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Cheap flights from Chicago to Puerto Plata from $318

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 6/12. 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
8:46 pm - 2:30 pm
ORD
-
POP
16h 44m
2 stops
American Airlines Logo
3:30 pm - 12:25 am
POP
-
ORD
9h 55m
1 stop
$391American Airlines
Sat, Apr 11 - Thu, Apr 16
American Airlines Logo
5:20 pm - 2:30 pm
ORD
-
POP
20h 10m
1 stop
American Airlines Logo
3:30 pm - 12:25 am
POP
-
ORD
9h 55m
1 stop
$396American Airlines
Sat, Apr 11 - Thu, Apr 16
American Airlines Logo
6:00 am - 2:35 pm
ORD
-
POP
7h 35m
1 stop
American Airlines Logo
3:53 pm - 12:16 am
POP
-
ORD
9h 23m
1 stop
$419American Airlines
Sun, Mar 15 - Thu, Mar 19
American Airlines Logo
5:00 am - 3:35 pm
ORD
-
POP
8h 35m
1 stop
American Airlines Logo
3:53 pm - 12:16 am
POP
-
ORD
9h 23m
1 stop
$427American Airlines
Thu, Mar 5 - Fri, Mar 13
American Airlines Logo
6:59 pm - 2:35 pm
ORD
-
POP
18h 36m
1 stop
American Airlines Logo
3:53 pm - 12:06 am
POP
-
ORD
9h 13m
1 stop
$429American Airlines
Wed, Mar 11 - Mon, Mar 16
American Airlines Logo
8:46 pm - 2:30 pm
ORD
-
POP
16h 44m
2 stops
American Airlines Logo
3:30 pm - 8:30 am
POP
-
ORD
18h 00m
2 stops
$431American Airlines
Sat, Apr 11 - Thu, Apr 16
American Airlines Logo
8:46 pm - 2:43 pm
ORD
-
POP
16h 57m
1 stop
American Airlines Logo
3:30 pm - 12:25 am
POP
-
ORD
9h 55m
1 stop
$447American Airlines
Fri, Apr 10 - Fri, Apr 17
American Airlines Logo
8:46 pm - 2:43 pm
ORD
-
POP
16h 57m
1 stop
American Airlines Logo
3:30 pm - 8:30 am
POP
-
ORD
18h 00m
2 stops
$451American Airlines
Fri, Apr 10 - Fri, Apr 17
American Airlines Logo
7:00 am - 2:35 pm
ORD
-
POP
6h 35m
1 stop
American Airlines Logo
3:35 pm - 8:53 am
POP
-
ORD
18h 18m
1 stop
$464American Airlines
Tue, Mar 10 - Sun, Mar 15
Delta Logo
5:30 am - 2:38 pm
ORD
-
POP
8h 08m
1 stop
Delta Logo
3:55 pm - 11:54 pm
POP
-
ORD
8h 59m
1 stop
$471Delta
Wed, Apr 1 - Wed, Apr 8

American Airlines flights from Chicago to Puerto Plata

Our best American Airlines deals on Chicago to Puerto Plata flight tickets
American Airlines
Apr 11
ORD8:46 pmChicago O'Hare Intl
16h 44m
2 stops
POP2:30 pmPuerto Plata La Union
Apr 16
POP3:30 pmPuerto Plata La Union
9h 55m
1 stop
ORD12:25 amChicago O'Hare Intl
$391
American Airlines
Apr 11
ORD5:20 pmChicago O'Hare Intl
20h 10m
1 stop
POP2:30 pmPuerto Plata La Union
Apr 16
POP3:30 pmPuerto Plata La Union
9h 55m
1 stop
ORD12:25 amChicago O'Hare Intl
$396
American Airlines
Mar 15
ORD6:00 amChicago O'Hare Intl
7h 35m
1 stop
POP2:35 pmPuerto Plata La Union
Mar 19
POP3:53 pmPuerto Plata La Union
9h 23m
1 stop
ORD12:16 amChicago O'Hare Intl
$419

Delta flights from Chicago to Puerto Plata

Our best Delta deals on Chicago to Puerto Plata flight tickets
Delta
Feb 20
ORD5:25 amChicago O'Hare Intl
8h 15m
1 stop
POP3:40 pmPuerto Plata La Union
Feb 26
POP4:55 pmPuerto Plata La Union
9h 01m
1 stop
ORD11:56 pmChicago O'Hare Intl
$447
Delta
Feb 21
ORD6:45 amChicago O'Hare Intl
6h 55m
1 stop
POP3:40 pmPuerto Plata La Union
Feb 28
POP4:55 pmPuerto Plata La Union
9h 01m
1 stop
ORD11:56 pmChicago O'Hare Intl
$467
Delta
Apr 1
ORD5:30 amChicago O'Hare Intl
8h 08m
1 stop
POP2:38 pmPuerto Plata La Union
Apr 8
POP3:55 pmPuerto Plata La Union
8h 59m
1 stop
ORD11:54 pmChicago O'Hare Intl
$471

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 February 16, 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

Sat 4/11

8:46 pm-2:30 pm

2 stops16h 44m

Puerto Plata La Union

Thu 4/16

3:30 pm-12:25 am

1 stop9h 55m

$391

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 4/11

5:20 pm-2:30 pm

1 stop20h 10m

Puerto Plata La Union

Thu 4/16

3:30 pm-12:25 am

1 stop9h 55m

$396

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sun 3/15

6:00 am-2:35 pm

1 stop7h 35m

Puerto Plata La Union

Thu 3/19

3:53 pm-12:16 am

1 stop9h 23m

$419

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Thu 3/5

5:00 am-3:35 pm

1 stop8h 35m

Puerto Plata La Union

Fri 3/13

3:53 pm-12:16 am

1 stop9h 23m

$427

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 3/11

6:59 pm-2:35 pm

1 stop18h 36m

Puerto Plata La Union

Mon 3/16

3:53 pm-12:06 am

1 stop9h 13m

$429

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 4/11

8:46 pm-2:30 pm

2 stops16h 44m

Puerto Plata La Union

Thu 4/16

3:30 pm-8:30 am

2 stops18h 00m

$431

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Fri 4/10

8:46 pm-2:43 pm

1 stop16h 57m

Puerto Plata La Union

Fri 4/17

3:30 pm-12:25 am

1 stop9h 55m

$447

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Fri 4/10

8:46 pm-2:43 pm

1 stop16h 57m

Puerto Plata La Union

Fri 4/17

3:30 pm-8:30 am

2 stops18h 00m

$451

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Tue 3/10

7:00 am-2:35 pm

1 stop6h 35m

Puerto Plata La Union

Sun 3/15

3:35 pm-8:53 am

1 stop18h 18m

$464

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 4/1

5:30 am-2:38 pm

1 stop8h 08m

Puerto Plata La Union

Wed 4/8

3:55 pm-11:54 pm

1 stop8h 59m

$471

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 $610 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 $435 on momondo.

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

You could potentially save up to 35% 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

8h 08m

Direct flights

None
The fastest flight from Chicago to Puerto Plata takes 8h 08m
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 8h 08m, 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
8,204 reviews
Search Delta flights
American AirlinesPriceFrom $387Free CancellationRating
7.2
11,294 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
Spirit Airlines
United Airlines