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New York to Chicago Flight Information

Flights Arrive in Chicago
Flights Depart from New York
Flight Price $107
Airlines American Airlines, United Airlines, Delta, Spirit Airlines, JetBlue, Frontier, Major Airline

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

Airports
Origin
New York
$107
only
$107
$133
only
$133
Syracuse
$156
only
$156
Newark
$192
only
$192
Destination
Chicago
$107
only
$107
Mon, Mar 25
LGA
New York LaGuardia
ORD
Chicago O'Hare Intl
2h 56m
Tue, Mar 26
ORD
Chicago O'Hare Intl
LGA
New York LaGuardia
2h 14m
Trip: 2 days
6.9GoodShow reviews
Overall 6.9 Good
Based on 105 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
LGA
ORD
Mediocre 3.3

Cons: Long delays. lack of updates on status. uncomfortable seating, tv screen did not work.

DFW
SHV
Good 6.5

Cons: The flight was delayed twice and ended up arriving hours after schedule. I get sometimes this happens. I was frustrated bc we were boarded and seated, ready to taxi with no pilot! It took another 30 minutes to get one! I realize when flights are late there are ripple effects but this was excessive.

LGA
ORD
Good 6.0

Pros: Overall flight was pretty goodstaff was exceptionally nice and pleasant. As was the pilot

Cons: staff was exceptionally nice and pleasant. As was the pilot

LGA
ORD
Okay 4.6

Pros: I was not seated with my husband when we were given our tickets and they were gracious enough to give us exit row seats by each other.

Cons: As we were boarding the plane they told us that we needed to check our bags. No other explanation was given. I brought a carry on so that I didn’t have to check my bag. I thought maybe it was because there wasn’t enough overhead space, but as we got on the plane the overhead bins were very large and extra space was left as they began to close up the bins for take off. It was extremely annoying and I felt I was given no choice.

SJD
PHX
Mediocre 2.6

Cons: Keeping travelers updated with gate changes and issues that may occur with flights

Wed, Mar 27
LGA
New York LaGuardia
ORD
Chicago O'Hare Intl
2h 37m
Sat, Mar 30
ORD
Chicago O'Hare Intl
LGA
New York LaGuardia
2h 11m
Trip: 4 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 285 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
LGA
ORD
Okay 4.3

Cons: Seats have no give to recline, also the bare flights are awful cos you think you're getting a cheap flight bit then the added fees tack on, making the price similar to other slightly more pricier options. The crew was fine, no complaints.

LGA
ORD
Excellent 10.0

Pros: The service was fantastic.

LGA
ORD
Mediocre 2.0

Pros: Flight was cancelled a second time

Cons: The way passagers are treated.

LGA
ORD
Mediocre 2.0

Cons: All of it. EVERY SINGLE BIT...

LGA
ORD
Excellent 9.3

Pros: Very friendly flight attendants and pilots.

Tue, Jul 9
LGA
New York LaGuardia
ORD
Chicago O'Hare Intl
2h 46m
Tue, Jul 16
ORD
Chicago O'Hare Intl
LGA
New York LaGuardia
2h 24m
Trip: 8 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 23 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
LWS
SLC
Excellent 10.0

Pros: Seats were narrow and we were shoulder to shoulder. Plane was clean and all was on tkmr

Cons: Roomier cabin

RDU
ATL
Good 6.0

Pros: The seats were awful .how many can squeeze in. .horrible

Cons: Room to breathe, move a little

HNL
FUK
Good 7.3

Cons: Ran out of hot water on flight

CDG
MSP
Excellent 10.0

Pros: The care and good food was much appreciated. There were plenty of excellent movies to watch to make the time pass in an enjoyable way.

ATL
BOS
Good 6.6

Pros: Delta in flight entertainment is great.

Cons: Always delayed.

Fri, Apr 5
LGA
New York LaGuardia
ORD
Chicago O'Hare Intl
2h 33m
Sun, Apr 7
ORD
Chicago O'Hare Intl
LGA
New York LaGuardia
2h 11m
Trip: 3 days
4.9OkayShow reviews
Overall 4.9 Okay
Based on 482 reviews
Overall
5.8
Boarding
6.1
Comfort
5.4
Crew
6.5
Entertainment
4.6
Food
4.7
LGA
ORD
Okay 4.0

Cons: $55 for a carry on is unbelievable! Flight was delayed for 2.5 hours. No reasons why until I got on the plane and the poilt told us why it was late. First and last time flying with spirit

LGA
ORD
Good 6.0

Pros: The crew was great with the communication !!

Cons: Delayed for over an hour

LGA
ORD
Good 7.5

Pros: everyone was very nice, got through quickly

Cons: I have a standard roller bag.. no issues going.. on the way back they wouldn't let me carry on. saw bags bigger than mine being carried on.

LGA
ORD
Mediocre 2.0

Cons: Refused to print boarding pass because I was 5 minutes past the 45 minute deadline... Had to wait 12 hours for the next flight.

LGA
ORD
Excellent 10.0

Pros: Fast!

Tue, Apr 9
JFK
New York John F Kennedy Intl
ORD
Chicago O'Hare Intl
3h 11m
Wed, Apr 10
ORD
Chicago O'Hare Intl
JFK
New York John F Kennedy Intl
2h 27m
Trip: 2 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 83 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
7.9
Food
7.8
JFK
ORD
Excellent 10.0

Pros: More legroom, free wifi, free entertainment choices, unlimited drinks & snacks, on-time and efficient

Cons: 1) Boarding process was not clear on the ticket or anywhere (really not a big deal). 2) When reading about perks and restrictions after we bought tickets, the company mentions certain "classes" of tickets..i.e. "Blue", "Blue Plus" and "Blue Flex" but since I had already bought our tickets, I had no idea which type of fare we bought, since Jet Blue does not provide that information on your ticket information once purchased.

JFK
ORD
Excellent 9.3

Pros: The crew members were very friendly.

Cons: The overhead fan was very strong.

JFK
ORD
Good 6.0

Cons: Asked the stewardess to have a blanket and water she had not brought. Service was bad .

JFK
ORD
Excellent 8.3

Pros: Direct TV

Cons: long delay

BDA
BOS
Excellent 8.3

Cons: The specific plane we had for the short trip had mediocre TVs and the seat's headrests were too short for me to comfortably put my head back.

Thu, May 2
SYR
Syracuse Hancock Intl
ORD
Chicago O'Hare Intl
2h 28m
Sun, May 5
ORD
Chicago O'Hare Intl
SYR
Syracuse Hancock Intl
1h 47m
Trip: 4 days
3.6MediocreShow reviews
Overall 3.6 Mediocre
Based on 1 reviews
Overall
6.0
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.6
Food
4.7
DEN
DCA
Okay 4.3

Pros: Was fine overall for a no frills airline

Cons: We were not notified prior to the flight that we could not of been a plane so of course the only snack I had with me for a four hour flight was a bag of peanuts. We were told we were not allowed to take any peanut products out on the plane and this was told to us from at takeoff.

DEN
PHL
Excellent 8.0

Pros: Better chairs

Cons: More leg room

PHX
RSW
Okay 4.8

Pros: The crew was nice and boarding was easy. The plane was on-time. That was the only good things. Seats didn't recline and there was very little leg room.

Cons: Don't be fooled by the cheap price unless you plan to bring no luggage or pick your seat. After getting charged for each piece of luggage plus carry on and choosing our seat the price was much higher than it would have cost had we gone with another airline that included these items. Disappointing.

MKE
RSW
Okay 5.0

Pros: Nothing

JAX
ORD
Excellent 9.0

Cons: Frontier has great prices, the bag thing is a pain, but you get what you pay for, l just work around it...

Thu, Apr 11
EWR
Newark
ORD
Chicago O'Hare Intl
2h 43m
Sun, Apr 14
ORD
Chicago O'Hare Intl
EWR
Newark
2h 12m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Apr 27
LGA
New York LaGuardia
ORD
Chicago O'Hare Intl
2h 37m
Wed, May 1
ORD
Chicago O'Hare Intl
LGA
New York LaGuardia
2h 20m
Trip: 5 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 285 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
LGA
ORD
Okay 5.6

Cons: WiFi wouldn’t process and no outlet’s for power. These work as standard on delta or JetBlue

LGA
ORD
Excellent 10.0

Pros: Great rate easy to book & accurate

LGA
ORD
Excellent 8.0

Pros: Economy plus is comfortable, crew was friendly, free wifi and entertainment options via United's app is a plus

Cons: Boarding process could be better, gate staff not so friendly

LGA
ORD
Mediocre 2.0

Cons: All of it. EVERY SINGLE BIT...

LGA
ORD
Mediocre 3.3

Pros: Seats size are comfortable

Cons: No food on board , neautral flight attendants. No entertainment for free

Wed, May 22
LGA
New York LaGuardia
ORD
Chicago O'Hare Intl
2h 48m
Tue, May 28
ORD
Chicago O'Hare Intl
LGA
New York LaGuardia
2h 13m
Trip: 7 days
6.9GoodShow reviews
Overall 6.9 Good
Based on 105 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
LGA
ORD
Mediocre 2.0

Cons: Apparently due to staffing issue I sat in a plane for 2 hours before it took off causing me and my partner to miss our connection.

LGA
ORD
Excellent 9.3

Pros: Very full flight arrived 20 mins early.

LGA
ORD
Excellent 8.0

Pros: Great staff and crew. Keep you posted and informed. Good service.

SJD
PHX
Mediocre 2.6

Cons: Keeping travelers updated with gate changes and issues that may occur with flights

LGA
ORD
Okay 4.6

Pros: I was not seated with my husband when we were given our tickets and they were gracious enough to give us exit row seats by each other.

Cons: As we were boarding the plane they told us that we needed to check our bags. No other explanation was given. I brought a carry on so that I didn’t have to check my bag. I thought maybe it was because there wasn’t enough overhead space, but as we got on the plane the overhead bins were very large and extra space was left as they began to close up the bins for take off. It was extremely annoying and I felt I was given no choice.

Thu, Sep 5
LGA
New York LaGuardia
ORD
Chicago O'Hare Intl
2h 45m
Tue, Sep 24
ORD
Chicago O'Hare Intl
LGA
New York LaGuardia
2h 05m
Trip: 20 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 23 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
MSY
ATL
Okay 5.0

Pros: Boarding was fast

Cons: The seats were incredibly uncomfortable. This was a Comfort + seat. Very hard, unbearable for an overnight flight.

BRU
JFK
Mediocre 2.6

Cons: Healthier snacks instead of just candy and cookies... an apple for example would be great.

SJD
ATL
Excellent 8.3

Pros: The crew very nice and helpful

ATL
SFO
Excellent 10.0

Pros: Yes

Cons: Took off late. Other than that very comfortable and great experience

MSY
ATL
Excellent 9.3

Pros: Crew was amazing and super helpful.

Cons: Just the fumes of fuel inside the cabin was nauseating. Never had similar issue with air travel before.

Tue, Apr 30
LGA
New York LaGuardia
ORD
Chicago O'Hare Intl
2h 37m
Wed, May 1
ORD
Chicago O'Hare Intl
LGA
New York LaGuardia
2h 10m
Trip: 2 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 285 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
LGA
ORD
Excellent 8.6

Pros: All was good

LGA
ORD
Excellent 10.0

Pros: Welcoming

Cons: Can't think of i enjoy it

LGA
ORD
Excellent 10.0

Pros: Excellent customer service! Both customer care clients were extremely helpful

LGA
ORD
Good 7.0

Pros: The coffee and waffle snack.

Cons: The 40 minute delay.

LGA
ORD
Excellent 8.0

Pros: free movies due to delayed takeoff

Cons: 6'3" is too tall for those seats

Thu, Mar 28
LGA
New York LaGuardia
ORD
Chicago O'Hare Intl
2h 43m
Sun, Mar 31
ORD
Chicago O'Hare Intl
LGA
New York LaGuardia
2h 11m
Trip: 4 days
4.9OkayShow reviews
Overall 4.9 Okay
Based on 482 reviews
Overall
5.8
Boarding
6.1
Comfort
5.4
Crew
6.5
Entertainment
4.6
Food
4.7
LGA
ORD
Mediocre 2.0

Pros: Nothing . The flight was late arriving and delayed returning.

Cons: The service.

LGA
ORD
Okay 4.0

Cons: $55 for a carry on is unbelievable! Flight was delayed for 2.5 hours. No reasons why until I got on the plane and the poilt told us why it was late. First and last time flying with spirit

LGA
ORD
Mediocre 2.0

Pros: Nothing

Cons: Everything

LGA
ORD
Mediocre 2.6

Cons: Staff was incredibly rude during boarding and upon check-in. They refused to answer questions and generally made it difficult to actually make my flight.

LGA
ORD
Okay 4.3

Pros: This flight went without delay.

Wed, May 1
LGA
New York LaGuardia
ORD
Chicago O'Hare Intl
2h 24m
Thu, May 2
ORD
Chicago O'Hare Intl
LGA
New York LaGuardia
2h 13m
Trip: 2 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 285 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
LGA
ORD
Mediocre 2.0

Cons: The flight was delayed, I missed my connection, the flight attendant did not care one bit, she was a bit rude, the food was horrible.

