Airfare Deals Chicago to Havana

On HolidayPrice.com you will find 0 direct and 9 connecting flights from Chicago to Havana at a price of from $213. You can compare airfare deals from airlines and multiple travel sites, book and save on cheap plane tickets and last minute offers. Also check out CHI - HAV flight schedule to find best flight time, convenient departure and arrival airports.

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The cost of airline tickets from Chicago to Havana (Cuba) and back without transfers can be found with the help of the calendar. Specify the search parameters: one way or round-trip, payment currency, click on the month/day you need and we will search for flights to Havana.

One way flight from Chicago to Havana

Below are the prices of tickets for direct one-way flights from Chicago to Havana. The cheapest flight from Chicago to Havana starts from $213 – the departure date for this flight is 10 November 2024.

Sort by: Departure dateCheap flightsFast flightsDirect flights
21.08.2024 Wednesday
from $232
Economy Found yesterday
1 Stopover 13 hours 26 min
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19.08.2024 Monday
from $232
Economy Found yesterday
1 Stopover 28 hours 16 min
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20.08.2024 Tuesday
from $235
Economy Found 2024-07-06
1 Stopover 16 hours 26 min
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18.08.2024 Sunday
from $235
Economy Found 2024-07-06
1 Stopover 9 hours 28 min
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22.08.2024 Thursday
from $236
Economy Found 2 days
1 Stopover 28 hours 16 min
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19.08.2024 Monday
from $243
Economy Found yesterday
2 Stopovers 24 hours 20 min
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31.08.2024 Saturday
from $256
Economy Found yesterday
1 Stopover 28 hours 16 min
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30.08.2024 Friday
from $256
Economy Found yesterday
1 Stopover 13 hours 26 min
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17.08.2024 Saturday
from $260
Economy Found 2024-07-06
1 Stopover 13 hours 26 min
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31.08.2024 Saturday
from $298
Economy Found yesterday
2 Stopovers 24 hours 44 min
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10.08.2024 Saturday
from $298
Economy Found yesterday
1 Stopover 20 hours 56 min
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05.08.2024 Monday
from $298
Economy Found yesterday
1 Stopover 13 hours 5 min
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09.08.2024 Friday
from $302
Economy Found today
1 Stopover 13 hours 5 min
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08.08.2024 Thursday
from $302
Economy Found today
1 Stopover 24 hours 8 min
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08.08.2024 Thursday
from $302
Economy Found today
2 Stopovers 25 hours 44 min
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11.08.2024 Sunday
from $302
Economy Found today
1 Stopover 20 hours 56 min
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20.08.2024 Tuesday
from $302
Economy Found 2024-07-06
2 Stopovers 24 hours 44 min
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17.08.2024 Saturday
from $302
Economy Found 2024-07-06
2 Stopovers 25 hours 44 min
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14.08.2024 Wednesday
from $302
Economy Found 2024-07-06
2 Stopovers 25 hours 44 min
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14.08.2024 Wednesday
from $302
Economy Found 2024-07-06
1 Stopover 31 hours 13 min
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22.08.2024 Thursday
from $303
Economy Found 2 days
2 Stopovers 24 hours 44 min
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13.08.2024 Tuesday
from $303
Economy Found 2 days
2 Stopovers 25 hours 44 min
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13.08.2024 Tuesday
from $303
Economy Found 2 days
1 Stopover 20 hours 56 min
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12.08.2024 Monday
from $303
Economy Found 2 days
1 Stopover 20 hours 56 min
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12.08.2024 Monday
from $303
Economy Found 2 days
2 Stopovers 25 hours 44 min
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18.08.2024 Sunday
from $329
Economy Found 2024-07-06
2 Stopovers 25 hours 44 min
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05.08.2024 Monday
from $342
Economy Found yesterday
2 Stopovers 25 hours 44 min
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11.08.2024 Sunday
from $347
Economy Found today
2 Stopovers 25 hours 44 min
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01.08.2024 Thursday
from $347
Economy Found 2024-07-06
2 Stopovers 25 hours 44 min
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01.08.2024 Thursday
from $362
Economy Found 2024-07-06
1 Stopover 9 hours 28 min
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*Prices include: baggage, hand luggage, airline fees and charges.

