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Did you mean flights from Port of Spain to Chicago?

Flights from Chicago to Port of Spain, Trinidad And Tobago Last modified: Sep 29, 2016 1:00 AM

Chicago to Port of Spain Last modified: Sep 29, 2016 1:00 AM

We've scanned 25,716,102,982 round trip itineraries and found the cheapest flights from Chicago to Port of Spain. Air Canada & United frequently offer the best deals on Chicago to Port of Spain flights, or select your preferred carrier below to see the cheapest days to fly.

Air Canada
CHIPOS
Wed 1/4
1 stop
POSCHI
Tue 1/10
1 stop
$527
Select
Air Canada
CHIPOS
Wed 1/4
2 stops
POSCHI
Tue 1/10
2 stops
$527
Select
United
CHIPOS
Sun 1/1
1 stop
POSCHI
Mon 1/9
1 stop
$542
Select
American
CHIPOS
Sat 11/26
2 stops
POSCHI
Sat 12/3
2 stops
$547
Select
JetBlue
CHIPOS
Sat 10/29
1 stop
POSCHI
Sat 11/5
1 stop
$561
Select
WestJet
CHIPOS
Tue 12/27
2 stops
POSCHI
Mon 1/16
2 stops
$1,053
Select
British Airways
CHIPOS
Thu 12/8
3 stops
POSCHI
Mon 12/12
3 stops
$3,421
Select

How Much is a Flight from Chicago to Port of Spain?

We have collected flight cost data from across the web for travel from Chicago to Port of Spain, and have found the average flight price for this trip to be $579.

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

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 thinking FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from Chicago to Port of Spain 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 Chicago to Port of Spain?

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

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $0 $571
7-14 days $0 $0
14-21 days $0 $612
21-30 days $0 $548
30-60 days $0 $544
60-90 days $0 $548
90+ days $0 $446

Cheapest Day To Fly from Chicago to Port of Spain

We've examined 25,724,431,429 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Chicago to Port of Spain is Thursday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$553 $553 $576 $544 $730 $547 $548

Compare Flight Prices from Chicago to Port of Spain by Month

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 Chicago to Port of Spain flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
October Chicago Port of Spain American 10/22/16 10/31/16 1 $548
November Chicago Port of Spain United 11/24/16 11/30/16 1 $544
December Chicago Port of Spain American 12/4/16 12/13/16 2 $548
January Chicago Port of Spain JetBlue 1/28/17 2/4/17 2 $446
February Chicago Port of Spain JetBlue 2/9/17 2/17/17 3 $484
March Chicago Port of Spain American 3/3/17 3/12/17 2 $542
April Chicago Port of Spain Air Canada 4/14/17 4/22/17 2 $596
May Chicago Port of Spain JetBlue 5/4/17 5/8/17 1 $511

Cheap Last Minute Flights from Chicago to Port of Spain

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

Next 30 Days

SunMonTueWedThuFriSat
23 24 25 26 27 28 29
$553
30 31 1 2 3 4 5
$553

Connecting Flights vs Direct Flights from Chicago to Port of Spain

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 Chicago to Port of Spain is $781.

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

One Way Flights vs Round Trip Flights from Chicago to Port of Spain

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 Chicago to Port of Spain. 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 Chicago to Port of Spain is not available.

The average price for round trip flights from Chicago to Port of Spain is $781.

Chicago to Port of Spain Flight Questions

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

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

Airlines in Chicago flying to Port of Spain Last modified: Sep 29, 2016 1:00 AMNumber of routes searched: 70Number of itineraries searched: 20,063

Wondering which airlines fly out of Chicago to Port of Spain? We've gathered the average price of Chicago airlines with flights to Port of Spain. 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.

Chicago to Port of Spain
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American MIA
Copa PTY
United IAH
American CLT / MIA
American MCO / MIA
United EWR
American EWR / MIA
American MSY / MIA
JetBlue JFK
Air Canada YUL / YYZ
Air Canada YYZ
JetBlue JFK / FLL
United EWR / IAH
United LGA / IAH
JetBlue FLL
JetBlue BOS / JFK
United SFO
JetBlue BOS / FLL
WestJet YYC / YYZ

Chicago to Port of Spain Airports

These are the major commercial airports we're currently monitoring in Chicago and Port of Spain. 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 Domestic Flights from Chicago - CHI

FlightsAirlineLowest Price
Flights from Chicago to Miami American, Delta, Frontier, United $77
Flights from Chicago to San Juan American, JetBlue, Delta, Spirit, United $100
Flights from Chicago to Dallas - Ft Worth American, Alaska, Delta, Spirit, United $81
Flights from Chicago to Atlanta American, Delta, Spirit, United $86
Flights from Chicago to Washington American, Alaska, JetBlue, Delta, United $87
Flights from Chicago to San Francisco American, Alaska, Delta, Frontier, United, Virgin America $116
Flights from Chicago to Denver American, Delta, Frontier, Spirit, United $87
Flights from Chicago to Boston American, JetBlue, Delta, Spirit, United $87
Flights from Chicago to Houston American, Delta, Spirit, United $76
Flights from Chicago to Phoenix American, Alaska, Delta, Frontier, Spirit, United $107
Flights from Chicago to Ft Lauderdale American, JetBlue, Delta, Spirit, United $117
Flights from Chicago to Tampa American, Delta, Frontier, Spirit, United $87
Flights from Chicago to Minneapolis - St Paul Delta, Spirit $79
Flights from Chicago to Seattle American, Alaska, Delta, Frontier, Spirit, United, Virgin America $127
Flights from Chicago to Newark American, Delta, United $147

Cheap International Flights from Chicago - CHI

FlightsAirlineLowest Price
Flights from Chicago to Tobago British Airways $3,551
Flights from Chicago to Grenada American, Air Canada, JetBlue, British Airways, Delta $648
Flights from Chicago to Barbados Air Canada, JetBlue, British Airways, Delta $351
Flights from Chicago to St Lucia American, Air Canada, JetBlue, Delta, United $510
Flights from Chicago to London Jet Airways, American, Air Berlin, Air Canada, Air France, Finnair, British Airways, Delta, Aer Lingus, Icelandair, Iberia, KLM, Lufthansa, Austrian, Qatar, SAS, Brussels, United, Virgin Atlantic, WestJet $506
Flights from Chicago to Punta Cana American, Air Canada, JetBlue, British Airways, Copa, Delta, Frontier, Spirit, United, WestJet $318
Flights from Chicago to St Thomas Island American, Delta, Spirit, United $317
Flights from Chicago to Toronto American, Air Canada, Delta, Porter, United, WestJet $215
Flights from Chicago to St Maarten American, Air Canada, JetBlue, Delta, United, WestJet $497
Flights from Chicago to Cancun American, Air Canada, AeroMexico, JetBlue, British Airways, Copa, Delta, Frontier, Spirit, United, WestJet, Volaris $304
Flights from Chicago to Aruba American, Air Canada, Avianca, JetBlue, British Airways, Delta, Spirit, United $376

Cheap International Flights to Port of Spain - POS

FlightsAirlineLowest Price
Flights from Indianapolis to Port of Spain American, Air Canada, United $593
Flights from Milwaukee to Port of Spain American, Air Canada, Copa, United $1,044
Flights from Grand Rapids to Port of Spain American, British Airways, Copa, United Check Dates
Flights from Madison to Port of Spain American, British Airways, United Check Dates
Cheap Flights from Chicago to Port of Spain