Find Cheap Flights from New York John F Kennedy Intl to Chicago (JFK - CHI)

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Good to Know

Low Season:
January
Best time to beat the crowds
2%
expected price decrease
High Season:
June
Most popular time to fly
11%
expected price increase
Average Price:
$241
(avg. price over the last 2 weeks)
Good Deal:
$152
or less (round trip)

When to Book Flights from New York John F Kennedy Intl to Chicago

Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $152 or less.
The cheapest flight from New York John F Kennedy Intl to Chicago was found 87 days before departure, on average.
Book at least 1 week before departure in order to get a below-average price.
High season is considered to be May, June and July. The cheapest month to fly is January.
Morning departure is around 7% 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 New York John F Kennedy Intl to Chicago Flights

How long does a flight from New York John F Kennedy Intl to Chicago take?
An average nonstop flight takes 2h 58m, covering a distance of 724 miles.
How many flights are there between New York John F Kennedy Intl and Chicago?
There are 586 (nonstop) flights between New York John F Kennedy Intl and Chicago per week, averaging 86 per day.
Which airlines provide the cheapest flights from New York John F Kennedy Intl to Chicago?
In the past 3 days, the cheapest round-trip tickets were found on American Airlines ($96) and Multiple Airlines ($115)
Do I need a passport to fly between New York John F Kennedy Intl and Chicago?
No.
Which airlines fly most frequently between New York John F Kennedy Intl and Chicago?
Delta (9 times daily), China Eastern (7 times daily), JetBlue (6 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly New York John F Kennedy Intl to Chicago?
For New York John F Kennedy Intl to Chicago, Wednesday is the cheapest day to fly on average and Monday is the most expensive. Flying from Chicago back to New York John F Kennedy Intl, the best deals are generally found on Thursday, with Saturday being the most expensive.

Book cheap flights from New York John F Kennedy Intl to Chicago (round-trip)

Airports
Origin
New York
$96
only
$96
Destination
Chicago
$96
only
$96
Wed, Jan 24
JFK
ORD
3h 03m
Sat, Feb 3
ORD
JFK
4h 31m
Trip: 11 days
6.2GoodShow reviews
Overall 6.2 Good
Based on 25 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
JFK
ORD
Mediocre 3.6

Arrived on time

Baggage was lost. Did not offer beverage during the flight. Did not offer headphones during the flight. Crew was rude and took it out on the passengers. Not me, but the guy sitting next to me caught a ton of attitude over nothing from one particular crew member and no greetings/farewells on boarding and arrival.

JFK
ORD
Okay 4.3

What I enjoyed about this flight is that I eventually made it to Chicago.

Flight was delayed several times - blamed on Chicago ATC. The food offered was not suitable for First Class - there was chicken and vegetarian option. The FA was rather slow in serving and clearing trays. She was not interested in going around and asking for refills - when I inquired about it at dessert time, she didn't come back for 15 minutes and I had to ring the call button - she informed me they didn't have my drink of choice, so it was OK for her not to come back and tell me that. Service was terrible in First Class. American should seriously do something about that.

JFK
ORD
Excellent 8.0

The flight was on a Boeing 737 plane with IFE at every seat. I found that very helpful and watched movie and a half.

The Priority experience at JFK is not quite Priority - just 1 TSA agent checking priority customers and not all the time - if the security line is full, no one moves.

JFK
ORD
Excellent 8.0

Food. Too little food and drink

JFK
ORD
Excellent 9.6

This flight was enjoyable because everyone could choose their own entertainment. No one offered headphones, so I was glad that I had my own.

Mon, Jan 29
JFK
ORD
3h 05m
Wed, Jan 31
ORD
JFK
6h 01m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Jan 27
JFK
ORD
3h 03m
Sat, Feb 17
ORD
JFK
4h 28m
Trip: 22 days
6.2GoodShow reviews
Overall 6.2 Good
Based on 25 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
JFK
ORD
Excellent 9.6

This flight was enjoyable because everyone could choose their own entertainment. No one offered headphones, so I was glad that I had my own.

JFK
ORD
Mediocre 2.0

I didn't go with AA, I was rebooked with Jet blue but AA would have been just fine

LATAM had a 12 hour delay which caused me to miss two flights. They tried to blame AA for it. Latam also tried to blame AA when they lost my bags on the way there.

JFK
ORD
Mediocre 2.6

nothing

This was the worst flight ever. AA is the worst airlines ever.

