Find Cheap Flights from Chicago O'Hare International to San Juan (ORD - PR1)

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Book cheap flights from Chicago O'Hare International to San Juan (round-trip)

Airports
Origin
Chicago
$294
only
$294
Destination
San Juan
$294
only
$294
Sat, Jan 13
ORD
SJU
18h 55m
Fri, Jan 19
SJU
ORD
16h 01m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jan 23
ORD
SJU
6h 57m
Thu, Jan 25
SJU
ORD
8h 14m
Trip: 3 days
5.4OkayShow reviews
Overall 5.4 Okay
Based on 51249 reviews
Overall
5.6
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
DFW
LAX
Excellent 10.0

We were on time. They showed class and dedication. The flight was smooth and we arrived earlier than scheduled.

Nothing I can think of

FLL
DEN
Excellent 10.0

Great seat. They were nice to my service dog

IAH
ATL
Good 6.3

Very uncomfortable but I will say I was impressed with the timing- they left on time and arrived early to the destination. But of course upon arrival we had to wait for a gate as they don't have gates immediately available for Spirit...

BOS
FLL
Good 6.3

The price.

no greeting from the captain and no other update from the crew during the flight. The plane was new, and had a utilitarian feel, not luxurious for sure( but not bad)

LAS
PIT
Excellent 10.0

Boarding went smoothly and people got settled onto the plane quickly. They don't mess around with boarding.

I hate that every little thing has a fee, and that if you pay for some upgrades you get things that they'd otherwise charge for. For example, if you pay for a carry-on, you are automatically in the first boarding group (so you don't need to pay $6 for expedited boarding if that's your thing).

Sun, Feb 18
ORD
SJU
4h 37m
Sun, Feb 25
SJU
ORD
5h 10m
Trip: 8 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 35 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
ORD
SJU
Good 6.0

The crew was nice and the flight itself wasn't bad.

Nothing to entertain in the plane on the way to SJU. No snacks for free, it's a 4+ hrs flight without even a bag of pretzels!?

ORD
SJU
Excellent 8.0

Everything ok except the seats

The seats were uncomfortable.

ORD
SJU
Okay 5.0

Not only did we sit on the plane for over an hour before taking off, but on an over four hour flight I was refused water towards the end. When I asked for more than one glass I was rudely told and I quote, "you know what? No. We have other passengers who may want water." Are you kidding me? I sat down feeling scolded and like I asked for something ridiculous. We landed after 2am and most of the passengers were sleeping and I doubt anyone asked for more water since I didn't see the flight attendant move again. Perhaps she was upset that I interrupted her from reading her paper? Extremely displeased with my experience. I

ORD
SJU
Excellent 10.0

All very happy staff and super professional service.

ORD
SJU
Excellent 8.0

Last row seats. Nothing of space, man seating next to me in the isle seat couldn't accomodate his legs inside the available space.

Thu, Mar 1
ORD
SJU
4h 35m
Sun, Mar 11
SJU
ORD
5h 30m
Trip: 11 days
6.5GoodShow reviews
Overall 6.5 Good
Based on 6 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
DFW
SCL
Excellent 9.6

The food is very tasty, but AA has not changed the menu in at least one year.

ORD
SJU
Mediocre 3.6

My window seat was all.

I didn't get a call about the delay like other passengers, only an email at 7am as I was in line to check in for the 8:25am flight 395. The female crew members, a dark haired woman and a short blond haired woman both would have ignored me if the other two people seated by me did not also try to get their attention. The dark haired woman gave the guy next to me headphones and when I held out my hand she just looked at me and walked away as if she'd been called away. Which she hadn't she came back and started with the row immediately behind us and the guy next to me was nice enough to give me his. Also after nearly waiting 4 hours, 9 minutes before boarding we were given food vouchers and told to "run and hurry" and get food "to go" so most people didn't even bother using the vouchers because of that. I've had better flights with American Airlines, I just didn't know this one would be so poor. Definitely way below average expectations.

PHL
ATL
Okay 5.3

On time

Rude flight attendant

JFK
MXP
Mediocre 2.6

Plane was old and dirty, seat pocket had junk in it. Seat was broken and couldn’t stay up. In flight movies were from few years back with a center tv and no head rest screen. Crew on overseas flights tend to be older in age and less tolerant..much better on continental on the same route.

