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Cheap flights from Illinois to Port of Spain (POS) from $440

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 6/19. 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.
ORD — POS
May 23 — May 301
From?
To?
Thu 5/23
Thu 5/30
1 adult, Economy
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How far in advance should I book a flight from Illinois to Port of Spain?

Find a great deal and save up to 85% by booking at least 59 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Illinois to Port of Spain within the next two weeks, with the cheapest ticket starting at $819.

What is the cheapest month to fly from Illinois to Port of Spain?

Due to multiple factors, expect to potentially pay more when booking in November. For low rates, January can be a great choice for travel to Port of Spain. Flights to Port of Spain from Illinois in January are about $701 on average during January, but can be found for as low as $446.

When is the cheapest time to fly from Illinois to Port of Spain (IL - POS)?

When flying from Illinois to Port of Spain, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap United Airlines flights from Illinois to Port of Spain

Explore cheap flight options specifically provided by United Airlines for the route between Illinois and Port of Spain. 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 2,650,061 searches. Data last updated May 18, 2024.
Take a peek at the cheapest United Airlines flights we've detected traveling from Illinois to Port of Spain. Come back soon if you're not finding the exact deal you're looking for.
Sat 6/156:00 amORD - POS
1 stop16h 23mUnited Airlines
Fri 6/2112:30 amPOS - ORD
1 stop11h 23mUnited Airlines
Deal found 5/17$459
Thu 6/207:10 amORD - POS
1 stop15h 13mUnited Airlines
Wed 10/1612:30 amPOS - ORD
1 stop11h 52mUnited Airlines
Deal found 5/18$517
Tue 6/258:45 pmORD - POS
1 stop25h 38mUnited Airlines
Mon 11/251:30 amPOS - ORD
1 stop11h 47mUnited Airlines
Deal found 5/17$526
Sat 9/2810:35 amORD - POS
1 stop11h 48mUnited Airlines
Mon 9/3012:30 amPOS - ORD
1 stop20h 27mUnited Airlines
Deal found 5/17$533
Thu 6/276:20 amSTL - POS
1 stop16h 03mUnited Airlines
Mon 7/112:30 amPOS - STL
1 stop22h 47mUnited Airlines
Deal found 5/17$717
Thu 6/276:30 amSTL - POS
2 stops15h 53mUnited Airlines
Mon 7/112:30 amPOS - STL
1 stop22h 47mUnited Airlines
Deal found 5/17$767
Thu 6/276:30 amSTL - POS
2 stops15h 53mUnited Airlines
Mon 7/112:30 amPOS - STL
2 stops40h 10mUnited Airlines
Deal found 5/17$836
Thu 6/2710:36 amORD - POS
1 stop11h 47mUnited Airlines
Sun 7/712:30 amPOS - ORD
1 stop11h 23mUnited Airlines
Deal found 5/17$895
Tue 6/257:10 amORD - POS
1 stop15h 13mUnited Airlines
Mon 7/112:30 amPOS - ORD
1 stop24h 43mUnited Airlines
Deal found 5/18$969

Cheap American Airlines flights from Illinois to Port of Spain

Explore cheap flight options specifically provided by American Airlines for the route between Illinois and Port of Spain. 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 2,650,061 searches. Data last updated May 18, 2024.
Take a gander at the lowest prices we've found on American Airlines flights from Illinois to Port of Spain. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.
Thu 6/204:07 pmORD - POS
1 stop21h 13mAmerican Airlines
Thu 10/173:18 pmPOS - ORD
1 stop9h 16mAmerican Airlines
Deal found 5/17$529
Thu 10/108:20 amORD - POS
1 stop11h 59mAmerican Airlines
Mon 10/143:18 pmPOS - ORD
1 stop18h 44mAmerican Airlines
Deal found 5/18$562
Sat 9/288:20 amORD - POS
1 stop11h 59mAmerican Airlines
Tue 10/17:58 amPOS - ORD
1 stop10h 47mAmerican Airlines
Deal found 5/16$572
Sat 9/288:20 pmORD - POS
2 stops16h 41mAmerican Airlines
Tue 10/17:58 amPOS - ORD
2 stops14h 36mAmerican Airlines
Deal found 5/16$573
Sat 9/289:55 amORD - POS
2 stops10h 24mAmerican Airlines
Tue 10/17:58 amPOS - ORD
2 stops12h 10mAmerican Airlines
Deal found 5/17$575
Thu 10/108:20 amORD - POS
2 stops11h 59mAmerican Airlines
Mon 10/143:18 pmPOS - ORD
1 stop18h 44mAmerican Airlines
Deal found 5/18$600
Tue 6/256:54 pmORD - POS
1 stop18h 26mAmerican Airlines
Tue 11/264:18 pmPOS - ORD
1 stop18h 45mAmerican Airlines
Deal found 5/17$652
Thu 6/208:34 amORD - POS
2 stops28h 46mAmerican Airlines
Thu 10/173:18 pmPOS - ORD
2 stops19h 52mAmerican Airlines
Deal found 5/17$653
Thu 6/208:34 amORD - POS
2 stops28h 46mAmerican Airlines
Thu 10/177:58 amPOS - ORD
1 stop16h 36mAmerican Airlines
Deal found 5/17$654

