Find Cheap Flights from New York to Chicago Midway (NYC - MDW)

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Wed 1/17
Wed 1/24
Any month
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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
12%
expected price increase
Average Price:
$381
(avg. price over the last 2 weeks)
Good Deal:
$190
or less (round trip)

When to Book Flights from New York to Chicago Midway

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 $190 or less.
The cheapest flight from New York to Chicago Midway was found 46 days before departure, on average.
Book at least 5 weeks 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 9% 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 to Chicago Midway Flights

How long does a flight from New York to Chicago Midway take?
An average nonstop flight takes 4h 02m, covering a distance of 718 miles.
How many flights are there between New York and Chicago Midway?
There are 93 (nonstop) flights between New York and Chicago Midway per week, averaging 13 per day.
Which airlines provide the cheapest flights from New York to Chicago Midway?
In the past 3 days, the cheapest round-trip tickets were found on Delta ($146)
Do I need a passport to fly between New York and Chicago Midway?
No.
Which airlines fly most frequently between New York and Chicago Midway?
Southwest (13 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly New York to Chicago Midway?
For New York to Chicago Midway, Wednesday is the cheapest day to fly on average and Saturday is the most expensive. Flying from Chicago Midway back to New York, the best deals are generally found on Wednesday, with Thursday being the most expensive.

Book cheap flights from New York to Chicago Midway (round-trip)

Airports
Origin
New York
$146
only
$146
Destination
Chicago
$146
only
$146
Wed, Jan 17
JFK
MDW
7h 08m
Mon, Jan 29
MDW
JFK
7h 23m
Trip: 13 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SEA
ANC
Excellent 10.0

Alaska Airlines is way overpriced and way less comfortable than Delta. I’m a Delta loyalist forever now!

Nothing.

CUN
MSY
Good 7.0

The outbound crew was terrific. The flight itself was fine. We even arrived early.

Upon deplaning in Cancun, ALL passengers are put on a bus and driven far away from the terminals to an arrivals area. Those of us with connecting flights are royally f*cked at that point, especially if your connection is short, as mine was. The so-called shuttle to the departure terminals, which are entire kilometers away, was to arrive in like half an hour. HALF AN HOUR. Who has this time to spare?? The alternative to the shuttle is paying a taxi that charges a hefty fare--and God help you if you don't have cash. The departures terminal was swamped and only thru begging assistance and line cuts did I make my connection...and then only by the skin of my teeth. It was a complete nightmare.

SAN
LAX
Excellent 10.0

on time

SYR
JFK
Good 7.0

Nothing Special

LAX
CUN
Mediocre 2.6

Terrible customer service both on the phone before the flight, but Especially from the gate agent. Wow she was really horrible.

The flight attendants on board were good! They helped get everything straight. Easily could have been handled by the incompetent gate agent. Wow.

Sat, Jan 20
JFK
MDW
6h 44m
Sun, Jan 21
MDW
JFK
3h 48m
Trip: 2 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SEA
ANC
Excellent 10.0

Alaska Airlines is way overpriced and way less comfortable than Delta. I’m a Delta loyalist forever now!

Nothing.

CUN
MSY
Good 7.0

The outbound crew was terrific. The flight itself was fine. We even arrived early.

Upon deplaning in Cancun, ALL passengers are put on a bus and driven far away from the terminals to an arrivals area. Those of us with connecting flights are royally f*cked at that point, especially if your connection is short, as mine was. The so-called shuttle to the departure terminals, which are entire kilometers away, was to arrive in like half an hour. HALF AN HOUR. Who has this time to spare?? The alternative to the shuttle is paying a taxi that charges a hefty fare--and God help you if you don't have cash. The departures terminal was swamped and only thru begging assistance and line cuts did I make my connection...and then only by the skin of my teeth. It was a complete nightmare.

SAN
LAX
Excellent 10.0

on time

BOS
MKE
Excellent 10.0

Direct flight, on time, friendly crew, smooth flight

JFK
CMH
Excellent 9.6

Always nice to be on an American plane out of an American airport.....SO much more professional. :))

Sat, Jan 20
JFK
MDW
6h 44m
Sun, Jan 21
MDW
JFK
3h 48m
Trip: 2 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
TUS
SEA
Excellent 10.0

Delta did a really good job as always. Cheaper, more comfortable, and a WAY better experience than Alaska Airlines.

