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Cheap flights from Chicago to Puerto Plata from $182

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 2/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Puerto Plata

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
7:05 am - 3:53 pm
ORD
-
POP
6h 48m1 stop
Delta Logo
5:08 pm - 11:55 pm
POP
-
ORD
8h 47m1 stop
$388Delta
Thu, Jan 22 - Fri, Jan 30
American Airlines Logo
9:10 pm - 2:32 pm
ORD
-
POP
15h 22m2 stops
American Airlines Logo
4:42 pm - 12:30 am
POP
-
ORD
9h 48m1 stop
$392American Airlines
Thu, Jan 22 - Fri, Jan 30
American Airlines Logo
7:56 pm - 2:32 pm
ORD
-
POP
16h 36m1 stop
American Airlines Logo
3:32 pm - 11:27 pm
POP
-
ORD
9h 55m1 stop
$393American Airlines
Wed, Jan 28 - Sun, Feb 1
American Airlines Logo
6:05 am - 2:32 pm
ORD
-
POP
6h 27m1 stop
American Airlines Logo
4:41 pm - 12:29 pm
POP
-
ORD
21h 48m1 stop
$395American Airlines
Mon, Feb 9 - Mon, Feb 16
American Airlines Logo
9:10 pm - 3:42 pm
ORD
-
POP
16h 32m2 stops
American Airlines Logo
3:32 pm - 11:27 pm
POP
-
ORD
9h 55m1 stop
$397American Airlines
Mon, Feb 2 - Sun, Feb 8
American Airlines Logo
9:10 pm - 3:42 pm
ORD
-
POP
16h 32m2 stops
American Airlines Logo
4:41 pm - 10:56 am
POP
-
ORD
20h 15m1 stop
$400American Airlines
Mon, Feb 9 - Mon, Feb 16
American Airlines Logo
7:30 pm - 3:36 pm
ORD
-
POP
18h 06m1 stop
American Airlines Logo
4:41 pm - 12:29 pm
POP
-
ORD
21h 48m1 stop
$405American Airlines
Wed, Feb 11 - Mon, Feb 16
American Airlines Logo
1:35 pm - 2:32 pm
ORD
-
POP
22h 57m1 stop
American Airlines Logo
3:32 pm - 1:22 pm
POP
-
ORD
23h 50m1 stop
$414American Airlines
Fri, Jan 16 - Thu, Jan 22
American Airlines Logo
9:10 pm - 2:32 pm
ORD
-
POP
15h 22m2 stops
American Airlines Logo
3:32 pm - 7:22 am
POP
-
ORD
17h 50m2 stops
$418American Airlines
Fri, Jan 16 - Thu, Jan 22
American Airlines Logo
7:13 pm - 1:18 pm
ORD
-
POP
16h 05m1 stop
American Airlines Logo
4:41 pm - 11:53 pm
POP
-
ORD
9h 12m1 stop
$438American Airlines
Fri, Feb 13 - Mon, Feb 16

American Airlines flights from Chicago to Puerto Plata

Our best American Airlines deals on Chicago to Puerto Plata flight tickets
American Airlines
Jan 22
ORD9:10 pmChicago O'Hare Intl
15h 22m
2 stops
POP2:32 pmPuerto Plata La Union
Jan 30
POP4:42 pmPuerto Plata La Union
9h 48m
1 stop
ORD12:30 amChicago O'Hare Intl
$392
Find similar
American Airlines
Jan 28
ORD7:56 pmChicago O'Hare Intl
16h 36m
1 stop
POP2:32 pmPuerto Plata La Union
Feb 1
POP3:32 pmPuerto Plata La Union
9h 55m
1 stop
ORD11:27 pmChicago O'Hare Intl
$393
Find similar
American Airlines
Feb 9
ORD6:05 amChicago O'Hare Intl
6h 27m
1 stop
POP2:32 pmPuerto Plata La Union
Feb 16
POP4:41 pmPuerto Plata La Union
21h 48m
1 stop
ORD12:29 pmChicago O'Hare Intl
$395
Find similar

