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Find Cheap Flights from Jamaica to Chicago O'Hare International

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Fri 8/17
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Jamaica to Chicago O'Hare International Flight Information

Flights Arrive in Chicago O'Hare International
Flights Depart from Jamaica
Flight Price $342
Airlines Spirit Airlines, United, JetBlue, American Airlines, Delta, Air Canada

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

Airports
Origin
Montego Bay
$342
only
$342
Kingston
$350
only
$350
Destination
Chicago
$342
only
$342
Wed, Aug 29
MBJ
Montego Bay Sangster Intl
ORD
Chicago O'Hare International
9h 03m
Sat, Sep 8
ORD
Chicago O'Hare International
MBJ
Montego Bay Sangster Intl
8h 55m
Trip: 11 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 56,435 reviews
Overall
5.7
Boarding
6.1
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.7
LAS
IAH
Okay 4.0

The flight delay

LAS
IAH
Mediocre 2.0

I missed my flight and kiwi.com was horrible with helping me change or cancel the flight

MSP
MCO
Mediocre 3.6

4 hr delay in departure. They suck!!!

SEA
MSP
Good 6.0

We arrived safely

Long lines in security and delayed flight

ATL
FLL
Mediocre 2.0

Delayed 4 hours ground crew did not know how to handle customers. Sooo disappointed...

Wed, Nov 21
MBJ
Montego Bay Sangster Intl
ORD
Chicago O'Hare International
24h 17m
Tue, Dec 11
ORD
Chicago O'Hare International
MBJ
Montego Bay Sangster Intl
4h 02m
Trip: 21 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 4 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
MBJ
ORD
Excellent 8.0

Service

Nothing

MBJ
ORD
Okay 5.3

My flight was delayed by a hour and a half. They originally advised us that the delay was due to cleaning the inside of the airplane for the next passengers then they said they were fueling the plane then finally admitted there were maintenance issues with the plane. The delay cause most people to miss there connecting flights and have to stay the night since it being late evening. Inconvenience to customer

IAD
DEN
Mediocre 2.0

Second standby adventure of the day got longer as inbound flight was late.

GVA
IAD
Mediocre 2.0

Flight crew from Geneva was nice

The pilot held the Geneva flight for 35 minutes for late arriving inbound passengers. This helped them but hurt far more passengers connecting in Washington DC. We missed our flight and waited in standby mode all evening for a Denver flight.

IAD
SAV
Excellent 9.3

Agent at the gate

My seats changed so my son and I were not sitting together. The agent at the gate was wonderful and got us seated together. I had to use the restroom and the flight attendant seemed put out, and gave me a dirty look. She than ignored me and almost hit me with her cart.

Sat, Nov 17
KIN
Kingston Norman Manley
ORD
Chicago O'Hare International
16h 09m
Fri, Nov 30
ORD
Chicago O'Hare International
KIN
Kingston Norman Manley
7h 52m
Trip: 14 days
8.1ExcellentShow reviews
Overall 8.1 Excellent
Based on 12,591 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
7.9
Food
7.8
CLT
BOS
Excellent 10.0

Clean, comfortable ride and great selection of snacks & drinks.

MSP
BOS
Excellent 10.0

Love that Jet Blue now flies out of St. Paul looking forward to flying it more often. I also live in WPB and really hope it will fly from NYC to WPB during the winter more often so my children who live in NYC can come more often!!

SJU
BOS
Mediocre 3.0

The seat.

The delayed of this flight. No explanation was provided. After boarding they decided to “fix” two of the luggage cabinets. And they fix nothing, they juat put tape on it. This flight delayed was three hour of nothing. My entertainment (screen) was damaged.

LGB
SFO
Good 6.0

The flight attendants were very communicative and helped get us all boarded in time

The stress of possibly not getting off the ground in time and having a very long layover then taxing at the gate for over 30 minutes was frustrating

PBI
DCA
Excellent 9.0

Flight was late but everything else was great!

