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Cheap flights from Islip, New York to Chicago from $95

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 8/25. 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

Southwest Logo
5:55 am - 11:50 amISP-ORD
6h 55m1 stop
Southwest Logo
6:00 am - 4:15 pmORD-ISP
9h 15m2 stops
$194Southwest
Find Deal
qui, out 2 - sáb, out 4
Southwest Logo
5:55 am - 4:25 pmISP-ORD
11h 30m2 stops
Southwest Logo
6:00 am - 4:15 pmORD-ISP
9h 15m2 stops
$199Southwest
Find Deal
qui, out 2 - sáb, out 4
Southwest Logo
5:40 am - 11:50 amISP-ORD
7h 10m1 stop
Southwest Logo
2:55 pm - 10:55 pmORD-ISP
7h 00m2 stops
$204Southwest
Find Deal
sáb, ago 23 - seg, ago 25
Southwest Logo
12:15 pm - 10:00 pmISP-ORD
10h 45m2 stops
Southwest Logo
2:55 pm - 10:55 pmORD-ISP
7h 00m2 stops
$209Southwest
Find Deal
sáb, ago 23 - seg, ago 25
Southwest Logo
6:00 am - 11:50 amISP-ORD
6h 50m1 stop
Southwest Logo
1:50 pm - 10:05 pmORD-ISP
7h 15m1 stop
$216Southwest
Find Deal
dom, ago 24 - ter, ago 26
Southwest Logo
6:00 am - 11:50 amISP-ORD
6h 50m1 stop
Southwest Logo
11:25 am - 10:05 pmORD-ISP
9h 40m2 stops
$222Southwest
Find Deal
dom, ago 24 - ter, ago 26
Southwest Logo
6:00 am - 12:45 pmISP-ORD
7h 45m2 stops
Southwest Logo
6:00 am - 3:15 pmORD-ISP
8h 15m2 stops
$227Southwest
Find Deal
dom, set 7 - qua, set 10
Southwest Logo
5:55 am - 11:50 amISP-ORD
6h 55m1 stop
Southwest Logo
2:50 pm - 11:45 pmORD-ISP
7h 55m2 stops
$235Southwest
Find Deal
seg, out 6 - sex, out 10
Frontier Logo
2:05 pm - 12:25 amISP-ORD
11h 20m1 stop
Frontier Logo
9:08 am - 7:42 pmORD-ISP
9h 34m1 stop
$245Frontier
Find Deal
sex, ago 1 - sáb, ago 2
Frontier Logo
2:05 pm - 12:25 amISP-ORD
11h 20m1 stop
Frontier Logo
11:28 am - 7:52 pmORD-ISP
7h 24m1 stop
$264Frontier
Find Deal
seg, jul 21 - qua, jul 23

Southwest flights from Islip, New York to Chicago

Our best Southwest deals on Islip, New York to Chicago flight tickets
Southwest
Oct 2
ISP5:55 amIslip Long Island
6h 55m
1 stop
ORD11:50 amChicago O'Hare Intl
Oct 4
ORD6:00 amChicago O'Hare Intl
9h 15m
2 stops
ISP4:15 pmIslip Long Island
$194
Find similar
Southwest
Oct 2
ISP5:55 amIslip Long Island
11h 30m
2 stops
ORD4:25 pmChicago O'Hare Intl
Oct 4
ORD6:00 amChicago O'Hare Intl
9h 15m
2 stops
ISP4:15 pmIslip Long Island
$199
Find similar
Southwest
Aug 23
ISP5:40 amIslip Long Island
7h 10m
1 stop
ORD11:50 amChicago O'Hare Intl
Aug 25
ORD2:55 pmChicago O'Hare Intl
7h 00m
2 stops
ISP10:55 pmIslip Long Island
$204
Find similar

Frontier flights from Islip, New York to Chicago

Our best Frontier deals on Islip, New York to Chicago flight tickets
Frontier
Aug 1
ISP2:05 pmIslip Long Island
11h 20m
1 stop
ORD12:25 amChicago O'Hare Intl
Aug 2
ORD9:08 amChicago O'Hare Intl
9h 34m
1 stop
ISP7:42 pmIslip Long Island
$245
Find similar
Frontier
Jul 21
ISP2:05 pmIslip Long Island
11h 20m
1 stop
ORD12:25 amChicago O'Hare Intl
Jul 23
ORD11:28 amChicago O'Hare Intl
7h 24m
1 stop
ISP7:52 pmIslip Long Island
$264
Find similar
Frontier
Aug 1
ISP2:05 pmIslip Long Island
11h 20m
1 stop
ORD12:25 amChicago O'Hare Intl
Aug 5
ORD11:28 amChicago O'Hare Intl
9h 30m
1 stop
ISP9:58 pmIslip Long Island
$268
Find similar

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 typical price of a round-trip flight between Islip, New York and Chicago?

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 $288. 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 $375.

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 $241. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $343.

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

$95

Fastest flight time

6h 25m

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 $95. The best round-trip flight deal from Islip, New York to Chicago found on momondo in the last 72 hours is $194.
The fastest flight from Islip, New York to Chicago takes 6h 25m
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)
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  • 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 30m 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 many operators does momondo search for flights from Islip Long Island Airport to Chicago?

  • 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?

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
SouthwestPriceFrom $336Free CancellationRating
8.0
4,250 reviews
Search Southwest flights

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
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport