The cheapest times to fly from MDW to PAP are

  • January 1st to March 18th
  • April 9th to June 3rd (except the week of May 7th)
  • July 30th to August 26th
  • November 26th to March 18th (except the weeks of December 17th and December 24th)

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 PAP is early to mid January. Prices can be as high as $3685 for Tuesday flights during mid to late November, or as low as $472 for Wednesday flights around early to mid January.


When to Fly to Port-au-Prince

Flying from Chicago, IL (MDW) to Port-au-Prince (PAP) will usually cost between $485 to $1068 per person if booking more than four weeks in advance. On average the very cheapest time to fly is early to mid January with an average ticket price of $485. Due to high demand the most expensive time to fly is mid to late November, with an average price of $1062. Planning your trip to low-cost times can easily save you $577 on economy flights and even more on first-class flights. Generally, any price below $527 can be considered a good price for a round-trip MDW to PAP flight.

See below for a graph of average weekly prices for the MDW to PAP route. All prices are for round-trip tickets in USD.

MDW to PAP Flight Prices

Compared to other flights, the MDW to PAP flight is cheaper than the average and costs less than the average flight leaving from Chicago. The average price per mile (for a direct flight) is $0.18, which is below average.


Flight Prices by Day of the Week

Wednesday is usually the cheapest day to depart and return on this flight. Tuesdays 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 $1009 (62%) on this flight.

Departing prices are for round-trip flights returning on the day of departure. For example, a flight departing on Wednesday and returning a week later will cost an average of $544. Return trip prices are from the PAP to MDW flight, and often highlight the quality of our data in showing the same trend.

Departing Prices by Day

Departure Day Prices

Return Trip Prices by Day

Return Day Prices


Nonstop Flights and Layovers

Travelers looking to fly from MDW to PAP can generally find a 1-layover flight. Because there is not usually a direct flight option the real-world direct flight time of 4 hour 18 minutes may not be realistic.


Flight Questions Answered

Still have questions about flying from MDW to PAP? We’ve got answers.

Which airlines fly this route?

You can find 3 major airlines flying this route most often: Air France, Bahamasair, Delta, and potentially more during busy seasons.

How far away is it from Port Au Prince International Airport to Chicago Midway International Airport?

The distance between the two airports is roughly 1843 miles or 2966 kilometers.

How long does it take to fly from MDW to PAP?

The real-world flight time for a nonstop MDW to PAP flight is about 4 hour 18 minutes.

How many flights go between Chicago, IL and Port-au-Prince?

It depends on the day of the week and the date, but a typical day might have around 41 available flights from MDW to PAP.


Airport Location Info


Departing Airport

Origination codeMDW
Origination airport nameChicago Midway International Airport
CityChicago, IL
Countrythe United States

Return Airport

Destination codePAP
Destination airport namePort Au Prince International Airport


Other Resources

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.