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Cheap flights from Chicago to Puerto Plata from $193

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 2/22. 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.
American Airlines Logo
6:01 am - 3:35 pm
ORD
-
POP
7h 34m
1 stop
American Airlines Logo
5:00 pm - 12:06 am
POP
-
ORD
9h 06m
1 stop
$409American Airlines
Mon, Feb 16 - Mon, Feb 23
American Airlines Logo
5:00 am - 3:35 pm
ORD
-
POP
8h 35m
2 stops
American Airlines Logo
5:00 pm - 12:06 am
POP
-
ORD
9h 06m
1 stop
$413American Airlines
Mon, Feb 16 - Mon, Feb 23
American Airlines Logo
3:16 pm - 4:00 pm
ORD
-
POP
22h 44m
1 stop
American Airlines Logo
3:35 pm - 11:17 pm
POP
-
ORD
8h 42m
1 stop
$417American Airlines
Wed, Mar 4 - Wed, Mar 11
American Airlines Logo
5:00 am - 4:00 pm
ORD
-
POP
9h 00m
1 stop
American Airlines Logo
3:35 pm - 8:53 am
POP
-
ORD
18h 18m
1 stop
$419American Airlines
Fri, Mar 6 - Fri, Mar 13
Delta Logo
5:30 am - 3:53 pm
ORD
-
POP
8h 23m
1 stop
Delta Logo
4:55 pm - 8:38 am
POP
-
ORD
17h 43m
1 stop
$444Delta
Mon, Feb 2 - Sat, Feb 28
Delta Logo
5:30 am - 3:53 pm
ORD
-
POP
8h 23m
1 stop
Delta Logo
4:55 pm - 4:41 pm
POP
-
ORD
25h 46m
2 stops
$448Delta
Mon, Feb 2 - Thu, Feb 26
American Airlines Logo
5:00 am - 2:38 pm
ORD
-
POP
7h 38m
1 stop
American Airlines Logo
5:00 pm - 7:24 am
POP
-
ORD
16h 24m
1 stop
$459American Airlines
Sat, Feb 14 - Mon, Feb 23
American Airlines Logo
3:16 pm - 4:00 pm
ORD
-
POP
22h 44m
1 stop
American Airlines Logo
5:00 pm - 7:24 am
POP
-
ORD
16h 24m
1 stop
$468American Airlines
Sat, Feb 14 - Mon, Feb 23
American Airlines Logo
6:59 pm - 3:35 pm
ORD
-
POP
18h 36m
1 stop
American Airlines Logo
5:00 pm - 7:24 am
POP
-
ORD
16h 24m
1 stop
$471American Airlines
Sat, Feb 14 - Mon, Feb 23
Delta Logo
7:05 am - 3:53 pm
ORD
-
POP
6h 48m
1 stop
Delta Logo
4:55 pm - 11:56 pm
POP
-
ORD
9h 01m
1 stop
$477Delta
Fri, Jan 30 - Sat, Feb 28

Copa Airlines flights from Chicago to Puerto Plata

Our best Copa Airlines deals on Chicago to Puerto Plata flight tickets
Copa Airlines
Mar 19
ORD3:22 pmChicago O'Hare Intl
19h 07m
1 stop
POP11:29 amPuerto Plata La Union
Mar 24
POP12:36 pmPuerto Plata La Union
13h 28m
1 stop
ORD1:04 amChicago O'Hare Intl
$429
Copa Airlines
Mar 12
ORD3:22 pmChicago O'Hare Intl
19h 07m
1 stop
POP11:29 amPuerto Plata La Union
Mar 15
POP12:36 pmPuerto Plata La Union
25h 55m
1 stop
ORD1:31 pmChicago O'Hare Intl
$525
Copa Airlines
Mar 12
ORD3:22 pmChicago O'Hare Intl
19h 07m
1 stop
POP11:29 amPuerto Plata La Union
Mar 15
POP12:36 pmPuerto Plata La Union
13h 28m
1 stop
ORD1:04 amChicago O'Hare Intl
$534

American Airlines flights from Chicago to Puerto Plata

Our best American Airlines deals on Chicago to Puerto Plata flight tickets
American Airlines
Feb 16
ORD5:00 amChicago O'Hare Intl
8h 35m
2 stops
POP3:35 pmPuerto Plata La Union
Feb 23
POP5:00 pmPuerto Plata La Union
9h 06m
1 stop
ORD12:06 amChicago O'Hare Intl
$413
American Airlines
Mar 4
ORD3:16 pmChicago O'Hare Intl
22h 44m
1 stop
POP4:00 pmPuerto Plata La Union
Mar 11
POP3:35 pmPuerto Plata La Union
8h 42m
1 stop
ORD11:17 pmChicago O'Hare Intl
$417
American Airlines
Mar 6
ORD5:00 amChicago O'Hare Intl
9h 00m
1 stop
POP4:00 pmPuerto Plata La Union
Mar 13
POP3:35 pmPuerto Plata La Union
18h 18m
1 stop
ORD8:53 amChicago O'Hare Intl
$419

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 January 20, 2026.
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

Mon 2/16

6:01 am-3:35 pm

1 stop7h 34m

Puerto Plata La Union

Mon 2/23

5:00 pm-12:06 am

1 stop9h 06m

$409

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 2/16

5:00 am-3:35 pm

2 stops8h 35m

Puerto Plata La Union

Mon 2/23

5:00 pm-12:06 am

1 stop9h 06m

$413

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 3/4

3:16 pm-4:00 pm

1 stop22h 44m

Puerto Plata La Union

Wed 3/11

3:35 pm-11:17 pm

1 stop8h 42m

$417

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Fri 3/6

5:00 am-4:00 pm

1 stop9h 00m

Puerto Plata La Union

Fri 3/13

3:35 pm-8:53 am

1 stop18h 18m

$419

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 2/2

5:30 am-3:53 pm

1 stop8h 23m

Puerto Plata La Union

Sat 2/28

4:55 pm-8:38 am

1 stop17h 43m

$444

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 2/2

5:30 am-3:53 pm

1 stop8h 23m

Puerto Plata La Union

Thu 2/26

4:55 pm-4:41 pm

2 stops25h 46m

$448

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 2/14

5:00 am-2:38 pm

1 stop7h 38m

Puerto Plata La Union

Mon 2/23

5:00 pm-7:24 am

1 stop16h 24m

$459

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 2/14

3:16 pm-4:00 pm

1 stop22h 44m

Puerto Plata La Union

Mon 2/23

5:00 pm-7:24 am

1 stop16h 24m

$468

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 2/14

6:59 pm-3:35 pm

1 stop18h 36m

Puerto Plata La Union

Mon 2/23

5:00 pm-7:24 am

1 stop16h 24m

$471

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Fri 1/30

7:05 am-3:53 pm

1 stop6h 48m

Puerto Plata La Union

Sat 2/28

4:55 pm-11:56 pm

1 stop9h 01m

$477

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?

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 $623 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 39% 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

Fastest flight time

6h 55m

Direct flights

None
The fastest flight from Chicago to Puerto Plata takes 6h 55m
There are no direct flights from Chicago to Puerto Plata. There are no popular flight routes from Chicago to Puerto Plata.
Search flight deals

  • 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 55m, 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 $251Free CancellationRating
7.9
8,078 reviews
Search Delta flights
American AirlinesPriceFrom $387Free CancellationRating
7.2
11,164 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.

An easier way to manage your Puerto Plata trip

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Fly your favorite airline to Puerto Plata

Airlines are sorted and displayed according to clicks in the past 7 days on momondo
American Airlines
Delta
JetBlue
United Airlines
Spirit Airlines