PHX
PDX
Excellent 9.0

I like how quick and efficient the boarding and check in process was.

I just wish that if I paid a little more for seats I should get more comfortable and roomier seats is all. Don’t make the seats sit so upright.

Fri, Jun 1
ORD
SJU
7h 41m
Wed, Jun 6
SJU
ORD
10h 15m
Trip: 6 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 1 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
FLL
LAS
Good 6.3

The flight was delayed by 2 hours

FLL
RDU
Excellent 8.3

The departure and arrival times were accurate. Actually we arrived about 15 minutes early.

There was only one individual checking people boarding. Two individuals at the boarding gate would have been even more efficient.

MCO
SDQ
Mediocre 2.0

Two hours of delay, like always in that route

FLL
NAS
Excellent 10.0

Everything

N/A

FLL
KIN
Okay 4.0

The flight attendants were pleasant and courteous

The boarding was delayed and the boarding area was crowded, Boarding was delayed due to high number of wheelchair passengers. I was seated in an Even More Space seat, yet was placed beside a woman who was obviously suffering from some degenerative condition, and was slumped over towards my seat. The result was that I was uncomfortable the whole way back to Kingston.

Tue, Mar 6
ORD
SJU
6h 56m
Thu, Mar 8
SJU
ORD
7h 08m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Apr 13
ORD
SJU
6h 41m
Tue, Apr 24
SJU
ORD
8h 19m
Trip: 12 days
Overall 0.0 Poor
Based on 0 reviews
Sun, Feb 18
ORD
SJU
4h 37m
Sun, Feb 25
SJU
ORD
5h 10m
Trip: 8 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 35 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
ORD
SJU
Excellent 8.0

Everything ok except the seats

The seats were uncomfortable.

ORD
SJU
Okay 5.0

Getting from point a to point b.

Lack of good free snacks. Not getting free bag checked.

ORD
SJU
Excellent 10.0

The service since I am handicap

ORD
SJU
Excellent 10.0

Smooth ride and on time staff was great

I didn't like that I had to pay for my luggage that was really horrible they find anywhere to nickel and dime you but glad they let mine be a carry on

ORD
SJU
Good 7.6

I very much enjoyed the male flight attendant in coach. He was fun, attentive and very interacting.

I liked all but the seating. Even for coach is too small in my opinion. Pilot flew awesome.

Sun, Jan 21
ORD
SJU
4h 35m
Sun, Jan 28
SJU
ORD
7h 18m
Trip: 8 days
6.5GoodShow reviews
Overall 6.5 Good
Based on 6 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
DFW
PBI
Okay 5.6

Free movies, and crew were helpful once we were in the air

Gate agent did not start forcing check in, which caused delay in boarding. Ground crew did not stock aircraft until 20 minutes after scheduled departure time. and DFW did the usual 20 minute taxi and then 15 minute hold prior to take off.

ORD
SJU
Mediocre 3.6

My window seat was all.

I didn't get a call about the delay like other passengers, only an email at 7am as I was in line to check in for the 8:25am flight 395. The female crew members, a dark haired woman and a short blond haired woman both would have ignored me if the other two people seated by me did not also try to get their attention. The dark haired woman gave the guy next to me headphones and when I held out my hand she just looked at me and walked away as if she'd been called away. Which she hadn't she came back and started with the row immediately behind us and the guy next to me was nice enough to give me his. Also after nearly waiting 4 hours, 9 minutes before boarding we were given food vouchers and told to "run and hurry" and get food "to go" so most people didn't even bother using the vouchers because of that. I've had better flights with American Airlines, I just didn't know this one would be so poor. Definitely way below average expectations.

ORD
SJU
Good 6.6

I didn't like the American airline people who checked my bag. She threw it because I told her nothing was breakable in it.

DFW
SCL
Excellent 9.6

The food is very tasty, but AA has not changed the menu in at least one year.

