Cheap flights from Chicago to Puerto Plata from $207

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Puerto Plata departing on 12/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

American Airlines Logo
5:00 am - 12:30 pmORD-POP
6h 30m1 stop
American Airlines Logo
1:30 pm - 9:23 pmPOP-ORD
8h 53m1 stop
$387American Airlines
Find Deal
Wed, Oct 22 - Thu, Oct 30
American Airlines Logo
5:00 am - 12:30 pmORD-POP
6h 30m1 stop
American Airlines Logo
1:30 pm - 11:50 pmPOP-ORD
11h 20m2 stops
$391American Airlines
Find Deal
Wed, Oct 22 - Thu, Oct 30
American Airlines Logo
5:00 am - 12:30 pmORD-POP
6h 30m1 stop
American Airlines Logo
1:30 pm - 11:58 pmPOP-ORD
11h 28m1 stop
$411American Airlines
Find Deal
Wed, Oct 22 - Sat, Oct 25
American Airlines Logo
5:00 am - 12:30 pmORD-POP
6h 30m1 stop
American Airlines Logo
1:30 pm - 11:42 pmPOP-ORD
11h 12m2 stops
$415American Airlines
Find Deal
Wed, Oct 22 - Sat, Oct 25
American Airlines Logo
5:00 am - 12:35 pmORD-POP
6h 35m1 stop
American Airlines Logo
3:50 pm - 11:58 pmPOP-ORD
9h 08m1 stop
$422American Airlines
Find Deal
Wed, Oct 1 - Wed, Oct 8
American Airlines Logo
5:00 am - 12:35 pmORD-POP
6h 35m1 stop
American Airlines Logo
1:30 pm - 11:50 pmPOP-ORD
11h 20m2 stops
$426American Airlines
Find Deal
Wed, Oct 1 - Wed, Oct 8
Delta Logo
7:10 am - 3:25 pmORD-POP
6h 15m1 stop
Delta Logo
4:52 pm - 11:58 pmPOP-ORD
9h 06m1 stop
$572Delta
Find Deal
Wed, Dec 17 - Mon, Dec 22
JetBlue Logo
11:20 am - 2:41 pmORD-POP
25h 21m2 stops
JetBlue Logo
7:22 pm - 10:35 amPOP-ORD
17h 13m1 stop
$579JetBlue
Find Deal
Wed, Nov 5 - Sat, Nov 8
JetBlue Logo
1:35 pm - 2:09 pmORD-POP
23h 34m1 stop
JetBlue Logo
3:29 pm - 12:42 pmPOP-ORD
22h 13m1 stop
$612JetBlue
Find Deal
Mon, Sep 15 - Tue, Sep 23
JetBlue Logo
1:35 pm - 2:09 pmORD-POP
23h 34m1 stop
JetBlue Logo
3:29 pm - 12:20 pmPOP-ORD
21h 51m1 stop
$637JetBlue
Find Deal
Thu, Sep 11 - Mon, Sep 15

American Airlines flights from Chicago to Puerto Plata

Our best American Airlines deals on Chicago to Puerto Plata flight tickets
American Airlines
Oct 22
ORD5:00 amChicago O'Hare Intl
6h 30m
1 stop
POP12:30 pmPuerto Plata La Union
Oct 30
POP1:30 pmPuerto Plata La Union
8h 53m
1 stop
ORD9:23 pmChicago O'Hare Intl
American Airlines
Oct 22
ORD5:00 amChicago O'Hare Intl
6h 30m
1 stop
POP12:30 pmPuerto Plata La Union
Oct 30
POP1:30 pmPuerto Plata La Union
11h 20m
2 stops
ORD11:50 pmChicago O'Hare Intl
American Airlines
Oct 22
ORD5:00 amChicago O'Hare Intl
6h 30m
1 stop
POP12:30 pmPuerto Plata La Union
Oct 25
POP1:30 pmPuerto Plata La Union
11h 28m
1 stop
ORD11:58 pmChicago O'Hare Intl

JetBlue flights from Chicago to Puerto Plata

Our best JetBlue deals on Chicago to Puerto Plata flight tickets
JetBlue
Nov 5
ORD11:20 amChicago O'Hare Intl
25h 21m
2 stops
POP2:41 pmPuerto Plata La Union
Nov 8
POP7:22 pmPuerto Plata La Union
17h 13m
1 stop
ORD10:35 amChicago O'Hare Intl
JetBlue
Sep 15
ORD1:35 pmChicago O'Hare Intl
23h 34m
1 stop
POP2:09 pmPuerto Plata La Union
Sep 23
POP3:29 pmPuerto Plata La Union
22h 13m
1 stop
ORD12:42 pmChicago O'Hare Intl
JetBlue
Sep 11
ORD1:35 pmChicago O'Hare Intl
23h 34m
1 stop
POP2:09 pmPuerto Plata La Union
Sep 15
POP3:29 pmPuerto Plata La Union
21h 51m
1 stop
ORD12:20 pmChicago O'Hare Intl

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Puerto Plata that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 18, 2025.
Use the filters below to find and compare flights from Chicago to Puerto Plata that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 10/22

5:00 am-12:30 pm

1 stop6h 30m

Puerto Plata La Union

Thu 10/30

1:30 pm-9:23 pm

1 stop8h 53m

$387

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 10/22

5:00 am-12:30 pm

1 stop6h 30m

Puerto Plata La Union

Thu 10/30

1:30 pm-11:50 pm

2 stops11h 20m

$391

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 10/22

5:00 am-12:30 pm

1 stop6h 30m

Puerto Plata La Union

Sat 10/25

1:30 pm-11:58 pm

1 stop11h 28m

$411

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 10/22

5:00 am-12:30 pm

1 stop6h 30m

Puerto Plata La Union

Sat 10/25

1:30 pm-11:42 pm

2 stops11h 12m

$415

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 10/1

5:00 am-12:35 pm

1 stop6h 35m

Puerto Plata La Union

Wed 10/8

3:50 pm-11:58 pm

1 stop9h 08m

$422

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 10/1

5:00 am-12:35 pm

1 stop6h 35m

Puerto Plata La Union

Wed 10/8

1:30 pm-11:50 pm

2 stops11h 20m

$426

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 12/17

7:10 am-3:25 pm

1 stop6h 15m

Puerto Plata La Union

Mon 12/22

4:52 pm-11:58 pm

1 stop9h 06m

$572

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 11/5

11:20 am-2:41 pm

2 stops25h 21m

Puerto Plata La Union

Sat 11/8

7:22 pm-10:35 am

1 stop17h 13m

$579

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 9/15

1:35 pm-2:09 pm

1 stop23h 34m

Puerto Plata La Union

Tue 9/23

3:29 pm-12:42 pm

1 stop22h 13m

$612

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Thu 9/11

1:35 pm-2:09 pm

1 stop23h 34m

Puerto Plata La Union

Mon 9/15

3:29 pm-12:20 pm

1 stop21h 51m

$637

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Puerto Plata from

How to get the cheapest flight ticket from Chicago to Puerto Plata

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and Puerto Plata?

What is the cheapest month to fly to Puerto Plata?

In general, January is the cheapest month to fly from Chicago to Puerto Plata. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $499. If you’re not able to fly to Puerto Plata in January, then February is your next best option. Flight prices from Chicago to Puerto Plata during February average around $561.

What is the cheapest day to depart on your flight to Puerto Plata?

According to our data, Tuesday is the cheapest day to fly to Puerto Plata from Chicago. The lowest ticket price found for a Tuesday departure recently was $599. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to Puerto Plata is Friday, with ticket prices averaging around $773.

What is the cheapest time of day to depart on your flight to Puerto Plata?

The cheapest time of day to fly to Puerto Plata is in the morning when flights can be purchased for as low as $687. Flights to Puerto Plata are more costly in the evening, with an average ticket price of $711. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

How far in advance should I book a flight to Puerto Plata?

You are more likely to see cheaper flights to Puerto Plata from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Puerto Plata for around $707 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Puerto Plata from Chicago for as low as $549 on momondo.

Can stopping save me money on Chicago to Puerto Plata flights?

You could potentially save up to 14% on your flight if you consider stops on a Chicago to Puerto Plata flight.

When to book flights from Chicago to Puerto Plata

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Puerto Plata according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Puerto Plata (CHI to POP) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Puerto Plata

Best Price Found

$207

Fastest flight time

6h 05m

Direct flights

None

Airports in Puerto Plata

1 airport
The best one-way flight to Puerto Plata from Chicago in the past 72 hours is $207. The best round-trip flight deal from Chicago to Puerto Plata found on momondo in the last 72 hours is $387.
The fastest flight from Chicago to Puerto Plata takes 6h 05m
There are no direct flights from Chicago to Puerto Plata. Popular non-direct route for this connection is Chicago O'Hare Intl Airport - Puerto Plata La Union Airport.
There is 1 airport near Puerto Plata: Puerto Plata La Union (POP)
  • How far is Chicago to Puerto Plata La Union by plane?

    Chicago and Puerto Plata La Union are 1818.0 mi apart from one another. Flights usually cover this in 6h 05m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago to Puerto Plata La Union Airport?

    Prices for flights from Chicago to Puerto Plata La Union Airport refresh daily.

  • How many operators does momondo search for flights from Chicago to Puerto Plata La Union Airport?

  • How old do you have to be to fly from Chicago to Puerto Plata La Union Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Puerto Plata La Union Airport.

  • What documentation or ID do you need to fly to Puerto Plata La Union Airport?

    The travel and health documents required for your trip to Puerto Plata La Union Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Puerto Plata La Union Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Chicago to Puerto Plata?

Best airlines flying from Chicago to Puerto Plata

Compare and see reviews for airlines that fly from Chicago to Puerto Plata with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $389Free CancellationRating
8.0
7,981 reviews
Search Delta flights
American AirlinesPriceFrom $516Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Traveling to a place near Puerto Plata?

Book flights to Puerto Plata if you plan to visit one of these locations
Sosúa
Cabarete

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Puerto Plata?

It is quick and easy to find Chicago to Puerto Plata flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Puerto Plata that suits you.

Can I find flights from Chicago to Puerto Plata with flexible booking policies on momondo?

momondo does allow users to show only those flights to Puerto Plata from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Puerto Plata?

momondo provides multiple filters to help you find the best flight to Puerto Plata from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Puerto Plata right now. Can momondo alert me if prices change?

Price alerts on flights to Puerto Plata from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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1 adult
Sat 8/23
Sat 8/30

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