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Cheap flights from Chicago (CHI) to Havana (HAV)

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The best prices from Chicago to Havana are usually found in September or October, booked 60 days in advance, depart on a Sunday or Wednesday and return on a Monday

How to find the cheapest flight from
Chicago (CHI) to Havana (HAV)

CHI - HAV
Price
$252 - $440
HAV
Temperature
78.8 - 89.6 °F
HAV
Rainfall
0.5 - 3.3 inches

Popular in

July

High demand for flights, 22% potential price rise

Cheapest in

September

Best time to find cheap flights, 27% potential price drop

Average price

$287

Average for round-trip flights in October 2020

Round-trip from

$252

From Chicago to Havana

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Chicago to Havana?

Users have found that leaving on a Saturday can be a cost-effective option. It’s possible to save up to 19% on your flight compared to booking on days when demand is much higher.

How far in advance should I book a flight from Chicago to Havana?

Users have found that booking a flight from Chicago to Havana at least 61 days early can save you up to 11% on average compared to booking a flight this week. If booking 61 days before your flight isn’t an option for you, users have found flights from Chicago to Havana for as little as $443 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $443 for flights departing within the next 3 days.

When is the cheapest time to fly from Chicago to Havana (CHI - HAV)?

One of the essential ways to save on airfare from Chicago to Havana is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 25% on airfare.

Related info for your journey

Useful info, stats and facts about Chicago to Havana flights.

Flight FAQs

From Chicago to Havana

Are flight prices decreasing from Chicago to Havana due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago and Havana for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Chicago to Havana Jose Marti Intl to control the spread of COVID-19?

Airlines globally have implemented additional safety measures to accommodate you. JetBlue and Delta are some airlines that have done so. Airline carriers are regularly disinfecting and sanitizing their aircraft. Masks are provided and are mandatory while on board. Pre-flight testing for symptoms and antibodies, alongside socially distanced seating (for a limited time) will work towards keeping travelers safer while flying from Chicago to Havana Jose Marti Intl. Policies will vary by airline.

Which airlines flying from Chicago to Havana Jose Marti Intl have flexible cancellations due to COVID-19?

American Airlines, JetBlue, and Delta 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.

Is Chicago weather warmer or cooler than Havana?

You can imagine temperatures to be in the 90 °F range in June. The weather in Havana is generally hotter than Chicago's. As flight availability is subject to become more limited as peak season approaches it is ideal to book in a timely manner.

Destination information for Havana

Things to know before you go. Useful info for your trip from Chicago to Havana
Today's exchange rate
$1 = CUC 1.00
Average temperature for October in Havana
86.0 °F
Avg rainfall for October in Havana
1.5 ″

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Airports servicing Havana

Home Caribbean Cuba Havana Cheap flights from Chicago to Havana