$254 Find Cheap Flights from Port of Spain to Illinois

This is the cheapest one-way 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 1/16. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Illinois

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Port of Spain to Illinois, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Port of Spain to Illinois, as well as popular online travel agencies
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Flight Deals

Book Cheap Port of Spain to Illinois Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Port of Spain to Illinois that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Port of Spain to Illinois

Tue, Jan 27 - Fri, Feb 6
Air Canada Logo
2:20 am - 6:55 pm
POS
-
ORD
18h 35m2 stops
Air Canada Logo
2:00 pm - 1:20 am
ORD
-
POS
9h 20m1 stop
$463Air Canada
Thu, Jan 29 - Sat, Feb 7
Air Canada Logo
2:20 am - 6:55 pm
POS
-
ORD
42h 35m2 stops
Air Canada Logo
8:40 pm - 1:20 am
ORD
-
POS
26h 40m1 stop
$483Air Canada
Tue, Jan 13 - Wed, May 27
Air Canada Logo
2:20 am - 3:29 pm
POS
-
STL
15h 09m1 stop
Air Canada Logo
2:20 pm - 12:15 am
STL
-
POS
8h 55m1 stop
$483Air Canada
Sun, Jan 25 - Sat, Feb 7
Air Canada Logo
2:20 am - 8:10 pm
POS
-
ORD
19h 50m2 stops
Air Canada Logo
8:40 pm - 1:20 am
ORD
-
POS
26h 40m1 stop
$486Air Canada
Sun, Jan 25 - Tue, Feb 3
Air Canada Logo
2:20 am - 8:10 pm
POS
-
ORD
19h 50m2 stops
Air Canada Logo
7:15 am - 1:20 am
ORD
-
POS
16h 05m2 stops
$490Air Canada
Thu, Jan 29 - Thu, Feb 5
Multiple Airlines Logo
9:10 am - 6:16 pm
POS
-
ORD
11h 06m1 stop
Multiple Airlines Logo
5:53 pm - 1:20 am
ORD
-
POS
29h 27m2 stops
$498Multiple Airlines
Thu, Jan 29 - Thu, Feb 5
Multiple Airlines Logo
9:10 am - 6:16 pm
POS
-
ORD
11h 06m1 stop
Multiple Airlines Logo
5:53 pm - 1:20 am
ORD
-
POS
29h 27m3 stops
$501Multiple Airlines
Thu, Jan 29 - Thu, Feb 5
Multiple Airlines Logo
9:10 am - 6:16 pm
POS
-
ORD
11h 06m1 stop
Multiple Airlines Logo
8:40 pm - 1:20 am
ORD
-
POS
26h 40m1 stop
$513Multiple Airlines
Thu, Jan 22 - Sun, Jan 25
United Airlines Logo
1:30 am - 9:22 am
POS
-
STL
9h 52m1 stop
United Airlines Logo
6:00 am - 12:23 am
STL
-
POS
16h 23m1 stop
$613United Airlines
Thu, Jan 22 - Sun, Jan 25
United Airlines Logo
1:30 am - 4:03 pm
POS
-
STL
16h 33m2 stops
United Airlines Logo
6:30 am - 12:23 am
STL
-
POS
15h 53m2 stops
$617United Airlines
Booking Insights

KAYAK's insights & trends for Port of Spain to Illinois flights

Get data-powered insights and trends into flights from Port of Spain to Illinois to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Port of Spain to Illinois?

The average price of all round-trip flights from Port of Spain to Illinois clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Illinois on a Thursday, as we generally find the cheapest rates on that day for this route. On the other hand, Wednesday is the most expensive day to fly from Port of Spain to Illinois. For your return ticket, we recommend flying on a Sunday and avoiding Mondays for the best deals.

Good to know

Cheapest flight$254
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 from Port of Spain to Illinois 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 from Port of Spain to Illinois with an airline and back 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 from Port of Spain to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Illinois?

    The cheapest time of day to fly to Illinois is generally at night, when round-trip flights cost $716 on average. Morning departures are around 5% cheaper than evening flights, on average. The most expensive time of day to fly to Illinois is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $830.

Reviews of the top 3 airlines serving from Port of Spain to Illinois

 
See real verified KAYAK customer reviews for airlines flying from Port of Spain to Illinois. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
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.
7.6
Copa AirlinesOverall score based on 1557 reviews
6.8Entertainment
8.1Crew
7.4Comfort
7.8Boarding
6.8Food
Airline reviews

The flight was good overall. Everything went smoothly, although the landing was a bit rough. Still, it was a pleasant experience

8.0 ExcellentAnonymous, Dec 2025
PTY - CUR
Read more Copa Airlines reviews

The flight was good overall. Everything went smoothly, although the landing was a bit rough. Still, it was a pleasant experience

Some of the Air hostesses are not that friendly. Need improvement

We had a great flight just wished they had a tv so we can see a movie that would of made my trip excellent.

horrible service, food was an embarrassment, no charging for cellphones, stay away

Great experience with a crew always thinking in the passenger

Had to go through security at the gate again. Had to take off shoes and go through the whole thing again even though we have global entry. They asked us to check in items bought at duty free during our layover and since we checked our luggage at the original departure airport, they forced us to check in a small backpack. None of this ever happened with other airlines. In addition, no vegetarian food option and no snacks during a 7 hr flight. Luggage limits are unusually small. This is unacceptable. Will NEVER fly Copa again and will tell friends and family to avoid this airline.

We paid extra with copa for seats near one another The plane was changed and we lost our seats We were all Separated. We have not received a refund for our seats despite emailing and calling.

Tell people to remain in their seats during the meal/beverage distribution. Enforce boarding by group numbers. No one was checking. Tell people to turn their electronics speakers off. Bigger cups for drinks.

Enforce the boarding process by group numbers. Tell people to stay seated during the meal/drink distribution. It took forever to get food and drinks because people would not stay out the isle and let the crew do their jobs. Everyone wanted to go to the bathroom forcing the crew to enter and leave the isle constantly so people can pass. Tell people to keep their electronics off speaker mode. No one wants to hear phone conversations and music playing.

Placed us in the last rear row of the plane so could not recline seats because of the rear wall, and also made it more of a tight space when the passenger in front reclined their seat. While understand seat assignments, every passenger should be afforded a reclining seat. The odor control scent from the restrooms was overwhelming strong. My wife and I could not deal with it, and she suffered a terrible headache as a result. I kept getting hit by the crew since I was on the ilse seat. No apologies, nothing. They made me feel like I was supposed to take the beating for a 3 hr flight.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

United has come a long way, it’s been a fantastic experience traveling with them.

This flight leg was fantastic - super comfortable and a great selection of things to watch on the TV. Staff were excellent, really above and beyond.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Excellent all round, first time flying United. App is very helpful.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Flight, food and crew were all good, friendly and very satisfactory.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Premium economy seat was decent. As always poor headphones, poor food and beverage, crew is not overly friendly

Excellent - explanations were clear staff was nice and flight was comfortable

Everything you need to know for your flight from Port of Spain to Illinois

Information on your arrival and departure airports