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Cheap Flights from Chicago O'Hare International to Havana

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Compare Chicago O'Hare International to Havana flight deals

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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 to Havana? Find the lowest prices on one-way and return tickets right here.
Havana.347 € per passenger.Departing Sat, 6 Sep, returning Sat, 20 Sep.Return flight with Volaris and Viva Aerobus.Outbound indirect flight with Volaris, departs from Chicago O'Hare International on Sat, 6 Sep, arriving in Havana.Inbound indirect flight with Viva Aerobus, departs from Havana on Sat, 20 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From 347 €, select.
Havana.372 € per passenger.Departing Thu, 3 Jul, returning Sun, 6 Jul.Return flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Thu, 3 Jul, arriving in Havana.Inbound indirect flight with Copa, departs from Havana on Sun, 6 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From 372 €, select.
Havana.386 € per passenger.Departing Sun, 29 Jun, returning Sun, 6 Jul.Return flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Sun, 29 Jun, arriving in Havana.Inbound indirect flight with Copa, departs from Havana on Sun, 6 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From 386 €, select.
Havana.396 € per passenger.Departing Wed, 13 Aug, returning Mon, 25 Aug.Return flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Wed, 13 Aug, arriving in Havana.Inbound indirect flight with Copa, departs from Havana on Mon, 25 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From 396 €, select.
Havana.396 € per passenger.Departing Sat, 18 Oct, returning Sat, 25 Oct.Return flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Sat, 18 Oct, arriving in Havana.Inbound indirect flight with Copa, departs from Havana on Sat, 25 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From 396 €, select.
Havana.397 € per passenger.Departing Tue, 8 Jul, returning Thu, 7 Aug.Return flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Tue, 8 Jul, arriving in Havana.Inbound indirect flight with Copa, departs from Havana on Thu, 7 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From 397 €, select.
Havana.406 € per passenger.Departing Fri, 10 Oct, returning Tue, 4 Nov.Return flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Fri, 10 Oct, arriving in Havana.Inbound indirect flight with Copa, departs from Havana on Tue, 4 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From 406 €, select.
Havana.419 € per passenger.Departing Mon, 26 Jan, returning Sat, 31 Jan.Return flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Mon, 26 Jan, arriving in Havana.Inbound indirect flight with Copa, departs from Havana on Sat, 31 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From 419 €, 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 September.
May
Find prices
Jun
from 421 €
Jul
from 372 €
Aug
from 396 €
Sep
from 347 €
Oct
from 396 €
Nov
from 650 €
Dec
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Jan
from 419 €
Feb
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Mar
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Apr
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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.

Chicago to Havana: Flight information

The things to know before you go.
Cheapest flight found347 €
Cheapest month to flySeptember

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

The best price we found for a return flight from Chicago O'Hare International to Havana is 347 €. 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.
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 347 €.
As of May 2025, there are no flights flying from Chicago O'Hare International to Havana.
The cheapest month to fly from Chicago O'Hare International to Havana is usually May 2025.
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 Saturday, 6 September 2025.
No airlines currently offer direct flights between Chicago O'Hare International Airport and Havana Airport. Most routes have one or more stops.
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.
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.
Currently, Volaris offers the cheapest flight tickets to Havana.

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

  • Havana is one hour ahead of Chicago and observes the UTC-4 timezone.

  • Your ORD to HAV flight won't wait if you're late, so don't forget to check in on time. Arrive up to one hour in advance for domestic flights and two hours ahead for international travel.

  • During popular months such as August, it's best to get to the airport earlier than normal. Plan to arrive two hours before domestic departures and four hours ahead for international flights whenever you're travelling during peak periods in general.

  • We make it a cinch to book a flight with a stopover. To see all your options for tickets from O'Hare International Airport to Jose Marti International Airport, uncheck 'Direct flights only.' Then, choose a flight that has a stop long enough to visit your chosen city. Stopovers between ORD and HAV include:

    • Tampa International Airport

    • Miami International Airport

    • Cancun International Airport

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

  • At the moment, 171 € is the cheapest price we've seen for a one-way O'Hare International Airport to Jose Marti International Airport flight. The best price for a return plane ticket is 347 €. Bear in mind that fares may change due to availability when booking.

  • To find cheap tickets from ORD to HAV, book early. Airlines typically offer their most competitively priced fares when flights are first made available.

  • The 'Whole month' search function shows you the cheapest flights from O'Hare International Airport to Jose Marti International Airport throughout the entire month. It's a great way to snap up a bargain if your travel dates are flexible.

  • Getting your hands on cheap flights from ORD to HAV is a cinch with Price Alerts. Simply create one of these automatic alerts and we'll notify you as soon as fares go down.

  • Tailor your flights with filters. Choose your preferred arrival and departure times, total journey duration and airlines. You can also sort the results by 'Best,' 'Cheapest' or 'Fastest' flights from O'Hare International Airport to Jose Marti International Airport.

Handy information about O'Hare International Airport (ORD)

  • ORD is located at 10000 West O'Hare.

  • 74.85% of flights that depart O'Hare International Airport make it to their destination on schedule.

  • O'Hare International Airport is about 40 kilometres from central Chicago. If you're driving, catching a cab or ride-sharing from the centre, it'll take 35 minutes or so to arrive, depending on the traffic.

  • Expect a trip time of about 55 minutes when using public transport.

  • Get your travels off to a stress-free start by staying near ORD. Whether you're boarding an early flight from O'Hare International Airport to Jose Marti International Airport or just don't like being rushed, these hotels are ideal:

Arriving at Jose Marti International Airport (HAV)

Getting from Jose Marti International Airport (HAV) to central Havana

  • Jose Marti International Airport to the centre of Havana has a drive time of around 30 minutes. It's approximately 16 kilometres away.

When to fly to Jose Marti International Airport (HAV)

  • August is the busiest month for flights from O'Hare International Airport to Jose Marti International Airport. To skip the crowds, head to Havana in April.

  • Book your flight from O'Hare International Airport to Jose Marti International Airport for July if you want to go to Havana during its warmest month. Expect temperatures of between 23ºC (73ºF) and 35ºC (95ºF).

  • Search for cheap tickets from ORD to HAV in January if you want to travel in cooler conditions. Temperatures are at their lowest then, ranging between 17ºC (63ºF) and 28ºC (82ºF) on average.

Explore more of Cuba

  • You've visited Havana, now it's time to discover other parts of Cuba. Travel about 499 kilometres east to Camaguey to check off its popular sights. From Iglesia de Nuestra Senora de la Merced to Plaza del Carmen and Museo Casa Natal de Carlos J. Finlay, there's plenty to keep you busy.

  • Around 257 kilometres east of Havana, Santa Clara is another favourite stop in Cuba. Experience this destination's highlights firsthand at Che Guevara Mausoleum, Monumento a la Toma del Tren Blindado and Parque Leoncio Vidal.

Plan the rest of your trip from Chicago to Havana

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.