Find Cheap Flights from Islip Long Island to Chicago O'Hare International (ISP - ORD)

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Islip Long Island to Chicago O'Hare International Flight Information

Flights Arrive in Chicago O'Hare International
Flights Depart from Islip Long Island
Flight Price $171
Distance 771 miles
Airlines American Airlines, Frontier

Good to Know

Good Deal:
$125
or less round-trip within
2 months
of travel is a good deal

When to Book Flights from Islip Long Island to Chicago O'Hare International

Estimated round-trip price
Flight prices as travel date approaches
-1 day
-2 days

Top Tips for Finding a Cheap Flight

The cheapest flight from Islip Long Island to Chicago O'Hare International was found 42 days before departure, on average.
Book at least 2 weeks before departure in order to get a below-average price.
Morning departure is around 4% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Islip Long Island to Chicago O'Hare International Flights

How long does a flight from Islip Long Island to Chicago O'Hare International take?
There are no direct flights for this route listed on KAYAK, the shortest multi-flight duration is 4h 41m.
Which airlines provide the cheapest flights from Islip Long Island to Chicago O'Hare International?
In the past 3 days, the cheapest round-trip tickets were found on Multiple Airlines ($171), American Airlines ($198) and Frontier ($230).
Do I need a passport to fly between Islip Long Island and Chicago O'Hare International?
No.
What’s the cheapest day of the week to fly Islip Long Island to Chicago O'Hare International?
For Islip Long Island to Chicago O'Hare International, Wednesday is the cheapest day to fly on average and Friday is the most expensive. Flying from Chicago O'Hare International back to Islip Long Island, the best deals are generally found on Wednesday, with Friday being the most expensive.

Book cheap flights from Islip Long Island to Chicago O'Hare International (round-trip)

Airports
Origin
Islip
$171
only
$171
Destination
Chicago
$171
only
$171
Wed, Jan 9
ISP
Islip Long Island
ORD
Chicago O'Hare International
7h 32m
Sat, Jan 12
ORD
Chicago O'Hare International
ISP
Islip Long Island
12h 29m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Feb 28
ISP
Islip Long Island
ORD
Chicago O'Hare International
5h 28m
Sat, Mar 2
ORD
Chicago O'Hare International
ISP
Islip Long Island
5h 30m
Trip: 3 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 35,791 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.8
Entertainment
6.8
Food
6.7
LAX
IAD
Excellent 8.0

Pros: many movies

PHX
JFK
Good 6.0

Pros: The flight attendants

Cons: The pilot was too aggressive in regards to the take off and landing, landing was way too hard and fast

CDG
DFW
Excellent 8.0

Pros: Smooth

ORD
LHR
Good 6.0

Pros: New 787, beautiful inside.

Cons: Uncomfortable in economy, seats very cramped, difficult to eat the meal.

CUN
ORD
Excellent 10.0

Pros: The jet

Fri, Jan 25
ISP
Islip Long Island
ORD
Chicago O'Hare International
15h 08m
Sun, Feb 17
ORD
Chicago O'Hare International
ISP
Islip Long Island
22h 58m
Trip: 24 days
3.6MediocreShow reviews
Overall 3.6 Mediocre
Based on 1 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.6
Food
4.7
DFW
DEN
Mediocre 3.3

Cons: 4 hour delay

DCA
DEN
Okay 4.0

Pros: Able to take off, fly, and land the plane.

Cons: Poor customer service and bag policy, which was NOT posted prior to my purchase. The seats were akin to being on a bus..., fixed in place, the definition of pain, unless you are gifted with adipose in that geographic region. A terrible flying experience—never again.

