$250+ Cheap flights from O'Hare Intl (ORD) to Port of Spain (POS)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/19. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — POS
Sep 8 — Sep 151
Round-trip
1 adult, Economy
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Find cheap flights from O'Hare Intl to Port of Spain with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from O'Hare Intl to Port of Spain
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Best
Last-minute
One-way
Cheapest flights from O'Hare Intl to Port of SpainExplore the most affordable flight options available from O'Hare Intl to Port of Spain. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 9, 2026.
Explore the most affordable flight options available from O'Hare Intl to Port of Spain. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 9, 2026.
This Travelocity deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:00 am -
1 stop11h 35m
Tue 9/18:00 pm -
1 stop13h 43m
Deal found 8/4![JetBlue logo]()
$472
This Kiwi.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:11 am -
1 stop11h 49m
Fri 10/210:10 am -
1 stop30h 10m
Deal found 8/5![Multiple Airlines logo]()
$509
This Orbitz deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:50 pm -
1 stop26h 25m
Sat 8/298:00 pm -
1 stop13h 52m
Deal found 8/7![Multiple Airlines logo]()
$527
This Gotogate deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/193:45 pm -
1 stop31h 30m
Fri 9/251:20 am -
1 stop14h 35m
Deal found 8/5![Air Canada logo]()
$530
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:11 am -
1 stop11h 49m
Fri 9/2510:10 am -
1 stop30h 10m
Deal found 8/8![Multiple Airlines logo]()
$536
This Travelocity deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:21 pm -
2 stops28h 54m
Tue 9/18:00 pm -
1 stop13h 43m
Deal found 8/4![Multiple Airlines logo]()
$543
This Kiwi.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:11 am -
1 stop11h 49m
Sun 10/49:10 am -
2 stops40h 13m
Deal found 8/5![Multiple Airlines logo]()
$548
This Kiwi.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:11 am -
1 stop11h 49m
Fri 10/210:10 am -
1 stop30h 10m
Deal found 8/5![Multiple Airlines logo]()
$549
This Orbitz deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:40 pm -
1 stop26h 35m
Fri 10/21:20 am -
1 stop14h 35m
Deal found 8/5![Air Canada logo]()
$555
Best flights from O'Hare Intl to Port of SpainDiscover carefully curated flight deals from O'Hare Intl to Port of Spain that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 9, 2026.
Discover carefully curated flight deals from O'Hare Intl to Port of Spain that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 9, 2026.
This Orbitz deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:50 pm -
1 stop26h 25m
Sat 8/298:00 pm -
1 stop13h 52m
Deal found 8/7![Multiple Airlines logo]()
$527
This Gotogate deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/193:45 pm -
1 stop31h 30m
Fri 9/251:20 am -
1 stop14h 35m
Deal found 8/5![Air Canada logo]()
$530
This Copa Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/143:20 pm -
1 stop9h 27m
Tue 9/293:50 am -
1 stop11h 09m
Deal found 8/5![Copa Airlines logo]()
$568
This American Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:55 pm -
2 stops16h 11m
Sat 9/263:06 pm -
2 stops17h 36m
Deal found 8/5![American Airlines logo]()
$572
This Kiwi.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:11 am -
1 stop11h 49m
Fri 10/210:10 am -
1 stop30h 10m
Deal found 8/5![Multiple Airlines logo]()
$549
This Air Canada deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/258:45 am -
2 stops14h 30m
Fri 10/21:20 am -
2 stops14h 32m
Deal found 8/5![Air Canada logo]()
$562
This Justfly.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/289:55 am -
1 stop13h 20m
Sun 10/111:20 am -
1 stop13h 03m
Deal found 8/7![Air Canada logo]()
$567
This FlightHub deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:50 pm -
1 stop26h 25m
Mon 8/318:00 pm -
1 stop13h 43m
Deal found 8/6![Multiple Airlines logo]()
$573
This FlightHub deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:50 pm -
1 stop26h 25m
Fri 8/288:00 pm -
1 stop13h 46m
Deal found 8/7![Multiple Airlines logo]()
$573
Last-minute flights from O'Hare Intl to Port of SpainDiscover last-minute flight deals from O'Hare Intl to Port of Spain. Data last updated August 9, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Port of Spain. Data last updated August 9, 2026 and is based on user searches.