JFK
ORD
Good 6.0

Boarding was a mess. Gate change at last minute. Then the PA wasn't working in one spot but worked in another and instead the gate agent chose to yell, not very loudly mind you, what group was next. Many missed their queue to board.

JFK
ORD
Mediocre 3.6

The TV shows were good, even though they were old and they were shown in very small TVs.

Flight was delayed for almost 3 hours. The airplane was old (maybe 1980s) and even though it was huge (2 seats on each side and 5 seats in the middle) the luggage compartments were extremely small and there was barely any leg room. Small luggage barely fit inside the head compartments. The ride was bumpy and we weren't served beverages until the very end of the flight.

Wed, Jan 31
JFK
ORD
3h 03m
Sat, Feb 3
ORD
JFK
5h 20m
Trip: 4 days
6.2GoodShow reviews
Overall 6.2 Good
Based on 25 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
JFK
ORD
Mediocre 2.6

nothing

This was the worst flight ever. AA is the worst airlines ever.

JFK
ORD
Excellent 8.0

Food. Too little food and drink

JFK
ORD
Excellent 10.0

It was five star all the way.

JFK
ORD
Good 6.0

Boarding was a mess. Gate change at last minute. Then the PA wasn't working in one spot but worked in another and instead the gate agent chose to yell, not very loudly mind you, what group was next. Many missed their queue to board.

JFK
ORD
Mediocre 3.6

Arrived on time

Baggage was lost. Did not offer beverage during the flight. Did not offer headphones during the flight. Crew was rude and took it out on the passengers. Not me, but the guy sitting next to me caught a ton of attitude over nothing from one particular crew member and no greetings/farewells on boarding and arrival.

Tue, Feb 20
JFK
ORD
5h 49m
Wed, Feb 28
ORD
JFK
2h 13m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Feb 21
JFK
ORD
2h 58m
Wed, Feb 28
ORD
JFK
4h 36m
Trip: 8 days
6.2GoodShow reviews
Overall 6.2 Good
Based on 25 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
JFK
ORD
Mediocre 3.6

Arrived on time

Baggage was lost. Did not offer beverage during the flight. Did not offer headphones during the flight. Crew was rude and took it out on the passengers. Not me, but the guy sitting next to me caught a ton of attitude over nothing from one particular crew member and no greetings/farewells on boarding and arrival.

JFK
ORD
Good 6.0

Boarding was a mess. Gate change at last minute. Then the PA wasn't working in one spot but worked in another and instead the gate agent chose to yell, not very loudly mind you, what group was next. Many missed their queue to board.

JFK
ORD
Okay 5.2

I changed flights with American and flew through Charlotte I missed my connection in Charlotte because we were stuck waiting on the tarmac for an available gate for over an hour. The flight took off late, but we landed with plenty of time for me to make my connection.

JFK
ORD
Excellent 8.0

Food. Too little food and drink

JFK
ORD
Mediocre 2.0

I didn't go with AA, I was rebooked with Jet blue but AA would have been just fine

LATAM had a 12 hour delay which caused me to miss two flights. They tried to blame AA for it. Latam also tried to blame AA when they lost my bags on the way there.

Thu, Feb 22
JFK
ORD
5h 47m
Wed, Feb 28
ORD
JFK
2h 13m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Feb 27
JFK
ORD
2h 58m
Wed, Mar 7
ORD
JFK
4h 55m
Trip: 9 days
6.2GoodShow reviews
Overall 6.2 Good
Based on 25 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
JFK
ORD
Okay 5.2

I changed flights with American and flew through Charlotte I missed my connection in Charlotte because we were stuck waiting on the tarmac for an available gate for over an hour. The flight took off late, but we landed with plenty of time for me to make my connection.

JFK
ORD
Good 6.0

Boarding was a mess. Gate change at last minute. Then the PA wasn't working in one spot but worked in another and instead the gate agent chose to yell, not very loudly mind you, what group was next. Many missed their queue to board.

JFK
ORD
Excellent 9.6

This flight was enjoyable because everyone could choose their own entertainment. No one offered headphones, so I was glad that I had my own.

JFK
ORD
Okay 4.3

What I enjoyed about this flight is that I eventually made it to Chicago.

Flight was delayed several times - blamed on Chicago ATC. The food offered was not suitable for First Class - there was chicken and vegetarian option. The FA was rather slow in serving and clearing trays. She was not interested in going around and asking for refills - when I inquired about it at dessert time, she didn't come back for 15 minutes and I had to ring the call button - she informed me they didn't have my drink of choice, so it was OK for her not to come back and tell me that. Service was terrible in First Class. American should seriously do something about that.

JFK
ORD
Mediocre 2.6

nothing

This was the worst flight ever. AA is the worst airlines ever.

Sat, Feb 24
JFK
ORD
3h 01m
Thu, Mar 1
ORD
JFK
4h 55m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Feb 21
JFK
ORD
2h 58m
Thu, Mar 1
ORD
JFK
6h 15m
Trip: 9 days
6.2GoodShow reviews
Overall 6.2 Good
Based on 25 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
JFK
ORD
Excellent 10.0

It was five star all the way.

JFK
ORD
Excellent 8.0

Food. Too little food and drink

DFW
PHL
Mediocre 3.0

They separated my bags, so I had to wait in Philadelphia for my bag to arrive on next flight 2 1/2 hours latter. Not happy after flying from Sydney.

JFK
ORD
Mediocre 2.6

nothing

This was the worst flight ever. AA is the worst airlines ever.

JFK
ORD
Good 6.0

Boarding was a mess. Gate change at last minute. Then the PA wasn't working in one spot but worked in another and instead the gate agent chose to yell, not very loudly mind you, what group was next. Many missed their queue to board.

Mon, Feb 26
JFK
ORD
5h 49m
Wed, Feb 28
ORD
JFK
2h 13m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Feb 27
JFK
ORD
2h 58m
Mon, Mar 5
ORD
JFK
6h 22m
Trip: 7 days
6.2GoodShow reviews
Overall 6.2 Good
Based on 25 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
JFK
ORD
Mediocre 2.6

nothing

This was the worst flight ever. AA is the worst airlines ever.

JFK
ORD
Mediocre 3.6

Arrived on time

Baggage was lost. Did not offer beverage during the flight. Did not offer headphones during the flight. Crew was rude and took it out on the passengers. Not me, but the guy sitting next to me caught a ton of attitude over nothing from one particular crew member and no greetings/farewells on boarding and arrival.

JFK
ORD
Excellent 9.6

This flight was enjoyable because everyone could choose their own entertainment. No one offered headphones, so I was glad that I had my own.

DFW
PHL
Mediocre 3.0

They separated my bags, so I had to wait in Philadelphia for my bag to arrive on next flight 2 1/2 hours latter. Not happy after flying from Sydney.

JFK
ORD
Excellent 8.0

The flight was on a Boeing 737 plane with IFE at every seat. I found that very helpful and watched movie and a half.

The Priority experience at JFK is not quite Priority - just 1 TSA agent checking priority customers and not all the time - if the security line is full, no one moves.

Mon, Mar 12
JFK
ORD
3h 03m
Wed, Mar 21
ORD
JFK
4h 55m
Trip: 10 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Jan 25
JFK
ORD
5h 14m
Mon, Jan 29
ORD
JFK
4h 36m
Trip: 5 days
6.2GoodShow reviews
Overall 6.2 Good
Based on 25 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
JFK
ORD
Excellent 8.0

Food. Too little food and drink

JFK
ORD
Excellent 10.0

It was five star all the way.

JFK
ORD
Mediocre 3.6

The TV shows were good, even though they were old and they were shown in very small TVs.

Flight was delayed for almost 3 hours. The airplane was old (maybe 1980s) and even though it was huge (2 seats on each side and 5 seats in the middle) the luggage compartments were extremely small and there was barely any leg room. Small luggage barely fit inside the head compartments. The ride was bumpy and we weren't served beverages until the very end of the flight.

JFK
ORD
Okay 5.2

I changed flights with American and flew through Charlotte I missed my connection in Charlotte because we were stuck waiting on the tarmac for an available gate for over an hour. The flight took off late, but we landed with plenty of time for me to make my connection.

JFK
ORD
Excellent 8.0

The flight was on a Boeing 737 plane with IFE at every seat. I found that very helpful and watched movie and a half.

The Priority experience at JFK is not quite Priority - just 1 TSA agent checking priority customers and not all the time - if the security line is full, no one moves.