LAS
GEG
Okay 5.6

Pros: Direct flight

Cons: Not really a negative thing to say

MKE
TPA
Mediocre 3.3

Pros: Nothing

Cons: How we were all told after most were ay the gate it was changed to a different gate once there we were told that it would be ay least 2hr late for maintenance. I'm handicapped couldn't get around that was time I could have spent with my family and I was Hungary snf needed to use the restroom which couldn't use until boarding. Very unprofessional I wouldn't give a better grade than a d'- not sure if I would use this airline again. At least we could have comped a free soda and chips. Since the airline new that was happening ahead of time and we could have made choice our selves what to doyou people charge for or fee for anything we might want to change but it's ok for you to treat us poorly sincerely Eugenio Cortez

DEN
SAT
Excellent 8.0

Pros: Good for the price

Tue, Jan 8
ISP
Islip Long Island
ORD
Chicago O'Hare International
13h 43m
Sat, Jan 12
ORD
Chicago O'Hare International
ISP
Islip Long Island
12h 29m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Dec 28
ISP
Islip Long Island
ORD
Chicago O'Hare International
6h 18m
Mon, Jan 7
ORD
Chicago O'Hare International
ISP
Islip Long Island
4h 02m
Trip: 11 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 35,791 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.8
Entertainment
6.8
Food
6.7
DFW
CMH
Excellent 10.0

Pros: Very nice new plane.

DFW
DEN
Excellent 10.0

Pros: Jesus, the flight was phenomenal! He lightened up the atmosphere with his wit and grace.

CUN
ORD
Excellent 10.0

Pros: The jet

ORD
LHR
Good 6.0

Pros: New 787, beautiful inside.

Cons: Uncomfortable in economy, seats very cramped, difficult to eat the meal.

MIA
LGA
Mediocre 3.3

Pros: Plane too cold hard to sleep, no blankets or pillows

Cons: late cold plane

Wed, Jan 9
ISP
Islip Long Island
ORD
Chicago O'Hare International
16h 25m
Sun, Jan 13
ORD
Chicago O'Hare International
ISP
Islip Long Island
14h 54m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Dec 14
ISP
Islip Long Island
ORD
Chicago O'Hare International
15h 08m
Sat, Dec 15
ORD
Chicago O'Hare International
ISP
Islip Long Island
12h 33m
Trip: 2 days
3.6MediocreShow reviews
Overall 3.6 Mediocre
Based on 1 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.6
Food
4.7
DEN
ORD
Mediocre 2.0

Pros: Nothing

Cons: Waiting for 2+ hours at the gate waiting for the plane to leave.

LAX
ATL
Mediocre 3.6

Pros: Everything was fine until the passenger for seat 1E boarded

Cons: I paid EXTRA for comfort. I paid $89 to select my seat (1F). A very, very LARGE lady boarded the plane shortly before the door was closed. She was assigned to seat 1E. After some difficulty and struggles she was able to fasten her seatbelt. The gentlemen who was in seat 1D disappeared. I was LITERALLY unable to sit back comfortably in my seat because of this lady's size. Her body spilled over my armrest. I could not get comfortable at all. From Los Angeles to Atlanta I was miserable. I firmly believe that if someone is of a certain size, they should be required to purchase two seats. Why should I have to suffer when I paid extra to have a comfortable flight? So unfair.

LAS
MCO
Mediocre 2.0

Pros: Absolutely nothing !

Cons: The staff from beginning to end where rude inattentive , the seat where extremely uncomfortable. Gate change multiple time within the last hour

ISP
ORD
Mediocre 3.6

Pros: I liked that the gave us food vouchers for our wait

Cons: That I really wanted to get home. One person missed is brother’s funeral, another person missed their connecting flight. I thought it was poor planning on frontiers part. Many people were getting very upset with the crew and calling customer service. I felt very bad feeling f the crew and many people who needed to be in Chicago when they promised for us to get there. It was upsetting, just tried to make lemonade out of lemons.

MKE
TPA
Mediocre 3.3

Pros: Nothing

Cons: How we were all told after most were ay the gate it was changed to a different gate once there we were told that it would be ay least 2hr late for maintenance. I'm handicapped couldn't get around that was time I could have spent with my family and I was Hungary snf needed to use the restroom which couldn't use until boarding. Very unprofessional I wouldn't give a better grade than a d'- not sure if I would use this airline again. At least we could have comped a free soda and chips. Since the airline new that was happening ahead of time and we could have made choice our selves what to doyou people charge for or fee for anything we might want to change but it's ok for you to treat us poorly sincerely Eugenio Cortez

