Cheap Flights from Chicago O'Hare International to Havana

Compare Chicago O'Hare International to Havana flight deals

Find the cheapest month or even day of the year to fly to Havana

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Flight deals from Chicago O'Hare International to Havana

Looking for a cheap last-minute deal or the best return flight from Chicago O'Hare International Airport to Havana Airport? If you want to travel next month, return fares start from R 8,024. Find the lowest prices on one-way and return tickets right here.

Havana.R 3,536 per passenger.Departing Fri, 30 Oct.One-way flight with Viva.Outbound indirect flight with Viva, departs from Chicago O'Hare International on Fri, 30 Oct, arriving in Havana.Price includes taxes and charges.From R 3,536, select.

Havana.R 3,893 per passenger.Departing Sat, 26 Dec.One-way flight with Viva.Outbound indirect flight with Viva, departs from Chicago O'Hare International on Sat, 26 Dec, arriving in Havana.Price includes taxes and charges.From R 3,893, select.

Havana.R 4,282 per passenger.Departing Sat, 15 Aug.One-way flight with Viva.Outbound indirect flight with Viva, departs from Chicago O'Hare International on Sat, 15 Aug, arriving in Havana.Price includes taxes and charges.From R 4,282, select.

Havana.R 4,675 per passenger.Departing Sat, 21 Nov.One-way flight with Viva.Outbound indirect flight with Viva, departs from Chicago O'Hare International on Sat, 21 Nov, arriving in Havana.Price includes taxes and charges.From R 4,675, select.

Havana.R 5,934 per passenger.Departing Sat, 6 Mar.One-way flight with American Airlines.Outbound indirect flight with American Airlines, departs from Chicago O'Hare International on Sat, 6 Mar, arriving in Havana.Price includes taxes and charges.From R 5,934, select.

Havana.R 6,174 per passenger.Departing Mon, 1 Feb.One-way flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Mon, 1 Feb, arriving in Havana.Price includes taxes and charges.From R 6,174, select.

Havana.R 6,359 per passenger.Departing Tue, 8 Sep.One-way flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Tue, 8 Sep, arriving in Havana.Price includes taxes and charges.From R 6,359, select.

Havana.R 18,994 per passenger.Departing Fri, 24 Jul.One-way flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Fri, 24 Jul, arriving in Havana.Price includes taxes and charges.From R 18,994, select.

Find the cheapest month to fly from Chicago O'Hare International to Havana

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago O'Hare International to Havana flights are currently cheapest in October.

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Chicago O'Hare International to Havana: Alternative routes

Compare routes from Chicago O'Hare International to Havana below. You may find an airport to fly into that's cheaper, faster, or easier than Havana.

Havana

17km from central Havana

ClosestCheapest

from R 3,536

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Chicago to Havana: Flight information

The things to know before you go.

Cheapest flight found	R 3,536
Cheapest month to fly	October

Finding cheap flights from Chicago O'Hare International to Havana: Frequently asked questions

How much are return flights from Chicago O'Hare International to Havana?

The best price we found for a return flight from Chicago O'Hare International to Havana is R 6,664. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

Which airlines fly direct from Chicago O'Hare International to Havana?

Currently, there are no airlines that fly direct from Chicago O'Hare International to Havana. But we found flights with one or more stops from R 6,664.

How many flights are there a week from Chicago O'Hare International to Havana?

As of July 2026, there are no flights flying from Chicago O'Hare International to Havana.

When is the cheapest time to fly from Chicago O'Hare International to Havana?

The cheapest month to fly from Chicago O'Hare International to Havana is usually October.

Which upcoming date is cheapest to fly from Chicago O'Hare International Airport to Havana Airport on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago O'Hare International Airport to Havana Airport on Friday, 30 October 2026.

Can I get a direct flight from Chicago O'Hare International Airport to Havana Airport?

No airlines currently offer direct flights between Chicago O'Hare International Airport and Havana Airport. Most routes have one or more stops.

How can I find the best flight deal to Havana?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Havana but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Havana?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Havana is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly from Chicago O'Hare International Airport to Havana with?

Currently, Viva offers the cheapest flight tickets to Havana.

Flying from Chicago O'Hare International Airport (ORD) to Havana Airport (HAV): what you need to know

Havana is one hour ahead of Chicago and is in the UTC-5 timezone.
Leave enough time to catch your ORD to HAV flight. It's generally best to arrive at least two hours before international departures and an hour ahead for domestic flights.
During popular months such as July, it's a good idea to get to the airport well in advance. Plan to arrive two hours before a domestic departure and four hours ahead for an international flight whenever you're flying during peak periods in general.
We make it simple to book a flight with a stopover. To see all your options for tickets from Chicago O'Hare International Airport to Havana Airport, deselect 'Direct flights only.' Then, pick a flight offering a stop long enough to explore your chosen city. Top stopovers between ORD and HAV include:
- Houston George Bush Intercntl. Airport
- Miami International Airport
- Cancun Airport

How to find the cheapest flights from Chicago O'Hare International Airport (ORD) to Havana Airport (HAV)

Right now, R 3,536 is the lowest price we've found for a one-way Chicago O'Hare International Airport to Havana Airport flight. The best price for a return ticket is R 6,664. Keep in mind that fares may change due to demand at the time of booking.
To score cheap tickets from ORD to HAV, book ahead. Airlines typically offer lower fares when flights are first released.
Getting cheap flights from Chicago O'Hare International Airport to Havana Airport is easier if you can be flexible with your dates. Use the 'Whole month' search tool to see the lowest fares across each month and bag a great deal.
You don't need to check back in every day to find out if fares have dropped when you set up a Price Alert. We'll let you know as soon as there's a new deal on cheap flights from ORD to HAV.
Tailor your trip using filters. Pick your ideal departure and arrival times, airlines and total journey duration. You can also sort your results by 'Fastest,' 'Best' or 'Cheapest' flights from Chicago O'Hare International Airport to Havana Airport.

Handy information about Chicago O'Hare International Airport (ORD)

ORD is located at 10000 West O'Hare.
Of all flights leaving Chicago O'Hare International Airport, 70% land on schedule at their destination.
Central Chicago to Chicago O'Hare International Airport is around 27 kilometres. Depending on traffic, it'll take you about 30 minutes to get there if you're ride-sharing, catching a taxi or driving.
Taking public transport? Expect a journey time of around 45 minutes.
Get your travels off to a leisurely start by staying near ORD. Whether you're taking an early flight from Chicago O'Hare International Airport to Havana Airport or just don't want to be rushed, these hotels are perfect:

Arriving at Havana Airport (HAV)

Stay moments from the runway if you're landing on a late Chicago O'Hare International Airport to Havana Airport flight. Migaby House is a comfortable option near HAV. Or check in and recharge your batteries at Hostal Doña Amalia Cuba before continuing to your final destination.

When to fly to Havana Airport (HAV)

October is the busiest month for flights from Chicago O'Hare International Airport to Havana Airport. To escape the crowds, visit Havana in March.
The warmest month in Havana is July, with temperatures ranging between 23ºC (73ºF) and 35ºC (95ºF). Lock in your flights from Chicago O'Hare International Airport to Havana Airport in this month if you like this kind of weather.
January has average temperatures of between 17ºC (63ºF) and 28ºC (82ºF). Search for cheap tickets from ORD to HAV around that time if you like travelling in cooler conditions.

Explore more of Cuba

You've seen Havana, now it's time to discover more of Cuba. Journey about 499 kilometres east to Camaguey to check off its top attractions. From Iglesia de Nuestra Senora de la Merced to Catedral de Senora de la Candelaria and Iglesia de Santa Ana, there's plenty to keep you busy.
Around 257 kilometres east of Havana, Santa Clara is another favourite stop in Cuba. Experience the best of this destination with a visit to Che Guevara Mausoleum, Plaza de La Revolución Ernesto Che Guevara, Santa Clara Cuba and Abbey Road Park (The Beatles park).