Round trip from Chicago to Havana

You can buy a round-trip ticket from Chicago to Havana (Cuba) and back using the table below. The best offer starts from $407, the flight dates are: there on 10 November 2024 year and back on 20 November 2024 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
United Airlines UA 2665 Night flight
Departure 11.11.24 03:26, Mo
1 Stopover Trip 10 days
Return 20.11.24 20:30, We
United Airlines UA 2665 Night flight
Departure 25.10.24 02:10, Fr
1 Stopover Trip 4 days
Return 28.10.24 19:30, Mo
United Airlines UA 2665 Night flight
Departure 14.12.24 03:32, Sa
1 Stopover Trip 3 days
Return 16.12.24 20:30, Mo
Copa Airlines CM 229 Evening flight
Departure 02.10.24 19:54, We
1 Stopover Trip 4 days
Return 06.10.24 10:15, Su
Copa Airlines CM 229 Evening flight
Departure 21.08.24 19:54, We
1 Stopover Trip 9 days
Return 30.08.24 19:14, Fr
Copa Airlines CM 236 Day flight
Departure 03.10.24 12:54, Th
1 Stopover Trip 27 days
Return 30.10.24 10:15, We
American Airlines AA 903 Night flight
Departure 17.08.24 02:01, Sa
2 Stopovers Trip 3 days
Return 19.08.24 14:30, Mo
Copa Airlines CM 229 Evening flight
Departure 18.08.24 19:54, Su
1 Stopover Trip 13 days
Return 31.08.24 10:17, Sa
Copa Airlines CM 236 Day flight
Departure 22.08.24 12:56, Th
1 Stopover Trip 6 days
Return 28.08.24 10:17, We
Copa Airlines CM 236 Day flight
Departure 02.09.24 12:56, Mo
1 Stopover Trip 3 days
Return 05.09.24 16:29, Th
Copa Airlines CM 236 Day flight
Departure 26.09.24 12:56, Th
1 Stopover Trip 27 days
Return 23.10.24 16:28, We
Copa Airlines CM 236 Day flight
Departure 23.09.24 12:56, Mo
1 Stopover Trip 7 days
Return 30.09.24 16:29, Mo
Copa Airlines CM 236 Day flight
Departure 19.08.24 12:56, Mo
1 Stopover Trip 5 days
Return 24.08.24 10:17, Sa
Copa Airlines CM 236 Day flight
Departure 20.08.24 12:56, Tu
1 Stopover Trip 4 days
Return 24.08.24 10:17, Sa
Copa Airlines CM 229 Evening flight
Departure 25.10.24 19:54, Fr
1 Stopover Trip 26 days
Return 20.11.24 19:11, We
American Airlines AA 2976 Night flight
Departure 26.07.24 01:22, Fr
2 Stopovers Trip 7 days
Return 01.08.24 22:30, Th
Copa Airlines CM 236 Day flight
Departure 13.03.25 12:55, Th
1 Stopover Trip 8 days
Return 21.03.25 10:15, Fr
Copa Airlines CM 236 Day flight
Departure 19.03.25 12:55, We
1 Stopover Trip 4 days
Return 23.03.25 10:15, Su
