Find Cheap Flights from Newburgh Stewart to Chicago (SWF - CHI)

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Newburgh Stewart to Chicago Flight Information

Flights Arrive in Chicago
Flights Depart from Newburgh Stewart
Flight Price $158
Distance 702 miles
Airlines American Airlines, Delta

Good to Know

Average Price:
$181
(avg. price over the last 2 weeks)
Good Deal:
$79
or less (round trip)

When to Book Flights from Newburgh Stewart to Chicago

Estimated round-trip price
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 $78 or less.
The cheapest flight from Newburgh Stewart to Chicago was found 90 days before departure, on average.
Book at least 1 week before departure in order to get a below-average price.
Morning departure is around 31% more expensive 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 Newburgh Stewart to Chicago Flights

How long does a flight from Newburgh Stewart to Chicago take?
There are no direct flights for this route listed on KAYAK, the shortest multi-flight duration is 3h 52m.
Which airlines provide the cheapest flights from Newburgh Stewart to Chicago?
In the past 3 days, the cheapest round-trip tickets were found on American Airlines ($158) and Delta ($189)
Do I need a passport to fly between Newburgh Stewart and Chicago?
No.
What’s the cheapest day of the week to fly Newburgh Stewart to Chicago?
For Newburgh Stewart to Chicago, Friday is the cheapest day to fly on average and Tuesday is the most expensive. Flying from Chicago back to Newburgh Stewart, the best deals are generally found on Tuesday, with Friday being the most expensive.

Book cheap flights from Newburgh Stewart to Chicago (round-trip)

Airports
Origin
Newburgh
$158
only
$158
Destination
Chicago
$158
only
$158
$229
only
$229
Fri, Nov 30
SWF
Newburgh Stewart
ORD
Chicago O'Hare International
6h 35m
Sun, Dec 2
ORD
Chicago O'Hare International
SWF
Newburgh Stewart
4h 01m
Trip: 3 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 35,173 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.8
Food
6.7
MIA
LGA
Okay 5.6

Pros: Wi-Fi was adequate

Cons: I paid extra for a better seat, but it still felt cramped. The tray was crooked and I had no priority boarding.

MIA
CLT
Okay 5.0

Pros: The speed with which phone AA Platinum customer service changed me to alternative flight

Cons: Flight delayed, no honest info put forth. Fortunately changed my flight to 1:37 pm flight, original flight left after 3 pm! Got stuck with middle seat.

CDG
MIA
Excellent 8.0

Pros: Before I knew it we were landing. Good flight

Cons: The meal had no dessert. The coffee had run out and they promised to return and never did. I had to remind the hostess about an hour later.

PHL
AMS
Okay 4.0

Pros: Plane was only half full

Cons: American did not allow an upgrade at gate and said they never do that but just did it less than a year ago. He said we had to call, then walked away. Plane so old no plugs to charge devices on long flight, horrible.

DFW
PDX
Mediocre 2.3

Pros: None

Cons: I had very bad emotions sickness from London to Dallas TX. After I got on the plane I asked one crew member if I have any chance to switch the seat to sit by the bathroom because I am very sick, but seems no one cares. They said there is nothing they can do and tell me to get back to my seat. The whole fight I was sick. It was a horrible no crews member were asked me how I felt. No crews member checked me if I were ok. I had fever and so sick. There were late. I never have any bad fight like this forever.

Fri, Apr 5
SWF
Newburgh Stewart
ORD
Chicago O'Hare International
4h 56m
Mon, Apr 8
ORD
Chicago O'Hare International
SWF
Newburgh Stewart
3h 56m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,442 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
ATL
MSY
Okay 5.0

Pros: Great crew

Cons: Wi-Fi not working or hard to get to work. Flight was delayed by an hour and service was very rushed.

CDG
ATL
Good 7.0

Pros: Excellent crew.

Cons: Could not get the delta Wi-Fi to work. Also my seat nearphone jack was broken.

SEA
BOI
Good 6.6

Cons: 20 minutes late

ATL
SFO
Good 6.4

Pros: Better than average entertainment system for domestic flights.

