$326+ Cheap flights from Trinidad and Tobago to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/28. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Trinidad and Tobago to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Trinidad and Tobago to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Trinidad and Tobago (TT0) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 19, 2024.
Round-trip from | $349 (FlightHub) |
|---|---|
One-way from | $326 (United Airlines) |
Find flight deals from Trinidad and Tobago to Chicago
Cheapest flights from Trinidad and Tobago to ChicagoExplore the most affordable flight options available from Trinidad and Tobago to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 19, 2024.
Explore the most affordable flight options available from Trinidad and Tobago to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 19, 2024.
This United Airlines deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Find flights from Trinidad and Tobago to Chicago within your budget
Customize your flight search to find flights from Trinidad and Tobago to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 19, 2024.
Fly from
Fly to
Route
Depart
Return
Price
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Sun 2/2
5:50 pm-10:27 pm
2 stops30h 37m
Chicago O'Hare Intl
Fri 2/7
9:40 pm-4:29 pm
2 stops40h 49m
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Thu 1/23
3:36 am-12:11 pm
1 stop10h 35m
Chicago O'Hare Intl
Sat 2/1
6:55 am-1:37 am
1 stop16h 42m
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Thu 1/23
1:30 am-12:49 pm
1 stop13h 19m
Chicago O'Hare Intl
Sat 2/1
12:45 pm-12:23 am
1 stop9h 38m
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Fri 1/24
6:00 am-4:14 pm
2 stops12h 14m
Chicago O'Hare Intl
Sat 2/1
10:28 am-11:14 pm
2 stops10h 46m
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Sun 12/29
10:50 am-11:58 pm
1 stop15h 08m
Chicago O'Hare Intl
Tue 12/31
8:14 pm-2:09 pm
2 stops39h 55m
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Mon 5/19
2:35 am-8:02 am
2 stops30h 27m
Chicago O'Hare Intl
Tue 6/3
6:20 pm-1:35 am
2 stops54h 15m
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Sat 12/28
1:30 am-10:08 am
1 stop10h 38m
Port of SpainChicago
POS - ORD
POSORD
Port of Spain Piarco Intl
Sun 12/29
4:45 pm-9:05 am
1 stop18h 20m
Best time to book a flight from Trinidad and Tobago to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Trinidad and Tobago with our price prediction graph.
Travel insights for flights from Trinidad and Tobago to Chicago
Get recent, data-driven insights about flights from Trinidad and Tobago to Chicago including ideal travel times, pricing trends, and more.
What is the cheapest month to book a flight from Trinidad and Tobago to Chicago?
Currently, August is the cheapest month in which you can book a flight from Trinidad and Tobago to Chicago (average of $245). Flying from Trinidad and Tobago to Chicago in March is currently the most expensive (average of $317). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from TT to CHI?
Find hourly flight availability from Trinidad and Tobago to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 19, 2024.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Trinidad and Tobago to Chicago as you normally would.
Rainfall in Chicago by month
Plan your trip to Chicago by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.
Temperature in Chicago by month
Plan your trip to Chicago by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated December 19, 2024.
Read through reviews of airlines operating flights from Trinidad and Tobago to Chicago, such as United Airlines and American Airlines. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
Entertainment
Overall
Crew
Food
Comfort
Reviews
Nice staff. Delayed flight and delayed parking upon arrival. Copapass didn't work so I could watch movies. Spent extra money to buy a comfortable seat but ended up being seated with a little kid so noisy while there were still many empty seats around.
Boarding
Entertainment
Overall
Crew
Food
Comfort
Reviews
Nice staff. Delayed flight and delayed parking upon arrival. Copapass didn't work so I could watch movies. Spent extra money to buy a comfortable seat but ended up being seated with a little kid so noisy while there were still many empty seats around.
Boarding
Entertainment
Overall
Crew
Food
Comfort
Reviews
Nice staff. Delayed flight and delayed parking upon arrival. Copapass didn't work so I could watch movies. Spent extra money to buy a comfortable seat but ended up being seated with a little kid so noisy while there were still many empty seats around.
Boarding
Entertainment
Overall
Crew
Food
Comfort
Reviews
Nice staff. Delayed flight and delayed parking upon arrival. Copapass didn't work so I could watch movies. Spent extra money to buy a comfortable seat but ended up being seated with a little kid so noisy while there were still many empty seats around.
Boarding
Entertainment
Overall
Crew
Food
Comfort
Reviews
Nice staff. Delayed flight and delayed parking upon arrival. Copapass didn't work so I could watch movies. Spent extra money to buy a comfortable seat but ended up being seated with a little kid so noisy while there were still many empty seats around.
Boarding
Entertainment
Overall
Crew
Food
Comfort
Reviews
Nice staff. Delayed flight and delayed parking upon arrival. Copapass didn't work so I could watch movies. Spent extra money to buy a comfortable seat but ended up being seated with a little kid so noisy while there were still many empty seats around.
Related info for your journey
Find useful and relevant information for your journey from Trinidad and Tobago to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Trinidad and Tobago to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Top 2 airlines flying from Trinidad and Tobago to Chicago
Discover the top 2 airlines that operate flights from Trinidad and Tobago to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 19, 2024.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$505 | Average$701 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$556 | Average$638 | FlexibilityNo cancel fee | On-time71% |