$308+ Cheap flights from O'Hare Intl (ORD) to Port of Spain (POS)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — POS
Nov 7 — Nov 141
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 October 8, 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 October 8, 2026.
This Air Canada deal was found by Cheapflights users on 10/3. 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 10/162:15 pm -
1 stop9h 00m
Sun 10/181:20 am -
2 stops18h 26m
Deal found 10/3![Air Canada logo]()
$632
This United Airlines deal was found by Cheapflights users on 10/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/309:15 am -
1 stop13h 03m
Fri 1/81:25 am -
1 stop10h 45m
Deal found 10/3![United Airlines logo]()
$650
This American Airlines deal was found by Cheapflights users on 10/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/87:50 pm -
1 stop17h 45m
Thu 12/104:42 pm -
1 stop18h 48m
Deal found 10/6![American Airlines logo]()
$732
This United Airlines deal was found by Cheapflights users on 10/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:29 am -
1 stop14h 49m
Sat 10/311:37 am -
1 stop10h 34m
Deal found 10/6![United Airlines logo]()
$740
This Mytrip deal was found by Cheapflights users on 10/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:40 pm -
1 stop26h 35m
Sun 10/2510:10 am -
2 stops24h 11m
Deal found 10/5![Multiple Airlines logo]()
$757
This Kiwi.com deal was found by Cheapflights users on 10/5. 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.
Tue 10/63:50 pm -
1 stop26h 40m
Tue 10/139:10 am -
2 stops27h 22m
Deal found 10/5![Multiple Airlines logo]()
$772
This American Airlines deal was found by Cheapflights users on 10/5. 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.
Tue 10/67:29 pm -
1 stop17h 39m
Tue 10/133:08 pm -
1 stop19h 22m
Deal found 10/5![American Airlines logo]()
$777
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 October 8, 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 October 8, 2026.
This Copa Airlines deal was found by Cheapflights users on 10/4. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/17:35 am -
1 stop16h 17m
Mon 2/153:36 am -
1 stop11h 10m
Deal found 10/4![Copa Airlines logo]()
$638
This United Airlines deal was found by Cheapflights users on 10/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/309:15 am -
1 stop13h 03m
Fri 1/81:25 am -
1 stop10h 45m
Deal found 10/3![United Airlines logo]()
$650
This American Airlines deal was found by Cheapflights users on 10/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/59:05 pm -
2 stops16h 05m
Sat 3/134:04 pm -
2 stops16h 21m
Deal found 10/8![American Airlines logo]()
$675
This Mytrip deal was found by Cheapflights users on 10/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:28 pm -
2 stops23h 32m
Sun 11/110:10 am -
2 stops25h 04m
Deal found 10/6![Multiple Airlines logo]()
$805
This Copa Airlines deal was found by Cheapflights users on 10/4. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/273:13 pm -
1 stop10h 07m
Fri 4/23:39 am -
1 stop22h 05m
Deal found 10/4![Copa Airlines logo]()
$674
This United Airlines deal was found by Cheapflights users on 10/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/77:30 am -
1 stop14h 48m
Tue 12/81:25 am -
1 stop10h 45m
Deal found 10/7![United Airlines logo]()
$752
This Copa Airlines deal was found by Cheapflights users on 10/6. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/13:13 pm -
1 stop10h 07m
Sun 4/43:39 am -
1 stop10h 55m
Deal found 10/6![Copa Airlines logo]()
$727
This United Airlines deal was found by Cheapflights users on 10/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/219:35 pm -
1 stop24h 43m
Fri 11/271:25 am -
1 stop10h 46m
Deal found 10/6![United Airlines logo]()
$812
This Copa Airlines deal was found by Cheapflights users on 10/5. 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.