YUL
MIA
Excellent 10.0

First time flyer with American airlines and the service was impeccable

Nothing to dislike

Fri, May 11
ORD
SJU
6h 49m
Sun, May 20
SJU
ORD
8h 19m
Trip: 10 days
5.4OkayShow reviews
Overall 5.4 Okay
Based on 51249 reviews
Overall
5.6
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
DFW
LAX
Excellent 10.0

We were on time. They showed class and dedication. The flight was smooth and we arrived earlier than scheduled.

Nothing I can think of

BOS
FLL
Good 6.3

The price.

no greeting from the captain and no other update from the crew during the flight. The plane was new, and had a utilitarian feel, not luxurious for sure( but not bad)

BWI
TPA
Good 7.0

Price and efficiency was great. No surprises.

Blocked access to WiFi and cell throughout flight

FLL
DEN
Excellent 10.0

Great seat. They were nice to my service dog

LAX
MSY
Good 6.0

For what the price you pay it’s not bad at all. The seats were comfortable. The crew were nice and they were being very attentive and friendly.

There is no sort of entertainment at all so you might want to bring your own devices or book to make the flight seem shorter.

Thu, Mar 15
ORD
SJU
4h 30m
Sat, Mar 24
SJU
ORD
5h 37m
Trip: 10 days
6.5GoodShow reviews
Overall 6.5 Good
Based on 6 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
ORD
SJU
Mediocre 3.6

My window seat was all.

I didn't get a call about the delay like other passengers, only an email at 7am as I was in line to check in for the 8:25am flight 395. The female crew members, a dark haired woman and a short blond haired woman both would have ignored me if the other two people seated by me did not also try to get their attention. The dark haired woman gave the guy next to me headphones and when I held out my hand she just looked at me and walked away as if she'd been called away. Which she hadn't she came back and started with the row immediately behind us and the guy next to me was nice enough to give me his. Also after nearly waiting 4 hours, 9 minutes before boarding we were given food vouchers and told to "run and hurry" and get food "to go" so most people didn't even bother using the vouchers because of that. I've had better flights with American Airlines, I just didn't know this one would be so poor. Definitely way below average expectations.

ORD
SJU
Good 6.6

I didn't like the American airline people who checked my bag. She threw it because I told her nothing was breakable in it.

PHX
PDX
Excellent 9.0

I like how quick and efficient the boarding and check in process was.

I just wish that if I paid a little more for seats I should get more comfortable and roomier seats is all. Don’t make the seats sit so upright.

YUL
MIA
Excellent 10.0

First time flyer with American airlines and the service was impeccable

Nothing to dislike

PHL
ATL
Okay 5.3

On time

Rude flight attendant

Thu, Jan 18
ORD
SJU
6h 57m
Sat, Jan 20
SJU
ORD
16h 42m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Mar 24
ORD
SJU
4h 37m
Fri, Mar 30
SJU
ORD
9h 24m
Trip: 7 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 35 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
ORD
SJU
Okay 5.0

Not only did we sit on the plane for over an hour before taking off, but on an over four hour flight I was refused water towards the end. When I asked for more than one glass I was rudely told and I quote, "you know what? No. We have other passengers who may want water." Are you kidding me? I sat down feeling scolded and like I asked for something ridiculous. We landed after 2am and most of the passengers were sleeping and I doubt anyone asked for more water since I didn't see the flight attendant move again. Perhaps she was upset that I interrupted her from reading her paper? Extremely displeased with my experience. I

ORD
SJU
Good 6.0

The crew was nice and the flight itself wasn't bad.

Nothing to entertain in the plane on the way to SJU. No snacks for free, it's a 4+ hrs flight without even a bag of pretzels!?

ORD
SJU
Good 7.6

I very much enjoyed the male flight attendant in coach. He was fun, attentive and very interacting.

I liked all but the seating. Even for coach is too small in my opinion. Pilot flew awesome.

ORD
SJU
Excellent 10.0

All very happy staff and super professional service.

ORD
SJU
Excellent 10.0

It was a good flight. The attendants were courteous and accomodating. There was nothing to complain about.

Sat, Jun 2
ORD
SJU
4h 55m
Fri, Jun 8
SJU
ORD
5h 02m
Trip: 7 days
6.5GoodShow reviews
Overall 6.5 Good
Based on 6 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
ORD
SJU
Good 6.6

I didn't like the American airline people who checked my bag. She threw it because I told her nothing was breakable in it.

