s typically best to fly out from Islip, New York to Chicago in the morning. Doing so could potentially save you 16% on the flight price compared to flying in the afternoon, which is usually more expensive.

Cheap flights from Islip to Chicago in January, February 2022

The best prices found for ISP to CHI flights for January, February
11 Feb - 14 Feb
$131pp
ISP
Islip Long Island
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
ISP
Islip Long Island
21 Feb - 28 Feb
$133pp
ISP
Islip Long Island
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
ISP
Islip Long Island
11 Feb - 14 Feb
$152pp
ISP
Islip Long Island
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
   
2 STOPS
ISP
Islip Long Island

Islip Long Island to Chicago 2022 flight deals

Cheap flights to Chicago from Islip found for this year
11 Feb - 14 Feb
$131pp
ISP
Islip Long Island
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
ISP
Islip Long Island
21 Feb - 28 Feb
$133pp
ISP
Islip Long Island
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
ISP
Islip Long Island
11 Feb - 14 Feb
$152pp
ISP
Islip Long Island
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
   
2 STOPS
ISP
Islip Long Island

Last minute flights from Islip to Chicago

Late deals on round-trip flights to Chicago from Islip, departing today and this week
1 Feb - 8 Feb
$227pp
ISP
Islip Long Island
American Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
ISP
Islip Long Island
28 Jan - 31 Jan
$243pp
ISP
Islip Long Island
American Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
   
2 STOPS
ISP
Islip Long Island
1 Feb - 4 Feb
$250pp
ISP
Islip Long Island
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
ISP
Islip Long Island

One-way flights to Chicago from Islip

The cheapest one-way flights from Islip to Chicago
9:09 am - 7:20 pm
Frontier
1 Stop
11h 11m
ISP - ORD
Frontier
$141
SmartFares
5:25 pm - 4:26 pm
Multiple Airlines
3 Stops
24h 01m
ISP - ORD
Multiple Airlines
$179
Kiwi.com
2:29 am - 7:10 am
American Airlines
2 Stops
5h 41m
ISP - ORD
American Airlines

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Islip</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From Islip to Chicago

What airport do you fly from for flights from Islip to Chicago?

Most people fly from Islip Long Island (ISP) if they book a flight from Islip to Chicago. On average, Long Island has 0 outbound flights to Chicago per day from 2 airlines. Islip Long Island is conveniently located just 7.2 mi from Islip’s city center.

Which airlines flying from Islip Long Island to Chicago have flexible cancellations due to COVID-19?

Some of our airline partners flying from Islip Long Island to Chicago have new flexible policies in place due to COVID-19. American Airlines and Spirit Airlines are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like American Airlines with this kind of flexibility.

Can I find flights from Islip, New York to Chicago for under $200 on Cheapflights?

Yes, there are multiple flights from Islip, New York to Chicago for under $200. The cheapest flight booked recently is on Multiple Airlines for just $131, but on average you can expect to pay $180.

Are there last-minute flights available from Islip, New York to Chicago for under $300?

There are currently 9+ open flights from Islip, New York to Chicago within the next 7 days for less than $300.

What is the cheapest airline to fly from Islip, New York to Chicago round-trip?

Cheapflights users have booked flights from Islip, New York to Chicago round-trip from $166. American Airlines is currently priced 31% below the average price you’ll pay for this route.

What are the most popular airlines that fly from Islip, New York to Chicago?

The most popular airlines flying from Islip, New York to Chicago are American Airlines, Delta and Spirit Airlines. Something to consider prior to booking your flight.

What are the cheapest flights from Islip, New York to Chicago?

On average you can expect to pay $212 for a flight from Islip, New York to Chicago. The cheapest flight overall is $212 while the most popular route, (Islip Long Island - Chicago O'Hare Intl) is currently priced at $131.

COVID Restrictions

View COVID Travel Restrictions for Chicago, IL

Do I need a COVID test to fly to Chicago from Islip?

Information is based on travel restrictions for travel to Chicago within the United States

Most visitors from Islip Long Island need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from Islip Long Island must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 24 hours before departing to Chicago.

Quarantine requirements
Visitors from Islip Long Island are not required to quarantine after entering Chicago.

Do I need a test to fly back to Islip from Chicago?

Returning to Islip Long Island from Chicago

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 24 hours before departing to Islip Long Island.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Islip Long Island.

Hide COVID Travel Restrictions for Chicago, IL

Alternative routes for Islip to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Islip to Chicago.
Average temperature for January in Chicago
33.8 °F
Avg rainfall for January in Chicago
0.7 ″

Airports servicing Islip

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)

Hourly flight availability from Islip to Chicago

See what time of day planes typically take off from Islip towards Chicago.
Morning 6 AM to noon 85% of ISP to CHI departures
Early morning Midnight to 6 AM 15% of ISP to CHI departures
Afternoon Noon to 6 PM 0% of ISP to CHI departures
Evening 6 PM to midnight 0% of ISP to CHI departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Islip to Chicago
See how many times per day planes take to the skies headed from Islip to Chicago.
Sunday
1 daily flight
Monday
1 daily flight
Tuesday
1 daily flight
Wednesday
1 daily flight
Thursday
1 daily flight
Friday
1 daily flight
Saturday
0 flights
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