Delta flights from Chicago to Puerto Plata

Our best Delta deals on Chicago to Puerto Plata flight tickets
Delta
Jan 22
ORD7:05 amChicago O'Hare Intl
6h 48m
1 stop
POP3:53 pmPuerto Plata La Union
Jan 30
POP5:08 pmPuerto Plata La Union
8h 47m
1 stop
ORD11:55 pmChicago O'Hare Intl
$388
Find similar
Delta
Jan 10
ORD5:30 amChicago O'Hare Intl
8h 23m
1 stop
POP3:53 pmPuerto Plata La Union
Jan 17
POP5:08 pmPuerto Plata La Union
8h 51m
1 stop
ORD11:59 pmChicago O'Hare Intl
$456
Find similar
Delta
Jan 1
ORD6:02 pmChicago O'Hare Intl
19h 58m
2 stops
POP4:00 pmPuerto Plata La Union
Jan 22
POP5:08 pmPuerto Plata La Union
18h 33m
2 stops
ORD9:41 amChicago O'Hare Intl
$460
Find similar

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 December 26, 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

Thu 1/22

7:05 am-3:53 pm

1 stop6h 48m

Puerto Plata La Union

Fri 1/30

5:08 pm-11:55 pm

1 stop8h 47m

$388

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Thu 1/22

9:10 pm-2:32 pm

2 stops15h 22m

Puerto Plata La Union

Fri 1/30

4:42 pm-12:30 am

1 stop9h 48m

$392

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 1/28

7:56 pm-2:32 pm

1 stop16h 36m

Puerto Plata La Union

Sun 2/1

3:32 pm-11:27 pm

1 stop9h 55m

$393

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 2/9

6:05 am-2:32 pm

1 stop6h 27m

Puerto Plata La Union

Mon 2/16

4:41 pm-12:29 pm

1 stop21h 48m

$395

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 2/2

9:10 pm-3:42 pm

2 stops16h 32m

Puerto Plata La Union

Sun 2/8

3:32 pm-11:27 pm

1 stop9h 55m

$397

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 2/9

9:10 pm-3:42 pm

2 stops16h 32m

Puerto Plata La Union

Mon 2/16

4:41 pm-10:56 am

1 stop20h 15m

$400

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 2/11

7:30 pm-3:36 pm

1 stop18h 06m

Puerto Plata La Union

Mon 2/16

4:41 pm-12:29 pm

1 stop21h 48m

$405

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Fri 1/16

1:35 pm-2:32 pm

1 stop22h 57m

Puerto Plata La Union

Thu 1/22

3:32 pm-1:22 pm

1 stop23h 50m

$414

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Fri 1/16

9:10 pm-2:32 pm

2 stops15h 22m

Puerto Plata La Union

Thu 1/22

3:32 pm-7:22 am

2 stops17h 50m

$418

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Fri 2/13

7:13 pm-1:18 pm

1 stop16h 05m

Puerto Plata La Union

Mon 2/16

4:41 pm-11:53 pm

1 stop9h 12m

$438

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 cheapest day to depart on your flight to Puerto Plata?

According to our data, Monday is the cheapest day to fly to Puerto Plata from Chicago. The lowest ticket price found for a Monday departure recently was $600. 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 Thursday, with ticket prices averaging around $772.

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 $681. Flights to Puerto Plata are more costly in the evening, with an average ticket price of $787. 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 $645 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 $473 on momondo.

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

You could potentially save up to 31% on your flight if you consider stops on a Chicago to Puerto Plata flight.

Cheap Chicago to Puerto Plata flight deals and tips

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

Fastest flight time

6h 33m

Direct flights

None
The fastest flight from Chicago to Puerto Plata takes 6h 33m
There are no direct flights from Chicago to Puerto Plata. There are no popular flight routes from Chicago to Puerto Plata.
Search flight deals

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

    Prices for flights from Chicago to Puerto Plata are updated daily.

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

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

    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.

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

    The required travel and health documents for your Puerto Plata trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Puerto Plata. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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 $371Free CancellationRating
7.9
8,013 reviews
Search Delta flights
American AirlinesPriceFrom $387Free CancellationRating
7.2
11,062 reviews
Search American Airlines flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Puerto Plata from Chicago.

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

Yes. momondo enables you to select and highlight flights to Puerto Plata from Chicago with this policy.

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

Once all potential Chicago to Puerto Plata flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes momondo offers price alerts on flights to Puerto Plata from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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