JFK
MXP
Mediocre 2.6

Plane was old and dirty, seat pocket had junk in it. Seat was broken and couldn’t stay up. In flight movies were from few years back with a center tv and no head rest screen. Crew on overseas flights tend to be older in age and less tolerant..much better on continental on the same route.

PHL
ATL
Okay 5.3

On time

Rude flight attendant

PHX
PDX
Excellent 9.0

I like how quick and efficient the boarding and check in process was.

I just wish that if I paid a little more for seats I should get more comfortable and roomier seats is all. Don’t make the seats sit so upright.

YUL
MIA
Excellent 10.0

First time flyer with American airlines and the service was impeccable

Nothing to dislike

Wed, May 2
ORD
SJU
6h 49m
Mon, May 7
SJU
ORD
8h 07m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Dec 30
ORD
SJU
14h 10m
Sat, Jan 13
SJU
ORD
8h 14m
Trip: 15 days
5.4OkayShow reviews
Overall 5.4 Okay
Based on 51249 reviews
Overall
5.6
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
IAH
ATL
Good 6.3

Very uncomfortable but I will say I was impressed with the timing- they left on time and arrived early to the destination. But of course upon arrival we had to wait for a gate as they don't have gates immediately available for Spirit...

LGA
FLL
Excellent 10.0

We had to cancel our flight and did not make it to Ft. Lauderdale. But your company made our refund process very easy. Thank you

DFW
LAX
Excellent 10.0

We were on time. They showed class and dedication. The flight was smooth and we arrived earlier than scheduled.

Nothing I can think of

LAX
MSY
Good 6.0

For what the price you pay it’s not bad at all. The seats were comfortable. The crew were nice and they were being very attentive and friendly.

There is no sort of entertainment at all so you might want to bring your own devices or book to make the flight seem shorter.

BOS
FLL
Good 6.3

The price.

no greeting from the captain and no other update from the crew during the flight. The plane was new, and had a utilitarian feel, not luxurious for sure( but not bad)

Thu, Jun 7
ORD
SJU
17h 35m
Thu, Jun 14
SJU
ORD
15h 19m
Trip: 8 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 35 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
ORD
SJU
Excellent 10.0

Smooth ride and on time staff was great

I didn't like that I had to pay for my luggage that was really horrible they find anywhere to nickel and dime you but glad they let mine be a carry on

ORD
SJU
Excellent 10.0

All very happy staff and super professional service.

ORD
SJU
Excellent 10.0

The service since I am handicap

ORD
SJU
Excellent 8.0

Everything ok except the seats

The seats were uncomfortable.

ORD
SJU
Excellent 10.0

It was a good flight. The attendants were courteous and accomodating. There was nothing to complain about.

Sun, Feb 25
ORD
SJU
4h 37m
Thu, Mar 1
SJU
ORD
5h 35m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Apr 2
ORD
SJU
4h 25m
Thu, Apr 5
SJU
ORD
5h 02m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Dec 19
ORD
SJU
8h 13m
Sun, Dec 31
SJU
ORD
9h 32m
Trip: 13 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 1 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
JFK
LAX
Excellent 8.3

The entertainment system crashed three times and had to be rebooted which cause you to start everything over. When I use the Wi-Fi for the Amazon prime option it was very spotty and had to reload quite a bit during the flight from JFK to LAX. They are by Miss clean the staff was good but the entertainment system and the movie choices were very old and not really very interesting.

FLL
KIN
Okay 4.0

The flight attendants were pleasant and courteous

The boarding was delayed and the boarding area was crowded, Boarding was delayed due to high number of wheelchair passengers. I was seated in an Even More Space seat, yet was placed beside a woman who was obviously suffering from some degenerative condition, and was slumped over towards my seat. The result was that I was uncomfortable the whole way back to Kingston.

FLL
LAS
Good 6.3

The flight was delayed by 2 hours

BOS
PBI
Excellent 8.3

my attendant

FLL
RDU
Excellent 8.3

The departure and arrival times were accurate. Actually we arrived about 15 minutes early.

There was only one individual checking people boarding. Two individuals at the boarding gate would have been even more efficient.

*
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