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Find Cheap Flights from Chicago Midway to New York

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Chicago Midway to New York Flight Information

Flights Arrive in New York
Flights Depart from Chicago Midway
Flight Price $150
Airlines Major Airline, Delta

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

Airports
Origin
Chicago
$150
only
$150
Destination
New York
$150
only
$150
White Plains
$180
only
$180
Newark
$192
only
$192
Buffalo
$198
only
$198
Mon, Dec 31
MDW
Chicago Midway
LGA
New York LaGuardia
2h 05m
Mon, Feb 4
LGA
New York LaGuardia
MDW
Chicago Midway
2h 40m
Trip: 36 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Nov 3
MDW
Chicago Midway
HPN
White Plains Westchester County
4h 06m
Thu, Nov 8
HPN
White Plains Westchester County
MDW
Chicago Midway
3h 55m
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,858 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
SLC
RNO
Excellent 9.6

I have never seen a gate attendant call each person by name as she scanned their boarding passes! At Delta I felt welcomed by every employee. Even the pilots greeted the passengers as they exited. All the other airlines just want my money, they want to cram me into smaller and smaller spaces and want me to sit there and shut up so they don't have to interact with me. I will fly Delta every chance I get, even if I have to pay more money.

AMS
SLC
Mediocre 2.0

Since I wasn't allowed on the flight because another leg caused us to arrive with only an hour to board, I can't tell you anything that was enjoyable.

The KLM representative was COMPLETELY unhelpful. She basically told us we were screwed and to go away. We spent hours on the phone at great cost to us (international pay phone charges) to be bounced for one rep to another. We were finally told we could get in a plane home Sunday, please to be transferred, starting the process over from the beginning. It was TERRIBLE, beginning to end!

MSP
AMS
Good 7.6

Crew members were all very friendly and made the flight a nice trip as best they could.

It would make a lot more sense for people to board from the back and window seats first so that we are not climbing over each other to get to our tiny seats.

DFW
SLC
Excellent 9.6

More room and comfort than American Airlines.

STI
JFK
Okay 4.6

That I mis my conecting flight to Washington do to one of the crew members being late

Sat, Jan 26
MDW
Chicago Midway
LGA
New York LaGuardia
2h 00m
Sat, Feb 2
LGA
New York LaGuardia
MDW
Chicago Midway
2h 30m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Nov 6
MDW
Chicago Midway
HPN
White Plains Westchester County
5h 29m
Tue, Nov 13
HPN
White Plains Westchester County
MDW
Chicago Midway
6h 14m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,858 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
MCI
LGA
Okay 5.6

Rude to passengers and then went to the back and loudly complained about other passengers. Very unprofessional.

ATL
CRW
Excellent 10.0

Delta Flights are always enjoyable and the staff is always treats you with courtesy

The only thing I don't understand is how the planes are loaded. and this is only a comment and I know you and others carriers have there way of doing things. I just don't understand why you load the first section of the plane first and the back of the plane last, It looks like you would want to load the back and come forward so everyone is not getting hit and stood over while everyone is loading.

DFW
SLC
Excellent 9.6

More room and comfort than American Airlines.

MSP
AMS
Good 7.6

Crew members were all very friendly and made the flight a nice trip as best they could.

It would make a lot more sense for people to board from the back and window seats first so that we are not climbing over each other to get to our tiny seats.

MSP
RDU
Good 6.0

Crew was great

Absolutely no entertainment for a flight that had way more people than my first one. Food options were horrible!

Thu, Dec 6
MDW
Chicago Midway
HPN
White Plains Westchester County
5h 44m
Wed, Dec 12
HPN
White Plains Westchester County
MDW
Chicago Midway
7h 26m
Trip: 7 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,858 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
ATL
CRW
Excellent 10.0

Delta Flights are always enjoyable and the staff is always treats you with courtesy

The only thing I don't understand is how the planes are loaded. and this is only a comment and I know you and others carriers have there way of doing things. I just don't understand why you load the first section of the plane first and the back of the plane last, It looks like you would want to load the back and come forward so everyone is not getting hit and stood over while everyone is loading.

SLC
RNO
Excellent 9.6

I have never seen a gate attendant call each person by name as she scanned their boarding passes! At Delta I felt welcomed by every employee. Even the pilots greeted the passengers as they exited. All the other airlines just want my money, they want to cram me into smaller and smaller spaces and want me to sit there and shut up so they don't have to interact with me. I will fly Delta every chance I get, even if I have to pay more money.

MSP
RDU
Good 6.0

Crew was great

Absolutely no entertainment for a flight that had way more people than my first one. Food options were horrible!

