Prices shown below were available within the past 3 days for the period specified and should not be considered the final price offered. Please note that availability and prices are subject to change.

Cheapest time to fly from Chicago to Havana

Flexible with dates? We find the best price for the week of the day you select *Prices may vary after you search.

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week: Jan 19 - Jan 25

Flights from just $453

$497

$1,090

$1,105

$690

$486

$477

$453

$485

$467

$496

$471

$490

DecemberJanuaryFebruary

Flying Time8 h and 8 mWhen flying from Chicago to Havana, this can take around 8 h and 8 m in flying time, however this flight duration can vary due to other factors

Cheapest flight$222The best price for flights from Chicago to Havana offered by eDreams, which have been found by our customers in the last 3 days

Departure AirportO'hare International AirportO'hare International Airport is where you'll take off when flying from Chicago to Havana

Arrival AirportJose MartiYou'll land at Jose Marti when flying from Chicago to Havana

Peak seasonMarchMarch is the busiest time to fly from Chicago to Havana according to search data results from our customers

Best time to bookMayMay is one of the most frequent times to fly to Havana from Chicago according to real data from our customers

Exchange rate

1 USD = 24.83 CUP

1 CUP = 0.05 USD

Last revised on Fri, 12/5

Distance: 1330 miles

Chicago airports

O'hare International Airport (ORD)How far from city center: 14 miles

Midway Airport (MDW)How far from city center: 4 miles

Havana airports

Are you planning to travel to Havana for vacations, business or family visits? eDreams offers you the cheapest flights and best deals departing from Chicago. With our fast search engine you will get a large selection of airfares from standard and low cost airlines worldwide and easily book your tickets for this route. If you are flexible we help you identify the cheapest day to fly to Havana and if you need to leave soon you can check our most convenient last minute fares. Read all the useful information about your next destination and proceed to the reservation, indicating your flight dates and completing your travel booking with hotels and car rental!

Frequently asked questions about flights from Chicago to Havana

What are the benefits of booking flexible flight tickets?

Using the flexible flight ticket, you're guaranteed a refund or a rebooking option (without fees) in case of flight cancellations when travelling to Cuba. At eDreams have you covered!

For flights from Chicago to Havana, how can I find the cheapest price?

The cheapest price for a flight from Chicago to Havana is $222. At eDreams we use different machine learned based methodologies to find our costumers the best option available, considering airline combinations, stopovers and direct flights as well as different criteria for inbound and outbound journeys.

When booking, when is the best time to get the best prices for flights from Chicago to Havana?

The most popular months to book a trip from Chicago to Havana are May, March and January, based on the searches of our customers.

When is the best time to travel from Chicago to Havana?

The best time of the year to visit Havana depends on lots of personal preferences, especially the price. Regarding popularity, March is the best month to fly to Havana from Chicago in terms of searches from our customers, followed by December and May. If you prefer to avoid the busy season and get away from the crowds September, June and February are the months with fewer searches for Chicago - Havana.

How long does the flight from Chicago to Havana take?

Flight length from Chicago to Havana is around 08:08 hours on average, at an average distance of 5,353 km, for flights for the route (which may have 1 or more stops in other cities in between).

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