Cheap flights from Trinidad to Chicago from $337
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Trinidad to Chicago departing on 6/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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How to get the cheapest flight ticket from Trinidad to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Tuesday when prices can be found for as low as $597. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Trinidad to Chicago for around $1,058.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Trinidad to Chicago during this time can be as low as $716. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $830.
Cheap Trinidad to Chicago flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Trinidad to Chicago
When did momondo last update prices for flights from Trinidad to Chicago?
Prices for flights from Trinidad to Chicago refresh daily.
How many operators does momondo search for flights from Trinidad to Chicago?
The number of operators available for flights from Trinidad to Chicago is 2 as of June 2025.
How old do you have to be to fly from Trinidad to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Trinidad to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Trinidad to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Trinidad to Chicago is Boeing 737-800, representing 19.72% of all bookings. The subsequent popular models are Airbus A321neo at 9.63%, Boeing 737 MAX 8 at 8.10%, and Boeing 737-900 at 7.85%.
Best airlines flying from Trinidad to Chicago
Compare and see reviews for airlines that fly from Trinidad to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $493 | Free Cancellation | Rating 7.4 8,801 reviews | |||
| PriceFrom $561 | Free Cancellation | Rating 7.2 10,000 reviews |
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Trinidad to Chicago?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Trinidad.
Can I find flights from Trinidad to Chicago with flexible booking policies on momondo?
All flight searches from Trinidad to Chicago on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from Trinidad to Chicago?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Trinidad.
I’m not ready to book a flight from Trinidad to Chicago right now. Can momondo alert me if prices change?
If you are not ready to book a flight from Trinidad to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.