Delayed almost an hour

Mon, Aug 27
MBJ
Montego Bay Sangster Intl
ORD
Chicago O'Hare International
11h 18m
Mon, Sep 10
ORD
Chicago O'Hare International
MBJ
Montego Bay Sangster Intl
6h 55m
Trip: 15 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Aug 27
MBJ
Montego Bay Sangster Intl
ORD
Chicago O'Hare International
10h 35m
Sat, Sep 8
ORD
Chicago O'Hare International
MBJ
Montego Bay Sangster Intl
8h 55m
Trip: 13 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 32,923 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
IAD
CLT
Excellent 10.0

The flight was on time

Tiny bathrooms

JAX
CLT
Good 6.0

Bumpy

AMS
DFW
Excellent 9.0

Great movies and food

Being delayed

ORD
MCO
Excellent 8.0

Great crew, on-time arrival, quick boarding

Crowded seats in the back of the plane, Low quality and bland snack options

LAX
SFO
Mediocre 2.0

Nothing. Just the pilot

Everything. Bad communication. 1 h delay. Then 3 hs in the plane. We ran out of gas. 2 more hours taxiing Never seen something similar. I really hope my mileage refund.

Thu, Dec 20
MBJ
Montego Bay Sangster Intl
ORD
Chicago O'Hare International
12h 49m
Thu, Dec 27
ORD
Chicago O'Hare International
MBJ
Montego Bay Sangster Intl
17h 51m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 19,595 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
LAX
TUS
Okay 5.6

The bag service

The flight delays

PBI
LGA
Excellent 10.0

Boarding was on time; flight departures on time and arrived earlier than expected! Pilot told us exactly what was the status and gave us updates; cabin was well air conditioned; flight attendants were friendly; bags came out very quick! Very nice flight

JFK
CUN
Okay 5.6

Flight was delayed.

LGA
MSP
Excellent 8.0

The last time we flew Delta, we were underwhelmed. Our flight was delayed several hours and there was nothing exceptional about it when it did finally leave. That was 5 years ago, and there's been a lot of changes. There I'd now in-flight entertainment, reasonably comfortable seats, and everything was on time.

Virtually no food options.

SFO
DTW
Okay 4.6

The flight attendants were very kind and hoped to make up for the pilot’s negligence.

Boarding was weird with a lack of overhead bins and then the pilot was inconsistent with updates to safety issues. We were delayed by an hour and twenty mins and then had to wait on the tarmac for another plane to leave the gate. Feels like I wasted two hours in limbo.

Thu, Dec 20
KIN
Kingston Norman Manley
ORD
Chicago O'Hare International
11h 38m
Thu, Dec 27
ORD
Chicago O'Hare International
KIN
Kingston Norman Manley
28h 49m
Trip: 8 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 22,829 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.5
YUL
ORD
Good 6.8

Connections to US destinations now require your checked in baggage to be processed before you can proceed to your connecting flights. The real problem is that this is no sign or communications describing this. Everyone is simply stopped in the corridor and told that they cannot proceed farther until their name comes up green on a monitor. Unfortunately the monitor switches displays so frequently that it is almost impossible to read. In addition to that it seems names do not always appear on the monitor unless you get your boarding pass scanned a the desk (this is not communicated to you unless you ask why your name is not on the monitor at all). People late for connecting flights (because of inbound flight delays) are required to wait without explanation sometimes needlessly if they don't have a checked bag. A nightmare if you're trying to make your connection. In addition once you've cleared that hurdle you need to go through security again (something we were unprepared for since we were already in the secure area. You then proceed to customs and then your connecting flight (if you haven't already missed it by then). Allow lots of time to get to your connecting flight, and ask to get you boarding pass scanned at that mysterious "checked bag" stop in the corridor.

YYZ
YVR
Excellent 8.6

Liked legroom in the emergency row and the quality of the new entertainment system.

YYC
YYZ
Excellent 10.0

The stewardess was top-notch, professional and friendly

YYZ
SFO
Mediocre 2.0

For the second time I traveled with Air Canada there was a 4 hour delay in Toronto. I will not be traveling with Air Canada ever again

YUL
LAS
Okay 4.0

Exit seating with more leg room.