Nothing.

SYR
JFK
Good 7.0

Nothing Special

LAX
CUN
Mediocre 2.6

Terrible customer service both on the phone before the flight, but Especially from the gate agent. Wow she was really horrible.

The flight attendants on board were good! They helped get everything straight. Easily could have been handled by the incompetent gate agent. Wow.

YUL
DTW
Mediocre 2.0

Not applied

Not applied

SEA
ANC
Excellent 10.0

Alaska Airlines is way overpriced and way less comfortable than Delta. I’m a Delta loyalist forever now!

Nothing.

Mon, Jan 22
JFK
MDW
7h 08m
Tue, Jan 23
MDW
JFK
5h 50m
Trip: 2 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MSY
JFK
Excellent 10.0

The overhead bin did not stay down low enough so that I could place my bag in. It would lower then before I could place my bag raise slightly by a few inches. For someone of my height (5’5”) that was problematic. Fortunately another passenger saw my dilemma and held the bin lower to its full opening capacity. This also momentarily slowed down the boarding process.

LAX
CUN
Mediocre 2.6

Terrible customer service both on the phone before the flight, but Especially from the gate agent. Wow she was really horrible.

The flight attendants on board were good! They helped get everything straight. Easily could have been handled by the incompetent gate agent. Wow.

YUL
DTW
Mediocre 2.0

Not applied

Not applied

JFK
CMH
Excellent 9.6

Always nice to be on an American plane out of an American airport.....SO much more professional. :))

SAN
LAX
Excellent 10.0

on time

Tue, Jan 23
JFK
MDW
7h 08m
Thu, Jan 25
MDW
JFK
7h 24m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SAN
LAX
Excellent 10.0

on time

DEN
SLC
Excellent 10.0

Delta is great

BOS
MKE
Excellent 10.0

Direct flight, on time, friendly crew, smooth flight

JFK
CMH
Excellent 9.6

Always nice to be on an American plane out of an American airport.....SO much more professional. :))

SEA
ANC
Excellent 10.0

Alaska Airlines is way overpriced and way less comfortable than Delta. I’m a Delta loyalist forever now!

Nothing.

Thu, Jan 25
JFK
MDW
6h 45m
Tue, Jan 30
MDW
JFK
8h 23m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SAN
LAX
Excellent 10.0

on time

MSY
JFK
Excellent 10.0

The overhead bin did not stay down low enough so that I could place my bag in. It would lower then before I could place my bag raise slightly by a few inches. For someone of my height (5’5”) that was problematic. Fortunately another passenger saw my dilemma and held the bin lower to its full opening capacity. This also momentarily slowed down the boarding process.

HOU
ATL
Excellent 10.0

Service

SYR
JFK
Good 7.0

Nothing Special

BOS
MKE
Excellent 10.0

Direct flight, on time, friendly crew, smooth flight

Fri, Jan 26
JFK
MDW
7h 08m
Tue, Jan 30
MDW
JFK
8h 23m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
TUS
SEA
Excellent 10.0

Delta did a really good job as always. Cheaper, more comfortable, and a WAY better experience than Alaska Airlines.

Nothing.

JFK
CMH
Excellent 9.6

Always nice to be on an American plane out of an American airport.....SO much more professional. :))

SEA
ANC
Excellent 10.0

Alaska Airlines is way overpriced and way less comfortable than Delta. I’m a Delta loyalist forever now!

Nothing.

MSY
JFK
Excellent 10.0

The overhead bin did not stay down low enough so that I could place my bag in. It would lower then before I could place my bag raise slightly by a few inches. For someone of my height (5’5”) that was problematic. Fortunately another passenger saw my dilemma and held the bin lower to its full opening capacity. This also momentarily slowed down the boarding process.

YUL
DTW
Mediocre 2.0

Not applied

Not applied

Sat, Jan 27
JFK
MDW
6h 44m
Sat, Feb 3
MDW
JFK
5h 03m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CUN
MSY
Good 7.0

The outbound crew was terrific. The flight itself was fine. We even arrived early.

