The cheapest times to fly from MDW to HAV are
- January 1st to February 11th
- July 23rd to November 18th (except the week of October 8th)
- December 3rd to December 16th
based on data collected exclusively by Champion Traveler across tens of millions of flights. Among all the dates above, the very cheapest time to fly from MDW to HAV is late September. Prices can be as high as $1076 for Sunday flights during late December, or as low as $297 for Tuesday flights around late September.
When to Fly to Havana
Flying from Chicago, IL (MDW) to Havana (HAV) will usually cost between $298 to $563 per person if booking more than four weeks in advance. On average the very cheapest time to fly is late September with an average ticket price of $300. Due to high demand the most expensive time to fly is late December, with an average price of $690. Planning your trip to low-cost times can easily save you $391 on economy flights and even more on first-class flights. Generally, any price below $316 can be considered a good price for a round-trip MDW to HAV flight.
See below for a graph of average weekly prices for the MDW to HAV route. All prices are for round-trip tickets in USD.
Compared to other flights, the MDW to HAV flight is much cheaper than the average and costs much less than the average flight leaving from Chicago. The average price per mile (for a direct flight) is $0.15, which is far below average.
Flight Prices by Day of the Week
Tuesday is usually the cheapest day to depart and return on this flight. Sundays are the most expensive days to fly out or take a return trip. Selecting flights on the least expensive days could save you up to $142 (29%) on this flight.
Departing prices are for round-trip flights returning on the day of departure. For example, a flight departing on Tuesday and returning a week later will cost an average of $305. Return trip prices are from the HAV to MDW flight, and often highlight the quality of our data in showing the same trend.
Departing Prices by Day
Return Trip Prices by Day
Nonstop Flights and Layovers
Travelers looking to fly from MDW to HAV can generally find a 1-layover flight. Because there is not usually a direct flight option the real-world direct flight time of 3 hour 23 minutes may not be realistic.
Flight Questions Answered
Still have questions about flying from MDW to HAV? We’ve got answers.
Which airlines fly this route?
You can find 2 major airlines flying this route most often: Delta, Southwest, and potentially more during busy seasons.
How far away is it from Jose Marti International Airport to Chicago Midway International Airport?
The distance between the two airports is roughly 1335 miles or 2148 kilometers.
How long does it take to fly from MDW to HAV?
The real-world flight time for a nonstop MDW to HAV flight is about 3 hour 23 minutes.
How many flights go between Chicago, IL and Havana?
It depends on the day of the week and the date, but a typical day might have around 64 available flights from MDW to HAV.
Airport Location Info
|Origination airport name||Chicago Midway International Airport|
|Country||the United States|
|Destination airport name||Jose Marti International Airport|
Flights to HAV
Flights from HAV
Flights to MDW
Flights from MDW
Please note that while we’ve worked hard to analyzed tens of millions of flights to get you this data, we do not calculate current live prices or guarantee pricing. Please see our partners using the links above for current offers.