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Cheap flights from Chicago to Puerto Plata from $180

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 10/14. 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

American Airlines Logo
6:00 am - 3:00 pmORD-POP
8h 00m1 stop
American Airlines Logo
1:30 pm - 11:58 pmPOP-ORD
11h 28m1 stop
$383American Airlines
Find Deal
Wed, Oct 22 - Wed, Oct 29
American Airlines Logo
6:00 am - 3:00 pmORD-POP
8h 00m1 stop
American Airlines Logo
1:30 pm - 11:42 pmPOP-ORD
11h 12m2 stops
$387American Airlines
Find Deal
Wed, Oct 22 - Tue, Oct 28
American Airlines Logo
5:00 am - 1:23 pmORD-POP
6h 23m1 stop
American Airlines Logo
2:38 pm - 10:56 pmPOP-ORD
10h 18m2 stops
$392American Airlines
Find Deal
Sat, Nov 15 - Thu, Nov 20
American Airlines Logo
5:00 am - 3:33 pmORD-POP
8h 33m1 stop
American Airlines Logo
6:35 pm - 8:30 amPOP-ORD
15h 55m1 stop
$396American Airlines
Find Deal
Mon, Dec 29 - Thu, Jan 15
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
Fri, Jan 2 - Fri, Jan 9
American Airlines Logo
5:00 am - 3:33 pmORD-POP
8h 33m1 stop
American Airlines Logo
6:35 pm - 7:24 amPOP-ORD
14h 49m2 stops
$401American Airlines
Find Deal
Mon, Dec 29 - Wed, Jan 14
American Airlines Logo
7:05 am - 3:00 pmORD-POP
6h 55m1 stop
American Airlines Logo
4:31 pm - 12:37 amPOP-ORD
10h 06m1 stop
$521American Airlines
Find Deal
Wed, Oct 29 - Thu, Nov 6
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
Find Deal
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
Sat, Sep 27 - Tue, Sep 30
Multiple Airlines Logo
3:40 pm - 3:33 pmORD-POP
22h 53m3 stops
Multiple Airlines Logo
1:15 pm - 9:23 pmPOP-ORD
34h 08m3 stops
$727Multiple Airlines
Find Deal
Wed, Oct 29 - Thu, Nov 6

American Airlines flights from Chicago to Puerto Plata

Our best American Airlines deals on Chicago to Puerto Plata flight tickets
American Airlines
Oct 22
ORD6:00 amChicago O'Hare Intl
8h 00m
1 stop
POP3:00 pmPuerto Plata La Union
Oct 29
POP1:30 pmPuerto Plata La Union
11h 28m
1 stop
ORD11:58 pmChicago O'Hare Intl
$383
Find similar
American Airlines
Oct 22
ORD6:00 amChicago O'Hare Intl
8h 00m
1 stop
POP3:00 pmPuerto Plata La Union
Oct 28
POP1:30 pmPuerto Plata La Union
11h 12m
2 stops
ORD11:42 pmChicago O'Hare Intl
$387
Find similar
American Airlines
Nov 15
ORD5:00 amChicago O'Hare Intl
6h 23m
1 stop
POP1:23 pmPuerto Plata La Union
Nov 20
POP2:38 pmPuerto Plata La Union
10h 18m
2 stops
ORD10:56 pmChicago O'Hare Intl
$392
Find similar

JetBlue flights from Chicago to Puerto Plata

Our best JetBlue deals on Chicago to Puerto Plata flight tickets
JetBlue
Sep 27
ORD9:51 amChicago O'Hare Intl
27h 18m
2 stops
POP2:09 pmPuerto Plata La Union
Sep 30
POP3:29 pmPuerto Plata La Union
21h 51m
1 stop
ORD12:20 pmChicago O'Hare Intl
$571
Find similar
JetBlue
Sep 27
ORD9:51 amChicago O'Hare Intl
27h 18m
2 stops
POP2:09 pmPuerto Plata La Union
Sep 30
POP3:29 pmPuerto Plata La Union
18h 27m
2 stops
ORD8:56 amChicago O'Hare Intl
$588
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 September 16, 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

6:00 am-3:00 pm

1 stop8h 00m

Puerto Plata La Union

Wed 10/29

1:30 pm-11:58 pm

1 stop11h 28m

$383

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 10/22

6:00 am-3:00 pm

1 stop8h 00m

Puerto Plata La Union

Tue 10/28

1:30 pm-11:42 pm

2 stops11h 12m

$387

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 11/15

5:00 am-1:23 pm

1 stop6h 23m

Puerto Plata La Union

Thu 11/20

2:38 pm-10:56 pm

2 stops10h 18m

$392

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 12/29

5:00 am-3:33 pm

1 stop8h 33m

Puerto Plata La Union

Thu 1/15

6:35 pm-8:30 am

1 stop15h 55m

$396

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Fri 1/2

7:11 am-3:33 pm

1 stop6h 22m

Puerto Plata La Union

Fri 1/9

2:40 pm-8:59 am

1 stop20h 19m

$397

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 12/29

5:00 am-3:33 pm

1 stop8h 33m

Puerto Plata La Union

Wed 1/14

6:35 pm-7:24 am

2 stops14h 49m

$401

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 10/29

7:05 am-3:00 pm

1 stop6h 55m

Puerto Plata La Union

Thu 11/6

4:31 pm-12:37 am

1 stop10h 06m

$521

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 9/27

9:51 am-2:09 pm

2 stops27h 18m

Puerto Plata La Union

Tue 9/30

3:29 pm-12:20 pm

1 stop21h 51m

$571

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 9/27

9:51 am-2:09 pm

2 stops27h 18m

Puerto Plata La Union

Tue 9/30

3:29 pm-8:56 am

2 stops18h 27m

$588

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 10/29

3:40 pm-3:33 pm

3 stops22h 53m

Puerto Plata La Union

Thu 11/6

1:15 pm-9:23 pm

3 stops34h 08m

$727

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 $643 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.

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

Direct flights

None
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 $389Free CancellationRating
7.9
7,954 reviews
Search Delta flights
American AirlinesPriceFrom $410Free 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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