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Cheap flight deals from Havana to Chicago Starting at AED 1,053

For as little as AED 1,053, you can take your next adventure to Chicago without breaking the bank. Choose between one-way and return tickets from Havana below.

  • One way
  • Round-trip
      • HAV20:10
        20h 50m
        1 stop
        ORD16:00
        Sat, Feb 22|Havana - Chicago|Viva
        AED 1,053AED 2,202
        52% OFF
        52% OFF
        AED 2,202AED 1,053

        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 AED 1,053 including taxes and charges.

      • HAV23:00
        14h
        1 stop
        MDW12:00
        Wed, Mar 12|Havana - Chicago|Viva
        AED 1,098AED 2,202
        50% OFF
        50% OFF
        AED 2,202AED 1,098

        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 AED 1,098 including taxes and charges.

      • HAV18:10
        21h 10m
        1 stop
        ORD14:20
        Wed, Feb 19|Havana - Chicago|Viva
        AED 1,300AED 2,202
        41% OFF
        41% OFF
        AED 2,202AED 1,300

        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 AED 1,300 including taxes and charges.

      • HAV22:00
        17h 46m
        1 stop
        ORD14:46
        Wed, Feb 19|Havana - Chicago|Euroairlines
        AED 1,383
        AED 1,383

        Choose Euroairlines flights from Havana to Chicago. The one-way connecting flight with Euroairlines departs from Jose Marti International Airport on Wed, Feb 19, arriving at O'Hare International Airport. One-way Prices start from AED 1,383 including taxes and charges.

      • HAV21:45
        18h 1m
        1 stop
        ORD14:46
        Wed, Feb 26|Havana - Chicago|Euroairlines
        AED 1,389
        AED 1,389

        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 AED 1,389 including taxes and charges.

      • HAV22:45
        14h 15m
        1 stop
        MDW12:00
        Wed, Mar 12|Havana - Chicago|Euroairlines
        AED 1,426
        AED 1,426

        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 AED 1,426 including taxes and charges.

      • HAV09:45
        9h 25m
        1 stop
        ORD18:10
        Thu, Mar 6|Havana - Chicago|Viva
        AED 1,457
        AED 1,457

        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 AED 1,457 including taxes and charges.

      • HAV17:15
        13h 27m
        1 stop
        ORD05:42
        Sat, Apr 12|Havana - Chicago|Aeromexico
        AED 1,495
        AED 1,495

        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 AED 1,495 including taxes and charges.

      • HAV21:30
        20h 30m
        1 stop
        ORD17:00
        Sat, Mar 29|Havana - Chicago|Viva
        AED 1,598
        AED 1,598

        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 AED 1,598 including taxes and charges.

      • HAV09:45
        9h 25m
        1 stop
        ORD18:10
        Tue, Mar 4|Havana - Chicago|Viva
        AED 1,602
        AED 1,602

        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 AED 1,602 including taxes and charges.

      • HAV01:00 pm
        3h 5m
        Nonstop
        CHI02:00 pm
        Sat, Feb 22|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 schedules

Flight info.
Departure
Arrival
Weekly Schedule

  1. VB313

    Viva

    10:40

    HAV

    1.5h

    11:10

    CUN

    SM-WTFS
    Search

  2. F9071

    Frontier Airlines

    15:15

    CUN

    4.6h

    18:49

    DEN

    SMTWTFS

  3. F92210

    Frontier Airlines

    15:42

    DEN

    2.4h

    19:08

    MDW

    SMTWTFS

  4. VB313

    Viva

    10:40

    HAV

    1.5h

    11:10

    CUN

    SM-WTFS
    Search

  5. UA1667

    United Airlines

    16:40

    CUN

    2.9h

    19:36

    ORD

    SMTWTFS

  6. VB313

    Viva

    10:40

    HAV

    1.5h

    11:10

    CUN

    SM-WTFS
    Search

  7. UA1423

    United Airlines

    15:18

    CUN

    2.9h

    18:10

    ORD

    SMTWTFS

  8. Q4313

    Euroairlines

    10:45

    HAV

    1.5h

    11:15

    CUN

    SM-WTFS
    Search

  9. F9071

    Frontier Airlines

    15:15

    CUN

    4.6h

    18:49

    DEN

    SMTWTFS

  10. F92210

    Frontier Airlines

    15:42

    DEN

    2.4h

    19:08

    MDW

    SMTWTFS

  11. Q4313

    Euroairlines

    10:45

    HAV

    1.5h

    11:15

    CUN

    SM-WTFS
    Search

  12. UA1667

    United Airlines

    16:40

    CUN

    2.9h

    19:36

    ORD

    SMTWTFS

  13. Q4313

    Euroairlines

    10:45

    HAV

    1.5h

    11:15

    CUN

    SM-WTFS
    Search

  14. UA1423

    United Airlines

    15:18

    CUN

    2.9h

    18:10

    ORD

    SMTWTFS

  15. AM452

    Aeromexico

    16:15

    HAV

    3.3h

    17:35

    MEX

    SMTWTFS
    Search

  16. Y4700

    Volaris

    00:40

    MEX

    4.0h

    05:42

    ORD

    SMTWTFS

  17. VB643

    Viva

    21:45

    HAV

    3.3h

    23:00

    MTY

    --T--F-
    Search

  18. VB3203

    Viva

    22:50

    MTY

    1.6h

    00:25

    GDL

    S--WT-S

  19. Y41840

    Volaris

    14:12

    GDL

    3.9h

    19:06

    MDW

    SMTWTFS

  20. Q4315

    Euroairlines

    23:00

    HAV

    1.5h

    23:30

    CUN

    --T----
    Search

  21. WN217

    Southwest Airlines

    16:05

    CUN

    3.7h

    19:45

    MDW

    SMTWTFS

  22. VB315

    Viva

    23:15

    HAV

    1.5h

    23:45

    CUN

    --T----
    Search

  23. WN217

    Southwest Airlines

    16:05

    CUN

    3.7h

    19:45

    MDW

    SMTWTFS
Find more flights and airlines

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

Price trend charts are a great way of tracking how much your flights cost in the lead up to departure and can help you choose when to book your tickets. See how prices to Chicago from Havana have changed and are set to move below.

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 date and time of your booking. By analyzing data from all airlines, 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 AED 1,402.

  • 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, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14 km, by taxi about 30 minutes.

  • How many airports are there in Chicago (CHI)?

How to find a cheap flight from Havana to Chicago

If you leave it until the last minute and forget to check some of the key information when booking tickets, prices can often end up skyrocketing. Below, you can find our top tips for getting the best value flights – from changing dates to chasing deals, there are plenty ways to keep your next trip affordable.
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 direct flight priceAED 1,053
Off-season for travelFebruary
Peak season for travelApril
Flight distance2,155.33 km
Popular airlineEuroairlines

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