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Cheap flights from Islip, New York to Chicago from $65

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 2/21. 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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Find the cheapest flights from Islip, New York to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Islip, New York to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Islip, New York to Chicago.

Cheap last minute flights

Planning a quick getaway from Islip, New York to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Islip, New York to Chicago

Find recent round-trip train or bus tickets from Islip, New York to Chicago.

All round-trip flight deals from Islip, New York to Chicago

The cheapest plane tickets from Islip, New York to Chicago found on KAYAK recently.
9:04 pm - 7:09 amISP-ORD
11h 05m1 stop
7:25 am - 6:05 pmORD-ISP
9h 40m1 stop
$105Frontier
Find Deal
Wed, Feb 19 - Wed, Feb 26
9:33 pm - 7:09 amISP-ORD
10h 36m1 stop
7:25 am - 6:05 pmORD-ISP
9h 40m1 stop
$130Frontier
Find Deal
Sat, Mar 1 - Wed, Mar 5
9:07 am - 3:53 pmISP-ORD
7h 46m1 stop
5:05 am - 2:02 pmORD-ISP
7h 57m1 stop
$150Frontier
Find Deal
Fri, Feb 28 - Sun, Mar 2
9:04 pm - 7:09 amISP-ORD
11h 05m1 stop
7:08 pm - 8:41 amORD-ISP
12h 33m1 stop
$235Frontier
Find Deal
Wed, Feb 19 - Mon, Feb 24
9:04 pm - 8:55 amISP-ORD
12h 51m1 stop
8:40 am - 8:04 pmORD-ISP
10h 24m1 stop
$238Frontier
Find Deal
Thu, Mar 13 - Mon, Mar 17
9:07 am - 4:03 pmISP-ORD
7h 56m1 stop
7:08 pm - 8:41 amORD-ISP
12h 33m1 stop
$240Frontier
Find Deal
Mon, Mar 3 - Mon, Mar 3
6:10 am - 11:50 amISP-ORD
6h 40m1 stop
1:50 pm - 8:20 pmORD-ISP
5h 30m1 stop
$335Southwest
Find Deal
Wed, Apr 30 - Thu, May 1
12:56 pm - 9:34 amISP-ORD
21h 38m3 stops
5:11 am - 6:40 pmORD-ISP
12h 29m2 stops
Fri, Feb 7 - Sun, Feb 9
5:50 am - 3:20 pmISP-ORD
10h 30m2 stops
4:35 pm - 10:25 pmORD-ISP
4h 50m1 stop
$340Southwest
Find Deal
Sat, Mar 1 - Wed, Mar 5
5:40 pm - 9:30 pmISP-ORD
4h 50m1 stop
11:25 am - 5:00 pmORD-ISP
4h 35m1 stop
$342Southwest
Find Deal
Mon, Feb 17 - Thu, Feb 20
9:07 am - 3:53 pmISP-ORD
7h 46m1 stop
$65Frontier
Find Deal
Fri, Feb 21
8:51 pm - 7:44 amISP-ORD
11h 53m1 stop
$99Frontier
Find Deal
Sun, Mar 16
12:43 pm - 8:57 pmISP-ORD
9h 14m1 stop
$135Frontier
Find Deal
Fri, Jan 31
9:00 am - 4:02 pmISP-ORD
8h 02m1 stop
$153Frontier
Find Deal
Thu, Apr 17
10:43 am - 11:33 pmISP-ORD
13h 50m1 stop
$171Frontier
Find Deal
Sun, Jan 26
9:07 am - 4:03 pmISP-ORD
7h 56m1 stop
$183Frontier
Find Deal
Mon, Feb 24
6:00 am - 10:03 amISP-ORD
5h 03m1 stop
$206JetBlue
Find Deal
Sat, May 31
9:07 am - 4:03 pmISP-ORD
7h 56m1 stop
$213Frontier
Find Deal
Mon, Mar 3
9:07 am - 2:58 pmISP-ORD
6h 51m1 stop
$350Frontier
Find Deal
Sat, Apr 19
9:07 am - 3:53 pmISP-ORD
7h 46m1 stop
$503Frontier
Find Deal
Fri, Feb 14
12:43 pm - 8:57 pmISP-ORD
9h 14m1 stop
10:59 am - 7:12 pmORD-ISP
7h 13m1 stop
$730Frontier
Find Deal
Fri, Jan 24 - Sun, Jan 26
12:43 pm - 8:57 pmISP-ORD
9h 14m1 stop
10:59 am - 7:12 pmORD-ISP
7h 13m1 stop
$750Frontier
Find Deal
Fri, Jan 24 - Sun, Jan 26

Frontier flights from Islip, New York to Chicago

Our best Frontier deals on Islip, New York to Chicago flight tickets
Frontier
Feb 19
ISP9:04 pmIslip Long Island
11h 05m
1 stop
ORD7:09 amChicago O'Hare Intl
Feb 26
ORD7:25 amChicago O'Hare Intl
9h 40m
1 stop
ISP6:05 pmIslip Long Island
Frontier
Mar 1
ISP9:33 pmIslip Long Island
10h 36m
1 stop
ORD7:09 amChicago O'Hare Intl
Mar 5
ORD7:25 amChicago O'Hare Intl
9h 40m
1 stop
ISP6:05 pmIslip Long Island
Frontier
Feb 28
ISP9:07 amIslip Long Island
7h 46m
1 stop
ORD3:53 pmChicago O'Hare Intl
Mar 2
ORD5:05 amChicago O'Hare Intl
7h 57m
1 stop
ISP2:02 pmIslip Long Island

Southwest flights from Islip, New York to Chicago

Our best Southwest deals on Islip, New York to Chicago flight tickets
Southwest
Apr 30
ISP6:10 amIslip Long Island
6h 40m
1 stop
ORD11:50 amChicago O'Hare Intl
May 1
ORD1:50 pmChicago O'Hare Intl
5h 30m
1 stop
ISP8:20 pmIslip Long Island
Southwest
Mar 1
ISP5:50 amIslip Long Island
10h 30m
2 stops
ORD3:20 pmChicago O'Hare Intl
Mar 5
ORD4:35 pmChicago O'Hare Intl
4h 50m
1 stop
ISP10:25 pmIslip Long Island
Southwest
Feb 17
ISP5:40 pmIslip Long Island
4h 50m
1 stop
ORD9:30 pmChicago O'Hare Intl
Feb 20
ORD11:25 amChicago O'Hare Intl
4h 35m
1 stop
ISP5:00 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 Tuesday when prices can be found for as low as $197. 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 $270.

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 $214. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $262.

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

$65

Fastest flight time

4h 50m

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 $65. The best round-trip flight deal from Islip, New York to Chicago found on momondo in the last 72 hours is $105.
The fastest flight from Islip, New York to Chicago takes 4h 50m
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 4h 50m 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.


Best airlines flying from Islip, New York to Chicago

Compare and see reviews for airlines that fly from Islip, New York to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $243Free CancellationRating
6.0
3,443 reviews
Search Frontier flights

Traveling to a place near Chicago?

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