Copa Airlines CM 229 Evening flight
Departure 14.08.24 19:54, We
1 Stopover Trip 28 days
Return 11.09.24 12:37, We
Copa Airlines CM 229 Evening flight
Departure 01.08.24 19:54, Th
1 Stopover Trip 27 days
Return 28.08.24 12:36, We
Copa Airlines CM 236 Day flight
Departure 10.07.24 12:56, We
1 Stopover Trip 3 days
Return 13.07.24 10:17, Sa
Copa Airlines CM 236 Day flight
Departure 21.11.24 12:54, Th
1 Stopover Trip 3 days
Return 24.11.24 16:27, Su
Copa Airlines CM 236 Day flight
Departure 22.07.24 12:56, Mo
1 Stopover Trip 4 days
Return 26.07.24 16:28, Fr
Copa Airlines CM 229 Evening flight
Departure 08.08.24 19:54, Th
1 Stopover Trip 9 days
Return 17.08.24 19:14, Sa
Copa Airlines CM 236 Day flight
Departure 09.08.24 12:56, Fr
1 Stopover Trip 8 days
Return 17.08.24 12:36, Sa
Copa Airlines CM 236 Day flight
Departure 27.07.24 12:56, Sa
1 Stopover Trip 14 days
Return 10.08.24 12:36, Sa
Copa Airlines CM 236 Day flight
Departure 28.07.24 12:56, Su
1 Stopover Trip 13 days
Return 10.08.24 12:36, Sa
Copa Airlines CM 236 Day flight
Departure 10.08.24 12:56, Sa
1 Stopover Trip 14 days
Return 24.08.24 12:36, Sa
Aeromexico AM 689 Day flight
Departure 11.08.24 12:47, Su
1 Stopover Trip 4 days
Return 15.08.24 21:15, Th
Aeromexico AM 689 Day flight
Departure 12.08.24 12:47, Mo
1 Stopover Trip 4 days
Return 16.08.24 21:15, Fr
Aeromexico AM 653 Evening flight
Departure 13.08.24 18:16, Tu
2 Stopovers Trip 3 days
Return 16.08.24 21:15, Fr
Aeromexico AM 689 Day flight
Departure 05.08.24 12:47, Mo
1 Stopover Trip 7 days
Return 12.08.24 21:15, Mo
Copa Airlines CM 236 Day flight
Departure 06.01.25 12:56, Mo
1 Stopover Trip 6 days
Return 12.01.25 12:34, Su
Copa Airlines CM 236 Day flight
Departure 05.01.25 12:56, Su
1 Stopover Trip 6 days
Return 11.01.25 19:12, Sa
Copa Airlines CM 229 Evening flight
Departure 16.07.24 20:10, Tu
1 Stopover Trip 6 days
Return 22.07.24 19:14, Mo
Copa Airlines CM 229 Evening flight
Departure 15.07.24 20:10, Mo
1 Stopover Trip 7 days
Return 22.07.24 19:14, Mo
Copa Airlines CM 236 Day flight
Departure 21.07.24 12:56, Su
1 Stopover Trip 2 days
Return 23.07.24 19:14, Tu
Aeromexico AM 683 Morning flight
Departure 12.07.24 06:55, Fr
2 Stopovers Trip 8 days
Return 19.07.24 21:15, Fr
*Prices include: baggage, hand luggage, airline fees and charges.
Not found promotions and sales.

