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Good to know
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 1% increase in price.
Average price round-trip
(avg. price over the last 2 weeks)
Good deal round-trip
Good deal one-way
Top tips for finding cheap flights to Cuba
Book at least 2 weeks before departure in order to get a below-average price.
High season is considered to be January, November and December. The cheapest month to fly to Cuba is September.
FAQs - booking Cuba flights
Are there Cuba travel restrictions currently due to Coronavirus?
Entry restrictions Cuba has resumed commercial and charter flights.
Entry requirements Travelers must complete a "Declaración de Sanidad del Viajero" and present it upon arrival. Travelers will be tested on arrival (a ‘PCR’ swab and a temperature test), there is a charge of USD 30 for the PCR test.
Quarantine requirements Tourists arriving on holiday charter flights will be transferred directly to their hotels and will be briefed on further medical checks or testing within the hotel. Tourists arriving to Cayo Coco (CCC) must have a reservation confirmation of an approved hotel. All travelers on commercial flights are subject to self-isolation and must undertake a second PCR test. If the result for the second test is negative, they will no longer have to self-isolate. Travelers showing symptoms of COVID-19 may be isolated. Travelers who tests positive for COVID-19 will be hospitalized immediately, at own their own expense.
There are currently 513 active cases of COVID-19 diagnosed in CU and 134 deaths as of Nov 30 2020
How does KAYAK find such low prices on flights to Cuba?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Cuba.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Cuba?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Cuba is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights to Cuba?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Cuba with an airline and back with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Cuba?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Cuba up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.
Safety measures for airlines flying from Chicago to Cuba
Airlines flying from Chicago to Cuba have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.
Daily cleaning, installation of cabin HEPA filters on flights from Chicago to Cuba
Masks required on board, masks provided on flights from Chicago to Cuba
Social distancing seating
Middle seats unavailable to book on flights from Chicago to Cuba
Testing for antibodies, testing for symptoms for flights from Chicago to Cuba