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Cheap flights from Trinidad to Chicago (CHI) from $464

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 10/15. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
POS — CHI
May 13 — May 201
From?
To?
Mon 5/13
Mon 5/20
1 adult, Economy
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When is the cheapest time to fly from Trinidad to Chicago (LAZ - CHI)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Trinidad to Chicago as you normally would.

Cheap United Airlines flights from Trinidad to Chicago

Explore cheap flight options specifically provided by United Airlines for the route between Trinidad and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.
Take a peek at the cheapest United Airlines flights we've detected traveling from Trinidad to Chicago. Come back soon if you're not finding the exact deal you're looking for.
Tue 10/1512:30 amPOS - ORD
1 stop10h 37mUnited Airlines
Thu 10/2410:35 amORD - POS
1 stop11h 48mUnited Airlines
Deal found 5/8$464
Tue 10/1512:30 amPOS - ORD
1 stop24h 42mUnited Airlines
Tue 10/294:05 pmORD - POS
1 stop30h 18mUnited Airlines
Deal found 5/8$481
Fri 10/1812:30 amPOS - ORD
1 stop11h 52mUnited Airlines
Thu 10/247:35 amORD - POS
1 stop14h 48mUnited Airlines
Deal found 5/8$484
Fri 10/1812:30 amPOS - ORD
1 stop13h 07mUnited Airlines
Wed 10/234:46 pmORD - POS
1 stop29h 37mUnited Airlines
Deal found 5/8$500
Sat 10/1912:30 amPOS - ORD
1 stop10h 37mUnited Airlines
Thu 10/248:45 amORD - POS
1 stop13h 38mUnited Airlines
Deal found 5/8$516
Sat 10/1912:30 amPOS - ORD
1 stop24h 42mUnited Airlines
Wed 10/238:10 pmORD - POS
1 stop26h 13mUnited Airlines
Deal found 5/8$533
Thu 8/2212:30 amPOS - ORD
1 stop21h 37mUnited Airlines
Sun 9/19:10 pmORD - POS
1 stop25h 13mUnited Airlines
Deal found 5/7$534
Sat 5/2512:30 amPOS - ORD
1 stop23h 29mUnited Airlines
Sun 6/28:45 pmORD - POS
1 stop25h 38mUnited Airlines
Deal found 5/7$755
Thu 8/2212:30 amPOS - ORD
1 stop11h 52mUnited Airlines
Sun 9/19:10 pmORD - POS
1 stop25h 13mUnited Airlines
Deal found 5/7$1,096

Cheap Copa Airlines flights from Trinidad to Chicago

Explore cheap flight options specifically provided by Copa Airlines for the route between Trinidad and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.
Some of the lowest-priced Copa Airlines flights we've found at this time heading from Trinidad to Chicago. Deals frequently update to provide users with more options.
Fri 8/232:24 pmPOS - ORD
1 stop10h 51mCopa Airlines
Sun 9/17:56 amORD - POS
1 stop16h 47mCopa Airlines
Deal found 5/7$558
Sat 8/242:24 pmPOS - ORD
1 stop10h 51mCopa Airlines
Sun 9/17:56 amORD - POS
1 stop16h 47mCopa Airlines
Deal found 5/7$657

Cheap Trinidad to Chicago flights in May & June 2024

Find cheap flight options from Trinidad to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,749,864 searches. Prices were last updated on May 8, 2024.
The lowest fares we've come across on flights traveling from Trinidad to Chicago in May and June 2024. For more flight deals, be sure to check back very soon.
Sun 5/2610:10 amPOS - ORD
1 stop14h 19mMultiple Airlines
Sun 6/210:03 amORD - POS
1 stop31h 52mMultiple Airlines
Deal found 5/7$584
Sat 5/2512:30 amPOS - ORD
1 stop23h 29mUnited Airlines
Sun 6/28:45 pmORD - POS
1 stop25h 38mUnited Airlines
Deal found 5/7$755
Sun 5/267:00 amPOS - ORD
2 stops15h 29mAmerican Airlines
Sun 6/26:45 pmORD - POS
1 stop18h 25mAmerican Airlines
Deal found 5/7$767
Sun 5/2610:10 amPOS - ORD
1 stop14h 19mMultiple Airlines
Sun 6/25:00 amORD - POS
3 stops13h 30mMultiple Airlines
Deal found 5/7$893
Sun 5/2610:10 amPOS - ORD
2 stops24h 14mMultiple Airlines
Sun 6/25:00 amORD - POS
3 stops13h 30mMultiple Airlines
Deal found 5/7$964