Cons: Boarding done against logic: my seat was in the last 5 rows of the cabin and I was scheduled to board in the final group. When I got to my seat the first 30 rows were nearly fully, but the back of the plane was half empty. The whole time the gate agent was urging passengers to move faster through the aisle, but Delta should really rethink its boarding strategy. It shouldn't take 40 minutes to board a 757.

DTW
ATL
Okay 5.3

Pros: Delta flights are usually on time and the staff is always polite and helpful

Cons: Both my departure and arrival flight were delayed and I was not please with delay.

Fri, Nov 30
SWF
Newburgh Stewart
ORD
Chicago O'Hare International
6h 35m
Sun, Dec 2
ORD
Chicago O'Hare International
SWF
Newburgh Stewart
4h 01m
Trip: 3 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 35,173 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.8
Food
6.7
HSV
ORD
Good 6.6

Pros: Crew was nice and flight enjoyable

MIA
BCN
Excellent 8.0

Pros: Food was great! Service was excellent.

Cons: It was a long flight. I personally do not like to use washrooms on a plane but with all those hours you just have to. That's not their fault....it is me But they made your flight to be the best that can be

DFW
PDX
Mediocre 2.3

Pros: None

Cons: I had very bad emotions sickness from London to Dallas TX. After I got on the plane I asked one crew member if I have any chance to switch the seat to sit by the bathroom because I am very sick, but seems no one cares. They said there is nothing they can do and tell me to get back to my seat. The whole fight I was sick. It was a horrible no crews member were asked me how I felt. No crews member checked me if I were ok. I had fever and so sick. There were late. I never have any bad fight like this forever.

LAX
ORD
Excellent 10.0

Pros: Although they charged me $10 to book a seat for check in it allowed me to pick one that keep the middle seat open for my wife.

Cons: To be charged to pick a seat. You should have revealed that in you pricing.

HAV
MIA
Mediocre 2.0

Pros: Nothing

Cons: Everything

Sat, Dec 1
SWF
Newburgh Stewart
ORD
Chicago O'Hare International
6h 35m
Sun, Dec 2
ORD
Chicago O'Hare International
SWF
Newburgh Stewart
4h 01m
Trip: 2 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 35,173 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.8
Food
6.7
MIA
BCN
Excellent 8.0

Pros: Food was great! Service was excellent.

Cons: It was a long flight. I personally do not like to use washrooms on a plane but with all those hours you just have to. That's not their fault....it is me But they made your flight to be the best that can be

MIA
LAX
Mediocre 2.0

Pros: Nothing

Cons: Everything

HSV
ORD
Good 6.6

Pros: Crew was nice and flight enjoyable

CDG
MIA
Excellent 8.0

Pros: Before I knew it we were landing. Good flight

Cons: The meal had no dessert. The coffee had run out and they promised to return and never did. I had to remind the hostess about an hour later.

HAV
MIA
Mediocre 2.0

Pros: Nothing

Cons: Everything

Fri, May 10
SWF
Newburgh Stewart
ORD
Chicago O'Hare International
4h 56m
Sun, May 12
ORD
Chicago O'Hare International
SWF
Newburgh Stewart
4h 41m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,442 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
ATL
MSY
Okay 5.0

Pros: Great crew

Cons: Wi-Fi not working or hard to get to work. Flight was delayed by an hour and service was very rushed.

BUF
LGA
Excellent 9.3

Pros: Excellent flight with efficient service. Flight was on time and friendly staff

Cons: Efficiency

DTW
ATL
Okay 5.3

Pros: Delta flights are usually on time and the staff is always polite and helpful

Cons: Both my departure and arrival flight were delayed and I was not please with delay.

JFK
SEA
Excellent 10.0

Pros: Boarded and left JFK on time and arrived 15 minutes early to Seattle. Love DELTA.

ATL
SFO
Good 6.4

Pros: Better than average entertainment system for domestic flights.

Cons: Boarding done against logic: my seat was in the last 5 rows of the cabin and I was scheduled to board in the final group. When I got to my seat the first 30 rows were nearly fully, but the back of the plane was half empty. The whole time the gate agent was urging passengers to move faster through the aisle, but Delta should really rethink its boarding strategy. It shouldn't take 40 minutes to board a 757.

Fri, Apr 5
SWF
Newburgh Stewart
MDW
Chicago Midway
4h 51m
Mon, Apr 8
MDW
Chicago Midway
SWF
Newburgh Stewart
3h 34m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,442 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
ATL
MSY
Okay 5.0

Pros: Great crew

Cons: Wi-Fi not working or hard to get to work. Flight was delayed by an hour and service was very rushed.

TYS
ATL
Mediocre 2.0

Cons: Sat on the tarmac for 20 Minutes, after taking off late. Arrived to my connecting gate 10 Minutes prior to scheduled departure with no delta attendants in sight and watched my plane sit at the gate and pull away with no way to get on board. Now I’m waiting unnecessarily for 4 hours on another flight.

SEA
BOI
Good 6.6

Cons: 20 minutes late

CDG
ATL
Good 7.0

Pros: Excellent crew.

Cons: Could not get the delta Wi-Fi to work. Also my seat nearphone jack was broken.

BUF
LGA
Excellent 9.3

Pros: Excellent flight with efficient service. Flight was on time and friendly staff

Cons: Efficiency

Sat, May 25
SWF
Newburgh Stewart
ORD
Chicago O'Hare International
4h 25m
Mon, May 27
ORD
Chicago O'Hare International
SWF
Newburgh Stewart
4h 41m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,442 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
CDG
ATL
Good 6.3

Pros: Food quality was above average (compared to Air France, for instance). On-board entertainment system offers a lot of movies or tv series, assuming it is in working order.

Cons: A negative point for the entertainment system is the variety of movies - all US based movies. Other airlines mix in foreign movies, Delta is squarely US centric. Also, the entertainment system didn't properly work until rebooted, but flight attendants could not be contacted to get this done timely (cannot call attendants through a non-functional screen). Another concern is the noise level of the cabin, but it's mostly due to passengers.

CDG
ATL
Good 7.0

Pros: Excellent crew.

Cons: Could not get the delta Wi-Fi to work. Also my seat nearphone jack was broken.

ATL
MSY
Okay 5.0

Pros: Great crew

Cons: Wi-Fi not working or hard to get to work. Flight was delayed by an hour and service was very rushed.

JFK
DTW
Okay 5.6

Pros: Cabin crew were very good. Very pleasant.

Cons: Unpacking wet clothes from one of my bags. It must have been left out in the rain for some time. I filed a separate complaint with Delta.

SEA
BOI
Good 6.6

Cons: 20 minutes late

Fri, Apr 26
SWF
Newburgh Stewart
ORD
Chicago O'Hare International
3h 52m
Sun, Apr 28
ORD
Chicago O'Hare International
SWF
Newburgh Stewart
4h 41m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,442 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
SEA
BOI
Good 6.6

Cons: 20 minutes late

CDG
ATL
Good 7.0

Pros: Excellent crew.

Cons: Could not get the delta Wi-Fi to work. Also my seat nearphone jack was broken.

JFK
SEA
Excellent 10.0

Pros: Boarded and left JFK on time and arrived 15 minutes early to Seattle. Love DELTA.

SAN
LAX
Good 7.3

Pros: Delta was OK

Cons: Lack of attention by the fly stuard in Virgin Australia Virgin had a 45´delay

DTW
ATL
Okay 5.3

Pros: Delta flights are usually on time and the staff is always polite and helpful

Cons: Both my departure and arrival flight were delayed and I was not please with delay.

Tue, Mar 26
SWF
Newburgh Stewart
ORD
Chicago O'Hare International
4h 54m
Thu, Mar 28
ORD
Chicago O'Hare International
SWF
Newburgh Stewart
4h 02m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,442 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
CDG
ATL
Good 6.3

Pros: Food quality was above average (compared to Air France, for instance). On-board entertainment system offers a lot of movies or tv series, assuming it is in working order.

