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Find cheap flights from Port of Spain to Illinois from $346

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Port of Spain to Illinois departing on 8/2. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Wed 6/5
Wed 6/12

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Best Illinois Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

St. Louis
St. Louis2 stops$584

Good to know

Cheapest flight

$346
Flight from Port of Spain to Chicago

FAQs - booking Illinois flights

  • How does KAYAK find such low prices on flights from Port of Spain to Illinois?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Port of Spain to Illinois.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Port of Spain to Illinois?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Illinois from Port of Spain is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Port of Spain to Illinois?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Illinois with an airline and back to Port of Spain with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Port of Spain to Illinois?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Illinois from Port of Spain up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Illinois

  • Morning departure is around 10% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Port of Spain to Illinois

 
Need help choosing which airline to fly with from Port of Spain to Illinois? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
Caribbean AirlinesOverall score based on 188 reviews
8.4Crew
6.7Food
7.6Comfort
8.2Boarding
6.7Entertainment
Airline reviews

There was no music on the flights unless you came with your headset.

10.0 Excellentsusan, Apr 2024MIA - POS
Read more about Caribbean Airlines reviews

There was no music on the flights unless you came with your headset.

Their bar selection could be greatly improved; they only had one spirit option

Music would have been great and information about the flight. Meaning how high and the weather conditions.

It was good but the food was small for the duration of the flight.

I wrote to the entertainment and food OK because it was non-applicable All excellent

Checking in online still requires going on the physical check in line

I enjoyed the smooth flow and well coordinated boarding and the very courteous attitude from the cabin crew We look forward to flying with ya’ll again

Pleasant experience checking in. Seating is way too tight, especially for persons who are not petite. I thought the pilot was excellent in terms of his commentary and information. Wrong gate information on boarding passes. If I was not alert I could have lined up to board the wrong plane.

The crew was excellent, check in was easy ,the food wasn't good, movies should be recent and more selections

The captain was great he made jokes and make thebflight very comfortable. Alerted us about the islands we flew over and Yolandra and her team took great care of us, very personable.

Captain and Crew were excellent. The Boeing 737-800 was showing its age. In flight entertainment system was sluggish and my Business Class seat on the outbound flight had some mechanical issues. Only real problem was the location of the Gate in Panama PTY. It was a 40 minute hike from Security to the Gate. There should have been some sort of warning about the distance.

landed in panama it was in terminal one. We had to take a bus to terminal two for customs. Then back to terminal one. It was very frustrating. Then, on the way back from panama it was the same situation. We had to go back and forth between terminals to check in and drop our bags and then to board. When we were leaving, we had to wait in line for the boarding area and go through another gate security process. They told the bottles of water and coffee were bought while in line in the airport after we passed the main security. Ridiculous (and expensive). A much better communication system is needed.

This was my first time flying Copa but I'll definitely be back! Great service, professional agents, and delicious food for a fair price. Thanks for a great trip!

Horrible experience from start to end. Copa costumer service is non existent. They treat you bad. Everybody tells you different information. We didn’t received our luggage in the 1 day stop we did even we they said if was not going to be a problem. They didn’t respect the seats that we had and spread our family leaving in between of two big people who didn’t leave any space for me and crush me from side to side. I’ll never recommend Copa to anybody.

No cumpli mencionado trayecto por reasignacion de Copa Pero extraviaron mis maletas por su culpa

I was fortunate enough to have an entire row to myself and that was the highlight. Unfortunately, the flight was really turbulent which had no impact on how effective the crew was. However, I am disabled and should have boarded the flight first, but that wasn't the case. They also decided to take my bag at the gate because I had one too many and upon my picking it up at JFK it along with my rollator had been damaged. I am a vegan so the didn't have a proper meal for me and I was unable to view the entertainment because I didn't receive a set of headphones and if I needed to supply my own I wasn't made aware of that either. The crew was great, but overall everything was pretty lackluster.

Cons: "Sure. I had booked a two week vacation in Brazil. All hotels, car rental and guides booked. Copa changed my fligjt at the last minute and out of the 14 days vacatipn I had in Brazil, they would have me spend 6 days in Panama City!!! Lost of small fortune with hotels, car rentals amd had to buy another ticket with Latam. They are a scam!!"
Cons: "Due the COVID-19 El Salvador closed its boarders, leaving me unable to fly. I have sent two emails, called and spoke to a customer service representative who treated me unprofessionally and rude. After that I have been calling numerous times with a wait of over 25 minutes each time and I still have to answer from you as a company. I am extremely disappointed and want an answer soon."
Pros: "Crew was great. Food was acceptable. Really comfortable flight."
Cons: "Entertainment could have been better. Tvs per seat to wAtch movies what we want"
Pros: "nice crew."
Cons: "seats were too small and uncomfortable, not possible to lean back much because of a tall passenger behind me. international flights should have better seats."

We left one hour late because of technical difficulties. The economy comfort seats are great for the price. The crew was mediocre, they do not provide a pleasant experience, they just deliver food and drinks and give orders, not very amicable, no service and hospitality focus.

no issues at all... Kudos to the food. This time was really really good

One of the vstewardeses wanted to bump me of the plane for absolutely nothing. There is CCTV in the plane ans everything can be verified. Very disappointing , you all will see, o other 5 years and the passangers who does not smile to flight attendent will be bumped off...

It was nice to be on a legacy airline, people try at least.