Fri 3/193:13 pm -
1 stop10h 07m
Sun 3/283:39 am -
1 stop22h 05m
Deal found 10/5![Copa Airlines logo]()
$792
This United Airlines deal was found by Cheapflights users on 10/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/149:19 am -
1 stop12h 59m
Sat 12/191:25 am -
1 stop11h 50m
Deal found 10/6![United Airlines logo]()
$818
This United Airlines deal was found by Cheapflights users on 10/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/189:25 pm -
1 stop24h 58m
Sun 3/2812:30 am -
1 stop32h 17m
Deal found 10/5![United Airlines logo]()
$846
This United Airlines deal was found by Cheapflights users on 10/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/256:29 pm -
1 stop27h 49m
Mon 12/282:20 am -
1 stop23h 19m
Deal found 10/4![United Airlines logo]()
$849
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 October 8, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Port of Spain. Data last updated October 8, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/105:05 am -
1 stop8h 03m
Mon 10/123:08 pm -
1 stop19h 22m
Deal found 10/4![American Airlines logo]()
$827
This Air Canada deal was found by Cheapflights users on 10/3. 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 10/162:15 pm -
1 stop9h 00m
Sun 10/181:20 am -
2 stops18h 26m
Deal found 10/3![Air Canada logo]()
$632
This Mytrip deal was found by Cheapflights users on 10/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:40 pm -
1 stop26h 35m
Sun 10/2510:10 am -
2 stops24h 11m
Deal found 10/5![Multiple Airlines logo]()
$757
This United Airlines deal was found by Cheapflights users on 10/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:29 am -
1 stop14h 49m
Sat 10/311:37 am -
1 stop10h 34m
Deal found 10/6![United Airlines logo]()
$740
This Mytrip deal was found by Cheapflights users on 10/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:28 pm -
2 stops23h 32m
Sun 11/110:10 am -
2 stops25h 04m
Deal found 10/6![Multiple Airlines logo]()
$805
This United Airlines deal was found by Cheapflights users on 10/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/219:35 pm -
1 stop24h 43m
Fri 11/271:25 am -
1 stop10h 46m
Deal found 10/6![United Airlines logo]()
$812
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 October 8, 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 October 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/125:24 pm -
3 stops42h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Multiple Airlines logo]()
$308
This Kiwi.com deal was found by Cheapflights users on 10/5. 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.
Sun 11/86:00 am -
3 stops29h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Multiple Airlines logo]()
$309
This Mytrip deal was found by Cheapflights users on 10/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/47:35 pm -
2 stops21h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Multiple Airlines logo]()
$327
This Expedia deal was found by Cheapflights users on 10/5. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/48:40 pm -
1 stop26h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Air Canada logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 10/5. 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 11/67:55 am -
1 stop10h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Multiple Airlines logo]()
$354
This United Airlines deal was found by Cheapflights users on 10/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:55 am -
1 stop15h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![United Airlines logo]()
$358
This American Airlines deal was found by Cheapflights users on 10/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/187:50 pm -
1 stop17h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![American Airlines logo]()
$360
This Expedia deal was found by Cheapflights users on 10/5. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/63:40 pm -
2 stops55h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Air Canada logo]()
$363
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 October 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $638 (Copa Airlines) |
One-way from | $308 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $432 |
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 7,457,451 searches. Data last updated October 8, 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 12/12
5:24 pm-1:27 pm
3 stops42h 03m
Port of Spain Piarco Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$308
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Sun 11/8
6:55 am-12:18 am
1 stop15h 23m
Port of Spain Piarco Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$358
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Wed 11/4
4:36 pm-6:55 pm
3 stops24h 19m
Port of Spain Piarco Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$361
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Mon 12/14
6:50 am-12:18 am
1 stop15h 28m
Port of Spain Piarco Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$393
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Sun 12/13
6:10 am-1:27 pm
3 stops29h 17m
Port of Spain Piarco Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$407
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Tue 12/15
5:35 am-2:01 am
3 stops18h 26m
Port of Spain Piarco Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$428
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Wed 12/16
8:55 pm-1:00 am
1 stop26h 05m
Port of Spain Piarco Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$446
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Thu 12/17
7:05 am-1:00 am
2 stops15h 55m
Port of Spain Piarco Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$449
Quickest round-trip
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Wed 10/28
9:15 am-11:18 pm
1 stop13h 03m
Port of Spain Piarco Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$468
ChicagoPort of Spain
ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl
ORDPOS
Chicago O'Hare Intl
Mon 12/14
7:49 am-11:40 pm
2 stops13h 51m
Port of Spain Piarco Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$493
Showing 1-10 of 22 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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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’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 57% 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.
Miami (MIA) is the most affordable 1-stop option, with an average round-trip price of $594.
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 October 8, 2026.
Get a feel of what it's like to fly with United Airlines,Air Canada, 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.
Comfort
7.3
Entertainment
7.1
Overall
7.4
Boarding
7.7
Food
6.7
Crew
8.1
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Comfort
7.3
Entertainment
7.1
Overall
7.4
Boarding
7.7
Food
6.7
Crew
8.1
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Comfort
7.3
Entertainment
7.1
Overall
7.4
Boarding
7.7
Food
6.7
Crew
8.1
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Comfort
7.3
Entertainment
7.1
Overall
7.4
Boarding
7.7
Food
6.7
Crew
8.1
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
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 October 8, 2026.
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Browse through other flights departing from O'Hare Intl. Flights are based on user searches made on Cheapflights and were last updated on October 8, 2026.
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Check out other popular destinations found by fellow travelers in 2026
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 October 8, 2026.
Top 3 airlines flying from O'Hare Intl to Port of Spain
Discover the top 3 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 7,457,451 searches. Data last updated October 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$317 | Average$443 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$578 | Average$759 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$623 | Average$739 | FlexibilityNo cancel fee | On-time71% |