Cheap Illinois to Port of Spain flights in May & June 2024

Find cheap flight options from Illinois to Port of Spain specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,650,061 searches. Prices were last updated on May 18, 2024.
Check out some of the best flight deals from Illinois to Port of Spain in 2024. Check back in a little while for more flight options.
Sat 6/156:00 amORD - POS
1 stop16h 23mUnited Airlines
Fri 6/2112:30 amPOS - ORD
1 stop11h 23mUnited Airlines
Deal found 5/17$459
Thu 6/206:00 amORD - POS
1 stop16h 23mUnited Airlines
Wed 10/1612:30 amPOS - ORD
1 stop10h 37mUnited Airlines
Deal found 5/17$517
Tue 6/258:45 pmORD - POS
1 stop25h 38mUnited Airlines
Mon 11/251:30 amPOS - ORD
1 stop11h 47mUnited Airlines
Deal found 5/17$526
Thu 6/204:07 pmORD - POS
1 stop21h 13mAmerican Airlines
Thu 10/173:18 pmPOS - ORD
1 stop9h 16mAmerican Airlines
Deal found 5/17$529
Sat 6/159:41 pmORD - POS
1 stop20h 14mMultiple Airlines
Sat 6/229:10 amPOS - ORD
1 stop12h 41mMultiple Airlines
Deal found 5/17$624
Tue 6/256:54 pmORD - POS
1 stop18h 26mAmerican Airlines
Tue 11/264:18 pmPOS - ORD
1 stop18h 45mAmerican Airlines
Deal found 5/17$652
Thu 6/208:34 amORD - POS
2 stops28h 46mAmerican Airlines
Thu 10/173:18 pmPOS - ORD
2 stops19h 52mAmerican Airlines
Deal found 5/17$653
Thu 6/208:34 amORD - POS
2 stops28h 46mAmerican Airlines
Thu 10/177:58 amPOS - ORD
1 stop16h 36mAmerican Airlines
Deal found 5/17$654
Sat 6/159:41 pmORD - POS
2 stops27h 01mMultiple Airlines
Fri 6/2112:10 amPOS - ORD
1 stop22h 42mMultiple Airlines
Deal found 5/17$659

Illinois to Port of Spain 2024 flight deals

Discover exclusive flight deals for travel between Illinois and Port of Spain in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,650,061 searches. Data last updated May 18, 2024.
Check out some of the best flight deals from Illinois to Port of Spain in 2024. Check back in a little while for more flight options.
Sat 6/156:00 amORD - POS
1 stop16h 23mUnited Airlines
Fri 6/2112:30 amPOS - ORD
1 stop11h 23mUnited Airlines
Deal found 5/17$459
Thu 6/206:00 amORD - POS
1 stop16h 23mUnited Airlines
Wed 10/1612:30 amPOS - ORD
1 stop10h 37mUnited Airlines
Deal found 5/17$517
Tue 6/258:45 pmORD - POS
1 stop25h 38mUnited Airlines
Mon 11/251:30 amPOS - ORD
1 stop11h 47mUnited Airlines
Deal found 5/17$526
Thu 6/204:07 pmORD - POS
1 stop21h 13mAmerican Airlines
Thu 10/173:18 pmPOS - ORD
1 stop9h 16mAmerican Airlines
Deal found 5/17$529
Sat 9/289:05 amORD - POS
1 stop13h 47mJetBlue
Mon 9/301:57 amPOS - ORD
1 stop16h 13mJetBlue
Deal found 5/16$535
Sat 9/288:20 amORD - POS
1 stop11h 59mAmerican Airlines
Tue 10/17:58 amPOS - ORD
1 stop10h 47mAmerican Airlines
Deal found 5/16$572
Sat 9/288:20 pmORD - POS
2 stops16h 41mAmerican Airlines
Tue 10/17:58 amPOS - ORD
2 stops14h 36mAmerican Airlines
Deal found 5/16$573
Mon 12/27:03 pmSTL - POS
2 stops17h 54mAmerican Airlines
Thu 12/128:57 amPOS - STL
2 stops16h 22mAmerican Airlines
Deal found 5/17$573
Sat 9/288:20 amORD - POS
1 stop11h 59mAmerican Airlines
Tue 10/17:58 amPOS - ORD
2 stops10h 23mAmerican Airlines
Deal found 5/16$575