This Orbitz deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:50 pm -
1 stop26h 25m
Sat 8/298:00 pm -
1 stop13h 52m
Deal found 8/7![Multiple Airlines logo]()
$527
This Travelocity deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:00 am -
1 stop11h 35m
Tue 9/18:00 pm -
1 stop13h 43m
Deal found 8/4![JetBlue logo]()
$472
This Travelocity deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:21 pm -
2 stops28h 54m
Tue 9/18:00 pm -
1 stop13h 43m
Deal found 8/4![Multiple Airlines logo]()
$543
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:11 am -
1 stop11h 49m
Fri 9/2510:10 am -
1 stop30h 10m
Deal found 8/8![Multiple Airlines logo]()
$536
This Gotogate deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/193:45 pm -
1 stop31h 30m
Fri 9/251:20 am -
1 stop14h 35m
Deal found 8/5![Air Canada logo]()
$530
This Kiwi.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:11 am -
1 stop11h 49m
Fri 10/210:10 am -
1 stop30h 10m
Deal found 8/5![Multiple Airlines logo]()
$509
This Kiwi.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:11 am -
1 stop11h 49m
Sun 10/49:10 am -
2 stops40h 13m
Deal found 8/5![Multiple Airlines logo]()
$548
This Orbitz deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:40 pm -
1 stop26h 35m
Fri 10/21:20 am -
1 stop14h 35m
Deal found 8/5![Air Canada logo]()
$555
This Kiwi.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:11 am -
1 stop11h 49m
Fri 10/210:10 am -
1 stop30h 10m
Deal found 8/5![Multiple Airlines logo]()
$549
One-way flights from O'Hare Intl to Port of SpainSearch for one-way flight options from O'Hare Intl to Port of Spain. Find affordable one-way fares based on user searches. Data last updated August 9, 2026.
Search for one-way flight options from O'Hare Intl to Port of Spain. Find affordable one-way fares based on user searches. Data last updated August 9, 2026.
This Flightnetwork deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:40 pm -
1 stop26h 35m
Deal found 8/5![Air Canada logo]()
$250
This American Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:10 pm -
2 stops16h 56m
Deal found 8/5![American Airlines logo]()
$370
Find flight deals from O'Hare Intl to Port of Spain
Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Port of Spain (POS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $472 (Travelocity) |
One-way from | $250 (Flightnetwork) |
Popular in | February |
Cheapest in | November |
Average price | $589 |
Cheapflights Fare Finder
Customize your flight search to find flights from O'Hare Intl to Port of Spain that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 9, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Port of Spain that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Sat 8/22
8:50 pm-12:15 am
1 stop26h 25m
Port of Spain Piarco Intl
Sat 8/29
8:00 pm-8:52 am
1 stop13h 52m
$527
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Sat 9/19
3:45 pm-12:15 am
1 stop31h 30m
Port of Spain Piarco Intl
Fri 9/25
1:20 am-2:55 pm
1 stop14h 35m
$530
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Fri 9/25
7:11 am-8:00 pm
1 stop11h 49m
Port of Spain Piarco Intl
Fri 10/2
10:10 am-3:20 pm
1 stop30h 10m
$549
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Fri 9/25
8:45 am-12:15 am
2 stops14h 30m
Port of Spain Piarco Intl
Fri 10/2
1:20 am-2:52 pm
2 stops14h 32m
$562
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Mon 9/28
9:55 am-12:15 am
1 stop13h 20m
Port of Spain Piarco Intl
Sun 10/11
1:20 am-1:23 pm
1 stop13h 03m
$567
Quickest round-trip
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Mon 9/14
3:20 pm-1:47 am
1 stop9h 27m
Port of Spain Piarco Intl
Tue 9/29
3:50 am-1:59 pm
1 stop11h 09m
$568
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Sat 9/19
8:55 pm-2:06 pm
2 stops16h 11m
Port of Spain Piarco Intl
Sat 9/26
3:06 pm-7:42 am
2 stops17h 36m
$572
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Sat 8/22
8:50 pm-12:15 am
1 stop26h 25m
Port of Spain Piarco Intl
Mon 8/31
8:00 pm-8:43 am
1 stop13h 43m
$573
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Sat 8/22
8:50 pm-12:15 am
1 stop26h 25m
Port of Spain Piarco Intl
Fri 8/28
8:00 pm-8:46 am
1 stop13h 46m
$573
Cheapest one-way
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Sat 9/19
8:40 pm-12:15 am
1 stop26h 35m
$250
Showing 1-10 of 11 resultsSorted by cheapest first
Compare providers for flights from O'Hare Intl to Port of Spain
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to Port of Spain in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Port of Spain flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-Port of Spain flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Port of Spain flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Port of Spain flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-Port of Spain flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from O'Hare Intl to Port of Spain
Have a flexible travel schedule? Discover the best time to fly to Port of Spain from O'Hare Intl with our price prediction graph.