Tue, Mar 13
JFK
ORD
3h 03m
Wed, Mar 21
ORD
JFK
4h 55m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Jan 29
JFK
ORD
5h 15m
Mon, Feb 5
ORD
JFK
4h 52m
Trip: 8 days
6.2GoodShow reviews
Overall 6.2 Good
Based on 25 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
JFK
ORD
Excellent 8.0

Food. Too little food and drink

JFK
ORD
Okay 5.2

I changed flights with American and flew through Charlotte I missed my connection in Charlotte because we were stuck waiting on the tarmac for an available gate for over an hour. The flight took off late, but we landed with plenty of time for me to make my connection.

JFK
ORD
Mediocre 2.0

I didn't go with AA, I was rebooked with Jet blue but AA would have been just fine

LATAM had a 12 hour delay which caused me to miss two flights. They tried to blame AA for it. Latam also tried to blame AA when they lost my bags on the way there.

JFK
ORD
Excellent 10.0

It was five star all the way.

JFK
ORD
Good 6.0

Boarding was a mess. Gate change at last minute. Then the PA wasn't working in one spot but worked in another and instead the gate agent chose to yell, not very loudly mind you, what group was next. Many missed their queue to board.

Wed, Mar 14
JFK
ORD
5h 42m
Wed, Mar 21
ORD
JFK
2h 11m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jan 30
JFK
ORD
7h 38m
Wed, Feb 7
ORD
JFK
5h 30m
Trip: 9 days
6.2GoodShow reviews
Overall 6.2 Good
Based on 25 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
JFK
ORD
Mediocre 2.6

nothing

This was the worst flight ever. AA is the worst airlines ever.

JFK
ORD
Excellent 9.6

This flight was enjoyable because everyone could choose their own entertainment. No one offered headphones, so I was glad that I had my own.

JFK
ORD
Excellent 8.0

The flight was on a Boeing 737 plane with IFE at every seat. I found that very helpful and watched movie and a half.

The Priority experience at JFK is not quite Priority - just 1 TSA agent checking priority customers and not all the time - if the security line is full, no one moves.

JFK
ORD
Mediocre 3.6

Arrived on time

Baggage was lost. Did not offer beverage during the flight. Did not offer headphones during the flight. Crew was rude and took it out on the passengers. Not me, but the guy sitting next to me caught a ton of attitude over nothing from one particular crew member and no greetings/farewells on boarding and arrival.

JFK
ORD
Mediocre 3.6

The TV shows were good, even though they were old and they were shown in very small TVs.

Flight was delayed for almost 3 hours. The airplane was old (maybe 1980s) and even though it was huge (2 seats on each side and 5 seats in the middle) the luggage compartments were extremely small and there was barely any leg room. Small luggage barely fit inside the head compartments. The ride was bumpy and we weren't served beverages until the very end of the flight.

Wed, Apr 4
JFK
ORD
4h 53m
Tue, Apr 10
ORD
JFK
2h 21m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Jan 31
JFK
ORD
5h 31m
Wed, Feb 7
ORD
JFK
6h 01m
Trip: 8 days
6.2GoodShow reviews
Overall 6.2 Good
Based on 25 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
JFK
ORD
Mediocre 3.6

The TV shows were good, even though they were old and they were shown in very small TVs.

Flight was delayed for almost 3 hours. The airplane was old (maybe 1980s) and even though it was huge (2 seats on each side and 5 seats in the middle) the luggage compartments were extremely small and there was barely any leg room. Small luggage barely fit inside the head compartments. The ride was bumpy and we weren't served beverages until the very end of the flight.

JFK
ORD
Mediocre 3.6

Arrived on time

Baggage was lost. Did not offer beverage during the flight. Did not offer headphones during the flight. Crew was rude and took it out on the passengers. Not me, but the guy sitting next to me caught a ton of attitude over nothing from one particular crew member and no greetings/farewells on boarding and arrival.

JFK
ORD
Mediocre 2.0

I didn't go with AA, I was rebooked with Jet blue but AA would have been just fine

LATAM had a 12 hour delay which caused me to miss two flights. They tried to blame AA for it. Latam also tried to blame AA when they lost my bags on the way there.

JFK
ORD
Excellent 8.0

Food. Too little food and drink

JFK
ORD
Excellent 10.0

It was five star all the way.

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New York John F Kennedy Intl to Chicago Flight Information

Flights Arrive in Chicago
Flights Depart from New York John F Kennedy Intl
Flight Price $96
Distance 724 miles
Airlines American Airlines
*
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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.