Cheap flights from Chicago (CHI) to Cuba

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How to find the cheapest flight from
Chicago (CHI) to Cuba

All the information you need to plan the best CHI to HAV flight in 2021: compare Chicago to Cuba flight prices with the expected peak season, weather and rainfall in Cuba.
How far in advance should I book a flight from Chicago to Cuba?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 60 days in advance, which can save you up to 44% on flights from Chicago to Cuba compared to booking the week you need them. Waiting 60 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $410. For sooner than that we have options available in the next 3 days from $466.

When is the cheapest time to fly from Chicago to Cuba (CHI - CU)?

When flying from Chicago to Cuba, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest month to fly from Chicago to Cuba?

Our data shows that September tends to be the cheapest month to fly to Cuba from Chicago. Users have commonly found prices around $324 for the month, but tickets can be as low as $224. Due to multiple factors, prepare for potentially higher prices in December.

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Chicago</span> to <span class="emphasized">Cuba</span> flights.

Flight FAQs

From Chicago to Cuba

Which airlines flying from Chicago to Cuba have flexible cancellations due to COVID-19?

Copa Airlines, American Airlines, and JetBlue are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

What are the most popular routes from Chicago to Cuba?

The most popular flight routes from Chicago to Cuba are Chicago O'Hare Intl - Havana Jose Marti Intl, Chicago O'Hare Intl - Holguín Frank Pais and Chicago Midway - Havana Jose Marti Intl.

What are the cheapest flights from Chicago to Cuba?

On average you can expect to pay $276 for a flight from Chicago to Cuba. The cheapest flight overall is $217 while the most popular route, (Chicago O'Hare Intl - Havana Jose Marti Intl) is currently priced at $187.

What are the most popular airlines that fly from Chicago to Cuba?

When booking a flight from Chicago to Cuba, you may want to consider flying on Interjet, American Airlines or Aeromexico as they are the most popular for this route.

Related searches

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Rent a Car

Car Rentals in Cuba

COVID Restrictions

View COVID Travel Restrictions for Cuba

Do I need a COVID test to fly to Cuba from Chicago?

Information is based on travel restrictions from Chicago to Cuba

Most visitors from Chicago need to provide a negative COVID-19 test result and/or quarantine to enter Cuba.

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) test taken 72 hours before departing to Cuba.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Cuba.

Documents
Health Declaration Form - Travelers must present a completed health declaration form to immigration on arrival in Cuba.


Do I need a test to fly back to Chicago from Cuba?

Returning to Chicago from Cuba

COVID-19 testing requirements
Visitors from Cuba must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from Cuba are not required to quarantine after entering Chicago.

Hide COVID Travel Restrictions for Cuba

Destination points for flights from Chicago to Cuba

Select to see more specific information for flights from Chicago to all places in Cuba.

Destination information for Cuba

Things to know before you go - useful duration and weather info for your trip from Chicago to Cuba.
Today's exchange rate
$1 = CUC 1.00

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)

Airports servicing

Baracoa (BCA)
Cayo Las Brujas (BWW)
Bayamo C.M. de Cespedes (BYM)
Cayo Coco (CCC)
Cienfuegos (CFG)
Camagüey Ign Agramonte Intl (CMW)

Top 7 airlines flying from Chicago to Cuba

The chart below displays the airlines Cheapflights users traveling from Chicago to Cuba choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Delta
$132 $378 No cancel fee N/A
Copa Airlines
$138 $302 No cancel fee 70%
United Airlines
$140 $347 No cancel fee 69%
American Airlines
$164 $434 No cancel fee 71%
JetBlue
$208 $458 No cancel fee 62%
Interjet
$233 $430 No cancel fee 68%

We couldn't confirm the COVID-19 safety measures taken by Interjet. Please check directly on their website for additional information.

Aeromexico
$245 $329 No cancel fee N/A
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