LGA
ORD
Excellent 10.0

Pros: Excellent customer service! Both customer care clients were extremely helpful

LGA
ORD
Excellent 8.6

Pros: All was good

LGA
ORD
Excellent 10.0

Cons: The unfriendly crew

LGA
ORD
Good 7.0

Pros: The coffee and waffle snack.

Cons: The 40 minute delay.

Thu, Sep 5
LGA
New York LaGuardia
ORD
Chicago O'Hare Intl
2h 45m
Sat, Sep 7
ORD
Chicago O'Hare Intl
LGA
New York LaGuardia
2h 29m
Trip: 3 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 23 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
MSY
ATL
Excellent 9.3

Pros: Crew was amazing and super helpful.

Cons: Just the fumes of fuel inside the cabin was nauseating. Never had similar issue with air travel before.

AUS
JFK
Good 6.8

Pros: Actual flight

Cons: Could have done without the almost 5 hour delay and no good options for alternative flights. We got in at 3am and it ruined our trip as we were exhausted for my daughter’s college visits.

ATL
STR
Excellent 8.6

Pros: The crew was very polite and accommodating.

Cons: Seats are uncomfortable and tight.

MSP
DCA
Excellent 9.3

Pros: On time boarding. Good entertainment options, friendly staff

JFK
MEX
Excellent 10.0

Pros: The flight was on time at departure and 30 minutes on arrival.

Cons: Since I got a good deal on the ticket, my boarding zone was “Basic”. That kind of sucked, but I still could fit bag in the airplane so it all worked out

Tue, Sep 10
JFK
New York John F Kennedy Intl
ORD
Chicago O'Hare Intl
2h 41m
Tue, Sep 17
ORD
Chicago O'Hare Intl
JFK
New York John F Kennedy Intl
2h 10m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 83 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
7.9
Food
7.8
LGB
BOS
Mediocre 3.3

Cons: The crew was SO loud. I did not sleep at all on this night flight.

JFK
ORD
Excellent 8.3

Pros: Direct TV

Cons: long delay

ATL
MCO
Excellent 10.0

Pros: Crew was friendly and helpful. Efficient in boarding and disembarking. On time and reliable gate assignments. Comfortable seats with ample leg room. Option to check bag at the gate made for more room for overhead items. Desirable options for snacks and drinks. Complementary TV/ WiFi.

Cons: Quality of TV/WiFi could be of higher quality. Can’t think of anything else.

JFK
ORD
Excellent 10.0

Pros: Everything Entertainment Early landing

Cons: Nothing

BGI
FLL
Excellent 9.6

Pros: Comfortable seating, very fast boarding and disembarking, flight was on time!!

Cons: The tv was freezing at some times.

Wed, Apr 10
LGA
New York LaGuardia
ORD
Chicago O'Hare Intl
2h 33m
Sat, Apr 13
ORD
Chicago O'Hare Intl
LGA
New York LaGuardia
2h 16m
Trip: 4 days
4.9OkayShow reviews
Overall 4.9 Okay
Based on 482 reviews
Overall
5.8
Boarding
6.1
Comfort
5.4
Crew
6.5
Entertainment
4.6
Food
4.7
LGA
ORD
Mediocre 2.0

Pros: Nothing

Cons: Everything

LGA
ORD
Mediocre 2.6

Pros: Nothing.

Cons: In List Form: • Waiting/boarding area was filthy, garbage all over the place. • No room to sit in boarding/waiting area • Boarding lines were disorganized, passengers had no clue as to where to stand • No help from plane crew to find seat, help with over head baggage, they just stood there Look down the aisle • Plane smelled of Human BO, Feet, and food! • Over-all plane look dirty. Will never book with spirit again!!!!

LGA
ORD
Excellent 8.6

Pros: That I lost my boarding pass and the representative was so nice and said things like this happens. No worries and printed me a new one

Cons: Great service

LGA
ORD
Good 6.0

Cons: I have a very small carry on bag fits in the recommended box for sizing. At the gate upon entry to flight, I was told that the bag needed to be checked ! 7.5 pound pull bag recommended for overhead storage. I don't understand.

LGA
ORD
Mediocre 2.0

Cons: I thought I had checked in to the flight earlier in the day. When I arrived at the check in counter to see if another flight was available, the only other option would have gotten me there after 2 stopovers. I was headed to a wedding and had to make the rehearsal dinner. The woman at the Kayak counter suggested that I try to get a new flight with a different airline. I did, and transferred airports. The next day, I received a note that my entire itinerary was cancelled because i had missed one leg of my trip. After spending 30 minutes on the phone with the help desk (who were very nice, but wouldn't budge) i was unable to get anywhere. Then, I had to buy another one way flight home to make it to work the next day. I will never fly Spirit again.

