US$136️ Cheap Flights from Chicago to Port Of Spain (2024)

Flights from Chicago to Port Of Spain

Hotels in Port Of Spain

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Find cheap one-way flights from Chicago to Port Of Spain starting at CNY 136.

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.

One way
Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

When is the cheapest time to book flights from Chicago to Port Of Spain?

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Cheapest airlines flights from Chicago to Port Of Spain

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Frontier Airlines

From US$136

United Airlines

From US$202

Delta Air Lines

From US$206

Spirit Airlines

From US$207

American Airlines

From US$221

Copa Airlines

From US$276

Jetblue Airways

From US$383

WestJet

From US$555

Air Canada

From US$1,133

ANA airlines

Find more flights and airlines

Find cheap flights from Chicago to Port Of Spain by different airports

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Chicago to Port Of Spain.

Cheapest
MDW
19:17
22h 38m
1 transfer
POS
18:55
Midway International Airport - Piarco International Airport
Wed, May 1Frontier Airlines
US$136
ORD
07:10
10h 45m
1 transfer
POS
18:55
O'Hare International Airport - Piarco International Airport
Wed, May 1United Airlines
US$202
ORD
07:10
10h 45m
1 transfer
POS
18:55
O'Hare International Airport - Piarco International Airport
Wed, May 1United Airlines
US$202
Find More Flights

Frequently Asked Questions

When are flight tickets from Chicago (CHI) to Port Of Spain (POS) the cheapest?
Airlines adjust prices for flights from Chicago to Port Of Spain based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much do flights from Chicago (CHI) to Port Of Spain (POS) cost?
According to Trip.com's data, the lowest price is around $534.
What is the transportation method from the main airport to downtown in Port Of Spain?
- The distance from Piarco International Airport to downtown is about 18km. It takes about 30 minutes by taxi.

How to find a cheap flight from Chicago to Port Of Spain

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Port Of Spain. Book your flights at the right time and save more.

Book Early

Once prices are gone, they're gone. Lock in deals while you can!

Compare Flight Prices

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Look Out for Deals

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Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

Flying during the week, early in the morning, or late at night can help save money.

Use the Trip.com App

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