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Cheap flights from Trinidad and Tobago to Chicago from $453

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Trinidad and Tobago to Chicago departing on 2/2. 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 Trinidad and Tobago to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Trinidad and Tobago to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Trinidad and Tobago to Chicago.

Cheap last minute flights

Planning a quick getaway from Trinidad and Tobago to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals to Chicago

Find recent round-trip train or bus tickets from Trinidad and Tobago to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
5:50 pm - 3:02 pmPOS-ORD
23h 12m2 stops
10:11 pm - 4:30 pmORD-POS
40h 19m2 stops
$453Frontier
Find Deal
Sun, Feb 2 - Fri, Feb 7
1:30 am - 5:07 pmPOS-ORD
17h 37m1 stop
7:25 am - 12:23 amORD-POS
14h 58m1 stop
$561United Airlines
Find Deal
Tue, Dec 24 - Tue, Dec 31
4:35 pm - 8:59 amPOS-ORD
18h 24m1 stop
8:12 am - 11:14 pmORD-POS
13h 02m2 stops
$566American Airlines
Find Deal
Sun, Feb 2 - Fri, Feb 7
4:35 pm - 8:59 amPOS-ORD
18h 24m1 stop
11:55 am - 11:14 pmORD-POS
9h 19m1 stop
$587American Airlines
Find Deal
Sun, Feb 2 - Fri, Feb 7
3:29 pm - 9:54 amPOS-ORD
20h 25m2 stops
3:13 pm - 2:09 pmORD-POS
20h 56m2 stops
$619Frontier
Find Deal
Sun, Dec 22 - Sat, Jan 4
1:30 am - 10:02 amPOS-ORD
10h 32m1 stop
7:25 am - 12:23 amORD-POS
14h 58m1 stop
$631United Airlines
Find Deal
Tue, Dec 17 - Wed, Dec 25
7:05 am - 10:21 amPOS-ORD
29h 16m1 stop
6:55 pm - 3:42 pmORD-POS
18h 47m1 stop
$674American Airlines
Find Deal
Wed, Dec 25 - Tue, Dec 31
7:05 am - 10:21 amPOS-ORD
29h 16m1 stop
9:45 am - 10:44 pmORD-POS
10h 59m2 stops
$729American Airlines
Find Deal
Wed, Dec 25 - Tue, Dec 31
1:30 am - 10:08 amPOS-ORD
10h 38m1 stop
5:00 am - 12:23 amORD-POS
17h 23m1 stop
$761United Airlines
Find Deal
Sat, Dec 21 - Sat, Jan 4
2:27 pm - 11:21 pmPOS-ORD
10h 54m1 stop
6:54 am - 1:43 amORD-POS
16h 49m1 stop
$1,050Copa Airlines
Find Deal
Wed, Dec 18 - Wed, Dec 25
LAX-CHI
1753 mimulti-stop
Multiple Airlines
Find Deal
JFK-CHI
723 mimulti-stop
Multiple Airlines
Find Deal
9:10 am - 7:16 pmPOS-ORD
12h 06m1 stop
6:48 pm - 4:39 pmORD-POS
19h 51m2 stops
Thu, Nov 7 - Sat, Nov 9
9:10 am - 1:13 amPOS-ORD
18h 03m2 stops
6:09 am - 8:00 pmORD-POS
35h 51m3 stops
Thu, Nov 7 - Sat, Nov 9
9:10 am - 7:16 pmPOS-ORD
12h 06m1 stop
6:09 am - 8:00 pmORD-POS
35h 51m3 stops
Thu, Nov 7 - Sat, Nov 9
7:40 am - 1:13 amPOS-ORD
19h 33m3 stops
6:09 am - 8:00 pmORD-POS
35h 51m3 stops
Thu, Nov 7 - Sat, Nov 9
9:10 am - 7:16 pmPOS-ORD
12h 06m1 stop
3:59 pm - 8:00 pmORD-POS
26h 01m1 stop
Thu, Nov 7 - Sat, Nov 9
1:30 am - 10:02 amPOS-ORD
10h 32m1 stop
8:50 am - 12:23 amORD-POS
13h 33m1 stop
$986United Airlines
Find Deal
Wed, Nov 6 - Sat, Nov 9
1:30 am - 7:42 amPOS-ORD
32h 12m1 stop
7:10 am - 12:23 amORD-POS
39h 13m2 stops
$1,051United Airlines
Find Deal
Wed, Nov 6 - Sat, Nov 9
1:30 am - 1:15 pmPOS-ORD
13h 45m2 stops
8:48 am - 12:23 amORD-POS
13h 35m2 stops
$10,140United Airlines
Find Deal
Wed, Nov 6 - Sat, Nov 9