ORD-POS
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago O'Hare Intl Airport to Port of Spain
Prices
More
What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Port of Spain?
Currently, November is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Port of Spain (average of $443). Flying from Chicago O'Hare Intl Airport to Port of Spain in February is currently the most expensive (average of $948). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Chicago O'Hare Intl Airport to Port of Spain?
Airfare is below average for this route at the moment.
Chicago O'Hare Intl Airport to Port of Spain flights typically cost between $548 and $657 in August.The cheapest round-trip price found within the last 5 days was $472 on JetBlue (Aug 25-Sep 1).
What’s the top layover airport for flights from Chicago O'Hare Intl Airport to Port of Spain?
Share of 1-stop round-trip flights from Chicago O'Hare Intl Airport to Port of Spain chosen by Cheapflights users in the past 12 months, using the same layover each way.
Miami (MIA) – chosen by Cheapflights users on 50% of 1-stop itineraries from Chicago O'Hare Intl Airport to Port of Spain on Cheapflights.
What’s the cheapest layover airport for flights from Chicago O'Hare Intl Airport to Port of Spain?
Average round-trip fare for 1-stop flights from Chicago O'Hare Intl Airport to Port of Spain, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Toronto (YYZ) is the most affordable 1-stop option, with an average round-trip price of $432.
What’s the fastest layover option from Chicago O'Hare Intl Airport to Port of Spain?
Shortest average travel time for 1-stop one-way flights from Chicago O'Hare Intl Airport to Port of Spain, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Miami (MIA) have the shortest average one-way travel time for 1-stop routes: 8h 03m.
Which airport typically offers the quickest layover for flights from Chicago O'Hare Intl Airport to Port of Spain?
Average layover duration for 1-stop one-way flights from Chicago O'Hare Intl Airport to Port of Spain, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Houston (IAH) offer the fastest connection on this route, with an average layover time of 1h 27m.
Reviews of airlines servicing Port of Spain
Get insights into the airlines that provide service to Port of Spain. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Port of Spain. Reviews last updated August 9, 2026.
Get a feel of what it's like to fly with Copa Airlines,United Airlines, andAmerican Airlines from Chicago O'Hare Intl Airport to Port of Spain by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
6.8
Overall
7.6
Boarding
7.8
Comfort
7.4
Crew
8.1
Food
6.9
Reviews
1 / 20
2.0
MediocreAnonymous,Jul 2026
BOS - PTY
Entertainment
6.8
Overall
7.6
Boarding
7.8
Comfort
7.4
Crew
8.1
Food
6.9
Reviews
1 / 20
2.0
MediocreAnonymous,Jul 2026
BOS - PTY
Entertainment
6.8
Overall
7.6
Boarding
7.8
Comfort
7.4
Crew
8.1
Food
6.9
Reviews
1 / 20
2.0
MediocreAnonymous,Jul 2026
BOS - PTY
Entertainment
6.8
Overall
7.6
Boarding
7.8
Comfort
7.4
Crew
8.1
Food
6.9
Reviews
1 / 20
2.0
MediocreAnonymous,Jul 2026
BOS - PTY
Entertainment
6.8
Overall
7.6
Boarding
7.8
Comfort
7.4
Crew
8.1
Food
6.9
Reviews
1 / 20
2.0
MediocreAnonymous,Jul 2026
BOS - PTY
Related info for your journey
Find useful and relevant information for your journey from O'Hare Intl to Port of Spain. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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O'Hare Intl and Port of Spain flights
Browse other O'Hare Intl and Port of Spain flight options. Last updated on August 9, 2026.
Other flights from O'Hare Intl
Browse through other flights departing from O'Hare Intl. Flights are based on user searches made on Cheapflights and were last updated on August 9, 2026.
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Other flights to Port of Spain
Explore flights to Port of Spain departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 9, 2026.
Top 4 airlines flying from O'Hare Intl to Port of Spain
Discover the top 4 airlines that operate flights from O'Hare Intl to Port of Spain. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$285 | Average$627 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$317 | Average$515 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$548 | Average$739 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$548 | Average$706 | FlexibilityNo cancel fee | On-time69% |