ICN
LAX
Good 6.0

Friendly crew

Business class seats were short whdn lay flat. Metal footrest at the end made it uncomfortable to hang feet off the end. Little privacy

LHR
JFK
Excellent 8.0

Decent service

I booked with KLM (sky team) two separate return bookings on via SKY TEAM JFK > heathrow (delta) Heathrow > Amsterdam (klm) On the return leg, I couldn’t check my bag all the way through to JFK even though I stayed on SKY TEAM carriers. That should be possible, otherwise the value of staying in SKY TEAM isn’t as valuable to me.

Sat, Mar 16
MDW
Chicago Midway
EWR
Newark
2h 00m
Wed, Mar 20
EWR
Newark
MDW
Chicago Midway
2h 25m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Dec 12
MDW
Chicago Midway
HPN
White Plains Westchester County
4h 59m
Mon, Dec 17
HPN
White Plains Westchester County
MDW
Chicago Midway
7h 26m
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,858 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
MSP
RDU
Good 6.0

Crew was great

Absolutely no entertainment for a flight that had way more people than my first one. Food options were horrible!

RIC
BOS
Good 6.0

Flight was on time. Boarding, flight, deboarding were all fine. Service was fine.

The flight numbers that Kayak provides ate not unusable and do not match any flights with the airline. Terribly inconvenient. A call to WestJest referred me to contact Delta. The Delta rep was able to help me. The airlines provided good service. But I probably will avoid booking with Kayak again.

MCI
LGA
Okay 5.6

Rude to passengers and then went to the back and loudly complained about other passengers. Very unprofessional.

DFW
SLC
Excellent 9.6

More room and comfort than American Airlines.

ATL
CRW
Excellent 10.0

Delta Flights are always enjoyable and the staff is always treats you with courtesy

The only thing I don't understand is how the planes are loaded. and this is only a comment and I know you and others carriers have there way of doing things. I just don't understand why you load the first section of the plane first and the back of the plane last, It looks like you would want to load the back and come forward so everyone is not getting hit and stood over while everyone is loading.

Sat, Mar 16
MDW
Chicago Midway
LGA
New York LaGuardia
2h 05m
Wed, Mar 20
LGA
New York LaGuardia
MDW
Chicago Midway
2h 40m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Oct 27
MDW
Chicago Midway
EWR
Newark
4h 14m
Wed, Oct 31
EWR
Newark
MDW
Chicago Midway
5h 13m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,858 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
MSP
AMS
Good 7.6

Crew members were all very friendly and made the flight a nice trip as best they could.

It would make a lot more sense for people to board from the back and window seats first so that we are not climbing over each other to get to our tiny seats.

DFW
SLC
Excellent 9.6

More room and comfort than American Airlines.

ICN
LAX
Good 6.0

Friendly crew

Business class seats were short whdn lay flat. Metal footrest at the end made it uncomfortable to hang feet off the end. Little privacy

LHR
JFK
Excellent 8.0

Decent service

I booked with KLM (sky team) two separate return bookings on via SKY TEAM JFK > heathrow (delta) Heathrow > Amsterdam (klm) On the return leg, I couldn’t check my bag all the way through to JFK even though I stayed on SKY TEAM carriers. That should be possible, otherwise the value of staying in SKY TEAM isn’t as valuable to me.

MSP
RDU
Good 6.0

Crew was great

Absolutely no entertainment for a flight that had way more people than my first one. Food options were horrible!

Thu, Nov 8
MDW
Chicago Midway
BUF
Buffalo
1h 30m
Wed, Nov 14
BUF
Buffalo
MDW
Chicago Midway
1h 50m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Oct 30
MDW
Chicago Midway
EWR
Newark
5h 35m
Sat, Nov 3
EWR
Newark
MDW
Chicago Midway
4h 42m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,858 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
AMS
SLC
Mediocre 2.0

Since I wasn't allowed on the flight because another leg caused us to arrive with only an hour to board, I can't tell you anything that was enjoyable.

The KLM representative was COMPLETELY unhelpful. She basically told us we were screwed and to go away. We spent hours on the phone at great cost to us (international pay phone charges) to be bounced for one rep to another. We were finally told we could get in a plane home Sunday, please to be transferred, starting the process over from the beginning. It was TERRIBLE, beginning to end!

DFW
SLC
Excellent 9.6

More room and comfort than American Airlines.

SLC
RNO
Excellent 9.6

I have never seen a gate attendant call each person by name as she scanned their boarding passes! At Delta I felt welcomed by every employee. Even the pilots greeted the passengers as they exited. All the other airlines just want my money, they want to cram me into smaller and smaller spaces and want me to sit there and shut up so they don't have to interact with me. I will fly Delta every chance I get, even if I have to pay more money.

