$180 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 10/22. 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

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Puerto Plata
Puerto Plata1 stop$383
Puerto Plata
Puerto Plata1 stop$383

Book Cheap Chicago to Puerto Plata Plane Tickets

 
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

Wed, Oct 22 - Thu, Oct 30
American Airlines Logo
8:06 am - 3:00 pmORD-POP
5h 54m1 stop
American Airlines Logo
1:30 pm - 11:58 pmPOP-ORD
11h 28m1 stop
$383American Airlines
Find Deal
Wed, Oct 22 - Thu, Oct 30
American Airlines Logo
5:20 am - 3:00 pmORD-POP
8h 40m2 stops
American Airlines Logo
1:30 pm - 11:50 pmPOP-ORD
11h 20m2 stops
$387American Airlines
Find Deal
Sat, Nov 15 - Tue, Nov 18
American Airlines Logo
5:00 am - 3:41 pmORD-POP
8h 41m2 stops
American Airlines Logo
2:38 pm - 7:21 amPOP-ORD
18h 43m2 stops
$392American Airlines
Find Deal
Fri, Jan 2 - Fri, Jan 9
American Airlines Logo
7:11 am - 3:33 pmORD-POP
6h 22m1 stop
American Airlines Logo
2:40 pm - 8:59 amPOP-ORD
20h 19m1 stop
$397American Airlines
Find Deal
Sat, Oct 11 - Sat, Oct 18
American Airlines Logo
5:05 pm - 12:30 pmORD-POP
18h 25m1 stop
American Airlines Logo
1:30 pm - 8:53 amPOP-ORD
20h 23m1 stop
$402American Airlines
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Sat, Sep 27 - Tue, Sep 30
JetBlue Logo
9:51 am - 2:09 pmORD-POP
27h 18m2 stops
JetBlue Logo
3:29 pm - 12:20 pmPOP-ORD
21h 51m1 stop
$571JetBlue
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Sat, Sep 27 - Tue, Sep 30
JetBlue Logo
9:51 am - 2:09 pmORD-POP
27h 18m2 stops
JetBlue Logo
3:29 pm - 8:56 amPOP-ORD
18h 27m2 stops
$588JetBlue
Find Deal
Tue, Dec 2 - Sun, Dec 7
 Logo
8:00 am - 2:55 pmORD-POP
28h 55m2 stops
 Logo
5:30 pm - 11:42 pmPOP-ORD
32h 12m2 stops
Tue, Dec 16 - Mon, Dec 22
Delta Logo
6:45 am - 3:56 pmORD-POP
7h 11m1 stop
Delta Logo
5:15 pm - 11:58 pmPOP-ORD
8h 43m1 stop
$710Delta
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Wed, Oct 29 - Thu, Nov 6
 Logo
3:40 pm - 3:33 pmORD-POP
22h 53m3 stops
 Logo
1:15 pm - 9:23 pmPOP-ORD
34h 08m3 stops
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, when tickets cost $410 (return) on average. On the other hand, the most expensive months are June and July, when the average cost of round-trip tickets is $777 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 30% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low seasonAugust
Cheapest flight$180
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from Chicago to Puerto Plata

FAQs - booking Puerto Plata flights

  • 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 from Chicago to Puerto Plata 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 from Chicago to Puerto Plata with an airline and back with another airline.

  • 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 from Chicago to Puerto Plata up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Puerto Plata?

    The cheapest time of day to fly to Puerto Plata is generally in the morning, when round-trip flights cost $681 on average. Morning departures are around 1% cheaper than evening flights, on average. The most expensive time of day to fly to Puerto Plata is generally at night, which is peak travel time and where the average cost of a ticket is $787.

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 7954 reviews
7.9Entertainment
8.5Crew
7.9Comfort
7.3Food
8.2Boarding
Airline reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

10.0 ExcellentAnonymous, Sep 2025CLT - BOS
Read more Delta reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Nothing special. The crew never went out of their way for anything.

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

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

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.

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

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