Upon deplaning in Cancun, ALL passengers are put on a bus and driven far away from the terminals to an arrivals area. Those of us with connecting flights are royally f*cked at that point, especially if your connection is short, as mine was. The so-called shuttle to the departure terminals, which are entire kilometers away, was to arrive in like half an hour. HALF AN HOUR. Who has this time to spare?? The alternative to the shuttle is paying a taxi that charges a hefty fare--and God help you if you don't have cash. The departures terminal was swamped and only thru begging assistance and line cuts did I make my connection...and then only by the skin of my teeth. It was a complete nightmare.

SYR
JFK
Good 7.0

Nothing Special

BOS
MKE
Excellent 10.0

Direct flight, on time, friendly crew, smooth flight

HOU
ATL
Excellent 10.0

Service

YUL
DTW
Mediocre 2.0

Not applied

Not applied

Sun, Jan 28
JFK
MDW
8h 26m
Fri, Feb 2
MDW
JFK
3h 48m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CUN
MSY
Good 7.0

The outbound crew was terrific. The flight itself was fine. We even arrived early.

Upon deplaning in Cancun, ALL passengers are put on a bus and driven far away from the terminals to an arrivals area. Those of us with connecting flights are royally f*cked at that point, especially if your connection is short, as mine was. The so-called shuttle to the departure terminals, which are entire kilometers away, was to arrive in like half an hour. HALF AN HOUR. Who has this time to spare?? The alternative to the shuttle is paying a taxi that charges a hefty fare--and God help you if you don't have cash. The departures terminal was swamped and only thru begging assistance and line cuts did I make my connection...and then only by the skin of my teeth. It was a complete nightmare.

TUS
SEA
Excellent 10.0

Delta did a really good job as always. Cheaper, more comfortable, and a WAY better experience than Alaska Airlines.

Nothing.

BOS
MKE
Excellent 10.0

Direct flight, on time, friendly crew, smooth flight

JFK
CMH
Excellent 9.6

Always nice to be on an American plane out of an American airport.....SO much more professional. :))

DEN
SLC
Excellent 10.0

Delta is great

Sat, Feb 10
JFK
MDW
6h 44m
Tue, Feb 13
MDW
JFK
5h 50m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SEA
ANC
Excellent 10.0

Alaska Airlines is way overpriced and way less comfortable than Delta. I’m a Delta loyalist forever now!

Nothing.

DEN
SLC
Excellent 10.0

Delta is great

SYR
JFK
Good 7.0

Nothing Special

TUS
SEA
Excellent 10.0

Delta did a really good job as always. Cheaper, more comfortable, and a WAY better experience than Alaska Airlines.

Nothing.

LAX
CUN
Mediocre 2.6

Terrible customer service both on the phone before the flight, but Especially from the gate agent. Wow she was really horrible.

The flight attendants on board were good! They helped get everything straight. Easily could have been handled by the incompetent gate agent. Wow.

Sun, Feb 11
JFK
MDW
8h 26m
Wed, Feb 14
MDW
JFK
5h 50m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
HOU
ATL
Excellent 10.0

Service

TUS
SEA
Excellent 10.0

Delta did a really good job as always. Cheaper, more comfortable, and a WAY better experience than Alaska Airlines.

Nothing.

LAX
CUN
Mediocre 2.6

Terrible customer service both on the phone before the flight, but Especially from the gate agent. Wow she was really horrible.

The flight attendants on board were good! They helped get everything straight. Easily could have been handled by the incompetent gate agent. Wow.

SEA
ANC
Excellent 10.0

Alaska Airlines is way overpriced and way less comfortable than Delta. I’m a Delta loyalist forever now!

Nothing.

SAN
LAX
Excellent 10.0

on time

Wed, Feb 28
JFK
MDW
6h 45m
Wed, Mar 7
MDW
JFK
3h 39m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
HOU
ATL
Excellent 10.0

Service

CUN
MSY
Good 7.0

The outbound crew was terrific. The flight itself was fine. We even arrived early.

Upon deplaning in Cancun, ALL passengers are put on a bus and driven far away from the terminals to an arrivals area. Those of us with connecting flights are royally f*cked at that point, especially if your connection is short, as mine was. The so-called shuttle to the departure terminals, which are entire kilometers away, was to arrive in like half an hour. HALF AN HOUR. Who has this time to spare?? The alternative to the shuttle is paying a taxi that charges a hefty fare--and God help you if you don't have cash. The departures terminal was swamped and only thru begging assistance and line cuts did I make my connection...and then only by the skin of my teeth. It was a complete nightmare.