Tue, Jan 8
ISP
Islip Long Island
ORD
Chicago O'Hare International
13h 43m
Sun, Jan 13
ORD
Chicago O'Hare International
ISP
Islip Long Island
14h 54m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Dec 28
ISP
Islip Long Island
ORD
Chicago O'Hare International
4h 41m
Wed, Jan 9
ORD
Chicago O'Hare International
ISP
Islip Long Island
4h 02m
Trip: 13 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 35,791 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.8
Entertainment
6.8
Food
6.7
CUN
ORD
Excellent 10.0

Pros: The jet

PHL
AMS
Excellent 8.8

Pros: Because the flight wasn't full we passengers in the main cabin had the chance to spread out a bit more, which was great on such a long flight. Also the flight attendant let me have my scotch for free! Hooray!

Cons: Without power at each seat it's difficult to take advantage of the otherwise free entertainment that is only accessible through the app or on a laptop. There was a DC power outlet at my seat (not all of the seats in the main cabin even have that) but guess what--it required a cigarette-lighter-style adapter to plug in. I certainly don't travel around with one of those! And most of the other seats in the main cabin had no access to power at all. My battery wouldn't possibly last through a 7-hour-plus flight without supplementary power. Oh well, fortunately there are still books and magazines. Just like old times. Be more like United or any other international airline, American!

MIA
LGA
Mediocre 3.3

Pros: Plane too cold hard to sleep, no blankets or pillows

Cons: late cold plane

LAX
IAD
Excellent 8.0

Pros: many movies

CDG
ORD
Okay 5.0

Pros: Flight attendant did not speak French

Cons: Wifi barely worked, not worth the money

Fri, Jan 4
ISP
Islip Long Island
ORD
Chicago O'Hare International
4h 41m
Tue, Jan 8
ORD
Chicago O'Hare International
ISP
Islip Long Island
4h 02m
Trip: 5 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 35,791 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.8
Entertainment
6.8
Food
6.7
CDG
DFW
Excellent 8.0

Pros: Smooth

LAX
IAD
Excellent 8.0

Pros: many movies

MIA
LGA
Mediocre 3.3

Pros: Plane too cold hard to sleep, no blankets or pillows

Cons: late cold plane

CLT
OAJ
Mediocre 2.0

Cons: The flight from Charlotte to Jacksonville denied 4 passengers boarding due to a weight restriction being met during the boarding process. There were no more same day flights available and staff was confused about how to resolve the issue.

ORD
DCA
Good 6.0

Pros: it was fine.

Cons: annoying to be forced to check our carry ons when there is clearly still room in the overhead bins.

Sat, Jan 26
ISP
Islip Long Island
ORD
Chicago O'Hare International
7h 33m
Sun, Jan 27
ORD
Chicago O'Hare International
ISP
Islip Long Island
8h 37m
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Jan 25
ISP
Islip Long Island
ORD
Chicago O'Hare International
5h 29m
Sat, Jan 26
ORD
Chicago O'Hare International
ISP
Islip Long Island
5h 29m
Trip: 2 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 35,791 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.8
Entertainment
6.8
Food
6.7
PHX
JFK
Good 6.0

Pros: The flight attendants

Cons: The pilot was too aggressive in regards to the take off and landing, landing was way too hard and fast

CDG
ORD
Okay 5.0

Pros: Flight attendant did not speak French

Cons: Wifi barely worked, not worth the money

LAX
IAD
Excellent 8.0

Pros: many movies

DFW
DEN
Excellent 10.0

Pros: Jesus, the flight was phenomenal! He lightened up the atmosphere with his wit and grace.

MIA
LGA
Mediocre 3.3

Pros: Plane too cold hard to sleep, no blankets or pillows

Cons: late cold plane

Sat, Jan 5
ISP
Islip Long Island
ORD
Chicago O'Hare International
4h 41m
Tue, Jan 8
ORD
Chicago O'Hare International
ISP
Islip Long Island
4h 02m
Trip: 4 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 35,791 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.8
Entertainment
6.8
Food
6.7
DFW
DEN
Excellent 10.0

Pros: Jesus, the flight was phenomenal! He lightened up the atmosphere with his wit and grace.

CUN
ORD
Excellent 10.0

Pros: The jet

CDG
DFW
Excellent 8.0

Pros: Smooth

CLT
OAJ
Mediocre 2.0

Cons: The flight from Charlotte to Jacksonville denied 4 passengers boarding due to a weight restriction being met during the boarding process. There were no more same day flights available and staff was confused about how to resolve the issue.

PHX
JFK
Good 6.0

Pros: The flight attendants

Cons: The pilot was too aggressive in regards to the take off and landing, landing was way too hard and fast

Fri, Dec 14
ISP
Islip Long Island
ORD
Chicago O'Hare International
15h 08m
Sun, Dec 16
ORD
Chicago O'Hare International
ISP
Islip Long Island
13h 24m
Trip: 3 days
3.6MediocreShow reviews
Overall 3.6 Mediocre
Based on 1 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.6
Food
4.7
MKE
TPA
Mediocre 3.3

Pros: Nothing

Cons: How we were all told after most were ay the gate it was changed to a different gate once there we were told that it would be ay least 2hr late for maintenance. I'm handicapped couldn't get around that was time I could have spent with my family and I was Hungary snf needed to use the restroom which couldn't use until boarding. Very unprofessional I wouldn't give a better grade than a d'- not sure if I would use this airline again. At least we could have comped a free soda and chips. Since the airline new that was happening ahead of time and we could have made choice our selves what to doyou people charge for or fee for anything we might want to change but it's ok for you to treat us poorly sincerely Eugenio Cortez

DCA
DEN
Okay 4.0

Pros: Able to take off, fly, and land the plane.

Cons: Poor customer service and bag policy, which was NOT posted prior to my purchase. The seats were akin to being on a bus..., fixed in place, the definition of pain, unless you are gifted with adipose in that geographic region. A terrible flying experience—never again.

DEN
ORD
Mediocre 2.0

Pros: Nothing

Cons: Waiting for 2+ hours at the gate waiting for the plane to leave.

AUS
LAS
Excellent 8.0

Cons: Had to wait at the gate on the plane for 50 minutes when we landed. Another plane was there. Not good at all!!

DFW
DEN
Mediocre 3.3

Cons: 4 hour delay

Wed, Feb 27
ISP
Islip Long Island
ORD
Chicago O'Hare International
7h 27m
Tue, Mar 5
ORD
Chicago O'Hare International
ISP
Islip Long Island
8h 40m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Dec 28
ISP
Islip Long Island
ORD
Chicago O'Hare International
4h 41m
Sun, Jan 6
ORD
Chicago O'Hare International
ISP
Islip Long Island
4h 02m
Trip: 10 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 35,791 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.8
Entertainment
6.8
Food
6.7
PHX
JFK
Good 6.0

Pros: The flight attendants

Cons: The pilot was too aggressive in regards to the take off and landing, landing was way too hard and fast

MIA
LGA
Mediocre 3.3

Pros: Plane too cold hard to sleep, no blankets or pillows

Cons: late cold plane

PHL
AMS
Excellent 8.8

Pros: Because the flight wasn't full we passengers in the main cabin had the chance to spread out a bit more, which was great on such a long flight. Also the flight attendant let me have my scotch for free! Hooray!

Cons: Without power at each seat it's difficult to take advantage of the otherwise free entertainment that is only accessible through the app or on a laptop. There was a DC power outlet at my seat (not all of the seats in the main cabin even have that) but guess what--it required a cigarette-lighter-style adapter to plug in. I certainly don't travel around with one of those! And most of the other seats in the main cabin had no access to power at all. My battery wouldn't possibly last through a 7-hour-plus flight without supplementary power. Oh well, fortunately there are still books and magazines. Just like old times. Be more like United or any other international airline, American!

LAX
IAD
Excellent 8.0

Pros: many movies

ORD
DCA
Good 6.0

Pros: it was fine.

Cons: annoying to be forced to check our carry ons when there is clearly still room in the overhead bins.