Trinidad to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Trinidad and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.
The lowest fares we've come across on flights traveling from Trinidad to Chicago in May and June 2024. For more flight deals, be sure to check back very soon.
Tue 10/1512:30 amPOS - ORD
1 stop10h 37mUnited Airlines
Thu 10/2410:35 amORD - POS
1 stop11h 48mUnited Airlines
Deal found 5/8$464
Tue 10/1512:30 amPOS - ORD
1 stop24h 42mUnited Airlines
Tue 10/294:05 pmORD - POS
1 stop30h 18mUnited Airlines
Deal found 5/8$481
Fri 10/1812:30 amPOS - ORD
1 stop11h 52mUnited Airlines
Thu 10/247:35 amORD - POS
1 stop14h 48mUnited Airlines
Deal found 5/8$484
Fri 10/1812:30 amPOS - ORD
1 stop13h 07mUnited Airlines
Wed 10/234:46 pmORD - POS
1 stop29h 37mUnited Airlines
Deal found 5/8$500
Sat 10/1912:30 amPOS - ORD
1 stop10h 37mUnited Airlines
Thu 10/248:45 amORD - POS
1 stop13h 38mUnited Airlines
Deal found 5/8$516
Sat 10/1912:30 amPOS - ORD
1 stop24h 42mUnited Airlines
Wed 10/238:10 pmORD - POS
1 stop26h 13mUnited Airlines
Deal found 5/8$533
Thu 8/2212:30 amPOS - ORD
1 stop21h 37mUnited Airlines
Sun 9/19:10 pmORD - POS
1 stop25h 13mUnited Airlines
Deal found 5/7$534
Fri 8/232:24 pmPOS - ORD
1 stop10h 51mCopa Airlines
Sun 9/17:56 amORD - POS
1 stop16h 47mCopa Airlines
Deal found 5/7$558
Sun 5/2610:10 amPOS - ORD
1 stop14h 19mMultiple Airlines
Sun 6/210:03 amORD - POS
1 stop31h 52mMultiple Airlines
Deal found 5/7$584

Find flights from Trinidad to Chicago within your budget

Customize your flight search to find flights from Trinidad to Chicago 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 2,749,864 searches. Data last updated May 8, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$464 - $823