Thu, Jun 6
LGA
New York LaGuardia
ORD
Chicago O'Hare Intl
2h 39m
Tue, Jun 11
ORD
Chicago O'Hare Intl
LGA
New York LaGuardia
2h 18m
Trip: 6 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 285 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
LGA
ORD
Mediocre 2.0

Pros: The fact that i will never use priceline or kayak.com ever again.

Cons: The fact that 30 minutes prior to take off priceline thought there was fraud and cancelled my flight.

LGA
ORD
Good 7.0

Cons: Both flights were delayed /

LGA
ORD
Okay 5.6

Cons: WiFi wouldn’t process and no outlet’s for power. These work as standard on delta or JetBlue

LGA
ORD
Good 6.3

Cons: Long delay

LGA
ORD
Mediocre 3.6

Cons: The fly was delated one hour

Tue, Jun 4
JFK
New York John F Kennedy Intl
ORD
Chicago O'Hare Intl
2h 55m
Sat, Jun 8
ORD
Chicago O'Hare Intl
JFK
New York John F Kennedy Intl
2h 28m
Trip: 5 days
6.6GoodShow reviews
Overall 6.6 Good
Based on 35 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
BNA
DFW
Mediocre 2.0

Pros: Nothing-never made it.

Cons: 3 flight cancellations.

LAX
ATL
Excellent 9.6

Cons: Crew serving food passed me by by, seemed rushed and missed my row.

JFK
AUS
Okay 4.0

Pros: The window seat of this plane is so closely placed to the window that you can hardly sit straight up and down. Food is non existent and one drink offered in 4.5 hours is bad service

Cons: Virtually everything

MAD
JFK
Good 6.0

Cons: It would have been nice to have the individual TVs on every screen given how long the flight was. At this point it seems like most international flights have them so I would have appreciated it here

LAX
LAS
Good 7.3

Pros: Crew was very nice

Cons: No drunk option other than orange juice or water, and orange juice gives me heartburn so more options necessary

Tue, Jun 18
LGA
New York LaGuardia
ORD
Chicago O'Hare Intl
2h 46m
Wed, Jun 19
ORD
Chicago O'Hare Intl
LGA
New York LaGuardia
2h 08m
Trip: 2 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 23 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
PWM
ATL
Excellent 9.2

Pros: Flight attendants were very friendly.

SAN
LAS
Excellent 10.0

Pros: Great flight

SYR
DTW
Okay 5.6

Cons: Our brand new stroller was damaged on our flight.

JFK
MSY
Excellent 9.0

Cons: Snacks

MSN
DTW
Excellent 8.6

Pros: The service on plane was great and so was the opportunity to check luggage, although I was happy I didn't have to.

Cons: Boarding from DTW to LAX, we had to stand for a long time on the jetway and it was really cold. It was the holding place after they checked my ticket. Otherwise, it was a great experience flying Delta.

Sat, May 11
LGA
New York LaGuardia
ORD
Chicago O'Hare Intl
2h 48m
Sun, May 12
ORD
Chicago O'Hare Intl
LGA
New York LaGuardia
2h 10m
Trip: 2 days
4.9OkayShow reviews
Overall 4.9 Okay
Based on 482 reviews
Overall
5.8
Boarding
6.1
Comfort
5.4
Crew
6.5
Entertainment
4.6
Food
4.7
LGA
ORD
Good 6.0

Pros: The cleanliness of aircraft and on-time boarding and departure.

Cons: They charge for every in flight services. Even water is not free. The fee for checking one bag is too expensive and not fair. They beg for every penny from passengers.

LGA
ORD
Excellent 10.0

Pros: The flight was delayed but the flight attendants handed out free cookies and drinks. The captain kept us updated. Service was great!

Cons: Delayed flight

LGA
ORD
Excellent 10.0

Pros: Crew members

LGA
ORD
Good 6.0

Pros: I liked the service person who maintained a decent attitude.

Cons: Not knowing what was going on. Not having received notice before arriving at the airport. The 1 carry-on $55 fee is ridiculous. Being directed to United as a replacement without being told it would be 30 mins before the change showed up in their system, trekking all the way over, having them tell me something was wrong, trekking all the way back to Spirit, and then having a different service person snap at me that that was normal, as if 30 extra minutes and unnecessarily going back and forth wasn't anything to do with them. This is my second such experience with Spirit.

LGA
ORD
Excellent 8.6

Pros: That I lost my boarding pass and the representative was so nice and said things like this happens. No worries and printed me a new one

Cons: Great service

*
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