ORD - POS
$308 Find Cheap Flights from Chicago to Port of Spain - Compare and Save
This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Port of Spain departing on 12/12. 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.
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Everything you should know
Cheapest round-trip
$638
Typical prices: $595-$779
Copa Airlines
Wed 11/7Tue 11/13
ORD - POS • 1 stop
Cheapest one-way
$308
Typical prices: $294-$470
Multiple Airlines
Wed 12/12
ORD - POS • 3 stops
Flight Deals
Cheap Flights from Chicago to Port of Spain (ORD-POS)
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Port of Spain that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.
Recent round-trip flight deals from Chicago to Port of Spain
Sat, Nov 7 - Fri, Nov 13
2:13 pm - 1:54 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl
9h 41m1 stop Panama City Tocumen Intl
3:40 am - 12:11 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl
22h 31m1 stop Panama City Tocumen Intl
$638Copa Airlines
Fri, Mar 5 - Sun, Mar 7
5:00 am - 3:10 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl
8h 10m1 stop Miami
4:04 pm - 9:30 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl
19h 26m1 stop Miami
$655American Airlines
Sat, Nov 7 - Sat, Nov 14
7:50 pm - 3:37 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl
17h 47m1 stop Miami
4:42 pm - 9:00 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl
18h 18m2 stops Miami Charlotte Douglas
$655American Airlines
Sat, Nov 7 - Sat, Nov 14
8:57 pm - 3:37 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl
16h 40m2 stops Washington, D.C. Reagan-National Miami
4:42 pm - 9:16 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl
18h 34m2 stops Miami Washington, D.C. Reagan-National
$655American Airlines
Thu, Apr 1 - Sun, Apr 4
3:13 pm - 2:20 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl
10h 07m1 stop Panama City Tocumen Intl
3:39 am - 1:34 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl
10h 55m1 stop Panama City Tocumen Intl
$727Copa Airlines
Wed, Oct 28 - Sat, Oct 31
7:29 am - 11:18 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl
14h 49m1 stop Houston George Bush Intcntl
1:37 am - 11:11 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl
10h 34m1 stop Houston George Bush Intcntl
$740United Airlines
Mon, Nov 23 - Sun, Nov 29
9:21 am - 12:18 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl
12h 57m1 stop Houston George Bush Intcntl
1:25 am - 11:15 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl
11h 50m1 stop Houston George Bush Intcntl
$741United Airlines
Tue, Oct 20 - Sun, Oct 25
8:40 pm - 12:15 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl
26h 35m1 stop Toronto Pearson Intl
10:10 am - 9:21 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl
24h 11m2 stops Fort Lauderdale Atlanta Hartsfield-Jackson
$757Multiple Airlines
Sat, Mar 20 - Fri, Mar 26
8:50 pm - 12:01 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl
26h 11m1 stop Toronto Pearson Intl
1:15 am - 1:13 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl
12h 58m1 stop Toronto Pearson Intl
$867Air Canada
Sat, Mar 20 - Fri, Mar 26
8:50 pm - 12:01 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl
26h 11m1 stop Toronto Pearson Intl
1:15 am - 2:52 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl
14h 37m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
$870Air Canada
Recent one-way flight deals from Chicago to Port of Spain
Sat, Dec 12
5:24 pm - 1:27 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl
42h 03m3 stops Orlando San Juan Luis Munoz Marin Intl Panama City Tocumen Intl
$308Multiple Airlines
Sun, Nov 8
6:00 am - 1:17 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl
29h 17m3 stops Baltimore/Washington San Juan Luis Munoz Marin Intl Panama City Tocumen Intl
$309Multiple Airlines
Wed, Nov 4
7:35 pm - 6:55 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl
21h 20m2 stops Atlanta Hartsfield-Jackson Miami
$327Multiple Airlines
Wed, Nov 4
8:40 pm - 1:00 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl
26h 20m1 stop Toronto Pearson Intl
$334Air Canada
Sun, Nov 8
6:55 am - 12:18 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl
15h 23m1 stop Houston George Bush Intcntl
$358United Airlines
Sun, Nov 8
7:05 am - 1:00 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl
15h 55m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
$363Air Canada
Fri, Nov 6
3:40 pm - 1:00 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl
55h 20m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
$363Air Canada
Tue, Dec 15
6:17 pm - 3:35 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl
19h 18m1 stop Miami
$433American Airlines
Tue, Dec 15
6:17 pm - 3:35 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl
19h 18m1 stop Miami
$443American Airlines
Mon, Dec 14
6:50 am - 12:18 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl
15h 28m1 stop Houston George Bush Intcntl
$445United Airlines
Booking Insights
Price, demand and travel trends for Chicago O'Hare Intl Airport to Port of Spain flights
Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.
Prices
Airlines
Layovers
How much is a round-trip flight from Chicago O'Hare Intl Airport to Port of Spain?
This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago O'Hare Intl Airport to Port of Spain departing in november.
Round-trip flights from Chicago O'Hare Intl Airport to Port of Spain typically range from $595 to $779. The lowest price found in the past 5 days was $638, on Copa Airlines.
What’s the most popular layover airport when flying from Chicago O'Hare Intl Airport to Port of Spain?
KAYAK data for 1-stop round-trips over the past 3 months. Only counts itineraries with the same layover on both legs.Miami (MIA) is the most popular layover for the Chicago O'Hare Intl Airport to Port of Spain route. 47% of KAYAK users who booked 1-stop round-trips over the past 3 months connected via MIA.
What is the cheapest layover airport when flying from Chicago O'Hare Intl Airport to Port of Spain?
Flights via Toronto Pearson Intl (YYZ) offer the most affordable fares, with an average round-trip price of $474. Based on KAYAK data over the past 3 months.
Key details for Chicago O'Hare Intl Airport to Port of Spain flights
Low season | October |
|---|---|
High season | July |
Cheapest flight | $308 |
When to book flights from Chicago to Port of Spain
Are your dates flexible? Find out the best times to travel from Chicago to Port of Spain based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.
Your Chicago O'Hare Intl Airport to Port of Spain flight questions, answered
Find helpful answers about this route, including flight times, airports, airlines and booking tips.
Your guide to booking Chicago O'Hare Intl Airport to Port of Spain flights
Get tips on when to book, when to fly and what to know before your trip.More options for your flight from Chicago to Port of Spain
Complete your trip to Port of Spain with a hotel stay or car rental
Information on your arrival and departure airports
Cabin class types available on flights to Port of Spain
Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Find direct flights to and from Chicago and Port of Spain
Flights from domestic origins to Port of Spain
Flights to other popular destinations
The most popular flights on KAYAK according to clicks in the last 2 weeks. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.