ORD - POP

$182 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 1/7. 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, 0 bags

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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Everything you should know

Cheapest round-trip
$388
Overall average: $523
Delta
Sat 1/10Sat 1/17
ORD - POP • 1 stop
Cheapest one-way
$182
Typical prices: $224-$302
American Airlines
Wed 1/7
ORD - POP • 1 stop
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 37% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
October
Cheapest • 36% price drop
January
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Puerto Plata!
Flight Deals
Booking Insights
Flight Deals

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, Jan 10 - Sat, Jan 17
Delta Logo
8:00 am - 3:53 pm
ORD
-
POP
5h 53m1 stop
Delta Logo
5:08 pm - 11:59 pm
POP
-
ORD
8h 51m1 stop
$388Delta
Thu, Jan 8 - Thu, Feb 12
Delta Logo
7:05 am - 3:53 pm
ORD
-
POP
6h 48m1 stop
Delta Logo
4:55 pm - 1:22 pm
POP
-
ORD
22h 27m2 stops
$392Delta
Wed, Jan 21 - Wed, Jan 28
American Airlines Logo
7:30 pm - 3:42 pm
ORD
-
POP
18h 12m1 stop
American Airlines Logo
4:42 pm - 12:30 am
POP
-
ORD
9h 48m1 stop
$397American Airlines
Wed, Jan 21 - Wed, Jan 28
American Airlines Logo
4:49 pm - 3:42 pm
ORD
-
POP
20h 53m1 stop
American Airlines Logo
4:42 pm - 9:05 am
POP
-
ORD
18h 23m2 stops
$402American Airlines
Sat, Jan 10 - Sat, Jan 17
American Airlines Logo
9:10 pm - 1:23 pm
ORD
-
POP
14h 13m2 stops
American Airlines Logo
3:33 pm - 11:27 pm
POP
-
ORD
9h 54m1 stop
$417American Airlines
Sat, Jan 17 - Sun, Jan 25
American Airlines Logo
7:48 pm - 2:32 pm
ORD
-
POP
16h 44m2 stops
American Airlines Logo
4:42 pm - 9:05 am
POP
-
ORD
18h 23m1 stop
$432American Airlines
Mon, Dec 29 - Mon, Jan 12
American Airlines Logo
4:41 pm - 2:07 pm
ORD
-
POP
19h 26m1 stop
American Airlines Logo
4:42 pm - 12:30 am
POP
-
ORD
9h 48m1 stop
$434American Airlines
Mon, Dec 29 - Mon, Jan 12
American Airlines Logo
4:41 pm - 2:07 pm
ORD
-
POP
19h 26m1 stop
American Airlines Logo
4:42 pm - 7:22 am
POP
-
ORD
16h 40m2 stops
$438American Airlines
Mon, Feb 16 - Sat, Feb 21
Delta Logo
5:25 am - 3:40 pm
ORD
-
POP
8h 15m1 stop
Delta Logo
4:55 pm - 11:57 pm
POP
-
ORD
9h 02m1 stop
$456Delta
Sun, Jan 11 - Sun, Feb 15
Delta Logo
6:15 pm - 3:53 pm
ORD
-
POP
19h 38m2 stops
Delta Logo
4:55 pm - 8:44 pm
POP
-
ORD
29h 49m2 stops
$460Delta
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 October, where tickets cost $410 (return) on average. On the other hand, the most expensive months are June and March, where the average cost of round-trip tickets is $816 and $780 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 4 weeks before departure, which saves you about 37% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low seasonAugust
Cheapest flight$182
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 19% lower on average.
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 $182 for a one-way ticket and $388 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?

    SkyTeam, and oneworld 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 $527 and an overall rating of 7.9, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $645 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.
7.9
DeltaOverall score based on 8010 reviews
8.1Boarding
8.5Crew
7.9Entertainment
7.9Comfort
7.3Food
Airline reviews

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

10.0 ExcellentMargaret, Dec 2025
BOS - PIT
Read more Delta reviews

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

None of the airplane features were available during the flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Getting to the flight was arduous and lengthy. The flight itself was good but the food option wasn’t a good selection. I need to do a Kosher option on my return. Flight crew were nice

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

My wife and I love to travel, so we fly a lot. We've already logged 381,075 miles and with practically every major airline. But this flight was very disappointing. It started off well, with no delays and a new plane. But when lunchtime approached, all that good impression was ruined. Instead of white tablecloths, we were offered small, dark placemats, which, as it turned out, were perfectly adequate for the food. All the food offered—and my wife and I only took fish, and the meat—was not just bad, it was downright disgusting and not heated enough. The same applies to the appetizers. This was the first time in many years of traveling that we've been offered such disgusting food.

Lost luggage stuck no clothes and no word after 2 days leaving on cruise no stuff or clothes

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

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

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

Information on your arrival and departure airports