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Cheap flights from Illinois to Port of Spain from $198

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Port of Spain departing on 11/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Illinois to Port of Spain

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
2:00 pm - 1:10 amORD-POS
9h 10m1 stop
Air Canada Logo
2:15 am - 1:01 pmPOS-ORD
12h 46m1 stop
$433Air Canada
Find Deal
Thu, Nov 20 - Fri, Nov 28
Air Canada Logo
7:05 am - 1:10 amORD-POS
16h 05m2 stops
Air Canada Logo
2:15 am - 6:55 pmPOS-ORD
18h 40m2 stops
$438Air Canada
Find Deal
Thu, Nov 20 - Fri, Nov 28
Multiple Airlines Logo
5:05 am - 8:00 pmORD-POS
13h 55m1 stop
Multiple Airlines Logo
10:10 am - 12:27 amPOS-ORD
16h 17m1 stop
$450Multiple Airlines
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Thu, Oct 30 - Thu, Nov 6
Multiple Airlines Logo
10:57 am - 8:00 pmSTL-POS
8h 03m1 stop
Multiple Airlines Logo
10:10 am - 5:57 pmPOS-STL
9h 47m1 stop
$452Multiple Airlines
Find Deal
Thu, Oct 30 - Thu, Nov 6
JetBlue Logo
6:45 am - 3:06 pmORD-POS
30h 21m1 stop
JetBlue Logo
5:53 pm - 10:46 pmPOS-ORD
30h 53m1 stop
$509JetBlue
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Sat, Nov 15 - Sat, Nov 22
Copa Airlines Logo
7:59 am - 1:46 amORD-POS
16h 47m1 stop
Copa Airlines Logo
3:48 am - 12:46 pmPOS-ORD
10h 58m1 stop
$526Copa Airlines
Find Deal
Thu, Oct 30 - Wed, Nov 5
American Airlines Logo
7:07 pm - 3:30 pmORD-POS
18h 23m1 stop
American Airlines Logo
4:30 pm - 9:05 amPOS-ORD
18h 35m1 stop
$548American Airlines
Find Deal
Tue, Nov 4 - Tue, Nov 11
American Airlines Logo
8:10 am - 11:39 pmORD-POS
13h 29m1 stop
American Airlines Logo
7:19 am - 7:18 pmPOS-ORD
13h 59m2 stops
$553American Airlines
Find Deal
Sat, Nov 15 - Sat, Nov 22
JetBlue Logo
12:10 pm - 3:51 pmORD-POS
25h 41m2 stops
JetBlue Logo
5:16 pm - 11:24 amPOS-ORD
20h 08m2 stops
$578JetBlue
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Thu, Feb 26 - Tue, Mar 3
Copa Airlines Logo
3:22 pm - 1:46 amORD-POS
9h 24m1 stop
Copa Airlines Logo
3:46 am - 1:31 pmPOS-ORD
10h 45m1 stop
$594Copa Airlines
Find Deal
Sun, Mar 15 - Sat, Mar 21

JetBlue flights from Illinois to Port of Spain

Our best JetBlue deals on Illinois to Port of Spain flight tickets
JetBlue
Nov 15
ORD6:45 amChicago O'Hare Intl
30h 21m
1 stop
POS3:06 pmPort of Spain Piarco Intl
Nov 22
POS5:53 pmPort of Spain Piarco Intl
30h 53m
1 stop
ORD10:46 pmChicago O'Hare Intl
$509
Find similar
JetBlue
Feb 26
ORD12:10 pmChicago O'Hare Intl
25h 41m
2 stops
POS3:51 pmPort of Spain Piarco Intl
Mar 3
POS5:16 pmPort of Spain Piarco Intl
20h 08m
2 stops
ORD11:24 amChicago O'Hare Intl
$578
Find similar

Copa Airlines flights from Illinois to Port of Spain

Our best Copa Airlines deals on Illinois to Port of Spain flight tickets
Copa Airlines
Oct 30
ORD7:59 amChicago O'Hare Intl
16h 47m
1 stop
POS1:46 amPort of Spain Piarco Intl
Nov 5
POS3:48 amPort of Spain Piarco Intl
10h 58m
1 stop
ORD12:46 pmChicago O'Hare Intl
$526
Find similar
Copa Airlines
Oct 10
ORD7:59 amChicago O'Hare Intl
16h 47m
1 stop
POS1:46 amPort of Spain Piarco Intl
Oct 16
POS3:51 amPort of Spain Piarco Intl
10h 50m
1 stop
ORD1:41 pmChicago O'Hare Intl
$566
Find similar
Copa Airlines
Mar 15
ORD3:22 pmChicago O'Hare Intl
9h 24m
1 stop
POS1:46 amPort of Spain Piarco Intl
Mar 21
POS3:46 amPort of Spain Piarco Intl
10h 45m
1 stop
ORD1:31 pmChicago O'Hare Intl
$594
Find similar

momondo Fare Finder

 
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, momondo users made 832,500 searches. Data last updated October 1, 2025.
Use the filters below to find and compare flights from Illinois to Port of Spain that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 11/20

