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ORD - POP

Find cheap flights from Chicago to Puerto Plata from $293

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 6/11. 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
0 bags
Wed 6/5
Wed 6/12

Search 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
In the last 7 days travelers have searched 42,830,901 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

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Cheap flight deals 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 and deals for you by selecting your travel dates.
Choose your dates
8:20 pm - 2:26 pmORD-POP
17h 06m2 stops
3:45 pm - 7:40 amPOP-ORD
16h 55m2 stops
$493American Airlines
Find Deal
Sat, Sep 21 - Tue, Sep 24
8:20 pm - 2:26 pmORD-POP
17h 06m1 stop
3:45 pm - 7:40 amPOP-ORD
16h 55m2 stops
$495American Airlines
Find Deal
Sat, Sep 21 - Tue, Sep 24
8:20 pm - 2:26 pmORD-POP
17h 06m1 stop
3:45 pm - 2:12 pmPOP-ORD
23h 27m1 stop
$502American Airlines
Find Deal
Sat, Sep 21 - Tue, Sep 24
8:26 pm - 1:00 pmORD-POP
15h 34m1 stop
2:15 pm - 11:49 amPOP-ORD
22h 34m1 stop
$526American Airlines
Find Deal
Fri, Aug 16 - Mon, Aug 19
6:53 pm - 1:15 pmORD-POP
17h 22m1 stop
2:15 pm - 8:44 amPOP-ORD
19h 29m1 stop
$529American Airlines
Find Deal
Sun, Aug 11 - Sun, Aug 18
8:26 pm - 1:15 pmORD-POP
15h 49m2 stops
2:15 pm - 8:44 amPOP-ORD
19h 29m1 stop
$530American Airlines
Find Deal
Fri, Aug 16 - Mon, Aug 19
10:37 am - 12:42 amORD-POP
13h 05m1 stop
1:57 am - 9:51 amPOP-ORD
8h 54m1 stop
$558JetBlue
Find Deal
Sat, Jul 6 - Fri, Jul 12
8:20 pm - 2:26 pmORD-POP
17h 06m1 stop
3:45 pm - 7:40 amPOP-ORD
16h 55m2 stops
$560American Airlines
Find Deal
Sat, Oct 12 - Sat, Oct 19
8:20 pm - 2:26 pmORD-POP
17h 06m1 stop
3:45 pm - 11:34 pmPOP-ORD
8h 49m1 stop
$575American Airlines
Find Deal
Thu, Sep 26 - Thu, Oct 3
10:35 am - 1:42 amORD-POP
14h 07m1 stop
3:27 am - 5:43 pmPOP-ORD
15h 16m1 stop
$576JetBlue
Find Deal
Tue, Jun 18 - Tue, Jun 25

Flights from Chicago to Puerto Plata - Travel Insights & Trends

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 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 $508 on average. On the other hand, the most expensive months are July and June, where the average cost of tickets is $901 and $782 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for 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 month.
To get a below average price on the flight from Chicago O'Hare Intl Airport to Puerto Plata, you should book around 5 days before departure. For the absolute cheapest price, our data suggests you should book 12 days before departure.

Good to know

Low season

July

High season

March

Cheapest flight

$293
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly and prices are also 8% 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 $293 for a one-way ticket and $493 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 is the only airline alliance operating flights between Chicago and Puerto Plata.

  • 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.

See more FAQs

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.
7.4
United AirlinesOverall score based on 11118 reviews
8.1Crew
7.7Boarding
6.7Food
7.2Comfort
7.1Entertainment
Airline reviews

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

8.0 ExcellentAnonymous, Apr 2024ORD - PHX
Read more about United Airlines reviews

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

Nothing beats ANA customer service on my opinion. Maybe because of their Japanese culture (and food). Arigatō

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

Flight delayed for 2 hours due to a part. The plane sat waiting for boarding for a long time and during final preflight inspection the issue was found. Why not do the preflight inspection sooner if you know the plane is being used?

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

Aircraft has better leg room than any of United's larger planes. We had requested mobility assistance for this and related flights. United's response to all was superb.

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

It was spectacular. I had basic Economy and was given so much space and their seats lean back so far. Staff was superb, food was superb, everything was superb, Finnair is Fantastic.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

We were delayed bc ground crew gave the flight crew the wrong paperwork. We taxiied to the runway then back to the gate to get the correct paperwork that no one bothered reviewing the first time we pushed back. Boarding was rude and stressful like it always is. Gate agents and flight attendants are all over 55 years of age, embittered by years of underpayment From AA leading to their passive agressive bitchiness for no reason.

Boarding time was easy & quick. Crew was excellent. In-flight entertainment was great/easy. Seats are too small and not enough room between rows: felt like a sardine/very cramped.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Book cheap flights from Chicago to Puerto Plata

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Puerto Plata found on KAYAK in the last 72 hours.
6/11Tue
1 stopAmerican Airlines
19h 30mORD-POP
$293
6/11Tue
3 stops
31h 54mORD-POP
$295
6/11Tue
2 stops
29h 18mORD-POP
$304

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Last minute flights from Chicago to Puerto Plata

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Puerto Plata that are departing in the next 10 days.
5/9Thu
multi-stopAmerican Airlines
9h 00mORD-POP
5/12Sun
multi-stopAmerican Airlines
11h 47mPOP-ORD
$830
5/9Thu
multi-stopAmerican Airlines
8h 45mORD-POP
5/12Sun
multi-stopAmerican Airlines
9h 19mPOP-ORD
$832
5/9Thu
multi-stopAmerican Airlines
8h 45mORD-POP
5/12Sun
multi-stopAmerican Airlines
11h 47mPOP-ORD
$833

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Chicago - Puerto Plata Flights

Departure:

Chicago (ORD)United States

Destination:

Puerto Plata (POP)Dominican Republic

Cabin classes: