$217+ Cheap flights from Trinidad to O'Hare Intl (ORD)
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 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
POS — ORD
Mar 7 — Mar 141
1 adult, Economy
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Find cheap flights from Trinidad to O'Hare Intl 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
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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 Trinidad to O'Hare Intl
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Best
Last-minute
One-way
Cheapest flights from Trinidad to O'Hare IntlExplore the most affordable flight options available from Trinidad to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 5, 2026.
Explore the most affordable flight options available from Trinidad to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 5, 2026.
This Flysmarter deal was found by Cheapflights users on 2/3. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/101:20 am
POS
- ORD
2 stops18h 32m
Air Canada
Wed 3/188:40 pm
ORD
- POS
1 stop26h 40m
Air Canada
Deal found 2/3![Air Canada logo]()
$348
This Priceline deal was found by Cheapflights users on 2/4. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/132:20 am
POS
- ORD
1 stop14h 50m
Air Canada
Wed 2/188:40 pm
ORD
- POS
1 stop26h 40m
Air Canada
Deal found 2/4![Air Canada logo]()
$383
This Gotogate deal was found by Cheapflights users on 2/2. 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.
Tue 3/241:20 am
POS
- ORD
2 stops38h 35m
Air Canada
Sat 4/116:40 pm
ORD
- POS
1 stop28h 40m
Air Canada
Deal found 2/2![Air Canada logo]()
$386
This Priceline deal was found by Cheapflights users on 2/4. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/39:05 am
POS
- ORD
2 stops26h 05m
Multiple Airlines
Sat 3/78:40 pm
ORD
- POS
1 stop25h 40m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$433
This Priceline deal was found by Cheapflights users on 2/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/191:20 am
POS
- ORD
1 stop9h 30m
Air Canada
Fri 3/271:55 pm
ORD
- POS
1 stop9h 25m
Air Canada
Deal found 2/1![Air Canada logo]()
$466
This Mytrip deal was found by Cheapflights users on 2/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/201:20 am
POS
- ORD
1 stop12h 41m
Air Canada
Sat 3/288:40 pm
ORD
- POS
1 stop26h 40m
Air Canada
Deal found 2/4![Air Canada logo]()
$473
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 5/149:10 am
POS
- ORD
1 stop15h 49m
Multiple Airlines
Tue 5/196:31 am
ORD
- POS
2 stops30h 59m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$481
Best flights from Trinidad to O'Hare IntlDiscover carefully curated flight deals from Trinidad to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 5, 2026.
Discover carefully curated flight deals from Trinidad to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 5, 2026.
This Air Canada deal was found by Cheapflights users on 2/3. 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.
Tue 3/101:20 am
POS
- ORD
1 stop14h 50m
Air Canada
Wed 3/188:40 pm
ORD
- POS
1 stop26h 40m
Air Canada
Deal found 2/3![Air Canada logo]()
$363
This Priceline deal was found by Cheapflights users on 2/4. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/39:05 am
POS
- ORD
2 stops26h 05m
Multiple Airlines
Sat 3/78:40 pm
ORD
- POS
1 stop25h 40m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$433
This Gotogate deal was found by Cheapflights users on 2/2. 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.
Tue 3/241:20 am
POS
- ORD
2 stops38h 35m
Air Canada
Sat 4/116:40 pm
ORD
- POS
1 stop28h 40m
Air Canada
Deal found 2/2![Air Canada logo]()
$386
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 5/149:10 am
POS
- ORD
1 stop15h 49m
Multiple Airlines
Tue 5/196:31 am
ORD
- POS
2 stops30h 59m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$481
This Priceline deal was found by Cheapflights users on 2/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/191:20 am
POS
- ORD
2 stops18h 32m
Air Canada
Fri 3/271:55 pm
ORD
- POS
1 stop9h 25m
Air Canada
Deal found 2/1![Air Canada logo]()
$466
This Mytrip deal was found by Cheapflights users on 2/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/201:20 am
POS
- ORD
1 stop12h 41m
Air Canada
Sat 3/288:40 pm
ORD
- POS
1 stop26h 40m
Air Canada
Deal found 2/4![Air Canada logo]()
$473
Last-minute flights from Trinidad to O'Hare IntlDiscover last-minute flight deals from Trinidad to O'Hare Intl. Data last updated February 5, 2026 and is based on user searches.
