$258+ Cheap flights from Trinidad and Tobago 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 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
POS — ORD
May 10 — May 171
Round-trip
1 adult, Economy
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Find cheap flights from Trinidad and Tobago 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 and Tobago to O'Hare Intl
Cheapest
Best
Last-minute
One-way
Cheapest flights from Trinidad and Tobago to O'Hare IntlExplore the most affordable flight options available from Trinidad and Tobago to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 10, 2026.
Explore the most affordable flight options available from Trinidad and Tobago to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 10, 2026.
This Copa Airlines deal was found by Cheapflights users on 4/7. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/172:17 pm
POS
- ORD
1 stop11h 56m
Copa Airlines
Sun 4/263:05 pm
ORD
- POS
1 stop9h 35m
Copa Airlines
Deal found 4/7![Copa Airlines logo]()
$417
This Air Canada deal was found by Cheapflights users on 4/6. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/161:20 am
POS
- ORD
2 stops14h 35m
Air Canada
Sun 4/269:05 am
ORD
- POS
1 stop14h 15m
Air Canada
Deal found 4/6![Air Canada logo]()
$451
This Kiwi.com deal was found by Cheapflights users on 4/5. 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 5/810:10 am
POS
- ORD
1 stop14h 49m
Multiple Airlines
Mon 5/119:20 am
ORD
- POS
1 stop8h 35m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$499
This Kiwi.com deal was found by Cheapflights users on 4/8. 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.
Fri 5/229:10 am
POS
- ORD
1 stop15h 46m
Multiple Airlines
Fri 5/291:50 pm
ORD
- POS
2 stops28h 05m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$504
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 5/249:10 am
POS
- ORD
1 stop15h 46m
Multiple Airlines
Sun 5/314:05 pm
ORD
- POS
2 stops26h 55m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$554
Best flights from Trinidad and Tobago to O'Hare IntlDiscover carefully curated flight deals from Trinidad and Tobago to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 10, 2026.
Discover carefully curated flight deals from Trinidad and Tobago to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/5. 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 5/810:10 am
POS
- ORD
2 stops22h 45m
Multiple Airlines
Mon 5/119:20 am
ORD
- POS
1 stop8h 35m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$542
This United Airlines deal was found by Cheapflights users on 4/5. 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.
Tue 5/512:30 am
POS
- ORD
1 stop11h 25m
United Airlines
Sun 5/105:30 am
ORD
- POS
1 stop16h 53m
United Airlines
Deal found 4/5![United Airlines logo]()
$692
This FlightHub deal was found by Cheapflights users on 4/5. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/62:46 pm
POS
- ORD
2 stops19h 13m
JetBlue
Sun 5/106:00 am
ORD
- POS
2 stops30h 36m
JetBlue
Deal found 4/5![JetBlue logo]()
$695
This American Airlines deal was found by Cheapflights users on 4/6. 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.
Fri 5/227:00 am
POS
- ORD
2 stops15h 39m
American Airlines
Tue 6/235:00 am
ORD
- POS
1 stop17h 01m
American Airlines
Deal found 4/6![American Airlines logo]()
$697
This Travelocity deal was found by Cheapflights users on 4/5. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/31:25 am
POS
- ORD
1 stop13h 00m
Multiple Airlines
Mon 5/117:20 am
ORD
- POS
2 stops29h 16m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$566
This United Airlines deal was found by Cheapflights users on 4/5. 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 5/2112:30 am
POS
- ORD
1 stop11h 31m
United Airlines
Tue 6/235:30 am
ORD
- POS
1 stop16h 53m
United Airlines
Deal found 4/5![United Airlines logo]()
$692
This Priceline deal was found by Cheapflights users on 4/7. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/221:25 am
POS
- ORD
2 stops18h 22m
Multiple Airlines
Sat 5/301:56 pm
ORD
- POS
2 stops23h 35m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$633
This United Airlines deal was found by Cheapflights users on 4/5. 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.
