Cheap flights from Chicago to Central America

Travel > Central America

Travel tip: Visit Cancun on your holidays!

Check our current prices for flights from Chicago to Central America. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Chicago to Central America, you will need to run a search below.

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From $216 / RT details

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Cheap Cancun airfares from $216/RT are provided by Cheapoair.com. Outbound flight is leaving on 05/06/2025, 07:00 am from Chicago O`hare (ORD) airport and arrives at Cancun (CUN) at 10:57 am. The flight time is 3 hours and 57 minutes. The Returning flight departes on 05/14/2025, 10:40 am (other return dates are also available). Date posted: 10 Jan 2025

Price evolution for flights From Chicago To Central America

Price overview for flights from Chicago to Central America

Recent Deals on Flights from Chicago to Central America:Roundtrip / Oneway

  • $216Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Cancun, MX (CUN)05/06/202507:00 am
    Cancun, MX (CUN)Chicago, IL (ORD)05/14/202510:40 am
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  • $221Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Monterrey, MX (MTY)03/30/202506:34 pm
    Monterrey, MX (MTY)Chicago, IL (ORD)04/08/202507:10 pm
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  • $225Vb flight Vb 
    FromToDepartureTime
    Chicago, IL (ORD)Monterrey, MX (MTY)03/30/202512:35 pm
    Monterrey, MX (MTY)Chicago, IL (ORD)04/08/202507:10 pm
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  • $226Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Cancun, MX (CUN)05/06/202507:00 am
    Cancun, MX (CUN)Chicago, IL (ORD)05/14/202510:35 am
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  • $270Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Monterrey, MX (MTY)03/30/202509:54 am
    Monterrey, MX (MTY)Chicago, IL (MDW)04/08/202507:10 pm
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  • $87Vb flight Vb 
    FromToDepartureTime
    Chicago, IL (ORD)Monterrey, MX (MTY)03/27/202504:55 pm
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  • $94Volaris flight Volaris 
    FromToDepartureTime
    Chicago, IL (ORD)Guatemala City, GT (GUA)04/01/202501:40 am
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  • $111Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Jose, CR (SJO)03/27/202501:48 am
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  • $116Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Guatemala City, GT (GUA)04/01/202509:08 pm
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  • $127Aeromexico flight Aeromexico 
    FromToDepartureTime
    Chicago, IL (ORD)Monterrey, MX (MTY)03/27/202503:47 pm
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Recently found cheap flight deals

Multiple AirlinesChicago To Timisoara Multiple Airlines airfares from Chicago in December
$1643 Depart: 12/26/2024
Return: 01/07/2025

provided by Cheapoair.com

Spirit AirlinesNewark To Port Au Prince Spirit Airlines airfares from Newark in November
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Return: 12/06/2024

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Tap airwaysNewark To Munich Tap airways airfares from Newark in September
$667 Depart: 09/18/2024
Return: 10/08/2024

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$1187 Depart: 05/23/2025
Return: 06/27/2025

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Avianca AirlinesOrlando To Georgetown Avianca Airlines airfares from Orlando in April
$637 Depart: 04/06/2025
Return: 04/17/2025

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Ethiopian AirlinesToronto To Mumbai Ethiopian Airlines airfares from Toronto in April
$1298 Depart: 04/02/2025
Return: 04/15/2025

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Alaska AirlinesFort Myers To San Antonio Alaska Airlines airfares from Fort Myers in June
$1635 Depart: 06/04/2023
Return: 06/17/2023

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Multiple AirlinesWinnipeg To Halifax Multiple Airlines airfares from Winnipeg in March
$280 Depart: 03/18/2025
Return: 03/24/2025

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Alaska AirlinesDallas To Anchorage Alaska Airlines airfares from Dallas in August
$599 Depart: 08/21/2024
Return: 09/03/2024

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Specify your search details. Browse the cheapest flights from Chicago to Central America, Central America hotel rooms and Chicago to Central America vacation packages from the most popular providers, airline consolidators and travel search engines.

Know what to do when flying to Central America?

Veracruz Travel Guide The city of Veracruz is one of the very rich towns in terms of history and commercial trading. The port of this city is also one of the busiest ports when compared to most of the ports in Mexico. As of now the port has become the largest [...]
Veracruz History   It was the year 1519 when the port, which is today the port for the city of Veracruz, was formed. It was Hernán Cortés who was responsible for laying the foundation of this port. He was the army leader responsible for conquering Mexico for [...]
Veracruz Sightseeing The city of Veracruz has been heavily gifted with many natural sights and it is the presence of these sights which makes the city of Veracruz very important for foreign as well as local tourists. This city of Veracruz happens to be the very [...]
Veracruz Nightlife The city of Veracruz knows exactly how to celebrate life. Nightlife in the city of Veracruz starts at the tune of awesome danzón which is a simple but sensual dance said to be of Caribbean origin. The music in and around the city of Veracruz [...]
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