JFK
CMH
Excellent 9.6

Always nice to be on an American plane out of an American airport.....SO much more professional. :))

BOS
MKE
Excellent 10.0

Direct flight, on time, friendly crew, smooth flight

SAN
LAX
Excellent 10.0

on time

Sat, Apr 14
JFK
MDW
4h 02m
Wed, Apr 18
MDW
JFK
7h 09m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
YUL
DTW
Mediocre 2.0

Not applied

Not applied

SEA
ANC
Excellent 10.0

Alaska Airlines is way overpriced and way less comfortable than Delta. I’m a Delta loyalist forever now!

Nothing.

TUS
SEA
Excellent 10.0

Delta did a really good job as always. Cheaper, more comfortable, and a WAY better experience than Alaska Airlines.

Nothing.

SYR
JFK
Good 7.0

Nothing Special

LAX
CUN
Mediocre 2.6

Terrible customer service both on the phone before the flight, but Especially from the gate agent. Wow she was really horrible.

The flight attendants on board were good! They helped get everything straight. Easily could have been handled by the incompetent gate agent. Wow.

Sat, Feb 3
JFK
MDW
6h 44m
Tue, Feb 6
MDW
JFK
4h 24m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SAN
LAX
Excellent 10.0

on time

JFK
CMH
Excellent 9.6

Always nice to be on an American plane out of an American airport.....SO much more professional. :))

CUN
MSY
Good 7.0

The outbound crew was terrific. The flight itself was fine. We even arrived early.

Upon deplaning in Cancun, ALL passengers are put on a bus and driven far away from the terminals to an arrivals area. Those of us with connecting flights are royally f*cked at that point, especially if your connection is short, as mine was. The so-called shuttle to the departure terminals, which are entire kilometers away, was to arrive in like half an hour. HALF AN HOUR. Who has this time to spare?? The alternative to the shuttle is paying a taxi that charges a hefty fare--and God help you if you don't have cash. The departures terminal was swamped and only thru begging assistance and line cuts did I make my connection...and then only by the skin of my teeth. It was a complete nightmare.

SEA
ANC
Excellent 10.0

Alaska Airlines is way overpriced and way less comfortable than Delta. I’m a Delta loyalist forever now!

Nothing.

SYR
JFK
Good 7.0

Nothing Special

Sat, Feb 10
JFK
MDW
6h 44m
Wed, Feb 14
MDW
JFK
4h 24m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
JFK
CMH
Excellent 9.6

Always nice to be on an American plane out of an American airport.....SO much more professional. :))

BOS
MKE
Excellent 10.0

Direct flight, on time, friendly crew, smooth flight

LAX
CUN
Mediocre 2.6

Terrible customer service both on the phone before the flight, but Especially from the gate agent. Wow she was really horrible.

The flight attendants on board were good! They helped get everything straight. Easily could have been handled by the incompetent gate agent. Wow.

SEA
ANC
Excellent 10.0

Alaska Airlines is way overpriced and way less comfortable than Delta. I’m a Delta loyalist forever now!

Nothing.

SAN
LAX
Excellent 10.0

on time

Mon, Feb 12
JFK
MDW
6h 45m
Thu, Feb 15
MDW
JFK
7h 24m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
HOU
ATL
Excellent 10.0

Service

SEA
ANC
Excellent 10.0

Alaska Airlines is way overpriced and way less comfortable than Delta. I’m a Delta loyalist forever now!

Nothing.

SYR
JFK
Good 7.0

Nothing Special

BOS
MKE
Excellent 10.0

Direct flight, on time, friendly crew, smooth flight

DEN
SLC
Excellent 10.0

Delta is great

Tue, Feb 13
JFK
MDW
7h 08m
Mon, Mar 5
MDW
JFK
6h 00m
Trip: 21 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SYR
JFK
Good 7.0

Nothing Special

CUN
MSY
Good 7.0

The outbound crew was terrific. The flight itself was fine. We even arrived early.

Upon deplaning in Cancun, ALL passengers are put on a bus and driven far away from the terminals to an arrivals area. Those of us with connecting flights are royally f*cked at that point, especially if your connection is short, as mine was. The so-called shuttle to the departure terminals, which are entire kilometers away, was to arrive in like half an hour. HALF AN HOUR. Who has this time to spare?? The alternative to the shuttle is paying a taxi that charges a hefty fare--and God help you if you don't have cash. The departures terminal was swamped and only thru begging assistance and line cuts did I make my connection...and then only by the skin of my teeth. It was a complete nightmare.