2:00 pm-1:10 am

1 stop9h 10m

Port of Spain Piarco Intl

Fri 11/28

2:15 am-1:01 pm

1 stop12h 46m

$433

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 11/20

7:05 am-1:10 am

2 stops16h 05m

Port of Spain Piarco Intl

Fri 11/28

2:15 am-6:55 pm

2 stops18h 40m

$438

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 10/30

5:05 am-8:00 pm

1 stop13h 55m

Port of Spain Piarco Intl

Thu 11/6

10:10 am-12:27 am

1 stop16h 17m

$450

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Thu 10/30

10:57 am-8:00 pm

1 stop8h 03m

Port of Spain Piarco Intl

Thu 11/6

10:10 am-5:57 pm

1 stop9h 47m

$452

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 11/15

6:45 am-3:06 pm

1 stop30h 21m

Port of Spain Piarco Intl

Sat 11/22

5:53 pm-10:46 pm

1 stop30h 53m

$509

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 10/30

7:59 am-1:46 am

1 stop16h 47m

Port of Spain Piarco Intl

Wed 11/5

3:48 am-12:46 pm

1 stop10h 58m

$526

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Tue 11/4

7:07 pm-3:30 pm

1 stop18h 23m

Port of Spain Piarco Intl

Tue 11/11

4:30 pm-9:05 am

1 stop18h 35m

$548

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 11/15

8:10 am-11:39 pm

1 stop13h 29m

Port of Spain Piarco Intl

Sat 11/22

7:19 am-7:18 pm

2 stops13h 59m

$553

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 2/26

12:10 pm-3:51 pm

2 stops25h 41m

Port of Spain Piarco Intl

Tue 3/3

5:16 pm-11:24 am

2 stops20h 08m

$578

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sun 3/15

3:22 pm-1:46 am

1 stop9h 24m

Port of Spain Piarco Intl

Sat 3/21

3:46 am-1:31 pm

1 stop10h 45m

$594

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Illinois to Port of Spain

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Port of Spain?

The cheapest day to depart from Illinois to Port of Spain is on a Sunday when prices can be found for as low as $569. Flights from Illinois to Port of Spain on a Monday will generally be more expensive and average around $706. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Port of Spain?

In the afternoon is the cheapest time of day to fly from Illinois to Port of Spain when you can find flight prices for as low as $535. Flying to Port of Spain in the afternoon is an ideal time because this is during off-peak travel hours. In the evening is when there is more demand to fly to Port of Spain, so prices are often more expensive at around $847 per ticket.

Cheap Illinois to Port of Spain flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Port of Spain

Direct flights

None
There are no direct flights from Illinois to Port of Spain. There are no popular flight routes from Illinois to Port of Spain.
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  • When did momondo last update prices for flights from Illinois to Port of Spain Piarco Intl Airport?

    Prices for flights from Illinois to Port of Spain Piarco Intl Airport are updated daily.

  • How many operators does momondo search for flights from Illinois to Port of Spain Piarco Intl Airport?

  • How old do you have to be to fly from Illinois to Port of Spain Piarco Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Port of Spain Piarco Intl Airport.

  • What documentation or ID do you need to fly to Port of Spain Piarco Intl Airport?

    The required travel and health documents for your Port of Spain Piarco Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Port of Spain Piarco Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Illinois to Port of Spain

Compare and see reviews for airlines that fly from Illinois to Port of Spain with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $480Free CancellationRating
7.4
8,929 reviews
Search United Airlines flights
American AirlinesPriceFrom $487Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Air CanadaPriceFrom $516Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights

Traveling to a place near Port of Spain?

Book flights to Port of Spain if you plan to visit one of these locations
Piarco

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Port of Spain?

It is quick and easy to find Illinois to Port of Spain flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Port of Spain that suits you.

Can I find flights from Illinois to Port of Spain with flexible booking policies on momondo?

Yes. All flights to Port of Spain from Illinois on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Illinois to Port of Spain?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Illinois to Port of Spain.

I’m not ready to book a flight from Illinois to Port of Spain right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Illinois to Port of Spain flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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