The cheapest times to fly from MDW to PLS are

  • January 1st to February 11th
  • April 16th to May 6th
  • August 6th to December 9th (except the weeks of August 20th, October 15th, and November 19th)

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 PLS is early October. Prices can be as high as $2103 for Sunday flights during early April, or as low as $531 for Tuesday flights around early October.


When to Fly to Providenciales

Flying from Chicago, IL (MDW) to Providenciales (PLS) will usually cost between $531 to $1286 per person if booking more than four weeks in advance. On average the very cheapest time to fly is early October with an average ticket price of $531. Due to high demand the most expensive time to fly is early April, with an average price of $1178. Planning your trip to low-cost times can easily save you $647 on economy flights and even more on first-class flights. Generally, any price below $614 can be considered a good price for a round-trip MDW to PLS flight.

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

MDW to PLS Flight Prices

Compared to other flights, the MDW to PLS 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 $0.23, which is below average.


Flight Prices by Day of the Week

Tuesday is usually the cheapest day to fly to PLS, and Wednesday the cheapest day to fly back into MDW. 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 $171 (19%) 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 $653. Return trip prices are from the PLS 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 PLS 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 57 minutes may not be realistic.


Flight Hacking MDW to PLS

Flight hacking is when you book two tickets instead of a layover, sometimes with different airlines. You will need to either bring only a carry-on bag (highly recommended) or leave yourself plenty of time to go through security again. Flight hacking is completely allowed, but airlines don’t always tell you the cheapest way to get from MDW to PLS — but Champion Traveler does!

Hack #1: Miami, FL (MDW > MIA > PLS)

  • Price for both tickets: $563
  • Average savings: $51 (8.31%)

See MDW to MIA flights


Flight Questions Answered

Still have questions about flying from MDW to PLS? 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 Providenciales International Airport to Chicago Midway International Airport?

The distance between the two airports is roughly 1649 miles or 2654 kilometers.

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

The real-world flight time for a nonstop MDW to PLS flight is about 3 hour 57 minutes.

How many flights go between Chicago, IL and Providenciales?

It depends on the day of the week and the date, but a typical day might have around 37 available flights from MDW to PLS.


Airport Location Info


Departing Airport

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

Return Airport

Destination codePLS
Destination airport nameProvidenciales International Airport
Countrythe Turks and Caicos Islands


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.