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Puerto Plata

$257+ Cheap flights from Chicago (CHI) to Puerto Plata, Dominican Republic (POP)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — POP
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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Find cheap flights from Chicago to Puerto Plata with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

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3. Compare prices and book

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Cheap flight deals from Chicago to Puerto Plata

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Puerto Plata (POP). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 24, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$534
(American Airlines)

One-way from

$257
(American Airlines)

Popular in

November

Cheapest in

January

Average price

$594
Provider with most accurate pricing for Chicago (CHI)-Puerto Plata La Union flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Puerto Plata La Union flights.
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From Chicago (CHI) to Puerto Plata La Union
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One-way flight from Chicago (CHI) to Puerto Plata La Union
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Highest demand for flights based on searches. 4% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Chicago to Puerto Plata

Cheapest flights from Chicago to Puerto Plata
Explore the most affordable flight options available from Chicago to Puerto Plata. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

This American Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/166:55 pmORD - POP
1 stop16h 40mAmerican Airlines
Sat 8/231:45 pmPOP - ORD
1 stop11h 12mAmerican Airlines
Deal found 4/23$531
This JetBlue deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/206:15 amORD - POP
1 stop11h 27mJetBlue
Tue 6/242:30 pmPOP - ORD
1 stop9h 55mJetBlue
Deal found 4/23$758
This Mytrip deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/258:45 amORD - POP
3 stops28h 56mMultiple Airlines
Sat 5/1010:55 pmPOP - ORD
2 stops20h 59mMultiple Airlines
Deal found 4/23$1,439

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Puerto Plata that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 24, 2025.
Use the filters below to find and compare flights from Chicago to Puerto Plata that are best for you.

Fly from

Chicago

Fly to

Puerto Plata

Route

Depart

Return

Price

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 8/16

6:55 pm-12:35 pm

1 stop16h 40m

Puerto Plata La Union

Sat 8/23

1:45 pm-11:57 pm

1 stop11h 12m

$531

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Fri 6/20

6:15 am-6:42 pm

1 stop11h 27m

Puerto Plata La Union

Tue 6/24

2:30 pm-11:25 pm

1 stop9h 55m

$758

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 6/7

6:55 pm-12:35 pm

1 stop16h 40m

$257

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 6/7

2:16 pm-4:40 pm

3 stops25h 24m

$366

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Compare providers for flights from Chicago to Puerto Plata

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Puerto Plata in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Puerto Plata flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Chicago-Puerto Plata flight deals on Cheapflights vs. AranGrant >95% of the time. Price accuracy is based on data collected from Chicago-Puerto Plata flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Puerto Plata flights, Cheapflights users trust AranGrant the most. AranGrant has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Puerto Plata flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Puerto Plata

Have a flexible travel schedule? Discover the best time to fly to Puerto Plata from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Puerto Plata

How far ahead should I book a flight from Chicago to Puerto Plata?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Puerto Plata. Price data was last updated on April 18, 2025.

The price you pay for your flight from Chicago to Puerto Plata may vary depending on when you book. For the best chance of a lower fare, look to book 47 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Puerto Plata?

Currently, January is the cheapest month in which you can book a flight from Chicago to Puerto Plata (average of $413). Flying from Chicago to Puerto Plata in June is currently the most expensive (average of $626). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to POP?

Find hourly flight availability from Chicago to Puerto Plata. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 24, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 4% on flights from Chicago to Puerto Plata by exploring options for tickets in the morning.

Reviews of airlines servicing Puerto Plata

Get insights into the airlines that provide service to Puerto Plata. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Puerto Plata. Reviews last updated April 24, 2025.
JetBlue
7.3
Good
2,924 reviews

Entertainment

7.3

Food

6.7

Boarding

7.5

Comfort

7.6

Crew

8.0

Overall

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2025

JFK - CHS

Boarding took a very long time, in fact we were delayed by at least 30mins. There wasn’t many options for snacks and there was only water. The pilot did an excellent job
JetBlue
7.3
Good
2,924 reviews
JetBlue
7.3
Good
2,924 reviews

Entertainment

7.3

Food

6.7

Boarding

7.5

Comfort

7.6

Crew

8.0

Overall

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2025

JFK - CHS

Boarding took a very long time, in fact we were delayed by at least 30mins. There wasn’t many options for snacks and there was only water. The pilot did an excellent job
American Airlines
7.2
Good
10,000 reviews
JetBlue
7.3
Good
2,924 reviews

Entertainment

7.3

Food

6.7

Boarding

7.5

Comfort

7.6

Crew

8.0

Overall

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2025

JFK - CHS

Boarding took a very long time, in fact we were delayed by at least 30mins. There wasn’t many options for snacks and there was only water. The pilot did an excellent job

Related info for your journey

Find useful and relevant information for your journey from Chicago to Puerto Plata. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Puerto Plata from Chicago?

    For a flight from Chicago to Puerto Plata, you will be flying into La Union. Puerto Plata La Union (POP) is just 8.6 mi from the center of the city. La Union is the only Puerto Plata airport and it handles 0 inbound flights from Chicago per day. 2 airlines have flights to Puerto Plata La Union from Chicago on a regular basis.

  • What are the cheapest airlines flying from Chicago to Puerto Plata round-trip?

    Our cheapest airline available from Chicago to Puerto Plata is American Airlines. Our recent data shows that you can find tickets from as low as $534 on this airline. An additional option worth looking into is JetBlue, starting at $758. Users have found that American Airlines is 22% cheaper than the other options available to this destination.

  • Can I find deals for flights from Chicago to Puerto Plata that include hotel bookings?

    Yes. In addition to deals on Chicago to Puerto Plata flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Puerto Plata?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Puerto Plata.

  • Can I find deals for business class flights from Chicago to Puerto Plata?

    Yes. Cheapflights offers flight deals from Chicago to Puerto Plata by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Puerto Plata?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Puerto Plata (average of $413). Flying from Chicago to Puerto Plata in June is currently the most expensive (average of $626). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Chicago to Puerto Plata

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Puerto Plata flights
St. Louis to Puerto Plata flights

Top 2 airlines flying from Chicago to Puerto Plata

Discover the top 2 airlines that operate flights from Chicago to Puerto Plata. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$389Average$555FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$490Average$713FlexibilityNo cancel feeOn-time71%

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