No power plugs in a 4h+ flight is not acceptable. That should be standard for every passengers. Unclean seats. General abrasiveness from some of the staff.

Wed, Aug 29
MBJ
Montego Bay Sangster Intl
ORD
Chicago O'Hare International
9h 03m
Thu, Sep 6
ORD
Chicago O'Hare International
MBJ
Montego Bay Sangster Intl
6h 35m
Trip: 9 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 56,435 reviews
Overall
5.7
Boarding
6.1
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.7
SAN
LAS
Good 6.0

Flight delayed 90 minutes

DTW
TPA
Excellent 9.3

The flight staff was outstandin

Comfert

BWI
ORD
Mediocre 2.0

15-20 passengers were stuck in security and ticketing. After waiting hours, the plane was not held though we were all checked in.

LAS
IAH
Mediocre 2.0

I missed my flight and kiwi.com was horrible with helping me change or cancel the flight

DFW
DEN
Excellent 10.0

Friendly, fast and complete

Thu, Aug 30
KIN
Kingston Norman Manley
ORD
Chicago O'Hare International
11h 43m
Mon, Oct 22
ORD
Chicago O'Hare International
KIN
Kingston Norman Manley
6h 04m
Trip: 54 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 56,435 reviews
Overall
5.7
Boarding
6.1
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.7
LAS
IAH
Okay 4.0

The flight delay

SEA
MSP
Good 6.0

We arrived safely

Long lines in security and delayed flight

DFW
DEN
Excellent 10.0

Friendly, fast and complete

DTW
TPA
Excellent 9.3

The flight staff was outstandin

Comfert

ATL
FLL
Mediocre 2.0

Delayed 4 hours ground crew did not know how to handle customers. Sooo disappointed...

Wed, Aug 29
MBJ
Montego Bay Sangster Intl
ORD
Chicago O'Hare International
9h 03m
Fri, Sep 7
ORD
Chicago O'Hare International
MBJ
Montego Bay Sangster Intl
8h 55m
Trip: 10 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 56,435 reviews
Overall
5.7
Boarding
6.1
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.7
ATL
FLL
Mediocre 2.0

Delayed 4 hours ground crew did not know how to handle customers. Sooo disappointed...

DFW
DEN
Excellent 10.0

Friendly, fast and complete

SAN
LAS
Good 6.0

Flight delayed 90 minutes

ORD
SEA
Good 6.0

Captain of the flight was funny and entertaining, landing down in Seattle was really smooth.

The delays were ridiculous; 1 hour delay for the first flight (Seattle to Chicago) and 3 hour delay the next one (Chicago to Seattle).

SEA
MSP
Good 6.0

We arrived safely

Long lines in security and delayed flight

Thu, Aug 30
MBJ
Montego Bay Sangster Intl
ORD
Chicago O'Hare International
9h 03m
Thu, Sep 20
ORD
Chicago O'Hare International
MBJ
Montego Bay Sangster Intl
21h 16m
Trip: 22 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 56,435 reviews
Overall
5.7
Boarding
6.1
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.7
BDL
MCO
Mediocre 2.0

outbtoundflight 4+ hours late inbound flight 2.5 hours late never even offered passengers water

LAS
IAH
Mediocre 2.0

I missed my flight and kiwi.com was horrible with helping me change or cancel the flight

DTW
TPA
Excellent 9.3

The flight staff was outstandin

Comfert

ATL
FLL
Mediocre 2.0

Delayed 4 hours ground crew did not know how to handle customers. Sooo disappointed...

LAS
IAH
Okay 4.0

The flight delay

Thu, Aug 30
KIN
Kingston Norman Manley
ORD
Chicago O'Hare International
11h 43m
Wed, Sep 5
ORD
Chicago O'Hare International
KIN
Kingston Norman Manley
6h 21m
Trip: 7 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 56,435 reviews
Overall
5.7
Boarding
6.1
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.7
ORD
SEA
Good 6.0

Captain of the flight was funny and entertaining, landing down in Seattle was really smooth.

The delays were ridiculous; 1 hour delay for the first flight (Seattle to Chicago) and 3 hour delay the next one (Chicago to Seattle).

DFW
TPA
Good 6.0

The ticket price was amazing. It made the negatives acceptable. Friendly but scarce attendants. Although there was no electronic boarding pass for my phone, the printed one did contain useful information.

I was unable to find out how the $9 Club could save on baggage fees. No answer from online help. I thought baggage fee would be in line with American. But NO it was twice as expensive. Next time I will wear camping clothes and pack everything in my personal carry on. Web site is difficult to navigate.

LAS
IAH
Okay 4.0

The flight delay

LAS
IAH
Mediocre 2.0

I missed my flight and kiwi.com was horrible with helping me change or cancel the flight

SEA
MSP
Good 6.0

We arrived safely

Long lines in security and delayed flight

Mon, Aug 27
MBJ
Montego Bay Sangster Intl
ORD
Chicago O'Hare International
11h 18m
Thu, Sep 6
ORD
Chicago O'Hare International
MBJ
Montego Bay Sangster Intl
6h 35m
Trip: 11 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Aug 28
KIN
Kingston Norman Manley
ORD
Chicago O'Hare International
6h 52m
Sun, Sep 2
ORD
Chicago O'Hare International
KIN
Kingston Norman Manley
19h 15m
Trip: 6 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 32,923 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
BCN
JFK
Good 7.6

Even on a big ole B777 you better upgrade to bigger seats

LAX
ORD
Excellent 8.6

Pilot was informative.

IAD
CLT
Excellent 10.0

The flight was on time

Tiny bathrooms

DFW
MCO
Good 7.0

Seats were nice and enjoyed the entertainment. Late flight meant loads of open seats and everyone was very happy about that.

Delayed a half hour to board because flight attendants other flight was late getting in, but they kept us informed the entire time. Wasn’t their faults. Once we were on the plane, our flight was delayed for an hour, once again the pilots kept us informed and it wasn’t their faults. But it was kinda annoying.

MSY
CLT
Excellent 9.0

organized boarding, quick and professional, flight crew was awesome, very comfortable flight, much appreciated no

No entertainment options on 2+ hour flight. Would have been nice to have.

Wed, Aug 29
KIN
Kingston Norman Manley
ORD
Chicago O'Hare International
8h 13m
Sat, Sep 8
ORD
Chicago O'Hare International
KIN
Kingston Norman Manley
6h 04m
Trip: 11 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 56,435 reviews
Overall
5.7
Boarding
6.1
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.7
DFW
TPA
Good 6.0

The ticket price was amazing. It made the negatives acceptable. Friendly but scarce attendants. Although there was no electronic boarding pass for my phone, the printed one did contain useful information.

I was unable to find out how the $9 Club could save on baggage fees. No answer from online help. I thought baggage fee would be in line with American. But NO it was twice as expensive. Next time I will wear camping clothes and pack everything in my personal carry on. Web site is difficult to navigate.

SEA
MSP
Good 6.0

We arrived safely

Long lines in security and delayed flight

MSP
MCO
Mediocre 3.6

4 hr delay in departure. They suck!!!

LAS
IAH
Mediocre 2.0

I missed my flight and kiwi.com was horrible with helping me change or cancel the flight

BWI
ORD
Mediocre 2.0

15-20 passengers were stuck in security and ticketing. After waiting hours, the plane was not held though we were all checked in.

Thu, Aug 30
KIN
Kingston Norman Manley
ORD
Chicago O'Hare International
6h 52m
Mon, Sep 3
ORD
Chicago O'Hare International
KIN
Kingston Norman Manley
7h 05m
Trip: 5 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 32,923 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
ORD
MCO
Excellent 8.0

Great crew, on-time arrival, quick boarding

Crowded seats in the back of the plane, Low quality and bland snack options

MSY
CLT
Excellent 9.0

organized boarding, quick and professional, flight crew was awesome, very comfortable flight, much appreciated no

No entertainment options on 2+ hour flight. Would have been nice to have.

