ORD - POP

$197 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 4/5. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$391
Overall average: $655
American Airlines
Sat 4/11Thu 4/16
ORD - POP • 2 stops
Cheapest one-way
$197
Typical prices: $185-$495
Delta
Sun 4/5
ORD - POP • 2 stops
Top airlines
American Airlines
Cheapest • from $403 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Chicago and Puerto Plata. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Charlotte (CLT)
Cheapest • Avg $554 (round-trip)
Charlotte (CLT)
Shortest trip • 6h 41m (one-way)
Insights
Insights
Insights
Insights
When to book
5 weeks
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 39% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
October
Cheapest • 32% price drop
May
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

Sat, Apr 11 - Thu, Apr 16
American Airlines Logo
8:46 pm - 2:30 pm
ORD
-
POP
16h 44m
2 stops
American Airlines Logo
3:30 pm - 12:25 am
POP
-
ORD
9h 55m
1 stop
$391American Airlines
Sat, Apr 11 - Thu, Apr 16
American Airlines Logo
3:04 pm - 2:30 pm
ORD
-
POP
22h 26m
1 stop
American Airlines Logo
3:30 pm - 12:25 am
POP
-
ORD
9h 55m
1 stop
$396American Airlines
Sat, Apr 11 - Thu, Apr 16
American Airlines Logo
8:46 pm - 2:30 pm
ORD
-
POP
16h 44m
2 stops
American Airlines Logo
3:30 pm - 12:25 am
POP
-
ORD
9h 55m
1 stop
$401American Airlines
Mon, May 4 - Fri, May 8
American Airlines Logo
8:46 pm - 2:30 pm
ORD
-
POP
16h 44m
2 stops
American Airlines Logo
3:30 pm - 7:29 am
POP
-
ORD
16h 59m
2 stops
$403American Airlines
Sat, Apr 11 - Thu, Apr 16
American Airlines Logo
7:00 pm - 2:30 pm
ORD
-
POP
18h 30m
1 stop
American Airlines Logo
3:30 pm - 12:25 am
POP
-
ORD
9h 55m
1 stop
$407American Airlines
Mon, May 4 - Fri, May 8
American Airlines Logo
5:00 am - 2:30 pm
ORD
-
POP
8h 30m
1 stop
American Airlines Logo
3:30 pm - 12:25 am
POP
-
ORD
9h 55m
1 stop
$409American Airlines
Mon, Apr 13 - Fri, Apr 17
American Airlines Logo
5:00 am - 2:30 pm
ORD
-
POP
8h 30m
1 stop
American Airlines Logo
3:30 pm - 8:30 am
POP
-
ORD
18h 00m
2 stops
$411American Airlines
Fri, May 8 - Fri, May 15
American Airlines Logo
8:46 pm - 2:43 pm
ORD
-
POP
16h 57m
1 stop
American Airlines Logo
3:30 pm - 12:25 am
POP
-
ORD
9h 55m
1 stop
$419American Airlines
Sat, Apr 11 - Thu, Apr 16
American Airlines Logo
8:46 pm - 2:30 pm
ORD
-
POP
16h 44m
2 stops
American Airlines Logo
3:30 pm - 8:30 am
POP
-
ORD
18h 00m
2 stops
$431American Airlines
Mon, May 4 - Mon, May 11
American Airlines Logo
9:01 pm - 2:30 pm
ORD
-
POP
16h 29m
2 stops
American Airlines Logo
3:30 pm - 12:11 pm
POP
-
ORD
21h 41m
1 stop
$434American 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 July and June, where the average cost of round-trip tickets is $779 and $777 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 5 weeks before departure, which saves you about 39% 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$197
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly with an average 10% 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 $197 for a one-way ticket and $403 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 $623 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 8241 reviews
8.5Crew
7.9Comfort
7.8Entertainment
8.1Boarding
7.2Food
Airline reviews

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

4.0 OkayJahmes, Feb 2026
LAX - MCO
Read more Delta reviews

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

Flight was delayed due to crew being not on time

Flight crew issues delayed my flight by 2 1/2 hours. Causing me to miss my connection.

The staff on board and gate was nice - a welcome change from the usual. We also arrived early, which was a great benefit, given that it takes 30 minutes plus to get bags at SRQ.

The staff was frielndly. The plane was terrible, it was too small and should be decommissioned. There were no back seat screens at all. The only beverages we had a choice from was coffee, tea or water. The only bathroom in the back was behind the flight attendant's jump seat and wasn't working. And I literally felt like I was sitting on top of the guy next to me. It was terribly hot in the plane and we had to sit on the tarmac in Chicago for 1/2 hour due to congestion in Mpls. Wouldn't they have know that before they even boarded us so that we could have sat in comfort in the terminal?

Never got on it. Was re-routed through Detroit and am still in airports 12 hours later waiting for my connecting plane to arrive.

Delta has too many delays now days. It is 1:06 am now. I was supposed to land in Norfolk at 10:30 pm. I got re-booked through Detroit and I’m still in Detroit. I hope to be landed in Norfolk by 3am. I’ve been in airports for 12 hours as of right now. There is a weather delay now but most delays lately have been maintenance.

Very Very late. Subsequent flights left an hour before ours

This is my worse experience with Delta. My colleagues and I were traveling to ICT for work. Usually we connect in Dallas, but this year we decided to book with Delta and connect in Atlanta. We were excited to fly with Delta because we hear great things and Delta is one of my top choices when choosing an airline for travel. On the connecting flights to and from Wichita/Atlanta - it felt hot and uncomfortable on the plane. The plane to ICT was smaller and older and did not have any wi-fi or entertainment. The most terrible experience was at boarding in Atlanta both times traveling to Wichita and then back to Tampa. First on our flight from ATL to ICT - the attendant scanning our boarding pass made us go back to the line when we went up to scan our passes to wait. After a few minutes, she allowed us to come back up to scan but then she asked what boarding zone we were. We told her zone 5, and since we were standing on the wrong side of the small rope partition, she made us go back to stand on the right side. There was another gentleman that came up to board and scan his pass, and she mentioned he was also on the wrong side but she let him go through. Our group had to walk back and forth for no reason, causing an unnecessary delay to board the plane. We have never experienced anything like this, especially when the boarding area was completely empty and everyone already boarded since boarding was earlier than the original boarding time. On our flight from ATL to TPA, the attendants scanning our boarding passes had us scan our passes twice, not explaining to us what was going on. They automatically started tagging our carry on bags and did not explain to us or tell us what was going on and why this was happening. Obviously we knew our bags were being forced to check in but with no reason. There was no announcement or mention and I have never had anyone force me to check in my bag before boarding the plane. We assumed the overhead bins were full but when we boarded the plane, there was a lot of empty bins and a lot of spaces to put our bags. We all were disappointed and frustrated with Delta and will be hesitant to fly Delta again or anytime soon.

Boarding and crew were fantastic, but I paid for a window seat with no window. Seat 11D on a CRJ-900 apparently does not have a window. Lesson learned.

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

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.

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

Information on your arrival and departure airports