One-way flights to Port of Spain from Illinois

Search for one-way flight options from Illinois to Port of Spain. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,650,061 searches. Data last updated May 18, 2024.
Some of the best available deals we've found on one-way flights from Illinois to Port of Spain. Users in need of a round-trip flight from Illinois to Port of Spain instead should update the search form at the top of page.
Wed 6/1910:42 amORD - POS
1 stop11h 41mUnited Airlines
Deal found 5/17$440
Wed 6/195:00 amORD - POS
2 stops32h 20mAmerican Airlines
Deal found 5/17$620
Wed 6/198:05 pmORD - POS
3 stops31h 35mMultiple Airlines
Deal found 5/17$1,005
Wed 6/195:00 pmORD - POS
2 stops31h 25mMultiple Airlines
Deal found 5/17$1,059

Find flights from Illinois to Port of Spain within your budget

Customize your flight search to find flights from Illinois 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 2,650,061 searches. Data last updated May 18, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$459 - $624

Route

Depart

Return

Price

Chicago O'Hare IntlPort of Spain Piarco Intl

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 6/15

1 stop16h 23m

Port of Spain Piarco Intl

Fri 6/21

1 stop11h 23m

$459

Chicago O'Hare IntlPort of Spain Piarco Intl

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 6/20

1 stop15h 13m

Port of Spain Piarco Intl

Wed 10/16

1 stop11h 52m

$517

Chicago O'Hare IntlPort of Spain Piarco Intl

ORD - POS

ORDPOS

Chicago O'Hare Intl

Tue 6/25

1 stop25h 38m

Port of Spain Piarco Intl

Mon 11/25

1 stop11h 47m

$526

Chicago O'Hare IntlPort of Spain Piarco Intl

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 6/20

1 stop21h 13m

Port of Spain Piarco Intl

Thu 10/17

1 stop9h 16m

$529

Chicago O'Hare IntlPort of Spain Piarco Intl

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 9/28

1 stop13h 47m

Port of Spain Piarco Intl

Mon 9/30

1 stop16h 13m

$535

Chicago O'Hare IntlPort of Spain Piarco Intl

ORD - POS

ORDPOS

Chicago O'Hare Intl

Tue 6/25

1 stop14h 40m

Port of Spain Piarco Intl

Tue 7/2

1 stop13h 56m

$537

Chicago O'Hare IntlPort of Spain Piarco Intl

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 10/10

1 stop11h 59m

Port of Spain Piarco Intl

Mon 10/14

1 stop18h 44m

$562

Chicago O'Hare IntlPort of Spain Piarco Intl

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 9/28

1 stop11h 59m

Port of Spain Piarco Intl

Tue 10/1

1 stop10h 47m

$572

Chicago O'Hare IntlPort of Spain Piarco Intl

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 6/15

1 stop20h 14m

Port of Spain Piarco Intl

Sat 6/22

1 stop12h 41m

$624

Flights are sorted by cheapest first

Deals found on 5/17

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

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 May 18, 2024.
Read through reviews of airlines operating flights from Illinois to Port of Spain, such as United Airlines, American Airlines and JetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
JetBlue
7.6
Good
4,453 reviews
Check prices

Comfort

7.8

Entertainment

7.5

Boarding

7.8

Overall

7.6

Crew

8.3

Food

7.1

Reviews

1 / 10

Haven’t been on a JetBlue flight in years that was on time.