Frontier flights from Trinidad and Tobago to Chicago

Our best Frontier deals on Trinidad and Tobago to Chicago flight tickets
Frontier
Feb 2
POS5:50 pmPort of Spain Piarco Intl
23h 12m
2 stops
ORD3:02 pmChicago O'Hare Intl
Feb 7
ORD10:11 pmChicago O'Hare Intl
40h 19m
2 stops
POS4:30 pmPort of Spain Piarco Intl
Frontier
Dec 22
POS3:29 pmPort of Spain Piarco Intl
20h 25m
2 stops
ORD9:54 amChicago O'Hare Intl
Jan 4
ORD3:13 pmChicago O'Hare Intl
20h 56m
2 stops
POS2:09 pmPort of Spain Piarco Intl

United Airlines flights from Trinidad and Tobago to Chicago

Our best United Airlines deals on Trinidad and Tobago to Chicago flight tickets
United Airlines
Dec 24
POS1:30 amPort of Spain Piarco Intl
17h 37m
1 stop
ORD5:07 pmChicago O'Hare Intl
Dec 31
ORD7:25 amChicago O'Hare Intl
14h 58m
1 stop
POS12:23 amPort of Spain Piarco Intl
United Airlines
Dec 17
POS1:30 amPort of Spain Piarco Intl
10h 32m
1 stop
ORD10:02 amChicago O'Hare Intl
Dec 25
ORD7:25 amChicago O'Hare Intl
14h 58m
1 stop
POS12:23 amPort of Spain Piarco Intl
United Airlines
Dec 21
POS1:30 amPort of Spain Piarco Intl
10h 38m
1 stop
ORD10:08 amChicago O'Hare Intl
Jan 4
ORD5:00 amChicago O'Hare Intl
17h 23m
1 stop
POS12:23 amPort of Spain Piarco Intl

How to get the cheapest flight ticket from Trinidad and Tobago to Chicago

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 airline that flies to Chicago from Trinidad and Tobago?

American Airlines. American Airlines and United Airlines are the most popular carriers operating from Trinidad and Tobago to Chicago

What is the cheapest Trinidad and Tobago to Chicago flight route?

Port of Spain Piarco Intl - Chicago O'Hare Intl. Fly from Port of Spain Piarco Intl to Chicago O'Hare Intl for the best Trinidad and Tobago - Chicago flight prices

Cheap Trinidad and Tobago to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Trinidad and Tobago to Chicago

Best Price Found

$453

Fastest flight time

10h 32m

Direct flights

None

Airports in Chicago

1 airport
The best flight deal from Trinidad and Tobago to Chicago found on momondo in the last 72 hours is $453
The fastest flight from Trinidad and Tobago to Chicago takes 10h 32m
There are no direct flights from Trinidad and Tobago to Chicago. Popular non-direct route for this connection is Port of Spain Piarco Intl Airport - Chicago O'Hare Intl Airport.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

  • When did momondo last update prices for flights from Trinidad and Tobago to Chicago?

    Prices for flights from Trinidad and Tobago to Chicago refresh daily.

  • How many operators does momondo search for flights from Trinidad and Tobago to Chicago?

  • How old do you have to be to fly from Trinidad and Tobago to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Trinidad and Tobago to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.


Best airlines flying from Trinidad and Tobago to Chicago

Compare and see reviews for airlines that fly from Trinidad and Tobago to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $505Free CancellationRating
7.4
9,226 reviews
Search United Airlines flights
American AirlinesPriceFrom $511Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Trinidad and Tobago to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Trinidad and Tobago to Chicago for you.

Can I find flights from Trinidad and Tobago to Chicago with flexible booking policies on momondo?

All flight searches from Trinidad and Tobago to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Trinidad and Tobago to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Trinidad and Tobago.

I’m not ready to book a flight from Trinidad and Tobago to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Trinidad and Tobago to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago