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Cheap flight deals from Havana to Chicago Starting at PHP 16,582

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.

  • One way
  • Round-trip
      • HAV08:10 pm
        20h 50m
        1 stop
        ORD04:00 pm
        Sat, Feb 22|Havana - Chicago|Viva
        PHP 16,582PHP 30,858
        46% OFF
        46% OFF
        PHP 30,858PHP 16,582

        Choose Viva flights from Havana to Chicago. The one-way connecting flight with Viva departs from Jose Marti International Airport on Sat, Feb 22, arriving at O'Hare International Airport. One-way Prices start from PHP 16,582 including taxes and charges.

      • HAV11:00 pm
        14h
        1 stop
        MDW12:00 pm
        Wed, Mar 12|Havana - Chicago|Viva
        PHP 17,283PHP 30,858
        44% OFF
        44% OFF
        PHP 30,858PHP 17,283

        Choose Viva flights from Havana to Chicago. The one-way connecting flight with Viva departs from Jose Marti International Airport on Wed, Mar 12, arriving at Midway International Airport. One-way Prices start from PHP 17,283 including taxes and charges.

      • HAV06:10 pm
        21h 10m
        1 stop
        ORD02:20 pm
        Wed, Feb 19|Havana - Chicago|Viva
        PHP 20,470PHP 30,858
        34% OFF
        34% OFF
        PHP 30,858PHP 20,470

        Choose Viva flights from Havana to Chicago. The one-way connecting flight with Viva departs from Jose Marti International Airport on Wed, Feb 19, arriving at O'Hare International Airport. One-way Prices start from PHP 20,470 including taxes and charges.

      • HAV09:45 pm
        18h 1m
        1 stop
        ORD02:46 pm
        Wed, Feb 26|Havana - Chicago|Euroairlines
        PHP 21,865
        PHP 21,865

        Choose Euroairlines flights from Havana to Chicago. The one-way connecting flight with Euroairlines departs from Jose Marti International Airport on Wed, Feb 26, arriving at O'Hare International Airport. One-way Prices start from PHP 21,865 including taxes and charges.

      • HAV10:45 pm
        14h 15m
        1 stop
        MDW12:00 pm
        Wed, Mar 12|Havana - Chicago|Euroairlines
        PHP 22,454
        PHP 22,454

        Choose Euroairlines flights from Havana to Chicago. The one-way connecting flight with Euroairlines departs from Jose Marti International Airport on Wed, Mar 12, arriving at Midway International Airport. One-way Prices start from PHP 22,454 including taxes and charges.

      • HAV09:45 am
        9h 25m
        1 stop
        ORD06:10 pm
        Thu, Mar 6|Havana - Chicago|Viva
        PHP 22,932
        PHP 22,932

        Choose Viva flights from Havana to Chicago. The one-way connecting flight with Viva departs from Jose Marti International Airport on Thu, Mar 6, arriving at O'Hare International Airport. One-way Prices start from PHP 22,932 including taxes and charges.

      • HAV05:15 pm
        13h 27m
        1 stop
        ORD05:42 am
        Sat, Apr 12|Havana - Chicago|Aeromexico
        PHP 23,538
        PHP 23,538

        Choose Aeromexico flights from Havana to Chicago. The one-way connecting flight with Aeromexico departs from Jose Marti International Airport on Sat, Apr 12, arriving at O'Hare International Airport. One-way Prices start from PHP 23,538 including taxes and charges.

      • HAV09:30 pm
        20h 30m
        1 stop
        ORD05:00 pm
        Sat, Mar 29|Havana - Chicago|Viva
        PHP 25,163
        PHP 25,163

        Choose Viva flights from Havana to Chicago. The one-way connecting flight with Viva departs from Jose Marti International Airport on Sat, Mar 29, arriving at O'Hare International Airport. One-way Prices start from PHP 25,163 including taxes and charges.

      • HAV09:45 am
        9h 25m
        1 stop
        ORD06:10 pm
        Tue, Mar 4|Havana - Chicago|Viva
        PHP 25,227
        PHP 25,227

        Choose Viva flights from Havana to Chicago. The one-way connecting flight with Viva departs from Jose Marti International Airport on Tue, Mar 4, arriving at O'Hare International Airport. One-way Prices start from PHP 25,227 including taxes and charges.

      • HAV09:45 am
        9h 25m
        1 stop
        ORD06:10 pm
        Fri, Mar 7|Havana - Chicago|Viva
        PHP 25,562
        PHP 25,562

        Choose Viva flights from Havana to Chicago. The one-way connecting flight with Viva departs from Jose Marti International Airport on Fri, Mar 7, arriving at O'Hare International Airport. One-way Prices start from PHP 25,562 including taxes and charges.

      • HAV01:00 pm
        3h 5m
        Nonstop
        CHI02:00 pm
        Sun, Feb 23|Havana - Chicago|Viva
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Havana to Chicago Flight Time

Flight info.
Departure
Arrival
Weekly Schedule

  1. AM452

    Aeromexico

    05:15 pm

    HAV

    3.4h

    06:40 pm

    MEX

    SMTWTFS
    Search

  2. Y4700

    Volaris

    12:40 am

    MEX

    4.0h

    05:42 am

    ORD

    SMTWTFS

  3. VB643

    Viva

    09:45 pm

    HAV

    3.3h

    11:00 pm

    MTY

    --T--F-
    Search

  4. VB3203

    Viva

    10:50 pm

    MTY

    1.6h

    12:25 am

    GDL

    S--WT-S

  5. Y41840

    Volaris

    02:12 pm

    GDL

    3.9h

    07:06 pm

    MDW

    SMTWTFS

  6. VB313

    Viva

    10:40 am

    HAV

    1.5h

    11:10 am

    CUN

    SM-WTFS
    Search

  7. F9071

    Frontier Airlines

    03:15 pm

    CUN

    4.6h

    06:49 pm

    DEN

    SMTWTFS

  8. F92210

    Frontier Airlines

    02:00 pm

    DEN

    2.5h

    05:27 pm

    MDW

    SMTWTFS

  9. VB313

    Viva

    10:40 am

    HAV

    1.5h

    11:10 am

    CUN

    SM-WTFS
    Search

  10. UA1667

    United Airlines

    03:38 pm

    CUN

    4.0h

    07:40 pm

    ORD

    SMTWTFS

  11. VB313

    Viva

    10:40 am

    HAV

    1.5h

    11:10 am

    CUN

    SM-WTFS
    Search

  12. UA1423

    United Airlines

    03:18 pm

    CUN

    2.9h

    06:10 pm

    ORD

    SMTWTFS

  13. Q4313

    Euroairlines

    10:45 am

    HAV

    1.5h

    11:15 am

    CUN

    SM-WTFS
    Search

  14. F9071

    Frontier Airlines

    03:15 pm

    CUN

    4.6h

    06:49 pm

    DEN

    SMTWTFS

  15. F92210

    Frontier Airlines

    02:00 pm

    DEN

    2.5h

    05:27 pm

    MDW

    SMTWTFS

  16. Q4313

    Euroairlines

    10:45 am

    HAV

    1.5h

    11:15 am

    CUN

    SM-WTFS
    Search

  17. UA1667

    United Airlines

    03:38 pm

    CUN

    4.0h

    07:40 pm

    ORD

    SMTWTFS

  18. Q4313

    Euroairlines

    10:45 am

    HAV

    1.5h

    11:15 am

    CUN

    SM-WTFS
    Search

  19. UA1423

    United Airlines

    03:18 pm

    CUN

    2.9h

    06:10 pm

    ORD

    SMTWTFS

  20. Q4315

    Euroairlines

    11:00 pm

    HAV

    1.5h

    11:30 pm

    CUN

    --T----
    Search

  21. WN217

    Southwest Airlines

    04:05 pm

    CUN

    3.7h

    07:45 pm

    MDW

    SMTWTFS

  22. VB315

    Viva

    11:15 pm

    HAV

    1.5h

    11:45 pm

    CUN

    --T----
    Search

  23. WN217

    Southwest Airlines

    04:05 pm

    CUN

    3.7h

    07:45 pm

    MDW

    SMTWTFS
Find more flights and airlines

When is the cheapest time to fly from Havana to Chicago?

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from Havana (HAV) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Havana to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Havana (HAV) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around PHP 22,079.

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.

How to find a cheap flight from Havana to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Havana to Chicago. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Info | Havana to Chicago

Cheapest nonstop flight pricePHP 16,581
Off-season for travelFebruary
Peak season for travelApril
Flight distance2,155.33 km
Popular airlineEuroairlines

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