Tue 5/1912:30 am
POS
- ORD
1 stop25h 15m
United Airlines
Wed 5/2712:40 pm
ORD
- POS
1 stop9h 43m
United Airlines
Deal found 4/5![United Airlines logo]()
$692
This Priceline deal was found by Cheapflights users on 4/5. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/171:25 am
POS
- ORD
2 stops18h 33m
Multiple Airlines
Mon 5/258:30 pm
ORD
- POS
2 stops17h 44m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$650
Last-minute flights from Trinidad and Tobago to O'Hare IntlDiscover last-minute flight deals from Trinidad and Tobago to O'Hare Intl. Data last updated April 10, 2026 and is based on user searches.
Discover last-minute flight deals from Trinidad and Tobago to O'Hare Intl. Data last updated April 10, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 4/6. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/161:20 am
POS
- ORD
2 stops14h 35m
Air Canada
Sun 4/269:05 am
ORD
- POS
1 stop14h 15m
Air Canada
Deal found 4/6![Air Canada logo]()
$451
This Copa Airlines deal was found by Cheapflights users on 4/7. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/172:17 pm
POS
- ORD
1 stop11h 56m
Copa Airlines
Sun 4/263:05 pm
ORD
- POS
1 stop9h 35m
Copa Airlines
Deal found 4/7![Copa Airlines logo]()
$417
This Kiwi.com deal was found by Cheapflights users on 4/5. 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 5/810:10 am
POS
- ORD
1 stop14h 49m
Multiple Airlines
Mon 5/119:20 am
ORD
- POS
1 stop8h 35m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$499
This Kiwi.com deal was found by Cheapflights users on 4/8. 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.
Fri 5/229:10 am
POS
- ORD
1 stop15h 46m
Multiple Airlines
Fri 5/291:50 pm
ORD
- POS
2 stops28h 05m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$504
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 5/249:10 am
POS
- ORD
1 stop15h 46m
Multiple Airlines
Sun 5/314:05 pm
ORD
- POS
2 stops26h 55m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$554
One-way flights from Trinidad and Tobago to O'Hare IntlSearch for one-way flight options from Trinidad and Tobago to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated April 10, 2026.
Search for one-way flight options from Trinidad and Tobago to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated April 10, 2026.
This Mytrip deal was found by Cheapflights users on 4/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2810:10 am
POS
- ORD
1 stop14h 05m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$258
This Kiwi.com deal was found by Cheapflights users on 4/5. 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 5/1010:10 am
POS
- ORD
1 stop23h 12m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 4/5. 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.
Wed 5/209:10 am
POS
- ORD
2 stops23h 41m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 4/5. 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.
Sat 5/99:10 am
POS
- ORD
2 stops28h 44m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$294
This Orbitz deal was found by Cheapflights users on 4/5. 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.
Fri 5/81:25 am
POS
- ORD
1 stop13h 00m
Air Canada
Deal found 4/5![Air Canada logo]()
$346
This Air Canada deal was found by Cheapflights users on 4/7. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/291:25 am
POS
- ORD
2 stops14h 28m
Air Canada
Deal found 4/7![Air Canada logo]()
$350
Find flight deals from Trinidad and Tobago to O'Hare Intl
Keep the following information in mind while searching for Trinidad and Tobago to O'Hare Intl flight deals. Data was last updated April 10, 2026.
Round-trip from | $499 (Kiwi.com) |
|---|---|
One-way from | $258 (Mytrip) |
Cheapflights Fare Finder
Customize your flight search to find flights from Trinidad and Tobago 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 April 10, 2026.
