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Cheap flights from Chicago to Puerto Plata from $292

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 6/1. 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
1 adult, Economy, 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.
Copa Airlines Logo
3:21 pm - 11:33 am
ORD
-
POP
19h 12m
1 stop
Copa Airlines Logo
12:40 pm - 4:00 am
POP
-
ORD
16h 20m
1 stop
$539Copa Airlines
Mon, Jun 1 - Sun, Jun 7
Copa Airlines Logo
3:21 pm - 11:33 am
ORD
-
POP
19h 12m
1 stop
Copa Airlines Logo
12:40 pm - 4:00 am
POP
-
ORD
16h 20m
1 stop
$577Copa Airlines
Mon, Jun 1 - Sun, Jun 7
JetBlue Logo
8:30 pm - 2:03 pm
ORD
-
POP
16h 33m
2 stops
JetBlue Logo
1:13 pm - 9:56 am
POP
-
ORD
21h 43m
1 stop
$599JetBlue
Mon, Jun 8 - Sat, Jun 13
American Airlines Logo
6:50 am - 2:30 pm
ORD
-
POP
6h 40m
1 stop
American Airlines Logo
3:30 pm - 12:25 am
POP
-
ORD
9h 55m
1 stop
$601American Airlines
Tue, May 12 - Fri, May 15
American Airlines Logo
5:00 am - 2:30 pm
ORD
-
POP
8h 30m
2 stops
American Airlines Logo
3:30 pm - 12:25 am
POP
-
ORD
9h 55m
1 stop
$605American Airlines
Tue, May 12 - Fri, May 15
American Airlines Logo
5:00 am - 2:30 pm
ORD
-
POP
8h 30m
2 stops
American Airlines Logo
3:30 pm - 7:15 am
POP
-
ORD
16h 45m
2 stops
$610American Airlines
Wed, May 13 - Wed, May 20
American Airlines Logo
6:50 am - 2:30 pm
ORD
-
POP
6h 40m
1 stop
American Airlines Logo
3:30 pm - 12:11 pm
POP
-
ORD
21h 41m
1 stop
$615American Airlines
Tue, May 12 - Tue, May 19
American Airlines Logo
4:05 pm - 12:36 pm
ORD
-
POP
19h 31m
1 stop
American Airlines Logo
1:26 pm - 9:29 pm
POP
-
ORD
9h 03m
1 stop
$619American Airlines
Tue, May 26 - Thu, Jun 11
American Airlines Logo
5:00 am - 2:30 pm
ORD
-
POP
8h 30m
2 stops
American Airlines Logo
3:30 pm - 12:11 pm
POP
-
ORD
21h 41m
1 stop
$620American Airlines
Tue, May 12 - Tue, May 19
American Airlines Logo
2:22 pm - 2:30 pm
ORD
-
POP
23h 08m
1 stop
American Airlines Logo
3:30 pm - 12:25 am
POP
-
ORD
9h 55m
1 stop
$621American Airlines
Wed, May 13 - Wed, May 20

American Airlines flights from Chicago to Puerto Plata

Our best American Airlines deals on Chicago to Puerto Plata flight tickets
American Airlines
May 12
ORD6:50 amChicago O'Hare Intl
6h 40m
1 stop
POP2:30 pmPuerto Plata La Union
May 15
POP3:30 pmPuerto Plata La Union
9h 55m
1 stop
ORD12:25 amChicago O'Hare Intl
$601
American Airlines
May 12
ORD5:00 amChicago O'Hare Intl
8h 30m
2 stops
POP2:30 pmPuerto Plata La Union
May 15
POP3:30 pmPuerto Plata La Union
9h 55m
1 stop
ORD12:25 amChicago O'Hare Intl
$605
American Airlines
May 13
ORD5:00 amChicago O'Hare Intl
8h 30m
2 stops
POP2:30 pmPuerto Plata La Union
May 20
POP3:30 pmPuerto Plata La Union
16h 45m
2 stops
ORD7:15 amChicago O'Hare Intl
$610

Copa Airlines flights from Chicago to Puerto Plata

Our best Copa Airlines deals on Chicago to Puerto Plata flight tickets
Copa Airlines
Jun 1
ORD3:21 pmChicago O'Hare Intl
19h 12m
1 stop
POP11:33 amPuerto Plata La Union
Jun 7
POP12:40 pmPuerto Plata La Union
16h 20m
1 stop
ORD4:00 amChicago O'Hare Intl
$539
Copa Airlines
Jun 1
ORD3:21 pmChicago O'Hare Intl
19h 12m
1 stop
POP11:33 amPuerto Plata La Union
Jun 7
POP12:40 pmPuerto Plata La Union
16h 20m
1 stop
ORD4:00 amChicago O'Hare Intl
$577

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 March 14, 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

Cheapest round-trip

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 6/1

3:21 pm-11:33 am

1 stop19h 12m

Puerto Plata La Union

Sun 6/7

12:40 pm-4:00 am

1 stop16h 20m

$539

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 6/1

3:21 pm-11:33 am

1 stop19h 12m

Puerto Plata La Union

Sun 6/7

12:40 pm-4:00 am

1 stop16h 20m

$577

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 6/8

8:30 pm-2:03 pm

2 stops16h 33m

Puerto Plata La Union

Sat 6/13

1:13 pm-9:56 am

1 stop21h 43m

$599
Quickest round-trip

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Tue 5/12

6:50 am-2:30 pm

1 stop6h 40m

Puerto Plata La Union

Fri 5/15

3:30 pm-12:25 am

1 stop9h 55m

$601

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Tue 5/12

5:00 am-2:30 pm

2 stops8h 30m

Puerto Plata La Union

Fri 5/15

3:30 pm-12:25 am

1 stop9h 55m

$605

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 5/13

5:00 am-2:30 pm

2 stops8h 30m

Puerto Plata La Union

Wed 5/20

3:30 pm-7:15 am

2 stops16h 45m

$610

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Tue 5/12

6:50 am-2:30 pm

1 stop6h 40m

Puerto Plata La Union

Tue 5/19

3:30 pm-12:11 pm

1 stop21h 41m

$615

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Tue 5/26

4:05 pm-12:36 pm

1 stop19h 31m

Puerto Plata La Union

Thu 6/11

1:26 pm-9:29 pm

1 stop9h 03m

$619

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Tue 5/12

5:00 am-2:30 pm

2 stops8h 30m

Puerto Plata La Union

Tue 5/19

3:30 pm-12:11 pm

1 stop21h 41m

$620

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 5/13

2:22 pm-2:30 pm

1 stop23h 08m

Puerto Plata La Union

Wed 5/20

3:30 pm-12:25 am

1 stop9h 55m

$621

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

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 $609 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 $458 on momondo.

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

You could potentially save up to 30% 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

16h 33m

Direct flights

None
The fastest flight from Chicago to Puerto Plata takes 16h 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

  • 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 16h 33m, 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 $357Free CancellationRating
7.9
8,291 reviews
Search Delta flights
American AirlinesPriceFrom $387Free CancellationRating
7.1
11,464 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
Spirit Airlines
JetBlue
United Airlines