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Fly to
Route
Depart
Return
IslipChicago
ISP Islip Long Island - MDW Chicago Midway
ISPMDW
Islip Long Island
Sat 2/27
3:30 pm-10:40 pm
1 stop8h 10m
Chicago Midway
Mon 3/1
7:55 am-6:15 pm
2 stops9h 20m
IslipChicago
ISP Islip Long Island - MDW Chicago Midway
ISPMDW
Islip Long Island
Sat 2/27
11:59 am-7:42 pm
1 stop8h 43m
Chicago Midway
Mon 3/1
8:47 pm-11:04 am
1 stop13h 17m
IslipChicago
ISP Islip Long Island - ORD Chicago O'Hare Intl
ISPORD
Islip Long Island
Sun 10/25
6:25 pm-7:31 am
1 stop14h 06m
Chicago O'Hare Intl
Thu 10/29
9:51 am-5:31 pm
1 stop6h 40m
IslipChicago
ISP Islip Long Island - ORD Chicago O'Hare Intl
ISPORD
Islip Long Island
Mon 10/26
6:55 pm-6:45 pm
2 stops24h 50m
Chicago O'Hare Intl
Wed 10/28
7:28 pm-5:31 pm
2 stops21h 03m
IslipChicago
ISP Islip Long Island - ORD Chicago O'Hare Intl
ISPORD
Islip Long Island
Mon 11/23
4:40 pm-12:43 am
1 stop9h 03m
Chicago O'Hare Intl
Sat 11/28
5:40 am-3:45 pm
1 stop9h 05m
IslipChicago
ISP Islip Long Island - ORD Chicago O'Hare Intl
ISPORD
Islip Long Island
Mon 10/26
6:55 pm-5:03 pm
1 stop23h 08m
Chicago O'Hare Intl
Fri 10/30
9:51 am-5:56 pm
1 stop7h 05m
IslipChicago
ISP Islip Long Island - MDW Chicago Midway
ISPMDW
Islip Long Island
Wed 11/11
4:05 pm-9:30 pm
1 stop6h 25m
Chicago Midway
Thu 11/12
7:50 am-5:05 pm
2 stops8h 15m
IslipChicago
ISP Islip Long Island - MDW Chicago Midway
ISPMDW
Islip Long Island
Sun 11/1
5:35 am-8:40 am
1 stop4h 05m
Chicago Midway
Thu 11/5
6:10 pm-11:35 pm
1 stop4h 25m
IslipChicago
ISP Islip Long Island - ORD Chicago O'Hare Intl
ISPORD
Islip Long Island
Sun 10/25
6:25 pm-7:31 am
1 stop14h 06m
Chicago O'Hare Intl
Fri 10/30
9:51 am-5:56 pm
1 stop7h 05m
IslipChicago
ISP Islip Long Island - MDW Chicago Midway
ISPMDW
Islip Long Island
Sun 11/1
1:35 pm-10:55 pm
2 stops10h 20m
Chicago Midway
Thu 11/5
6:10 pm-11:35 pm
1 stop4h 25m
See travel insights to Chicago from
How to get the cheapest flight ticket from Islip, New York to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago?
The month of February is, on average, the cheapest month to fly to Chicago from Islip, New York, with most prices found around $0. If you’re not able to fly to Chicago in February, then August is your next best option. Flight prices from Islip, New York to Chicago during August average around $187.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as $336. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Islip, New York to Chicago for around $416.
What is the cheapest airline that flies from Islip Long Island to Chicago?
Frontier and Southwest are the most popular carriers operating from Islip Long Island to Chicago
What airlines fly to Chicago?
United Airlines, American Airlines and Delta are the top three most popular airlines that fly to Chicago from Islip, New York according to our data. United Airlines is the first choice among our users, with 57% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
When to book flights from Islip, New York to Chicago
Cheap Islip, New York to Chicago (ISP to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Islip, New York to Chicago
Frequently asked questions about flying from Islip, New York to Chicago
How far is Islip Long Island to Chicago by plane?
The distance between Islip Long Island and Chicago is about 751.1 mi. Typically, this will take 8h 44m by plane in normal conditions.
When did momondo last update prices for flights from Islip Long Island Airport to Chicago?
Prices for flights from Islip Long Island Airport to Chicago refresh daily.
How old do you have to be to fly from Islip Long Island Airport to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Islip Long Island Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular airline from Islip, New York to Chicago?
Based on momondo bookings for flights between Islip, New York and Chicago, the leading airline is Southwest, making up 100% of the total bookings.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Islip to Chicago?
It is quick and easy to find Islip to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.
Can I find flights from Islip to Chicago with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Islip to Chicago flights to just show those with flexible booking policies.
How can momondo help me find flights from Islip to Chicago?
momondo helps you find the best flight between Islip and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from Islip to Chicago right now. Can momondo alert me if prices change?
Price alerts on flights to Chicago from Islip are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.