Discover last-minute flight deals from Trinidad to O'Hare Intl. Data last updated February 5, 2026 and is based on user searches.
This Priceline deal was found by Cheapflights users on 2/4. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/132:20 am
POS
- ORD
1 stop14h 50m
Air Canada
Wed 2/188:40 pm
ORD
- POS
1 stop26h 40m
Air Canada
Deal found 2/4![Air Canada logo]()
$383
This Priceline deal was found by Cheapflights users on 2/4. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/39:05 am
POS
- ORD
2 stops26h 05m
Multiple Airlines
Sat 3/78:40 pm
ORD
- POS
1 stop25h 40m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$433
This Flysmarter deal was found by Cheapflights users on 2/3. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/101:20 am
POS
- ORD
2 stops18h 32m
Air Canada
Wed 3/188:40 pm
ORD
- POS
1 stop26h 40m
Air Canada
Deal found 2/3![Air Canada logo]()
$348
This Priceline deal was found by Cheapflights users on 2/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/191:20 am
POS
- ORD
1 stop9h 30m
Air Canada
Fri 3/271:55 pm
ORD
- POS
1 stop9h 25m
Air Canada
Deal found 2/1![Air Canada logo]()
$466
This Mytrip deal was found by Cheapflights users on 2/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/201:20 am
POS
- ORD
1 stop12h 41m
Air Canada
Sat 3/288:40 pm
ORD
- POS
1 stop26h 40m
Air Canada
Deal found 2/4![Air Canada logo]()
$473
This Gotogate deal was found by Cheapflights users on 2/2. 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.
Tue 3/241:20 am
POS
- ORD
2 stops38h 35m
Air Canada
Sat 4/116:40 pm
ORD
- POS
1 stop28h 40m
Air Canada
Deal found 2/2![Air Canada logo]()
$386
One-way flights from Trinidad to O'Hare IntlSearch for one-way flight options from Trinidad to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated February 5, 2026.
Search for one-way flight options from Trinidad to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated February 5, 2026.
This Air Canada deal was found by Cheapflights users on 2/3. 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.
Tue 3/171:20 am
POS
- ORD
1 stop12h 41m
Air Canada
Deal found 2/3![Air Canada logo]()
$217
This Air Canada deal was found by Cheapflights users on 2/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/71:20 am
POS
- ORD
2 stops35h 57m
Air Canada
Deal found 2/4![Air Canada logo]()
$223
This Mytrip deal was found by Cheapflights users on 2/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/171:20 am
POS
- ORD
3 stops24h 02m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/79:10 am
POS
- ORD
1 stop25h 40m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/910:10 am
POS
- ORD
2 stops13h 34m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$408
This United Airlines deal was found by Cheapflights users on 2/3. 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.
Sat 6/1312:30 am
POS
- ORD
1 stop23h 45m
United Airlines
Deal found 2/3![United Airlines logo]()
$434
Find flight deals from Trinidad to O'Hare Intl
Keep the following information in mind while searching for Trinidad to O'Hare Intl flight deals. Data was last updated February 5, 2026.
Round-trip from | $348 (Flysmarter) |
|---|---|
One-way from | $217 (Air Canada) |
Cheapflights Fare Finder
Customize your flight search to find flights from Trinidad to O'Hare Intl 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 February 5, 2026.
Use the filters below to find and compare flights from Trinidad to Chicago O'Hare Intl Airport that are best for you.
Fly from
Trinidad
Fly to
O'Hare Intl
Route
Depart
Return
Price
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Tue 3/10
1:20 am-3:10 pm
1 stop14h 50m
Chicago O'Hare Intl
Wed 3/18
8:40 pm-12:20 am
1 stop26h 40m
$363
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Tue 3/24
1:20 am-2:55 pm
2 stops38h 35m
Chicago O'Hare Intl
Sat 4/11
6:40 pm-12:20 am
1 stop28h 40m
$386
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Tue 3/3
9:05 am-9:10 am
2 stops26h 05m
Chicago O'Hare Intl
Sat 3/7
8:40 pm-12:20 am
1 stop25h 40m
$433
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Thu 3/19
1:20 am-6:52 pm
2 stops18h 32m
Chicago O'Hare Intl
Fri 3/27
1:55 pm-12:20 am
1 stop9h 25m
$466
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Fri 3/20
1:20 am-1:01 pm
1 stop12h 41m
Chicago O'Hare Intl
Sat 3/28
8:40 pm-12:20 am
1 stop26h 40m
$473
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Thu 5/14
9:10 am-11:59 pm
1 stop15h 49m
Chicago O'Hare Intl
Tue 5/19
6:31 am-2:30 pm
2 stops30h 59m
$481
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Tue 3/17
1:20 am-1:01 pm
1 stop12h 41m
$217
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Tue 4/7
1:20 am-12:17 pm
2 stops35h 57m
$223
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Tue 3/17
1:20 am-12:22 am
3 stops24h 02m
$297
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Tue 4/7
9:10 am-9:50 am
1 stop25h 40m
$349
Showing 1-10 of 11 results
Best time to book a flight from Trinidad to O'Hare Intl
Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Trinidad with our price prediction graph.
POS-ORD
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 Trinidad to Chicago O'Hare Intl Airport
zzLAZ-ORD
POS-ORD
What is the cheapest month to book a flight from Trinidad to Chicago O'Hare Intl Airport?
Currently, December is the cheapest month in which you can book a flight from Trinidad to Chicago O'Hare Intl Airport (average of $304). Flying from Trinidad to Chicago O'Hare Intl Airport in April is currently the most expensive (average of $632). 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.
Reviews of airlines servicing O'Hare Intl
Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated February 5, 2026.
See what other customers who have flown with Copa Airlines, United Airlines, and American Airlines from Trinidad to Chicago O'Hare Intl Airport have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.1
Entertainment
6.8
Overall
7.5
Food
6.8
Comfort
7.4
Boarding
7.8
Reviews
1 / 20
2.0
MediocreMaria,Dec 2025
PTY - SLA
Crew
8.1
Entertainment
6.8
Overall
7.5
Food
6.8
Comfort
7.4
Boarding
7.8
Reviews
1 / 20
2.0
MediocreMaria,Dec 2025
PTY - SLA
Crew
8.1
Entertainment
6.8
Overall
7.5
Food
6.8
Comfort
7.4
Boarding
7.8
Reviews
1 / 20
2.0
MediocreMaria,Dec 2025
PTY - SLA
Crew
8.1
Entertainment
6.8
Overall
7.5
Food
6.8
Comfort
7.4
Boarding
7.8
Reviews
1 / 20
2.0
MediocreMaria,Dec 2025
PTY - SLA
Related info for your journey
Find useful and relevant information for your journey from Trinidad to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago O'Hare Intl Airport?
Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locationsSchaumburg
Rosemont
Naperville
Gurnee
Elgin
Hoffman Estates
Beloit
Delavan
Oak Brook
Des Plaines
Downers Grove
Elk Grove Village
Skokie
Libertyville
Lake Geneva
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Kenosha
Warrenville
Aurora
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Other flights to O'Hare Intl
Explore flights to O'Hare Intl departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on February 5, 2026.
Trinidad and O'Hare Intl flights
Browse other Trinidad and O'Hare Intl flight options. Last updated on February 5, 2026.
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Top 3 airlines flying from Trinidad to O'Hare Intl
Discover the top 3 airlines that operate flights from Trinidad to O'Hare Intl. 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 February 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$290 | Average$706 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$299 | Average$374 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$562 | Average$698 | FlexibilityNo cancel fee | On-time71% |