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Cheap flights from Trinidad to Chicago (CHI)

POS — CHI
Jun 29 — Jul 61
Mon 6/29
Mon 7/6
1 adult, Economy
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1. Tell us where you want to go

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Find flight deals from Trinidad to Chicago

Keep the following information in mind while searching for Trinidad to Chicago flight deals. Data was last updated May 30, 2026.

Round-trip from

$566
(Air Canada)

One-way from

$286
(Orbitz)
From Trinidad to Chicago (CHI)
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One-way flight from Trinidad to Chicago (CHI)
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Related info for your journey

Find useful and relevant information for your journey from Trinidad to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Trinidad to Chicago?

    Departing from Trinidad to Chicago will take you 22h 07m. The distance between Trinidad and Chicago is about 2697 mi.

  • Can I find deals for flights from Trinidad to Chicago that include hotel bookings?

    Yes. In addition to deals on Trinidad to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Trinidad to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Trinidad to Chicago.

  • Can I find deals for business class flights from Trinidad to Chicago?

    Yes. Cheapflights offers flight deals from Trinidad to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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Top 2 airlines flying from Trinidad to Chicago

Discover the top 2 airlines that operate flights from Trinidad 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 May 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$572Average$720FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$573Average$799FlexibilityNo cancel feeOn-time71%

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