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Did you mean flights from Chicago to Port of Spain?

Flights from Port of Spain to Chicago, United States

Port of Spain to Chicago Last modified: Jul 28, 2017 2:51 -04:00Prices shown were found by travelers like you over the past 30 days

We've scanned 28,267,968,566 round trip itineraries and found the cheapest flights to Chicago. Air Canada & JetBlue frequently offer the best deals to Chicago flights, or select your preferred carrier below to see the cheapest days to fly.

Air Canada
POSCHI
Thu 9/14
1 stop
CHIPOS
Thu 9/28
1 stop
$2,560
JetBlue
POSCHI
Mon 10/30
1 stop
CHIPOS
Sat 11/4
1 stop
$3,101
American
POSCHI
Tue 9/19
1 stop
CHIPOS
Tue 9/26
1 stop
$3,418
United
POSCHI
Thu 9/14
1 stop
CHIPOS
Thu 9/28
1 stop
$3,418
Copa
POSCHI
Tue 9/19
1 stop
CHIPOS
Tue 9/26
1 stop
$3,749
WestJet
POSCHI
Sun 10/8
2 stops
CHIPOS
Fri 10/13
2 stops
$4,715

How Much is a Flight from Port of Spain to Chicago? Prices shown were found by travelers like you over the past 30 days

We have collected flight cost data from across the web for travel from Port of Spain to Chicago, and have found the average flight price for this trip to be $3,776.

Where To Buy Cheap Flights from Port of Spain to Chicago?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from Port of Spain to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from Port of Spain to Chicago? Prices shown were found by travelers like you over the past 30 days

The chart below shows up-to-date information regarding how far in advance to book your flight from Port of Spain to Chicago.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $0 $6,336
7-14 days $0 $4,695
14-21 days $0 $4,357
21-30 days $0 $3,756
30-60 days $0 $2,560
60-90 days $0 $3,418
90+ days $0 $3,101

Cheapest Day To Fly from Port of Spain to Chicago Prices shown were found by travelers like you over the past 30 days

We've examined 28,282,135,031 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Port of Spain to Chicago is Tuesday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$4,357$2,560$6,336$2,560$3,756$3,418$3,418

Compare Flight Prices from Port of Spain to Chicago by Month Prices shown were found by travelers like you over the past 30 days

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for Port of Spain to Chicago flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
July Port of Spain Chicago JetBlue 7/30/17 8/3/17 1 $6,457
August Port of Spain Chicago United 8/25/17 9/6/17 1 $3,756
September Port of Spain Chicago Air Canada 9/14/17 9/28/17 1 $2,560
October Port of Spain Chicago JetBlue 10/30/17 11/4/17 1 $3,101
November Port of Spain Chicago United 11/5/17 11/10/17 1 $3,472
December Port of Spain Chicago United 12/18/17 12/30/17 1 $4,114
January Port of Spain Chicago United 1/1/18 1/10/18 1 $4,641
May Port of Spain Chicago American 5/5/18 5/12/18 1 $3,418

Cheap Last Minute Flights from Port of Spain to Chicago Prices shown were found by travelers like you over the past 30 days

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Port of Spain to Chicago. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

SunMonTueWedThuFriSat
30 31 1 2 3 4 5
$4,715
6 7 8 9 10 11 12
$4,715

Connecting Flights vs Direct Flights from Port of Spain to Chicago Prices shown were found by travelers like you over the past 30 days

Flights between some cities may be significantly cheaper if you choose a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Port of Spain to Chicago is $3,472.

The average price for direct flights from Port of Spain to Chicago is not available.

One Way Flights vs Round Trip Flights from Port of Spain to Chicago Prices shown were found by travelers like you over the past 30 days

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Port of Spain to Chicago. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Port of Spain to Chicago is not available.

The average price for round trip flights from Port of Spain to Chicago is $3,938.

Port of Spain to Chicago Flight Questions

Below are some common questions that asked about this flight route:

Question: What are the most popular connecting cities when flying from Port of Spain to Chicago?
Answer: Toronto, ON

Airlines in Port of Spain flying to Chicago Last modified: Jul 28, 2017 2:51 -04:00Number of routes searched: 68Number of itineraries searched: 45,779

Wondering which airlines fly out of Port of Spain to Chicago? We've gathered the average price of Port of Spain airlines with flights to Chicago. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary showing which days of the week individual carriers offer flights for the next 30 days.

Port of Spain to Chicago
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American MIA
Air Canada YYZ
JetBlue FLL
JetBlue JFK
Copa PTY
United CLE
United EWR
United IAH
American MIA / ATL
American MIA / BNA
American MIA / BWI
American MIA / CLE
Air Canada YYZ / YOW
Air Canada YYZ / YUL
Air Canada YYZ / YWG
JetBlue FLL / BOS
JetBlue FLL / JFK
JetBlue JFK / BOS
United EWR / ATL
United EWR / BOS
WestJet YYZ / YUL
WestJet YYZ / YYC

Port of Spain to Chicago Airports

These are the major commercial airports we're currently monitoring in Port of Spain and Chicago. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

Cheap International Flights to Chicago - CHI Last modified: Jul 28, 2017 2:51 -04:00Prices shown were found by travelers like you over the past 30 days

Cheap Flights from Port of Spain to Chicago