Cons: A negative point for the entertainment system is the variety of movies - all US based movies. Other airlines mix in foreign movies, Delta is squarely US centric. Also, the entertainment system didn't properly work until rebooted, but flight attendants could not be contacted to get this done timely (cannot call attendants through a non-functional screen). Another concern is the noise level of the cabin, but it's mostly due to passengers.

JFK
DTW
Okay 5.6

Pros: Cabin crew were very good. Very pleasant.

Cons: Unpacking wet clothes from one of my bags. It must have been left out in the rain for some time. I filed a separate complaint with Delta.

ATL
SFO
Good 6.0

Pros: Transfer f from first flight leg

Cons: Food and the 757 lay out

SAN
LAX
Good 7.3

Pros: Delta was OK

Cons: Lack of attention by the fly stuard in Virgin Australia Virgin had a 45´delay

TYS
ATL
Mediocre 2.0

Cons: Sat on the tarmac for 20 Minutes, after taking off late. Arrived to my connecting gate 10 Minutes prior to scheduled departure with no delta attendants in sight and watched my plane sit at the gate and pull away with no way to get on board. Now I’m waiting unnecessarily for 4 hours on another flight.

Tue, Apr 23
SWF
Newburgh Stewart
MDW
Chicago Midway
4h 51m
Sun, Apr 28
MDW
Chicago Midway
SWF
Newburgh Stewart
3h 57m
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,442 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
JFK
DTW
Okay 5.6

Pros: Cabin crew were very good. Very pleasant.

Cons: Unpacking wet clothes from one of my bags. It must have been left out in the rain for some time. I filed a separate complaint with Delta.

CDG
ATL
Good 6.3

Pros: Food quality was above average (compared to Air France, for instance). On-board entertainment system offers a lot of movies or tv series, assuming it is in working order.

Cons: A negative point for the entertainment system is the variety of movies - all US based movies. Other airlines mix in foreign movies, Delta is squarely US centric. Also, the entertainment system didn't properly work until rebooted, but flight attendants could not be contacted to get this done timely (cannot call attendants through a non-functional screen). Another concern is the noise level of the cabin, but it's mostly due to passengers.

DTW
ATL
Okay 5.3

Pros: Delta flights are usually on time and the staff is always polite and helpful

Cons: Both my departure and arrival flight were delayed and I was not please with delay.

SAN
LAX
Good 7.3

Pros: Delta was OK

Cons: Lack of attention by the fly stuard in Virgin Australia Virgin had a 45´delay

ATL
MSY
Okay 5.0

Pros: Great crew

Cons: Wi-Fi not working or hard to get to work. Flight was delayed by an hour and service was very rushed.

Fri, Mar 29
SWF
Newburgh Stewart
MDW
Chicago Midway
4h 40m
Sun, Mar 31
MDW
Chicago Midway
SWF
Newburgh Stewart
3h 31m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,442 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
JFK
DTW
Okay 5.6

Pros: Cabin crew were very good. Very pleasant.

Cons: Unpacking wet clothes from one of my bags. It must have been left out in the rain for some time. I filed a separate complaint with Delta.

TYS
ATL
Mediocre 2.0

Cons: Sat on the tarmac for 20 Minutes, after taking off late. Arrived to my connecting gate 10 Minutes prior to scheduled departure with no delta attendants in sight and watched my plane sit at the gate and pull away with no way to get on board. Now I’m waiting unnecessarily for 4 hours on another flight.

ATL
SFO
Good 6.4

Pros: Better than average entertainment system for domestic flights.

Cons: Boarding done against logic: my seat was in the last 5 rows of the cabin and I was scheduled to board in the final group. When I got to my seat the first 30 rows were nearly fully, but the back of the plane was half empty. The whole time the gate agent was urging passengers to move faster through the aisle, but Delta should really rethink its boarding strategy. It shouldn't take 40 minutes to board a 757.