DEN
SLC
Excellent 10.0

Delta is great

SAN
LAX
Excellent 10.0

on time

BOS
MKE
Excellent 10.0

Direct flight, on time, friendly crew, smooth flight

Wed, Feb 14
JFK
MDW
6h 19m
Wed, Feb 21
MDW
JFK
5h 48m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CUN
MSY
Good 7.0

The outbound crew was terrific. The flight itself was fine. We even arrived early.

Upon deplaning in Cancun, ALL passengers are put on a bus and driven far away from the terminals to an arrivals area. Those of us with connecting flights are royally f*cked at that point, especially if your connection is short, as mine was. The so-called shuttle to the departure terminals, which are entire kilometers away, was to arrive in like half an hour. HALF AN HOUR. Who has this time to spare?? The alternative to the shuttle is paying a taxi that charges a hefty fare--and God help you if you don't have cash. The departures terminal was swamped and only thru begging assistance and line cuts did I make my connection...and then only by the skin of my teeth. It was a complete nightmare.

SYR
JFK
Good 7.0

Nothing Special

YUL
DTW
Mediocre 2.0

Not applied

Not applied

SEA
ANC
Excellent 10.0

Alaska Airlines is way overpriced and way less comfortable than Delta. I’m a Delta loyalist forever now!

Nothing.

HOU
ATL
Excellent 10.0

Service

Fri, Feb 23
JFK
MDW
7h 04m
Mon, Feb 26
MDW
JFK
5h 53m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CUN
MSY
Good 7.0

The outbound crew was terrific. The flight itself was fine. We even arrived early.

Upon deplaning in Cancun, ALL passengers are put on a bus and driven far away from the terminals to an arrivals area. Those of us with connecting flights are royally f*cked at that point, especially if your connection is short, as mine was. The so-called shuttle to the departure terminals, which are entire kilometers away, was to arrive in like half an hour. HALF AN HOUR. Who has this time to spare?? The alternative to the shuttle is paying a taxi that charges a hefty fare--and God help you if you don't have cash. The departures terminal was swamped and only thru begging assistance and line cuts did I make my connection...and then only by the skin of my teeth. It was a complete nightmare.

HOU
ATL
Excellent 10.0

Service

SYR
JFK
Good 7.0

Nothing Special

BOS
MKE
Excellent 10.0

Direct flight, on time, friendly crew, smooth flight

TUS
SEA
Excellent 10.0

Delta did a really good job as always. Cheaper, more comfortable, and a WAY better experience than Alaska Airlines.

Nothing.

Sat, Feb 24
JFK
MDW
6h 44m
Tue, Feb 27
MDW
JFK
4h 13m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CUN
MSY
Good 7.0

The outbound crew was terrific. The flight itself was fine. We even arrived early.

Upon deplaning in Cancun, ALL passengers are put on a bus and driven far away from the terminals to an arrivals area. Those of us with connecting flights are royally f*cked at that point, especially if your connection is short, as mine was. The so-called shuttle to the departure terminals, which are entire kilometers away, was to arrive in like half an hour. HALF AN HOUR. Who has this time to spare?? The alternative to the shuttle is paying a taxi that charges a hefty fare--and God help you if you don't have cash. The departures terminal was swamped and only thru begging assistance and line cuts did I make my connection...and then only by the skin of my teeth. It was a complete nightmare.

SYR
JFK
Good 7.0

Nothing Special

SAN
LAX
Excellent 10.0

on time

BOS
MKE
Excellent 10.0

Direct flight, on time, friendly crew, smooth flight

MSY
JFK
Excellent 10.0

The overhead bin did not stay down low enough so that I could place my bag in. It would lower then before I could place my bag raise slightly by a few inches. For someone of my height (5’5”) that was problematic. Fortunately another passenger saw my dilemma and held the bin lower to its full opening capacity. This also momentarily slowed down the boarding process.

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Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

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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.

New York to Chicago Midway Flight Information

Flights Arrive in Chicago Midway
Flights Depart from New York
Flight Price $146
Distance 718 miles
Airlines Delta