LHR
JFK
Excellent 8.0

Decent service

I booked with KLM (sky team) two separate return bookings on via SKY TEAM JFK > heathrow (delta) Heathrow > Amsterdam (klm) On the return leg, I couldn’t check my bag all the way through to JFK even though I stayed on SKY TEAM carriers. That should be possible, otherwise the value of staying in SKY TEAM isn’t as valuable to me.

RIC
BOS
Good 6.0

Flight was on time. Boarding, flight, deboarding were all fine. Service was fine.

The flight numbers that Kayak provides ate not unusable and do not match any flights with the airline. Terribly inconvenient. A call to WestJest referred me to contact Delta. The Delta rep was able to help me. The airlines provided good service. But I probably will avoid booking with Kayak again.

Thu, Nov 1
MDW
Chicago Midway
EWR
Newark
1h 55m
Sat, Nov 3
EWR
Newark
MDW
Chicago Midway
2h 25m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Oct 31
MDW
Chicago Midway
EWR
Newark
5h 09m
Sat, Nov 3
EWR
Newark
MDW
Chicago Midway
6h 19m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,858 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
MSP
RDU
Good 6.0

Crew was great

Absolutely no entertainment for a flight that had way more people than my first one. Food options were horrible!

MCI
LGA
Okay 5.6

Rude to passengers and then went to the back and loudly complained about other passengers. Very unprofessional.

RIC
BOS
Good 6.0

Flight was on time. Boarding, flight, deboarding were all fine. Service was fine.

The flight numbers that Kayak provides ate not unusable and do not match any flights with the airline. Terribly inconvenient. A call to WestJest referred me to contact Delta. The Delta rep was able to help me. The airlines provided good service. But I probably will avoid booking with Kayak again.

ATL
CRW
Excellent 10.0

Delta Flights are always enjoyable and the staff is always treats you with courtesy

The only thing I don't understand is how the planes are loaded. and this is only a comment and I know you and others carriers have there way of doing things. I just don't understand why you load the first section of the plane first and the back of the plane last, It looks like you would want to load the back and come forward so everyone is not getting hit and stood over while everyone is loading.

SLC
RNO
Excellent 9.6

I have never seen a gate attendant call each person by name as she scanned their boarding passes! At Delta I felt welcomed by every employee. Even the pilots greeted the passengers as they exited. All the other airlines just want my money, they want to cram me into smaller and smaller spaces and want me to sit there and shut up so they don't have to interact with me. I will fly Delta every chance I get, even if I have to pay more money.

Sat, Nov 3
MDW
Chicago Midway
EWR
Newark
4h 37m
Sat, Nov 10
EWR
Newark
MDW
Chicago Midway
5h 07m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,858 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
MSO
MSP
Excellent 9.6

Crew was amazing! Entertainment options were great

Need more than 1 option for breakfast

RIC
BOS
Good 6.0

Flight was on time. Boarding, flight, deboarding were all fine. Service was fine.

The flight numbers that Kayak provides ate not unusable and do not match any flights with the airline. Terribly inconvenient. A call to WestJest referred me to contact Delta. The Delta rep was able to help me. The airlines provided good service. But I probably will avoid booking with Kayak again.

ATL
CRW
Excellent 10.0

Delta Flights are always enjoyable and the staff is always treats you with courtesy

The only thing I don't understand is how the planes are loaded. and this is only a comment and I know you and others carriers have there way of doing things. I just don't understand why you load the first section of the plane first and the back of the plane last, It looks like you would want to load the back and come forward so everyone is not getting hit and stood over while everyone is loading.

AMS
SLC
Mediocre 2.0

Since I wasn't allowed on the flight because another leg caused us to arrive with only an hour to board, I can't tell you anything that was enjoyable.

The KLM representative was COMPLETELY unhelpful. She basically told us we were screwed and to go away. We spent hours on the phone at great cost to us (international pay phone charges) to be bounced for one rep to another. We were finally told we could get in a plane home Sunday, please to be transferred, starting the process over from the beginning. It was TERRIBLE, beginning to end!

ICN
LAX
Good 6.0

Friendly crew

Business class seats were short whdn lay flat. Metal footrest at the end made it uncomfortable to hang feet off the end. Little privacy

Thu, Nov 1
MDW
Chicago Midway
LGA
New York LaGuardia
2h 00m
Sat, Nov 3
LGA
New York LaGuardia
MDW
Chicago Midway
2h 35m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Nov 6
MDW
Chicago Midway
EWR
Newark
4h 54m
Sat, Nov 10
EWR
Newark
MDW
Chicago Midway
5h 03m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,858 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
SLC
RNO
Excellent 9.6

I have never seen a gate attendant call each person by name as she scanned their boarding passes! At Delta I felt welcomed by every employee. Even the pilots greeted the passengers as they exited. All the other airlines just want my money, they want to cram me into smaller and smaller spaces and want me to sit there and shut up so they don't have to interact with me. I will fly Delta every chance I get, even if I have to pay more money.

