$289 Find Cheap Flights from Puerto Plata to Chicago

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Find cheap flights from Puerto Plata to Chicago starting at $289.

Book one-way or return flights from Puerto Plata to Chicago from as little as $289. Choose from the popular airlines below and book your flight today!

One way
Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Searching for the best last minute flight from Puerto Plata to Chicago? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Puerto Plata to Chicago. Stay updated on price trends and snag the best deals for your upcoming trip.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Find cheap airlines flights from Puerto Plata to Chicago

View airlines operating flights from Puerto Plata to Chicago. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

American Airlines

From $271

United Airlines

From $286

WestJet

From $341

Jetblue Airways

From $369

Silver Airways

From $464

Air Transat

From $521

ANA airlines

Find more flights and airlines

Find cheap flights from Puerto Plata to Chicago by different airports

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Puerto Plata to Chicago.

Cheapest
POP
16:10
19h 57m
2 transfer
ORD
11:07
Gregorio Luperon International Airport - O'Hare International Airport
Mon, May 13American Airlines
$271
POP
13:32
31h 16m
2 transfer
MDW
19:48
Gregorio Luperon International Airport - Midway International Airport
Sun, May 26United Airlines
$307
POP
13:32
31h 16m
2 transfer
MDW
19:48
Gregorio Luperon International Airport - Midway International Airport
Sun, May 26United Airlines
$307
Find More Flights

Frequently Asked Questions

When are flight tickets from Puerto Plata (POP) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from Puerto Plata to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much do flights from Puerto Plata (POP) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around $601.
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25km. It takes about 40 minutes by taxi.
- The distance from Midway International Airport to downtown is about 14km. It takes about 30 minutes by taxi.

How to find a cheap flight from Puerto Plata to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Puerto Plata to Chicago. Book your flights at the right time and save more.

Book Early

Once prices are gone, they're gone. Lock in deals while you can!

Compare Flight Prices

Compare prices on travel agency and airline websites.

Look Out for Deals

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Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

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