Find Cheap Flights from Trinidad and Tobago to Chicago

Search hundreds of travel sites at once for deals on flights to Chicago

Mon 12/18
Mon 12/25
Any month
Compare vs. KAYAK |

Book cheap flights from Trinidad and Tobago to Chicago (round-trip)

Airports
Origin
Piarco
$354
only
$354
Destination
Chicago
$354
only
$354
Mon, Jan 22
POS
ORD
19h 05m
Fri, Feb 2
ORD
POS
9h 22m
Trip: 12 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 52387 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
ITO
LAX
Mediocre 2.0

See below

See below

LBB
IAH
Good 7.3

Paying for entertainment

PVR
ORD
Excellent 8.0

Arrived earlier than expected.

Waited an hour for the gate to be vacate by another plane.

ATL
IAH
Excellent 10.0

Everything was wonderful thank you so much

COS
DEN
Excellent 8.0

Nice staff, helpful front desk and flight attendants.

No wifi, carry on fee, small seats

Wed, Jan 10
POS
ORD
9h 24m
Sat, Jan 20
ORD
POS
9h 58m
Trip: 11 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 26083 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
PHL
ATL
Okay 5.3

On time

Rude flight attendant

HND
LAX
Okay 4.0

This flight was miserable. Seriously, one of the worst flight experiences I've ever had. The leg room was absurdly small. I'm not a tall person and I only had one inch in front of my legs. When the guy in front of me put his seat back it pressed into my knees. There wasn't enough space to bend down and untie my shoes, let alone get something out of my bag. My shoulder and knee were touching the guy next to me (a complete stranger) for the entire flight and there was nothing I could do about it. This was a red-eye but I absolutely could not sleep because it was so uncomfortable, so when we landed I had a terrible migraine and was nauseous and disoriented going through customs. I actually had to sit down in the airport because I though I was gonna pass out while trying to carry my bag, that's how shitty I felt after this flight. On top of that, not being able to sleep on the flight really messed up my sleep schedule and so jet lag from the time change has been made even worse, so I'm completely out of whack and its so much worse that it otherwise would have been because of the horrible flight. Also the food was gross and there wasn't enough of it. Even now, I don't think I have really communicated just how shitty this flight was. I was actually angry when I saw my seat upon boarding, and I'm still angry about it now.

SJU
PHL
Good 6.3

My screen was not responsive most of the time

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.

GRU
JFK
Mediocre 3.6

The only decent point was the food. Not great but at least edible.

Since check in in São Paulo was a complete chaos. There were only 2 people helping on check in (in machines) and these people were still not helping people (like me) with questions about on how to do check in in those machines. On the other hand to dispatch the bags there were almost 8 attendants to receive the bags. Ridiculous! I’ve tried calling American Airlines and Latam several times to assign a seat for me and they swore there were only middle seats but I know how airlines work to make extra money on these seats. At the end, they only gave me a middle seat option and I had to take I.t of course. On the plane I realized there were dozens of empty seats and yet they made sure not give them to me or anyone else. Unbelievable! Unfortunately I still have to use AA on my way back to Brazil. After this, I’ll chose another airlines for sure. Also, the 3,4,3 arrangement is ridiculous: there’s no corridor space making people touching you everything someone passes by your seat. And boy! Those seats are so uncomfortable and there’s no way to incline the chair so you can even have a little rest (because it’s impossible to even sleep on those seats). The crew were simply doing their jobs! No pleasure! No smile! No engaging with anyone unfortunately! They looked miserable and I asked for water and the flight attendant NEVER brought me anything. Seriously! Water is free!

Tue, Jan 9
POS
ORD
17h 02m
Sat, Jan 20
ORD
POS
30h 07m
Trip: 12 days
Overall 0.0 Poor
Based on 0 reviews
Sun, Dec 24
POS
ORD
14h 02m
Sun, Jan 14
ORD
POS
29h 42m
Trip: 22 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 52387 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
ATL
IAH
Excellent 10.0

Everything was wonderful thank you so much

LBB
IAH
Good 7.3

Paying for entertainment

EWR
AMS
Good 6.6

I ordered a special meal and it was delicious! Because I have dietary concerns, I often have to order a special meal. Usually, I find that the alternatives meals are second thoughts and thus can be rather tasteless. I was very thankful for my meal.

The plane was so tiny we were packed in it like sardines. I am a rather small person (barely 5 feet tall) and usually have no complaints about space on a flight but even my knees hit the back of the seat in front of me.

COS
DEN
Excellent 8.0

Nice staff, helpful front desk and flight attendants.

No wifi, carry on fee, small seats

LAX
AUS
Mediocre 2.0

We did not crash. Eventually we got to our destination.

All flights were awful. None were on time. I paid for economy plus aisle seat but was put in economy middle seat anyway. Asked for refund and was sent to 3 different people. The final person, a gate agent for my departing gate, Peggy Hunter, told me that she has 35 years experience and she knows everything about United Airlines’ processes. Told me the only way I might get a refund is to submit online but that paying extra for a seat upgrade doesn’t mean I will actually get one and that I should read the fine print on the ticket. Had previously spoken to another gate agent who had told me that I could ask for a refund at the departing gate. Wifi didn’t work. On one of three delayed flights had to beg for water to take my medicine. I will make extra efforts to avoid using this mediocre airline.

Tue, Feb 27
POS
ORD
15h 46m
Sun, Mar 11
ORD
POS
9h 55m
Trip: 13 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 52387 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
IAH
CUN
Excellent 8.3

being my first time flying international everything went smooth. The staff was very helpful.

This flight went smooth, I was very pleased with it.

IAH
LFT
Okay 4.0

Never made it and had to go yet to another desk because it was a united flight this was the worst i have ever experienced

ATL
IAH
Excellent 10.0

Everything was wonderful thank you so much

COS
IAH
Good 6.6

I really like how your flights are inexpensive compared to others when trying to purchase a last minute ticket.

The last two times I traveled ( I flew with United Airlines ) and both times my flights were delayed. The first time it was delayed by 4 hours and made me miss an appointment. The second time it was delayed by over 13 hours. It was nice that United had put me in a hotel room for the night, but again it took away from time in which I needed to be somewhere else.

ITO
LAX
Mediocre 2.0

See below

See below

Tue, Jan 9
POS
ORD
11h 09m
Wed, Jan 17
ORD
POS
15h 05m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jan 23
POS
ORD
26h 17m
Fri, Feb 2
ORD
POS
26h 50m
Trip: 11 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jan 9
POS
ORD
11h 09m
Mon, Jan 22
ORD
POS
15h 05m
Trip: 14 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jan 9
POS
ORD
11h 09m
Thu, Jan 18
ORD
POS
15h 05m
Trip: 10 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jan 9
POS
ORD
11h 09m
Sun, Jan 21
ORD
POS
11h 05m
Trip: 13 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jan 9
POS
ORD
11h 09m
Fri, Jan 19
ORD
POS
15h 05m
Trip: 11 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Dec 23
POS
ORD
19h 22m
Fri, Dec 29
ORD
POS
18h 10m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Mar 1
POS
ORD
13h 26m
Sat, Mar 10
ORD
POS
15h 05m
Trip: 10 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Dec 18
POS
ORD
14h 22m
Mon, Dec 25
ORD
POS
25h 50m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Feb 28
POS
ORD
19h 39m
Sat, Mar 10
ORD
POS
9h 59m
$1095
Trip: 11 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Dec 19
POS
ORD
11h 12m
Wed, Dec 20
ORD
POS
25h 01m
$1159
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
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.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.