Cheap flights from Chicago Midway to Havana

Flights tailored to your budget

Selected dates may not give results due to COVID-19. We suggest you change the dates.
Multi-city Round trip One way
Round trip
One way
Multi-city
From
No results match your search criteria
To
No results match your search criteria
{{ weekDay }}
Dates
{{ panel.label }}
Looking for a one-way flight?

Flexible dates can save you money

Explore nearby dates to find lower fares

{{ fromDate | dateToLongNamedDate }}
?
Flexible dates
Depart {{ flexibleFromDateLabel }}
{{ option.label }}
?
Return {{ flexibleToDateLabel }}
{{ option.label }}
Passengers / Class
Number of passengers
Adults
{{ adults }}
Children
{{ children }}
Infants
{{ infants }}
Class
Economy
Available for Economy only
New Multi-city experience

Discover a new Multi-city search experience from Jetcost, designed to handle more complex itineraries. By continuing, you’ll be taken to a dedicated page powered by Kiwi.com.
How do we get the info you see here? Please note that we offer an online comparison service and that all information and prices regarding services and/or products available on our website are provided by our third-party partners. We do our best to show you up-to-date information, but please note that we are not responsible for the completeness or accuracy of the information published, so please check all conditions carefully on the website of the partner before making a booking. Please check our Terms and Conditions for more details. Read more

How much is a flight from Chicago Midway to Havana?

Depending on when you travel and how far in advance you book, fares between Chicago and Havana can differ a lot.

Select your dates to check current offers.

Low-cost airlines offer competitive fares, but often add charges for extra services. Keep that in mind when planning your trip. Also, midweek departures may offer better deals than weekends.

Which airports are most convenient between Chicago and Havana?

Whether it’s cost or connection time, the right airport combination can make a difference.

  • Airports in Chicago: There are 3 airports in Chicago - Midway, O'Hare, Rockford.
  • Airports in Havana: Havana is the only functioning airport for now.

In some cases, flying into a secondary airport can also reduce transfer costs. Connections from multiple airports give you more flight options and airlines.

Flights from Chicago - Midway to Havana

Adjust your flight filters for Chicago Midway – Havana

Jetcost gives you tools to search smarter. Pick your ideal price range, airline, departure time, and flight type — then compare offers from the best travel agencies and carriers.

Other popular destinations

Planning a trip to Cuba? These cities are popular too: Camaguey, Havana, Holguin, Santa Clara, Santiago de Cuba.

Sorting options let you see the most affordable flights first. Some results may include extra fees shown only at checkout — always read carefully to see what’s included.
Frequently Asked Questions

Frequently asked questions about flights from Chicago Midway to Havana.

How much does an airline ticket from Chicago Midway to Havana cost?

Flight prices can vary a lot depending on the period and destination. At the moment, this information is not available for flights from Chicago Midway to Havana.

How far is Chicago from Havana?

Chicago is about 2148 km from Havana.

What are the airports in Havana?

Havana has one airport: Havana.

What are the airports in Chicago?

Chicago has 3 airports: Midway, O'Hare, Rockford.

What are the most popular cities in Cuba?

The most popular cities in Cuba according to our users' searches are: Camaguey, Havana, Holguin, Santa Clara, Santiago de Cuba.

When should I book a flight from Chicago to Havana?

This information is not available at the moment.

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

This information is not available at the moment.

What is the most expensive month to fly from Chicago to Havana?

This information is not available at the moment.

What is the best day of the week to fly from Chicago to Havana?

This information is not available at the moment.