Mostly fine. Minor delays departing and arriving. Quite a cramped plane, not so much as regards legroom but very narrow seats. Quiet nice food. Non-working USB charger. Flight attendants were helpful but not particularly proactive — one had to work to get their attention (but all was fine once they notice you), very Dutch style:)

The food quality is poor. The staff are very friendly and accommodating. The entertainment program was limited. I experienced a delay of 30 minutes due to two issues. Passenger luggage had to be removed and there was a technical issue with the stairs not detaching from the aircraft. The pilot managed to compensate and we arrived only 15 minutes later. The luggage at Dubai airport was very slow. I waited over an hour.

Amazing KLM service and brilliant economy comfort seats. Well worth the extra.

All and all pretty good. It’s crowded but that is what flying is all about. But no complaints otherwise.

Well, in my case; the flight was delayed 1 hour, we have to wait in the plane to get green light. And the plane (probably because was a short trip) did not have entertainment or WiFi. No a good experience.

The Crew have no idea about the food they're serving the passengers. The Crew MUST be instructed before each flight about the menu that will be served to the passengers, whether the food is vegetarian or non-vegetarian, whether it is Halal, Kosher or not.

The CX617 from HK to BKK was delayed more than 1.5 hours.

The plane was old and in new of a cleaning up and renovating on the interior. Seats and carpets were very worn and dirty looking. Cushioning on the seats was broken down and not as comfortable as newer jet seats. Food was a little below average but okay. Staff were friendly and hard working but did not pick up debris or food they spilled when collecting from the customers. But they were very helpful and professional.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Coach seats are too tight. Seem designed for small people. Food different but OK. Staff helpful.

my original flight was cancelled the previous day, and i was rescheduled onto this flight, which left much earlier in the morning, impacting my previous evening and requiring me to get up much earlier in the morning to get to the airport online. This practice happens way way way too much, and it seems on every airline, though AA is probably the worst.

Spending 10 hours on a flight with no video or wifi access due to issues per stewardess was not enjoyable nor acceptable. Will follow up directly with the airline as well

I really did not like being ordered to pull my shade down by the attendants. One of them was very rude to me about it, standing there until I closed it like I was a child brusquely reaching across me to close an adjoining one. They claim it was so people who wanted to could sleep. It’s a 10:30am flight not a red eye. Closing your shade or leaving it up for natural light should be a choice. Ruined my flight!

My baggage did not arrived with me. Took 3 days to get it after so may calls and follow up

The crew was very attentive and kept busy serving a variety of treats!

Terrible. Flight was 3 hours delayed and I missed my other flight to my final destination

Offered vegetable curry when it was actually tofu which I don’t care for.

The flight was good the crew excellent…but take off delayed three hours!!!

Both mine and my husband's chairs were broken. Also it took 2 hours to get our bags after our flight which was wild.

Book cheap flights from Port of Spain to Illinois

Recent round-trip flight deals

8/2Fri
2 stopsFrontier
22h 57mPOS-ORD
8/8Thu
2 stopsFrontier
30h 02mORD-POS
$346
9/20Fri
2 stopsFrontier
18h 54mPOS-ORD
9/25Wed
2 stopsFrontier
19h 06mORD-POS
$385
10/24Thu
1 stopUnited Airlines
20h 27mPOS-ORD
10/29Tue
1 stopUnited Airlines
16h 23mORD-POS
$464
9/20Fri
1 stopCopa Airlines
10h 53mPOS-ORD
9/25Wed
1 stopCopa Airlines
9h 33mORD-POS
$471
9/24Tue
1 stopAmerican Airlines
10h 47mPOS-ORD
9/29Sun
1 stopAmerican Airlines
11h 59mORD-POS
$483
9/20Fri
1 stopAmerican Airlines
9h 16mPOS-ORD
9/25Wed
2 stopsAmerican Airlines
11h 59mORD-POS
$488
6/5Wed
2 stops
30h 56mPOS-ORD
6/9Sun
1 stop
8h 31mORD-POS
$504
10/23Wed
1 stopCopa Airlines
10h 53mPOS-ORD
11/3Sun
1 stopCopa Airlines
9h 33mORD-POS
$539
6/2Sun
1 stopUnited Airlines
11h 23mPOS-ORD
7/9Tue
1 stopUnited Airlines
14h 58mORD-POS
$551
5/26Sun
1 stop
14h 19mPOS-ORD
6/2Sun
1 stop
31h 52mORD-POS
$552

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Last minute flights from Port of Spain to Illinois

Last minute flight, train and bus deals

5/11Sat
multi-stopUnited Airlines
17h 40mPOS-ORD
8/15Thu
multi-stopUnited Airlines
14h 58mORD-POS
$661
5/11Sat
multi-stop
24h 45mPOS-ORD
5/15Wed
multi-stop
24h 20mORD-POS
$690
5/11Sat
multi-stop
24h 45mPOS-ORD
5/15Wed
multi-stop
19h 42mORD-POS
$693
5/11Sat
multi-stop
16h 22mPOS-ORD
5/15Wed
multi-stop
27h 27mORD-POS
$782
5/10Fri
multi-stopUnited Airlines
11h 18mPOS-ORD
5/15Wed
multi-stopUnited Airlines
14h 53mORD-POS
$870
5/11Sat
multi-stop
16h 22mPOS-ORD
5/15Wed
multi-stop
17h 34mORD-POS
$900
5/10Fri
multi-stop
20h 04mPOS-ORD
5/15Wed
multi-stop
20h 40mORD-POS
$1,794

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Port of Spain - Illinois Flights

Departure:

Port of Spain (POS)Trinidad and Tobago

Return flight deals:

Illinois - Port of Spain

Cabin classes: