Featured deal
Chicago to Port of Spain
- Apr 8–17, 2027 · +1 more date
- 9 nights
COPA- Business · Recliner seat
$952 USD
View deal Round trip
Cheap Flights from Chicago to Port of Spain
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Latest economy price we saw: Chicago to Port of Spain
The most recent economy round-trip fare we saw on this route.
| From | Price | Per mile | Travel dates | Airline | Seen |
|---|---|---|---|---|---|
| Chicago (ORD) to Port of Spain (POS) | $619 | 11.5¢ | Nov 26 – Dec 4 | Air Canada | Nov 9 |
Economy price history: Chicago to Port of Spain
The lowest fares we saw each month.
| Month | Low | Typical | Sightings |
|---|---|---|---|
| Nov 2026 | $619 | $642 | 6 |
Every deal from Chicago to Port of Spain, ranked by cost per mile.
On the board right now
- Cabin mix: 1 Business.
- Most active airlines: COPA.
Frequently asked questions
How many flight deals from Chicago to Port of Spain are on Sparkflights right now?
There are 1 deals from Chicago to Port of Spain on the board right now.
What is the cheapest flight from Chicago to Port of Spain right now?
The lowest fare from Chicago to Port of Spain right now is $952 in Business.
What is the lowest price ever seen from Chicago to Port of Spain?
The lowest economy fare we've recorded from Chicago to Port of Spain is $619, based on 6 price observations over 1 month.
How much does a flight from Chicago to Port of Spain cost?
The typical round-trip economy fare we observed from Chicago to Port of Spain is $642, against a recorded low of $619. These are observations, not quotes.
What is the current price from Chicago to Port of Spain?
The most recent economy fare we saw from Chicago to Port of Spain is $619, on Nov 9.
Which airlines fly Chicago to Port of Spain?
Airlines with the most deals from Chicago to Port of Spain right now are COPA.