Cheap flights from Chicago to Cuba

Round-trip
1 adult
Economy
From?
To?
Sat 10/30
Sat 11/6

Travel Restriction Alert

The COVID-19 (coronavirus) outbreak may impact travel from Chicago to Cuba.
View current Cuba travel restrictions

Flight information for Chicago to Cuba

Find info about flight duration, direct flights, and airports for your flight from Chicago to Cuba
Fastest flight time9h 25mThe fastest flight from Chicago to Cuba takes 9h 25m
Direct flightsNoneThere are no direct flights from Chicago to Cuba. Popular non-direct routes for this connection are Chicago Midway Airport - Havana Jose Marti Intl Airport, Chicago O'Hare Intl Airport - Havana Jose Marti Intl Airport and Chicago O'Hare Intl Airport - Holguín Frank Pais Airport.

How to get the cheapest flight ticket from Chicago to Cuba

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies to Cuba from Chicago?

Copa Airlines

Aeromexico, American Airlines, and Copa Airlines are the most popular carriers operating from Chicago to Cuba

What is the cheapest Chicago to Cuba flight route?

Chicago O'Hare Intl - Havana Jose Marti Intl

Fly from Chicago O'Hare Intl to Havana Jose Marti Intl for the best Chicago - Cuba flight prices


Best airlines flying from Chicago to Cuba

Compare and see reviews for airlines that fly from Chicago to Cuba with momondo
AirlineRatingFree CancellationPrice
Delta
PriceFrom $132
Free Cancellation
Rating
8.2
8.2

Boarding

8.4

Comfort

8.3

Crew

8.1

Entertainment

8.0

Food

Reviews

Great

1 / 10
Copa Airlines
PriceFrom $138
Free Cancellation
Rating
8.0
8.1

Boarding

7.8

Comfort

8.3

Crew

7.4

Entertainment

7.6

Food

Reviews

Reasonable

1 / 10
United Airlines
PriceFrom $140
Free Cancellation
Rating
6.9
7.3

Boarding

6.7

Comfort

7.5

Crew

6.7

Entertainment

6.2

Food

Reviews

Seats were very small. The plane felt very cramped. Lots of turbulence. Horrible flight

1 / 10
American Airlines
PriceFrom $164
Free Cancellation
Rating
7.2
7.4

Boarding

7.1

Comfort

7.8

Crew

7.1

Entertainment

6.8

Food

Reviews

Flight attendant for first class is definitely not a morning person. Oh and the WiFi DID NOT WORK!

1 / 10
JetBlue
PriceFrom $208
Free Cancellation
Rating
7.0
7.3

Boarding

7.6

Comfort

7.9

Crew

7.2

Entertainment

6.8

Food

Reviews

Outdated media

1 / 10
Interjet
PriceFrom $233
Free Cancellation
Rating
6.8
6.9

Boarding

7.0

Comfort

7.5

Crew

5.8

Entertainment

6.5

Food

Reviews

Pros: I was really happy with the over all flight. Everything was fast and smooth

1 / 10
Aeromexico
PriceFrom $245
Free Cancellation
Rating
7.2
7.0

Boarding

7.3

Comfort

7.6

Crew

6.9

Entertainment

6.4

Food

Reviews

Terrible ground service. Denied boarding and no refund or reprogramming. Robbed by Aeromexico

1 / 10

  • Are airlines flying from Chicago to Cuba offering flexible cancellation due to COVID-19?

    Due to the global impact of COVID-19, some of our airline partners operating flights from Chicago to Cuba, such as Copa Airlines, American Airlines, and JetBlue may have put in place flexible cancellation policies. Use our site to search for all of the airlines offering this flexibility to you.


Can I fly to Cuba from Chicago right now?

Information is based on travel restrictions from Chicago to Cuba

Most visitors from Chicago need to provide a negative COVID-19 test result and/or quarantine to enter Cuba.

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) test taken 72 hours before departing to Cuba.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Cuba.

Documents
Health Declaration Form - Travelers must present a completed health declaration form to immigration on arrival in Cuba.


Can I fly back to Chicago from Cuba?

Returning to Chicago from Cuba

COVID-19 testing requirements
Visitors from Cuba must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from Cuba are not required to quarantine after entering Chicago.

If you are planning to travel to Cuba at this time, it is recommended that you stay up to date on current restrictions and follow proper safety measures while in public.

Alternative routes for Chicago to Cuba

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Chicago to Havana Flights
Fastest flight time9h 25m
Cheapest price$187