LAX
ORD
Excellent 8.6

Pilot was informative.

JAX
CLT
Good 6.0

Bumpy

LAX
SFO
Mediocre 2.0

Nothing. Just the pilot

Everything. Bad communication. 1 h delay. Then 3 hs in the plane. We ran out of gas. 2 more hours taxiing Never seen something similar. I really hope my mileage refund.

Thu, Aug 30
MBJ
Montego Bay Sangster Intl
ORD
Chicago O'Hare International
9h 03m
Sat, Sep 8
ORD
Chicago O'Hare International
MBJ
Montego Bay Sangster Intl
8h 55m
Trip: 10 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 56,435 reviews
Overall
5.7
Boarding
6.1
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.7
ATL
FLL
Mediocre 2.0

Delayed 4 hours ground crew did not know how to handle customers. Sooo disappointed...

DTW
TPA
Excellent 9.3

The flight staff was outstandin

Comfert

LAS
IAH
Okay 4.0

The flight delay

BDL
MCO
Mediocre 2.0

outbtoundflight 4+ hours late inbound flight 2.5 hours late never even offered passengers water

DFW
DEN
Excellent 10.0

Friendly, fast and complete

Mon, Aug 27
MBJ
Montego Bay Sangster Intl
ORD
Chicago O'Hare International
10h 35m
Sun, Sep 9
ORD
Chicago O'Hare International
MBJ
Montego Bay Sangster Intl
8h 55m
Trip: 14 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 32,923 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
CLT
DAB
Excellent 10.0

The flight was on time and I was upgraded to First Class!

AMS
DFW
Excellent 9.0

Great movies and food

Being delayed

LAX
SFO
Mediocre 2.0

Nothing. Just the pilot

Everything. Bad communication. 1 h delay. Then 3 hs in the plane. We ran out of gas. 2 more hours taxiing Never seen something similar. I really hope my mileage refund.

MSY
CLT
Excellent 9.0

organized boarding, quick and professional, flight crew was awesome, very comfortable flight, much appreciated no

No entertainment options on 2+ hour flight. Would have been nice to have.

ORD
MCO
Excellent 8.0

Great crew, on-time arrival, quick boarding

Crowded seats in the back of the plane, Low quality and bland snack options

Mon, Aug 27
KIN
Kingston Norman Manley
ORD
Chicago O'Hare International
11h 45m
Sun, Sep 2
ORD
Chicago O'Hare International
KIN
Kingston Norman Manley
19h 15m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Sep 1
KIN
Kingston Norman Manley
ORD
Chicago O'Hare International
8h 13m
Sat, Sep 8
ORD
Chicago O'Hare International
KIN
Kingston Norman Manley
6h 04m
Trip: 8 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 56,435 reviews
Overall
5.7
Boarding
6.1
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.7
DFW
DEN
Excellent 10.0

Friendly, fast and complete

DFW
TPA
Good 6.0

The ticket price was amazing. It made the negatives acceptable. Friendly but scarce attendants. Although there was no electronic boarding pass for my phone, the printed one did contain useful information.

I was unable to find out how the $9 Club could save on baggage fees. No answer from online help. I thought baggage fee would be in line with American. But NO it was twice as expensive. Next time I will wear camping clothes and pack everything in my personal carry on. Web site is difficult to navigate.

ORD
SEA
Good 6.0

Captain of the flight was funny and entertaining, landing down in Seattle was really smooth.

The delays were ridiculous; 1 hour delay for the first flight (Seattle to Chicago) and 3 hour delay the next one (Chicago to Seattle).

LAS
IAH
Mediocre 2.0

I missed my flight and kiwi.com was horrible with helping me change or cancel the flight

SAN
LAS
Good 6.0

Flight delayed 90 minutes

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