JetBlue
7.6
Good
4,453 reviews
JetBlue
7.6
Good
4,453 reviews
Check prices

Comfort

7.8

Entertainment

7.5

Boarding

7.8

Overall

7.6

Crew

8.3

Food

7.1

Reviews

1 / 10

Haven’t been on a JetBlue flight in years that was on time.

United Airlines
7.4
Good
10,906 reviews
JetBlue
7.6
Good
4,453 reviews
Check prices

Comfort

7.8

Entertainment

7.5

Boarding

7.8

Overall

7.6

Crew

8.3

Food

7.1

Reviews

1 / 10

Haven’t been on a JetBlue flight in years that was on time.

American Airlines
7.3
Good
14,512 reviews
JetBlue
7.6
Good
4,453 reviews
Check prices

Comfort

7.8

Entertainment

7.5

Boarding

7.8

Overall

7.6

Crew

8.3

Food

7.1

Reviews

1 / 10

Haven’t been on a JetBlue flight in years that was on time.

Related info for your journey

Find useful and relevant information for your journey from Illinois 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.

  • What airport do you fly into for flights to Port of Spain from Illinois?

    Most people fly into Port of Spain Piarco Intl (POS) if they book a flight to Port of Spain from Illinois. Piarco Intl is conveniently located just 12.6 mi from Port of Spain’s city center.

  • Can I find flights from Illinois to Port of Spain for under $500 on Cheapflights?

    Yes, there are multiple flights from Illinois to Port of Spain for under $500. The cheapest flight booked recently is on United Airlines for just $459, but on average you can expect to pay $587.

  • What are the most popular airlines that fly from Illinois to Port of Spain?

    Consider American Airlines, Copa Airlines or United Airlines when booking your flight. These represent the most popular airlines when flying from Illinois to Port of Spain.

  • What does ORD to POS mean?

    Great question - ORD to POS just means Chicago O'Hare Intl Airport to Port of Spain Piarco Intl Airport. Now you’ll know what these unique codes when you look for flights! This flight route has multiple associated airports, so we think it might be helpful to learn the name and codes of them as well. They are Chicago Midway Airport (MDW), Moline Quad-City Airport (MLI), Greater Peoria Airport (PIA), Bloomington-Normal Airport (BMI), Springfield Capital Airport (SPI).

  • Can I find deals for flights from Illinois to Port of Spain that include extra baggage allowance?

    The amount of baggage you can bring on your Illinois to Port of Spain 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 Illinois to Port of Spain with specific airlines?

    Yes, Cheapflights allows you to browse and filter Illinois to Port of Spain 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 Illinois to Port of Spain that include hotel bookings?

    Yes. In addition to deals on Illinois to Port of Spain flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Port of Spain?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Port of Spain.

  • Can I find deals for business class flights from Illinois to Port of Spain?

    Yes. Cheapflights offers flight deals from Illinois to Port of Spain 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 Illinois to Port of Spain that allow pets onboard?

    Many airlines flying from Illinois to Port of Spain 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 Illinois to Port of Spain?

    Yes, you can often find last-minute deals on Illinois to Port of Spain 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 Illinois to Port of Spain flight deals updated?

    The Illinois to Port of Spain flight deals you see on this page were last updated on 5/17.

See more FAQs

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Alternative routes for Illinois to Port of Spain
See prices for flight routes from nearby airports that may be better suited for you.

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Top 3 airlines flying from Illinois to Port of Spain

Discover the top 3 airlines that operate flights from Illinois 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 2,650,061 searches. Data last updated May 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$430Average$532FlexibilityNo cancel feeOn-time70%
Search Copa Airlines flights
American AirlinesCheapest$437Average$735FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest$524Average$651FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
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Search flights from Illinois to Port of Spain by cabin class

Find flights from Illinois to Port of Spain, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Business 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 Illinois to Port of Spain?

Deals for Illinois to Port of Spain flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Illinois to Port of Spain?

Cheapflights simply makes it quick and affordable to book flights from Illinois to Port of Spain 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 Illinois to Port of Spain with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Illinois to Port of Spain flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Illinois to Port of Spain become cheaper?

Not ready to book yet? You can track prices for flights from Illinois to Port of Spain on Cheapflights with our Price Alert feature and get notified when better prices are available.

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