MSO
MSP
Excellent 9.6

Crew was amazing! Entertainment options were great

Need more than 1 option for breakfast

MCI
LGA
Okay 5.6

Rude to passengers and then went to the back and loudly complained about other passengers. Very unprofessional.

STI
JFK
Okay 4.6

That I mis my conecting flight to Washington do to one of the crew members being late

LHR
JFK
Excellent 8.0

Decent service

I booked with KLM (sky team) two separate return bookings on via SKY TEAM JFK > heathrow (delta) Heathrow > Amsterdam (klm) On the return leg, I couldn’t check my bag all the way through to JFK even though I stayed on SKY TEAM carriers. That should be possible, otherwise the value of staying in SKY TEAM isn’t as valuable to me.

Wed, Dec 19
MDW
Chicago Midway
BUF
Buffalo
1h 30m
Sat, Dec 22
BUF
Buffalo
MDW
Chicago Midway
1h 50m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Nov 7
MDW
Chicago Midway
EWR
Newark
5h 17m
Sat, Nov 10
EWR
Newark
MDW
Chicago Midway
7h 18m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,858 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
ATL
CRW
Excellent 10.0

Delta Flights are always enjoyable and the staff is always treats you with courtesy

The only thing I don't understand is how the planes are loaded. and this is only a comment and I know you and others carriers have there way of doing things. I just don't understand why you load the first section of the plane first and the back of the plane last, It looks like you would want to load the back and come forward so everyone is not getting hit and stood over while everyone is loading.

MCI
LGA
Okay 5.6

Rude to passengers and then went to the back and loudly complained about other passengers. Very unprofessional.

AMS
SLC
Mediocre 2.0

Since I wasn't allowed on the flight because another leg caused us to arrive with only an hour to board, I can't tell you anything that was enjoyable.

The KLM representative was COMPLETELY unhelpful. She basically told us we were screwed and to go away. We spent hours on the phone at great cost to us (international pay phone charges) to be bounced for one rep to another. We were finally told we could get in a plane home Sunday, please to be transferred, starting the process over from the beginning. It was TERRIBLE, beginning to end!

LHR
JFK
Excellent 8.0

Decent service

I booked with KLM (sky team) two separate return bookings on via SKY TEAM JFK > heathrow (delta) Heathrow > Amsterdam (klm) On the return leg, I couldn’t check my bag all the way through to JFK even though I stayed on SKY TEAM carriers. That should be possible, otherwise the value of staying in SKY TEAM isn’t as valuable to me.

MSP
AMS
Good 7.6

Crew members were all very friendly and made the flight a nice trip as best they could.

It would make a lot more sense for people to board from the back and window seats first so that we are not climbing over each other to get to our tiny seats.

Tue, Nov 27
MDW
Chicago Midway
EWR
Newark
5h 21m
Mon, Dec 10
EWR
Newark
MDW
Chicago Midway
6h 48m
Trip: 14 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,858 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
AMS
SLC
Mediocre 2.0

Since I wasn't allowed on the flight because another leg caused us to arrive with only an hour to board, I can't tell you anything that was enjoyable.

The KLM representative was COMPLETELY unhelpful. She basically told us we were screwed and to go away. We spent hours on the phone at great cost to us (international pay phone charges) to be bounced for one rep to another. We were finally told we could get in a plane home Sunday, please to be transferred, starting the process over from the beginning. It was TERRIBLE, beginning to end!

ICN
LAX
Good 6.0

Friendly crew

Business class seats were short whdn lay flat. Metal footrest at the end made it uncomfortable to hang feet off the end. Little privacy

MSP
AMS
Good 7.6

Crew members were all very friendly and made the flight a nice trip as best they could.

It would make a lot more sense for people to board from the back and window seats first so that we are not climbing over each other to get to our tiny seats.

STI
JFK
Okay 4.6

That I mis my conecting flight to Washington do to one of the crew members being late

DFW
SLC
Excellent 9.6

More room and comfort than American Airlines.

Mon, Dec 31
MDW
Chicago Midway
EWR
Newark
2h 00m
Mon, Feb 4
EWR
Newark
MDW
Chicago Midway
2h 45m
Trip: 36 days
Overall 0.0 Poor
Based on 0 reviews
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