Route

Depart

Return

Price

Port of Spain Piarco IntlChicago O'Hare Intl

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 10/15

1 stop10h 37m

Chicago O'Hare Intl

Thu 10/24

1 stop11h 48m

$464

Port of Spain Piarco IntlChicago O'Hare Intl

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 10/15

1 stop24h 42m

Chicago O'Hare Intl

Tue 10/29

1 stop30h 18m

$481

Port of Spain Piarco IntlChicago O'Hare Intl

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 10/18

1 stop11h 52m

Chicago O'Hare Intl

Thu 10/24

1 stop14h 48m

$484

Port of Spain Piarco IntlChicago O'Hare Intl

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 10/18

1 stop13h 07m

Chicago O'Hare Intl

Wed 10/23

1 stop29h 37m

$500

Port of Spain Piarco IntlChicago O'Hare Intl

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 8/23

1 stop10h 51m

Chicago O'Hare Intl

Sun 9/1

1 stop16h 47m

$558

Port of Spain Piarco IntlChicago O'Hare Intl

POS - ORD

POSORD

Port of Spain Piarco Intl

Sun 5/26

1 stop14h 19m

Chicago O'Hare Intl

Sun 6/2

1 stop31h 52m

$584

Port of Spain Piarco IntlChicago O'Hare Intl

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 10/18

1 stop16h 36m

Chicago O'Hare Intl

Fri 10/25

1 stop16h 41m

$585

Port of Spain Piarco IntlChicago O'Hare Intl

POS - ORD

POSORD

Port of Spain Piarco Intl

Wed 10/16

2 stops16h 38m

Chicago O'Hare Intl

Mon 10/28

2 stops28h 36m

$607

Port of Spain Piarco IntlChicago O'Hare Intl

POS - ORD

POSORD

Port of Spain Piarco Intl

Sun 10/20

1 stop9h 33m

Chicago O'Hare Intl

Sat 10/26

1 stop12h 16m

$823

Flights are sorted by cheapest first

Deals found on 5/8

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated May 8, 2024.
Peruse reviews from past customers who have flown with United Airlines, Copa Airlines and American Airlines from Trinidad to Chicago to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
8.0
Very good
2,769 reviews
Check prices

Overall

8.0

Entertainment

7.2

Food

7.3

Comfort

7.7

Crew

8.3

Boarding

8.1

Reviews

1 / 10

BYOE (bring your own entertainment). Was not given the seats i had paid for…

Copa Airlines
8.0
Very good
2,769 reviews
Copa Airlines
8.0
Very good
2,769 reviews
Check prices

Overall

8.0

Entertainment

7.2

Food

7.3

Comfort

7.7

Crew

8.3

Boarding

8.1

Reviews

1 / 10

BYOE (bring your own entertainment). Was not given the seats i had paid for…

JetBlue
7.6
Good
4,525 reviews
Copa Airlines
8.0
Very good
2,769 reviews
Check prices

Overall

8.0

Entertainment

7.2

Food

7.3

Comfort

7.7

Crew

8.3

Boarding

8.1

Reviews

1 / 10

BYOE (bring your own entertainment). Was not given the seats i had paid for…

United Airlines
7.4
Good
11,043 reviews
Copa Airlines
8.0
Very good
2,769 reviews
Check prices

Overall

8.0

Entertainment

7.2

Food

7.3

Comfort

7.7

Crew

8.3

Boarding

8.1

Reviews

1 / 10

BYOE (bring your own entertainment). Was not given the seats i had paid for…

American Airlines
7.3
Good
14,677 reviews
Copa Airlines
8.0
Very good
2,769 reviews
Check prices

Overall

8.0

Entertainment

7.2

Food

7.3

Comfort

7.7

Crew

8.3

Boarding

8.1

Reviews

1 / 10

BYOE (bring your own entertainment). Was not given the seats i had paid for…

Related info for your journey

Find useful and relevant information for your journey from Trinidad to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find flights from Trinidad to Chicago for under $500 on Cheapflights?

    Yes, there are multiple flights from Trinidad to Chicago for under $500. The cheapest flight booked recently is on United Airlines for just $464, but on average you can expect to pay $579.

  • What does POS to ORD mean?

    POS stands for Port of Spain Piarco Intl Airport, while ORD stands for Chicago O'Hare Intl Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Trinidad to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your Trinidad to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Trinidad to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Trinidad to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Trinidad to Chicago that include hotel bookings?

    Yes. In addition to deals on Trinidad to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Trinidad to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Trinidad to Chicago.

  • Can I find deals for business class flights from Trinidad to Chicago?

    Yes. Cheapflights offers flight deals from Trinidad to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Trinidad to Chicago that allow pets onboard?

    Many airlines flying from Trinidad to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Trinidad to Chicago?

    Yes, you can often find last-minute deals on Trinidad to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Trinidad to Chicago flight deals updated?

    The Trinidad to Chicago flight deals you see on this page were last updated on 5/8.

See more FAQs

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Alternative routes for Trinidad to Chicago
See prices for flight routes from nearby airports that may be better suited for you.

Port of Spain to O'Hare Intl flights
Port of Spain to St. Louis flights

Top 2 airlines flying from Trinidad to Chicago

Discover the top 2 airlines that operate flights from Trinidad to Chicago. 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 2,749,864 searches. Data last updated May 8, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$512Average$636FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest$513Average$719FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
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Search flights from Trinidad to Chicago by cabin class

Find flights from Trinidad to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Trinidad to Chicago?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Trinidad to Chicago. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Trinidad to Chicago?

Cheapflights simply makes it quick and affordable to book flights from Trinidad to Chicago by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Trinidad to Chicago with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Trinidad to Chicago, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Trinidad to Chicago become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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