BUF
LGA
Excellent 9.3

Pros: Excellent flight with efficient service. Flight was on time and friendly staff

Cons: Efficiency

SEA
BOI
Good 6.6

Cons: 20 minutes late

Sat, Dec 22
SWF
Newburgh Stewart
ORD
Chicago O'Hare International
6h 33m
Wed, Dec 26
ORD
Chicago O'Hare International
SWF
Newburgh Stewart
4h 04m
Trip: 5 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 35,173 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.8
Food
6.7
DFW
PDX
Mediocre 2.3

Pros: None

Cons: I had very bad emotions sickness from London to Dallas TX. After I got on the plane I asked one crew member if I have any chance to switch the seat to sit by the bathroom because I am very sick, but seems no one cares. They said there is nothing they can do and tell me to get back to my seat. The whole fight I was sick. It was a horrible no crews member were asked me how I felt. No crews member checked me if I were ok. I had fever and so sick. There were late. I never have any bad fight like this forever.

ORD
PHL
Okay 4.3

Pros: Had pre assigned seats and American changed without saying anything.

MIA
LGA
Okay 5.6

Pros: Wi-Fi was adequate

Cons: I paid extra for a better seat, but it still felt cramped. The tray was crooked and I had no priority boarding.

MIA
BCN
Excellent 8.0

Pros: Food was great! Service was excellent.

Cons: It was a long flight. I personally do not like to use washrooms on a plane but with all those hours you just have to. That's not their fault....it is me But they made your flight to be the best that can be

MIA
LAX
Mediocre 2.0

Pros: Nothing

Cons: Everything

Sat, Dec 22
SWF
Newburgh Stewart
ORD
Chicago O'Hare International
6h 33m
Thu, Dec 27
ORD
Chicago O'Hare International
SWF
Newburgh Stewart
4h 04m
Trip: 6 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 35,173 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.8
Food
6.7
MIA
CLT
Okay 5.0

Pros: The speed with which phone AA Platinum customer service changed me to alternative flight

Cons: Flight delayed, no honest info put forth. Fortunately changed my flight to 1:37 pm flight, original flight left after 3 pm! Got stuck with middle seat.

CDG
MIA
Excellent 8.0

Pros: Before I knew it we were landing. Good flight

Cons: The meal had no dessert. The coffee had run out and they promised to return and never did. I had to remind the hostess about an hour later.

MIA
BCN
Excellent 8.0

Pros: Food was great! Service was excellent.

Cons: It was a long flight. I personally do not like to use washrooms on a plane but with all those hours you just have to. That's not their fault....it is me But they made your flight to be the best that can be

MIA
LAX
Mediocre 2.0

Pros: Nothing

Cons: Everything

LHR
DFW
Good 7.6

Pros: Customers service. The crew was awesome. They're good to me when I was sick.

Tue, Nov 20
SWF
Newburgh Stewart
MDW
Chicago Midway
4h 24m
Fri, Nov 23
MDW
Chicago Midway
SWF
Newburgh Stewart
10h 00m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,442 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
JFK
DTW
Okay 5.6

Pros: Cabin crew were very good. Very pleasant.

Cons: Unpacking wet clothes from one of my bags. It must have been left out in the rain for some time. I filed a separate complaint with Delta.

DTW
ATL
Okay 5.3

Pros: Delta flights are usually on time and the staff is always polite and helpful

Cons: Both my departure and arrival flight were delayed and I was not please with delay.

ATL
MSY
Okay 5.0

Pros: Great crew

Cons: Wi-Fi not working or hard to get to work. Flight was delayed by an hour and service was very rushed.

CDG
ATL
Good 6.3

Pros: Food quality was above average (compared to Air France, for instance). On-board entertainment system offers a lot of movies or tv series, assuming it is in working order.

Cons: A negative point for the entertainment system is the variety of movies - all US based movies. Other airlines mix in foreign movies, Delta is squarely US centric. Also, the entertainment system didn't properly work until rebooted, but flight attendants could not be contacted to get this done timely (cannot call attendants through a non-functional screen). Another concern is the noise level of the cabin, but it's mostly due to passengers.

CDG
ATL
Good 7.0

Pros: Excellent crew.

Cons: Could not get the delta Wi-Fi to work. Also my seat nearphone jack was broken.

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