ORD - POP

$137 Find Cheap Flights from Chicago to Puerto Plata

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Puerto Plata departing on 8/19. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Puerto Plata

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Puerto Plata, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Puerto Plata, as well as popular online travel agencies
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Cheap Flights from Chicago to Puerto Plata (ORD-POP)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Puerto Plata that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Puerto Plata

Sat, Aug 30 - Sat, Sep 6
American Airlines Logo
3:05 pm - 12:55 pmORD-POP
20h 50m1 stop
American Airlines Logo
1:35 pm - 8:40 amPOP-ORD
20h 05m1 stop
$526American Airlines
Find Deal
Wed, Oct 22 - Thu, Oct 30
American Airlines Logo
5:00 am - 12:30 pmORD-POP
6h 30m1 stop
American Airlines Logo
1:30 pm - 11:47 pmPOP-ORD
11h 17m1 stop
$529American Airlines
Find Deal
Sat, Aug 30 - Sat, Sep 6
American Airlines Logo
7:05 pm - 12:55 pmORD-POP
16h 50m1 stop
American Airlines Logo
1:35 pm - 8:40 amPOP-ORD
20h 05m1 stop
$530American Airlines
Find Deal
Sat, Aug 30 - Sat, Sep 6
American Airlines Logo
6:30 pm - 12:55 pmORD-POP
17h 25m2 stops
American Airlines Logo
1:35 pm - 7:42 amPOP-ORD
19h 07m2 stops
$531American Airlines
Find Deal
Wed, Dec 17 - Mon, Dec 22
Delta Logo
6:00 am - 3:25 pmORD-POP
7h 25m1 stop
Delta Logo
4:52 pm - 11:58 pmPOP-ORD
9h 06m1 stop
$550Delta
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Fri, Aug 8 - Mon, Aug 11
JetBlue Logo
6:15 am - 10:02 pmORD-POP
14h 47m1 stop
JetBlue Logo
11:15 pm - 10:28 pmPOP-ORD
24h 13m1 stop
$622JetBlue
Find Deal
Thu, Dec 18 - Mon, Dec 22
Delta Logo
6:00 am - 3:25 pmORD-POP
7h 25m1 stop
Delta Logo
4:52 pm - 11:58 pmPOP-ORD
9h 06m1 stop
$660Delta
Find Deal
Thu, Dec 18 - Mon, Dec 22
Delta Logo
7:10 am - 3:25 pmORD-POP
6h 15m1 stop
Delta Logo
4:52 pm - 11:58 pmPOP-ORD
9h 06m1 stop
$665Delta
Find Deal
Sat, Aug 9 - Sat, Aug 16
JetBlue Logo
6:15 am - 10:02 pmORD-POP
14h 47m1 stop
JetBlue Logo
11:15 pm - 10:47 amPOP-ORD
12h 32m1 stop
$711JetBlue
Find Deal
Tue, Aug 12 - Mon, Aug 18
JetBlue Logo
6:15 am - 10:02 pmORD-POP
14h 47m1 stop
JetBlue Logo
11:15 pm - 11:18 amPOP-ORD
13h 03m1 stop
$751JetBlue
Find Deal
Booking Insights

KAYAK's insights & trends for Chicago to Puerto Plata flights

Get data-powered insights and trends into flights from Chicago to Puerto Plata to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Puerto Plata?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Puerto Plata, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Puerto Plata is January, where tickets cost $540 (return) on average. On the other hand, the most expensive months are May and December, where the average cost of round-trip tickets is $947 and $893 respectively.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Puerto Plata?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to Puerto Plata, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to Puerto Plata, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Good to know

Low seasonJune
High seasonDecember
Cheapest flight$137
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly with an average 24% increase in price.
Flight from Chicago to Puerto Plata

When to book flights from Chicago to Puerto Plata

Are your dates flexible? Find out the best times to travel from Chicago to Puerto Plata based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Puerto Plata flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Puerto Plata?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Puerto Plata was $137 for a one-way ticket and $526 for a round-trip.

  • Do I need a passport to fly between Chicago and Puerto Plata?

    Yes

  • Which airports will I be using when flying from Chicago to Puerto Plata?

    When flying out of Chicago you will be using Chicago O'Hare Intl. You will be landing at Puerto Plata, also known as Puerto Plata La Union.

  • Which aircraft models fly most regularly from Chicago to Puerto Plata?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Puerto Plata?

    oneworld, and SkyTeam are the airline alliances operating flights between Chicago and Puerto Plata, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Chicago to Puerto Plata, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Puerto Plata are Delta and American Airlines. With an average price for the route of $536 and an overall rating of 8.0, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $713 and an overall rating of 7.2.

  • How does KAYAK find such low prices on flights from Chicago to Puerto Plata?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Puerto Plata.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Puerto Plata?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Puerto Plata from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Puerto Plata?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Puerto Plata with an airline and back to Chicago with another airline. Booking your flights between Chicago and POP can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Puerto Plata?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Puerto Plata from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Chicago to Puerto Plata

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Puerto Plata. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Puerto Plata? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 7958 reviews
8.2Boarding
7.9Entertainment
7.3Food
7.9Comfort
8.5Crew
Airline reviews

There was no problems, just a little uncomfortable with seats that do not lay back a little

8.0 ExcellentWillie, Jul 2025PHX - DTW
Read more Delta reviews

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

Food was surprisingly good but the WiFi was not great

this crew didn't care much. bumping carts into seats more times than i care to remember

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

Everything was fine except the entertainment was not working for half of the flight.

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

This particular flight wasn't very full at the back, so there were three seats available for spreading out and getting relatively comfortable

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

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

Information on your arrival and departure airports

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