Flights from Chicago to Havana – Airlines & connecting routes
Show flight options Codeshare flights Show map Price search
MDW to HAV – All flight route options from Chicago Midway International, Illinois, USA to Jose Marti International, Cuba. This route is operated by Southwest Airlines. The flight time is 6 hours and 20 minutes. See the full flight schedule and time table, including departure times, airlines and stopover details to find the best option for you.
Other flight options
Check out these routes. They have daily flights from Chicago Midway International and connections to Havana:
Find the best prices on hotels and car rental near Jose Marti
We got great deals on hotels and car rentals near the airport.
Chicago to Havana flights
This route has approximately 9 flights per week. You will be doing a stopover in Tampa (Airport code: TPA).
Are there any non-stop flights from MDW to HAV?
There are no direct or non-stop flights from Chicago Midway International, MDW to Jose Marti International, HAV.
Chicago to Havana with Southwest Airlines
If you fly from Chicago with Southwest Airlines you will do a stopover in Tampa, TPA before reaching Havana. This flight trip will take 6 hours and 20 minutes and you can fly every weekday with departures at 5:00 am, 6:00 am or 7:00 am.
Distance & flight times: Midway International Airport to Jose Marti International
The flight time between MDW and HAV is 6 hours and 20 minutes.
Via | Total flight time | Layover time | Distance |
---|---|---|---|
TPA Tampa | 6h 20m | 1h 0m | 1350 miles (2172 km) |


Quick copy and share this page
From USA to Havana
Below is a list of other cities in USA with flights to Havana with either non-stop or connecting flights.