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Cheap flights from Islip, New York to Chicago from $109

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Islip, New York to Chicago departing on 4/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Islip, New York to Chicago

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Islip, New York to Chicago.
Frontier Logo
6:48 pm - 11:32 pmISP-ORD
29h 44m1 stop
Frontier Logo
4:15 pm - 10:41 amORD-ISP
17h 26m1 stop
$210Frontier
Find Deal
Fri, May 9 - Mon, May 12
Frontier Logo
9:40 pm - 8:05 amISP-ORD
11h 25m1 stop
Frontier Logo
6:55 am - 3:33 pmORD-ISP
7h 38m1 stop
$230Frontier
Find Deal
Thu, May 1 - Mon, May 5
Frontier Logo
6:48 pm - 11:32 pmISP-ORD
29h 44m1 stop
Frontier Logo
1:02 pm - 8:42 pmORD-ISP
6h 40m1 stop
$240Frontier
Find Deal
Thu, May 15 - Sat, May 24
Frontier Logo
9:40 pm - 8:05 amISP-ORD
11h 25m1 stop
Frontier Logo
9:00 am - 4:33 pmORD-ISP
6h 33m1 stop
$260Frontier
Find Deal
Thu, May 1 - Fri, May 16
Frontier Logo
9:40 pm - 8:05 amISP-ORD
11h 25m1 stop
Frontier Logo
6:55 am - 3:33 pmORD-ISP
7h 38m1 stop
$320Frontier
Find Deal
Thu, May 15 - Mon, May 19
Southwest Logo
6:10 am - 11:50 amISP-ORD
6h 40m1 stop
Southwest Logo
4:00 pm - 12:05 amORD-ISP
7h 05m2 stops
$374Southwest
Find Deal
Wed, May 28 - Sun, Jun 1
Southwest Logo
1:00 pm - 11:05 pmISP-ORD
11h 05m2 stops
Southwest Logo
1:50 pm - 8:20 pmORD-ISP
5h 30m1 stop
$392Southwest
Find Deal
Fri, May 9 - Mon, May 12
Southwest Logo
5:40 am - 4:45 pmISP-ORD
12h 05m2 stops
Southwest Logo
6:00 am - 5:25 pmORD-ISP
10h 25m2 stops
$407Southwest
Find Deal
Sat, May 17 - Mon, May 19
Southwest Logo
8:20 am - 5:55 pmISP-ORD
10h 35m2 stops
Southwest Logo
4:00 pm - 12:05 amORD-ISP
7h 05m2 stops
$411Southwest
Find Deal
Wed, May 28 - Sun, Jun 1
 Logo
10:44 am - 11:50 amISP-ORD
26h 06m3 stops
 Logo
5:05 am - 1:15 pmORD-ISP
31h 10m2 stops
Fri, May 9 - Mon, May 12

Frontier flights from Islip, New York to Chicago

Our best Frontier deals on Islip, New York to Chicago flight tickets
Frontier
May 9
ISP6:48 pmIslip Long Island
29h 44m
1 stop
ORD11:32 pmChicago O'Hare Intl
May 12
ORD4:15 pmChicago O'Hare Intl
17h 26m
1 stop
ISP10:41 amIslip Long Island
Frontier
May 1
ISP9:40 pmIslip Long Island
11h 25m
1 stop
ORD8:05 amChicago O'Hare Intl
May 5
ORD6:55 amChicago O'Hare Intl
7h 38m
1 stop
ISP3:33 pmIslip Long Island
Frontier
May 15
ISP6:48 pmIslip Long Island
29h 44m
1 stop
ORD11:32 pmChicago O'Hare Intl
May 24
ORD1:02 pmChicago O'Hare Intl
6h 40m
1 stop
ISP8:42 pmIslip Long Island

Southwest flights from Islip, New York to Chicago

Our best Southwest deals on Islip, New York to Chicago flight tickets
Southwest
May 28
ISP6:10 amIslip Long Island
6h 40m
1 stop
ORD11:50 amChicago O'Hare Intl
Jun 1
ORD4:00 pmChicago O'Hare Intl
7h 05m
2 stops
ISP12:05 amIslip Long Island
Southwest
May 9
ISP1:00 pmIslip Long Island
11h 05m
2 stops
ORD11:05 pmChicago O'Hare Intl
May 12
ORD1:50 pmChicago O'Hare Intl
5h 30m
1 stop
ISP8:20 pmIslip Long Island
Southwest
May 17
ISP5:40 amIslip Long Island
12h 05m
2 stops
ORD4:45 pmChicago O'Hare Intl
May 19
ORD6:00 amChicago O'Hare Intl
10h 25m
2 stops
ISP5:25 pmIslip Long Island

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 day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $291. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Islip, New York to Chicago for around $376.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Islip, New York to Chicago during this time can be as low as $236. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $341.

When to book flights from Islip, New York to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Islip, New York to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

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

Best Price Found

$109

Fastest flight time

5h 02m

Direct flights

None

Airports in Chicago

1 airport
The best one-way flight to Chicago from Islip, New York in the past 72 hours is $109. The best round-trip flight deal from Islip, New York to Chicago found on momondo in the last 72 hours is $210.
The fastest flight from Islip, New York to Chicago takes 5h 02m
There are no direct flights from Islip, New York to Chicago. Popular non-direct route for this connection is Islip Long Island Airport - Chicago O'Hare Intl Airport.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

  • 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 6h 40m 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?


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Portage
Lansing
Saint Joseph
Schererville
Valparaiso
Munster
Crown Point
Monticello
Chesterton
Griffith
Porter
Saint John

Why 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.


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Wed 4/9
Wed 4/16

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago