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.
Search and Compare cheap Flights

Book your flight now with Cheapoair.com and save!
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

Recent Deals on Flights from Chicago to Central America:Roundtrip / Oneway
- $216
Frontier Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Cancun, MX (CUN) 05/06/2025 07:00 am Cancun, MX (CUN) Chicago, IL (ORD) 05/14/2025 10:40 am - $221
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Monterrey, MX (MTY) 03/30/2025 06:34 pm Monterrey, MX (MTY) Chicago, IL (ORD) 04/08/2025 07:10 pm - $225
Vb
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Monterrey, MX (MTY) 03/30/2025 12:35 pm Monterrey, MX (MTY) Chicago, IL (ORD) 04/08/2025 07:10 pm - $226
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Cancun, MX (CUN) 05/06/2025 07:00 am Cancun, MX (CUN) Chicago, IL (ORD) 05/14/2025 10:35 am - $270
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (MDW) Monterrey, MX (MTY) 03/30/2025 09:54 am Monterrey, MX (MTY) Chicago, IL (MDW) 04/08/2025 07:10 pm - $94
Volaris
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Guatemala City, GT (GUA) 04/01/2025 01:40 am - $116
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Guatemala City, GT (GUA) 04/01/2025 09:08 pm - $128
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Cancun, MX (CUN) 04/02/2025 06:00 am - $141
Aeromexico
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Aguascalientes, MX (AGU) 04/05/2025 01:59 am - $142
Vb
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Culiacan, MX (CUL) 04/09/2025 12:35 pm
Recently found cheap flight deals
Chicago To Taipei All Nippon Airways airfares from Chicago in November
$1606 Depart: 11/01/2024
Return: 11/08/2024
provided by Cheapoair.com
Miami To Memphis Frontier Airlines airfares from Miami in April
$277 Depart: 04/08/2024
Return: 04/16/2024
provided by Cheapoair.com
Canton To Denver Spirit Airlines airfares from Canton in January
$365 Depart: 01/17/2023
Return: 02/01/2023
provided by Cheapoair.com
West Palm Beach To Tirana Multiple Airlines airfares from West Palm Beach in July
$1511 Depart: 07/29/2024
Return: 08/11/2024
provided by Cheapoair.com
Los Angeles To Toluco VB airfares from Los Angeles in April
$334 Depart: 04/11/2025
Return: 04/21/2025
provided by Cheapoair.com
Minneapolis To Cleveland Multiple Airlines airfares from Minneapolis in March
$428 Depart: 03/24/2025
Return: 03/30/2025
provided by Cheapoair.com
Toronto To Burbank Alaska Airlines airfares from Toronto in November
$490 Depart: 11/02/2021
Return: 11/09/2021
provided by Cheapoair.com
Saint Johns To Edmonton Multiple Airlines airfares from Saint Johns in March
$488 Depart: 03/21/2025
Return: 03/26/2025
provided by Cheapoair.com
Boston To Barcelona Tap airways airfares from Boston in June
$1007 Depart: 06/10/2024
Return: 06/22/2024
provided by Cheapoair.com
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 [...]