The cheapest times to fly from POP to ORD are

  • July 23rd to August 5th
  • October 8th to November 25th
  • December 24th to March 11th (except the week of January 1st)

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 POP to ORD is late January. Prices can be as high as $1092 for Sunday flights during early January, or as low as $463 for Tuesday flights around late January.


When to Fly to Chicago

Flying from Puerto Plata (POP) to Chicago, IL (ORD) will usually cost between $475 to $782 per person if booking more than four weeks in advance. On average the very cheapest time to fly is late January with an average ticket price of $492. Due to high demand the most expensive time to fly is early January, with an average price of $871. Planning your trip to low-cost times can easily save you $379 on economy flights and even more on first-class flights. Generally, any price below $553 can be considered a good price for a round-trip POP to ORD flight.

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

POP to ORD Flight Prices

Compared to other flights, the POP to ORD flight is cheaper than the average and costs less than the average flight leaving from Puerto Plata. The average price per mile (for a direct flight) is $0.19, which is 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 to Chicago, and Thursdays are the most expensive days to return to Puerto Plata. Selecting flights on the least expensive days could save you up to $89 (13%) 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 $548. Return trip prices are from the ORD to POP 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 POP to ORD 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 POP to ORD? We’ve got answers.

Which airlines fly this route?

You can find 6 major airlines flying this route most often: Air Canada, American, British Airways, JetBlue, United, WestJet, and potentially more during busy seasons.

How far away is it from Chicago O’Hare International Airport to Gregorio Luperon International Airport?

The distance between the two airports is roughly 1839 miles or 2960 kilometers.

How long does it take to fly from POP to ORD?

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

How many flights go between Puerto Plata and Chicago, IL?

It depends on the day of the week and the date, but a typical day might have around 12 available flights from POP to ORD.


Airport Location Info


Departing Airport

Origination code POP
Origination airport name Gregorio Luperon International Airport
City Puerto Plata
Country Dominican Republic
Latitude 19.8
Longitude -70.6

Return Airport

Destination code ORD
Destination airport name Chicago O’Hare International Airport
City Chicago, IL
Country the United States
Latitude 42
Longitude -87.9


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.