$246 Cheap flight deals from Chicago (CHI) to Port of Spain (POS)
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
This Weekend's Flight Deals from Chicago to Port of Spain
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $246 One Way, $538 Round Trip from Chicago to Port of Spain
Prices starting at $538 for return flights and $246 for one-way flights to Port of Spain were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Port of Spain economy flight packages
Hyatt Regency Trinidad
Aug 22 - Aug 25
Chicago (CHI) to Port of Spain (POS)
Port of Spain (POS) to Chicago (CHI)
Reviewed on May 20, 2025
Hilton Trinidad & Conference Centre
Aug 22 - Aug 25
Chicago (CHI) to Port of Spain (POS)
Port of Spain (POS) to Chicago (CHI)
Reviewed on Jan 28, 2025
More About Flying To Port of Spain from Chicago
Route Information for Flights from Chicago to Port of Spain
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | POS |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Port of Spain
Orbitz assures that you will receive cheap air fares on flights from Chicago to Port of Spain and special deals that give you guaranteed low prices on hotels, cruises, car rentals, and anything else you need on your trip.
Free Orbitz mobile app for your Android or iPad
Get the latest Orbitz app for your smartphone and tablet to book low cost cars, hotels, and Chicago to Port of Spain flights. Our cutting-edge mobile tools let you view your trip itinerary on your mobile device anytime you need it. You can research great deals on highly rated hotels near you with the app, which uses your smartphone’s GPS, and book the one you like with just a few taps.
Orbitz mobile site for even more convenience
Use your mobile Web browser to get savings on flights from Chicago to Port of Spain. Our mobile site, m.orbitz.com, offers the same powerful search and other capabilities you expect from our regular site. Retrieve and share your itinerary for your from Chicago to Port of Spain flights with friends, family members, and colleagues, and browse photo galleries and user reviews of hotels to find the one you like.
Free alerts on flight and travel plans
Receive free, real-time updates on your low fare flights from Chicago to Port of Spain via your mobile phone or email inbox. Stay on top of delays, gate charges, and other event notifications so you can make other travel arrangements if you need to.
Low fares on Chicago to Port of Spain flights
Forget about annoying booking fees and get cheap air ticket sales as you make your reservations online with Orbitz. Follow Orbitz on Twitter and Facebook and get alerted about travel coupons and promo codes for Chicago to Port of Spain flights.
Frequently asked questions
Flights from Chicago
- Chicago to New York
- Chicago to Orlando
- Chicago to Houston
- Chicago to Phoenix
- Chicago to Los Angeles
- Chicago to London
- Chicago to Dallas
- Chicago to Washington
- Chicago to Toronto
- Chicago to Paris
- Chicago to New Orleans
- Chicago to Rome
- Chicago to San Francisco
- Chicago to Cleveland
- Chicago to Detroit
- Chicago to Montreal
- Chicago to Kansas City
- Chicago to Sacramento
- Chicago to Hartford
- Chicago to Atlantic City
Port of Spain Airports
Top Trending
- Cheap Los Angeles to Cabo San Lucas flights
- Cheap New York to Orlando flights
- Cheap Toronto to Orlando flights
- Cheap Toronto to Miami flights
- Cheap Los Angeles to New York flights
- Cheap Chicago to Las Vegas flights
- Cheap New York to Los Angeles flights
- Cheap Atlanta to Las Vegas flights
- Cheap Orlando to Miami flights
- Cheap New York to Las Vegas flights
- Cheap Seattle to Las Vegas flights
- Cheap Boston to Orlando flights
- Cheap Chicago to Phoenix flights
- Cheap Vancouver to Las Vegas flights
- Cheap Portland to Las Vegas flights
- Cheap Toronto to Las Vegas flights
- Cheap Houston to Las Vegas flights
- Cheap Denver to Las Vegas flights
- Cheap New York to Miami flights
- Cheap Los Angeles to Las Vegas flights
- Cheap Minneapolis - St. Paul to Las Vegas flights
- Cheap Toronto to Los Angeles flights
- Cheap Chicago to New York flights
- Cheap New York to Atlanta flights
- Cheap Atlanta to New York flights
- Cheap Atlanta to Miami flights
- Cheap New York to London flights
- Cheap Toronto to New York flights
- Cheap Dallas to Las Vegas flights
- Cheap Detroit to Las Vegas flights
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.