Flight Schedule Chicago to Havana 2024

The current flight schedule for the route from Chicago to Havana for today, tomorrow and the next few days. This schedule will help you decide on the time of departure and arrival, the airline, the flight number and the day of the week.

Flight schedule not found

Select a date to search for cheap flights to the destination.

*Schedule is indicated only for direct scheduled flights and low-cost airlines.

Flight Information

Flying to Havana from Chicago takes 03:24 minutes (excluding transfers). The distance between Chicago and Havana is 1336 miles (2151 kilometers). Planes depart from Chicago between 16:55 and 07:10. The fastest flight from the company United Airlines with flight number UA 2335. Flies for just 05:58 minutes with departure from O'Hare and arrival in Jose Marti.

time

Average flight time

03:24 min

distance

Distance

1336 mi

The earliest flight

The earliest flight

16:55

The latest flight

The latest flight

07:10

Airplane

The fastest flight

05:58

Airlines

Direct flight

There are 0 airlines that fly directly from Chicago to Havana. The most popular company carrying out non-stop flights is .

*Flight number

Flights with Transfers

Flights with transfers from Chicago to Havana can be bought from 9 airlines:

  • Interjet: Mexico City
  • Volaris: Mexico City
  • Frontier Airlines: West Palm Beach
  • Southwest Airlines: West Palm Beach, Tampa
  • American Airlines: West Palm Beach, New York
  • Delta Air Lines: Atlanta
  • United Airlines: West Palm Beach
  • Copa Airlines: Panama City
  • Air Canada: Montreal

*Transit cities

Airports

Airports serving the air communication between Chicago and Havana. You can fly to Havana from 2 Chicago airports. Planes arrive at 1 airport in Havana.

Chicago airports:

O'Hare  ~ 25 km* from $ 140Chicago Midway  ~ 14 km*

Havana airports:

Jose Marti  ~ 15 km*

*Distance from the airport to the city center

Aircraft

You can fly from Chicago to Havana on board of 9 airlines that utilize 8 aircraft models.

  • Airbus A320
  • Airbus A321
  • Boeing 737-700
  • Boeing 737-800
  • Boeing 787-900
  • Canadair Regional Jet 900
  • Embraer 190
  • Embraer EMB 175

Connecting cities

The list of cities on transfer flights to Havana from Chicago. The best options are to fly through: Mexico City, West Palm Beach, Atlanta, New York, Tampa, Panama City, Montreal.

Cheap airline tickets from Chicago to Cuba

Here is a list of flights from Chicago to Cuba purchased on HolidayPrice.com in the past 48 hours. If you find an interesting offer for cheap tickets, do not delay your purchase, prices change every 15 minutes.

Chicago - Havana UA 2335 United Airlines Boeing 737-800
15:32 O'Hare
in a way 5 hours 58 min 1 Stopover
21:30 Jose Marti
Flights
from $213
10 November 2024
Chicago - Varadero AC 7610 Air Canada Embraer EMB 175
15:25 O'Hare
in a way 8 hours 25 min 1 Stopover
23:50 Juan Gualberto Gomez Airport
Flights
from $360
08 August 2024
Chicago - Holguin UA 212 United Airlines Airbus A320
15:00 O'Hare
in a way 6 hours 30 min 1 Stopover
21:30 Frank Pais Airport
Flights
Find
16 July 2024
Chicago - Santa Clara UA 391 United Airlines Boeing 737-800
03:10 O'Hare
in a way 15 hours 3 min 1 Stopover
18:13 Santa Clara Airport
Flights
from $206
21 September 2024
Chicago - Camaguey WN 218 Southwest Airlines Boeing 737-700
15:10 Chicago Midway
in a way 21 hours 50 min 1 Stopover
13:00 Ign Agramonte
Flights
Find
16 July 2024

All flights from Chicago

Flights from United States to Havana

Here are the cheapest flight bookings from United States to Havana made by users of our website. If you didn’t find your flight destination, use the search bar at the top of the page.

New York - Havana B6 243 JetBlue Airways Embraer 190
16:25 John F. Kennedy
in a way 3 hours 40 min Direct
20:05 Jose Marti
Flights
from $236
31 August 2024
Los Angeles - Havana AA 340 American Airlines Airbus A321
08:10 Los Angeles
in a way 7 hours 35 min 1 Stopover
15:45 Jose Marti
Flights
from $219
16 July 2024
Miami - Havana DL 625 Delta Air Lines Airbus A320
16:12 Miami
in a way 1 hours 8 min Direct
17:20 Jose Marti
Flights
from $161
04 September 2024
Chicago - Havana UA 2335 United Airlines Boeing 737-800
15:32 O'Hare
in a way 5 hours 58 min 1 Stopover
21:30 Jose Marti
Flights
from $213
10 November 2024
San Francisco - Havana UA 1145 United Airlines Boeing 737-900
06:36 San Francisco
in a way 7 hours 59 min 1 Stopover
14:35 Jose Marti
Flights
from $302
23 July 2024

All flights to Havana

Tips for buying a ticket

Chicago – Havana – Chicago round-trip route are always cheaper than tickets purchased there and back separately.

Cheap flights from Chicago to Havana
Havana city

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