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Cheap flights from Chicago to Puerto Plata from $235

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 8/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chicago to Puerto Plata

Cheap round-trip flights

Delta Logo
6:00 am - 3:25 pmORD-POP
7h 25m1 stop
Delta Logo
4:45 pm - 11:53 pmPOP-ORD
9h 08m1 stop
$435Delta
Find Deal
Thu, Nov 20 - Sun, Nov 23
Delta Logo
6:00 am - 3:25 pmORD-POP
7h 25m1 stop
Delta Logo
4:45 pm - 7:26 amPOP-ORD
16h 41m2 stops
$439Delta
Find Deal
Thu, Nov 20 - Sun, Nov 23
American Airlines Logo
7:25 pm - 12:35 pmORD-POP
16h 10m1 stop
American Airlines Logo
1:35 pm - 9:22 pmPOP-ORD
8h 47m1 stop
$489American Airlines
Find Deal
Mon, Sep 29 - Sat, Oct 4
American Airlines Logo
8:34 pm - 12:35 pmORD-POP
15h 01m2 stops
American Airlines Logo
1:35 pm - 9:22 pmPOP-ORD
8h 47m1 stop
$493American Airlines
Find Deal
Mon, Sep 29 - Sat, Oct 4
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
$494American 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
$498American Airlines
Find Deal
Wed, Oct 22 - Wed, Oct 29
JetBlue Logo
1:35 pm - 1:43 pmORD-POP
23h 08m1 stop
JetBlue Logo
3:03 pm - 12:10 pmPOP-ORD
22h 07m1 stop
$528JetBlue
Find Deal
Tue, Sep 30 - Sun, Oct 5
JetBlue Logo
1:35 pm - 2:09 pmORD-POP
23h 34m1 stop
JetBlue Logo
3:29 pm - 8:56 amPOP-ORD
18h 27m2 stops
$542JetBlue
Find Deal
Fri, Sep 12 - Sun, Sep 21
Logo
6:05 am - 4:33 pmORD-POP
32h 28m3 stops
Logo
1:50 pm - 2:55 pmPOP-ORD
27h 05m2 stops
$756
Find Deal
Fri, Nov 7 - Mon, Nov 10
Logo
6:05 am - 4:33 pmORD-POP
32h 28m3 stops
Logo
1:50 pm - 12:51 pmPOP-ORD
25h 01m3 stops
$765
Find Deal
Fri, Nov 7 - Mon, Nov 10

American Airlines flights from Chicago to Puerto Plata

Our best American Airlines deals on Chicago to Puerto Plata flight tickets
American Airlines
Sep 29
ORD7:25 pmChicago O'Hare Intl
16h 10m
1 stop
POP12:35 pmPuerto Plata La Union
Oct 4
POP1:35 pmPuerto Plata La Union
8h 47m
1 stop
ORD9:22 pmChicago O'Hare Intl
$489
Find similar
American Airlines
Sep 29
ORD8:34 pmChicago O'Hare Intl
15h 01m
2 stops
POP12:35 pmPuerto Plata La Union
Oct 4
POP1:35 pmPuerto Plata La Union
8h 47m
1 stop
ORD9:22 pmChicago O'Hare Intl
$493
Find similar
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 28m
1 stop
ORD11:58 pmChicago O'Hare Intl
$494
Find similar

Delta flights from Chicago to Puerto Plata

Our best Delta deals on Chicago to Puerto Plata flight tickets
Delta
Nov 20
ORD6:00 amChicago O'Hare Intl
7h 25m
1 stop
POP3:25 pmPuerto Plata La Union
Nov 23
POP4:45 pmPuerto Plata La Union
9h 08m
1 stop
ORD11:53 pmChicago O'Hare Intl
$435
Find similar
Delta
Nov 20
ORD6:00 amChicago O'Hare Intl
7h 25m
1 stop
POP3:25 pmPuerto Plata La Union
Nov 23
POP4:45 pmPuerto Plata La Union
16h 41m
2 stops
ORD7:26 amChicago O'Hare Intl
$439
Find similar
Delta
Dec 17
ORD7:10 amChicago O'Hare Intl
6h 15m
1 stop
POP3:25 pmPuerto Plata La Union
Dec 22
POP4:52 pmPuerto Plata La Union
9h 06m
1 stop
ORD11:58 pmChicago O'Hare Intl
$550
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 July 31, 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 11/20

6:00 am-3:25 pm

1 stop7h 25m

Puerto Plata La Union

Sun 11/23

4:45 pm-11:53 pm

1 stop9h 08m

$435

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Thu 11/20

6:00 am-3:25 pm

1 stop7h 25m

Puerto Plata La Union

Sun 11/23

4:45 pm-7:26 am

2 stops16h 41m

$439

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 9/29

7:25 pm-12:35 pm

1 stop16h 10m

Puerto Plata La Union

Sat 10/4

1:35 pm-9:22 pm

1 stop8h 47m

$489

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 9/29

8:34 pm-12:35 pm

2 stops15h 01m

Puerto Plata La Union

Sat 10/4

1:35 pm-9:22 pm

1 stop8h 47m

$493

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-11:58 pm

1 stop11h 28m

$494

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

Wed 10/29

1:30 pm-11:50 pm

2 stops11h 20m

$498

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Tue 9/30

1:35 pm-1:43 pm

1 stop23h 08m

Puerto Plata La Union

Sun 10/5

3:03 pm-12:10 pm

1 stop22h 07m

$528

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Fri 9/12

1:35 pm-2:09 pm

1 stop23h 34m

Puerto Plata La Union

Sun 9/21

3:29 pm-8:56 am

2 stops18h 27m

$542

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Fri 11/7

6:05 am-4:33 pm

3 stops32h 28m

Puerto Plata La Union

Mon 11/10

1:50 pm-2:55 pm

2 stops27h 05m

$756

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Fri 11/7

6:05 am-4:33 pm

3 stops32h 28m

Puerto Plata La Union

Mon 11/10

1:50 pm-12:51 pm

3 stops25h 01m

$765

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 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 $495. 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, 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 $717 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 $551 on momondo.

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

Best Price Found

$235

Fastest flight time

5h 54m

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 $235. The best round-trip flight deal from Chicago to Puerto Plata found on momondo in the last 72 hours is $435.
The fastest flight from Chicago to Puerto Plata takes 5h 54m
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)
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  • 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 $389Free CancellationRating
8.0
7,981 reviews
Search Delta flights
American AirlinesPriceFrom $516Free CancellationRating
7.2
10,000 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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