Use the filters below to find and compare flights from Trinidad and Tobago to Chicago O'Hare Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Fri 5/8
10:10 am-7:55 am
2 stops22h 45m
Chicago O'Hare Intl
Mon 5/11
9:20 am-6:55 pm
1 stop8h 35m
$542
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Sun 5/3
1:25 am-1:25 pm
1 stop13h 00m
Chicago O'Hare Intl
Mon 5/11
7:20 am-1:36 pm
2 stops29h 16m
$566
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Fri 5/22
1:25 am-6:47 pm
2 stops18h 22m
Chicago O'Hare Intl
Sat 5/30
1:56 pm-2:31 pm
2 stops23h 35m
$633
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Sun 5/17
1:25 am-6:58 pm
2 stops18h 33m
Chicago O'Hare Intl
Mon 5/25
8:30 pm-3:14 pm
2 stops17h 44m
$650
Quickest round-trip
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Tue 5/5
12:30 am-10:55 am
1 stop11h 25m
Chicago O'Hare Intl
Sun 5/10
5:30 am-11:23 pm
1 stop16h 53m
$692
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Thu 5/21
12:30 am-11:01 am
1 stop11h 31m
Chicago O'Hare Intl
Tue 6/23
5:30 am-11:23 pm
1 stop16h 53m
$692
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Tue 5/19
12:30 am-12:45 am
1 stop25h 15m
Chicago O'Hare Intl
Wed 5/27
12:40 pm-11:23 pm
1 stop9h 43m
$692
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Wed 5/6
2:46 pm-8:59 am
2 stops19h 13m
Chicago O'Hare Intl
Sun 5/10
6:00 am-1:36 pm
2 stops30h 36m
$695
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Fri 5/22
7:00 am-9:39 pm
2 stops15h 39m
Chicago O'Hare Intl
Tue 6/23
5:00 am-11:01 pm
1 stop17h 01m
$697
Cheapest one-way
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Thu 5/28
10:10 am-11:15 pm
1 stop14h 05m
$258
Showing 1-10 of 18 resultsSorted by cheapest first
Best time to book a flight from Trinidad and Tobago to O'Hare Intl
Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Trinidad and Tobago 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 and Tobago to Chicago O'Hare Intl Airport
TT0-ORD
POS-ORD
What is the cheapest month to book a flight from Trinidad and Tobago to Chicago O'Hare Intl Airport?
Currently, December is the cheapest month in which you can book a flight from Trinidad and Tobago to Chicago O'Hare Intl Airport (average of $304). Flying from Trinidad and Tobago to Chicago O'Hare Intl Airport in April is currently the most expensive (average of $998). 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 April 10, 2026.
Get a feel of what it's like to fly with Copa Airlines,United Airlines, andAmerican Airlines from Trinidad and Tobago to Chicago O'Hare Intl Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.7
Comfort
7.4
Food
6.8
Overall
7.5
Entertainment
6.8
Crew
8.1
Reviews
1 / 20
2.0
MediocreKaterine,Mar 2026
LAX - PTY
Boarding
7.7
Comfort
7.4
Food
6.8
Overall
7.5
Entertainment
6.8
Crew
8.1
Reviews
1 / 20
2.0
MediocreKaterine,Mar 2026
LAX - PTY
Boarding
7.7
Comfort
7.4
Food
6.8
Overall
7.5
Entertainment
6.8
Crew
8.1
Reviews
1 / 20
2.0
MediocreKaterine,Mar 2026
LAX - PTY
Boarding
7.7
Comfort
7.4
Food
6.8
Overall
7.5
Entertainment
6.8
Crew
8.1
Reviews
1 / 20
2.0
MediocreKaterine,Mar 2026
LAX - PTY
Boarding
7.7
Comfort
7.4
Food
6.8
Overall
7.5
Entertainment
6.8
Crew
8.1
Reviews
1 / 20
2.0
MediocreKaterine,Mar 2026
LAX - PTY
Related info for your journey
Find useful and relevant information for your journey from Trinidad and Tobago 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
Lake Geneva
Gurnee
Hoffman Estates
Naperville
Delavan
Downers Grove
Des Plaines
Elgin
Oakbrook Terrace
Oak Brook
South Holland
Elk Grove Village
Libertyville
Warrenville
Bridgeview
Beloit
Great Lakes
Lansing
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Complete your trip to O'Hare Intl by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Trinidad and Tobago to O'Hare Intl, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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 April 10, 2026.
Trinidad and Tobago and O'Hare Intl flights
Browse other Trinidad and Tobago and O'Hare Intl flight options. Last updated on April 10, 2026.
Popular flight searches
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Top 4 airlines flying from Trinidad and Tobago to O'Hare Intl
Discover the top 4 airlines that operate flights from Trinidad and Tobago 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 April 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$299 | Average$374 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$322 | Average$506 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$559 | Average$792 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$562 | Average$698 | FlexibilityNo cancel fee | On-time71% |