ORD - POP

$172 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 4/2. 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
$367
Overall average: $560
Delta
Mon 2/16Thu 2/26
ORD - POP • 1 stop
Cheapest one-way
$172
American Airlines
Thu 4/2
ORD - POP • 1 stop
Top airlines
Delta
Cheapest • from $367 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 32% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
October
Cheapest • 35% price drop
January
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
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

Mon, Feb 16 - Thu, Feb 26
Delta Logo
5:25 am - 3:40 pm
ORD
-
POP
8h 15m
1 stop
Delta Logo
4:55 pm - 11:56 pm
POP
-
ORD
9h 01m
1 stop
$367Delta
Tue, Mar 24 - Tue, Mar 31
Delta Logo
7:10 am - 2:38 pm
ORD
-
POP
6h 28m
1 stop
Delta Logo
3:55 pm - 8:17 pm
POP
-
ORD
29h 22m
2 stops
$371Delta
Wed, Apr 29 - Wed, May 6
American Airlines Logo
7:00 am - 2:30 pm
ORD
-
POP
6h 30m
1 stop
American Airlines Logo
3:30 pm - 10:58 pm
POP
-
ORD
8h 28m
1 stop
$388American Airlines
Tue, Mar 24 - Sun, Mar 29
Delta Logo
7:10 am - 2:38 pm
ORD
-
POP
6h 28m
1 stop
Delta Logo
3:55 pm - 8:17 pm
POP
-
ORD
29h 22m
2 stops
$391Delta
Wed, Apr 29 - Wed, May 6
American Airlines Logo
7:00 am - 2:30 pm
ORD
-
POP
6h 30m
1 stop
American Airlines Logo
3:30 pm - 7:33 am
POP
-
ORD
17h 03m
2 stops
$392American Airlines
Sun, Feb 15 - Sun, Mar 1
American Airlines Logo
5:00 am - 4:00 pm
ORD
-
POP
9h 00m
1 stop
American Airlines Logo
5:00 pm - 12:16 am
POP
-
ORD
9h 16m
1 stop
$393American Airlines
Sat, Feb 28 - Sat, Mar 7
American Airlines Logo
6:48 pm - 4:00 pm
ORD
-
POP
19h 12m
1 stop
American Airlines Logo
4:35 pm - 11:34 pm
POP
-
ORD
8h 59m
1 stop
$395American Airlines
Thu, Mar 5 - Mon, Mar 9
American Airlines Logo
6:59 pm - 3:35 pm
ORD
-
POP
18h 36m
1 stop
American Airlines Logo
3:53 pm - 12:06 am
POP
-
ORD
9h 13m
1 stop
$396American Airlines
Sat, Feb 28 - Sat, Mar 7
American Airlines Logo
5:29 pm - 3:35 pm
ORD
-
POP
20h 06m
1 stop
American Airlines Logo
4:35 pm - 7:53 am
POP
-
ORD
17h 18m
1 stop
$398American Airlines
Wed, Feb 25 - Sun, Mar 1
American Airlines Logo
3:16 pm - 4:00 pm
ORD
-
POP
22h 44m
1 stop
American Airlines Logo
5:00 pm - 12:16 am
POP
-
ORD
9h 16m
1 stop
$400American Airlines
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 July, where the average cost of round-trip tickets is $816 and $774 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 32% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Good to know

Low seasonAugust
Cheapest flight$172
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly and prices are also 17% 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 $172 for a one-way ticket and $367 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 $523 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 $628 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 8126 reviews
7.8Entertainment
7.2Food
7.9Comfort
8.5Crew
8.1Boarding
Airline reviews

Timing, quality of service, promptness and courtesy of the staff

10.0 ExcellentAjai, Jan 2026
DFW - ATL
Read more Delta reviews

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The flight was comfortable and uneventful, which is what I desire

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

My flight out of Baton Rouge to Atlanta was delayed by a half hour. This got us into Atlanta airport 30 minutes late. I ran through the airport to get to my connecting flight. As I approached the boarding gate, I saw the boarding door was still open and a passenger was being checked in. But when I got to the gate, the boarding agent told me they had already given away my seat and there were no empty seats on that flight. So I had to take a later flight. That has never happened to me before. Very frustrating.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

We were upgraded to First Class and it was a great flight

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

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.

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

Information on your arrival and departure airports