Fri, Jan 18
ISP
Islip Long Island
ORD
Chicago O'Hare International
15h 08m
Mon, Jan 21
ORD
Chicago O'Hare International
ISP
Islip Long Island
18h 49m
Trip: 4 days
3.6MediocreShow reviews
Overall 3.6 Mediocre
Based on 1 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.6
Food
4.7
LAX
ATL
Mediocre 3.6

Pros: Everything was fine until the passenger for seat 1E boarded

Cons: I paid EXTRA for comfort. I paid $89 to select my seat (1F). A very, very LARGE lady boarded the plane shortly before the door was closed. She was assigned to seat 1E. After some difficulty and struggles she was able to fasten her seatbelt. The gentlemen who was in seat 1D disappeared. I was LITERALLY unable to sit back comfortably in my seat because of this lady's size. Her body spilled over my armrest. I could not get comfortable at all. From Los Angeles to Atlanta I was miserable. I firmly believe that if someone is of a certain size, they should be required to purchase two seats. Why should I have to suffer when I paid extra to have a comfortable flight? So unfair.

AUS
LAS
Excellent 8.0

Cons: Had to wait at the gate on the plane for 50 minutes when we landed. Another plane was there. Not good at all!!

DEN
SAT
Excellent 8.0

Pros: Good for the price

LAS
GEG
Okay 5.6

Pros: Direct flight

Cons: Not really a negative thing to say

ISP
ORD
Mediocre 3.6

Pros: I liked that the gave us food vouchers for our wait

Cons: That I really wanted to get home. One person missed is brother’s funeral, another person missed their connecting flight. I thought it was poor planning on frontiers part. Many people were getting very upset with the crew and calling customer service. I felt very bad feeling f the crew and many people who needed to be in Chicago when they promised for us to get there. It was upsetting, just tried to make lemonade out of lemons.

Wed, Feb 6
ISP
Islip Long Island
ORD
Chicago O'Hare International
7h 33m
Fri, Feb 8
ORD
Chicago O'Hare International
ISP
Islip Long Island
8h 37m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Dec 25
ISP
Islip Long Island
ORD
Chicago O'Hare International
4h 41m
Sun, Dec 30
ORD
Chicago O'Hare International
ISP
Islip Long Island
4h 07m
Trip: 6 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 35,791 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.8
Entertainment
6.8
Food
6.7
DFW
DEN
Excellent 10.0

Pros: Jesus, the flight was phenomenal! He lightened up the atmosphere with his wit and grace.

MIA
LGA
Mediocre 3.3

Pros: Plane too cold hard to sleep, no blankets or pillows

Cons: late cold plane

PHX
JFK
Good 6.0

Pros: The flight attendants

Cons: The pilot was too aggressive in regards to the take off and landing, landing was way too hard and fast

CDG
DFW
Excellent 8.0

Pros: Smooth

CDG
ORD
Okay 5.0

Pros: Flight attendant did not speak French

Cons: Wifi barely worked, not worth the money

Tue, Dec 25
ISP
Islip Long Island
ORD
Chicago O'Hare International
4h 41m
Sun, Dec 30
ORD
Chicago O'Hare International
ISP
Islip Long Island
4h 07m
Trip: 6 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 35,791 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.8
Entertainment
6.8
Food
6.7
PHX
JFK
Good 6.0

Pros: The flight attendants

Cons: The pilot was too aggressive in regards to the take off and landing, landing was way too hard and fast

PHL
AMS
Excellent 8.8

Pros: Because the flight wasn't full we passengers in the main cabin had the chance to spread out a bit more, which was great on such a long flight. Also the flight attendant let me have my scotch for free! Hooray!

Cons: Without power at each seat it's difficult to take advantage of the otherwise free entertainment that is only accessible through the app or on a laptop. There was a DC power outlet at my seat (not all of the seats in the main cabin even have that) but guess what--it required a cigarette-lighter-style adapter to plug in. I certainly don't travel around with one of those! And most of the other seats in the main cabin had no access to power at all. My battery wouldn't possibly last through a 7-hour-plus flight without supplementary power. Oh well, fortunately there are still books and magazines. Just like old times. Be more like United or any other international airline, American!

DFW
CMH
Excellent 10.0

Pros: Very nice new plane.

ORD
LHR
Good 6.0

Pros: New 787, beautiful inside.

Cons: Uncomfortable in economy, seats very cramped, difficult to eat the meal.

MIA
LGA
Mediocre 3.3

Pros: Plane too cold hard to sleep, no blankets or pillows

Cons: late cold plane

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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.