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Cheap flights from Chicago to Puerto Plata from $182

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 11/17. 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
5:00 am - 1:26 pmORD-POP
6h 26m1 stop
American Airlines Logo
2:55 pm - 12:37 amPOP-ORD
11h 42m1 stop
$388American Airlines
Find Deal
Sat, Dec 6 - Fri, Dec 12
American Airlines Logo
6:39 pm - 1:26 pmORD-POP
16h 47m1 stop
American Airlines Logo
4:38 pm - 7:19 amPOP-ORD
16h 41m2 stops
$392American Airlines
Find Deal
Sat, Dec 6 - Fri, Dec 12
American Airlines Logo
5:00 am - 3:41 pmORD-POP
8h 41m1 stop
American Airlines Logo
2:26 pm - 11:46 pmPOP-ORD
11h 20m1 stop
$393American Airlines
Find Deal
Tue, Dec 2 - Sun, Dec 7
American Airlines Logo
5:00 am - 3:41 pmORD-POP
8h 41m2 stops
American Airlines Logo
2:26 pm - 11:46 pmPOP-ORD
11h 20m1 stop
$397American Airlines
Find Deal
Tue, Dec 2 - Sun, Dec 7
Delta Logo
5:50 am - 2:15 pmORD-POP
7h 25m1 stop
Delta Logo
3:35 pm - 11:54 pmPOP-ORD
9h 19m1 stop
$456Delta
Find Deal
Tue, Mar 24 - Wed, Apr 1
Air Canada Logo
7:15 am - 1:55 pmORD-POP
29h 40m1 stop
Air Canada Logo
3:05 pm - 1:00 pmPOP-ORD
22h 55m2 stops
$478Air Canada
Find Deal
Tue, Mar 24 - Wed, Apr 1
Air Canada Logo
8:15 pm - 1:55 pmORD-POP
40h 40m2 stops
Air Canada Logo
3:05 pm - 10:57 amPOP-ORD
20h 52m1 stop
$481Air Canada
Find Deal
Mon, Mar 23 - Wed, Apr 1
Delta Logo
7:10 am - 3:35 pmORD-POP
6h 25m1 stop
Delta Logo
3:35 pm - 11:54 pmPOP-ORD
9h 19m1 stop
$513Delta
Find Deal
Thu, Mar 5 - Wed, Mar 11
Multiple Airlines Logo
8:15 pm - 1:40 pmORD-POP
15h 25m1 stop
Multiple Airlines Logo
5:30 pm - 11:18 amPOP-ORD
19h 48m3 stops
$563Multiple Airlines
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Thu, Dec 4 - Tue, Dec 16
JetBlue Logo
7:00 am - 2:41 pmORD-POP
29h 41m1 stop
JetBlue Logo
4:04 pm - 10:35 amPOP-ORD
20h 31m2 stops
$565JetBlue
Find Deal
Thu, Dec 4 - Tue, Dec 16

Delta flights from Chicago to Puerto Plata

Our best Delta deals on Chicago to Puerto Plata flight tickets
Delta
Mar 24
ORD5:50 amChicago O'Hare Intl
7h 25m
1 stop
POP2:15 pmPuerto Plata La Union
Apr 1
POP3:35 pmPuerto Plata La Union
9h 19m
1 stop
ORD11:54 pmChicago O'Hare Intl
$456
Find similar
Delta
Mar 5
ORD7:10 amChicago O'Hare Intl
6h 25m
1 stop
POP3:35 pmPuerto Plata La Union
Mar 11
POP3:35 pmPuerto Plata La Union
9h 19m
1 stop
ORD11:54 pmChicago O'Hare Intl
$513
Find similar
Delta
Mar 23
ORD5:50 amChicago O'Hare Intl
7h 25m
1 stop
POP2:15 pmPuerto Plata La Union
Mar 31
POP3:35 pmPuerto Plata La Union
9h 19m
1 stop
ORD11:54 pmChicago O'Hare Intl
$524
Find similar

Air Canada flights from Chicago to Puerto Plata

Our best Air Canada deals on Chicago to Puerto Plata flight tickets
Air Canada
Mar 24
ORD7:15 amChicago O'Hare Intl
29h 40m
1 stop
POP1:55 pmPuerto Plata La Union
Apr 1
POP3:05 pmPuerto Plata La Union
22h 55m
2 stops
ORD1:00 pmChicago O'Hare Intl
$478
Find similar
Air Canada
Mar 23
ORD8:15 pmChicago O'Hare Intl
40h 40m
2 stops
POP1:55 pmPuerto Plata La Union
Apr 1
POP3:05 pmPuerto Plata La Union
20h 52m
1 stop
ORD10:57 amChicago O'Hare Intl
$481
Find similar
Air Canada
Mar 23
ORD8:15 pmChicago O'Hare Intl
40h 40m
2 stops
POP1:55 pmPuerto Plata La Union
Apr 1
POP3:05 pmPuerto Plata La Union
22h 55m
2 stops
ORD1:00 pmChicago O'Hare Intl
$484
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 October 28, 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

Sat 12/6

5:00 am-1:26 pm

1 stop6h 26m

Puerto Plata La Union

Fri 12/12

2:55 pm-12:37 am

1 stop11h 42m

$388

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 12/6

6:39 pm-1:26 pm

1 stop16h 47m

Puerto Plata La Union

Fri 12/12

4:38 pm-7:19 am

2 stops16h 41m

$392

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Tue 12/2

5:00 am-3:41 pm

1 stop8h 41m

Puerto Plata La Union

Sun 12/7

2:26 pm-11:46 pm

1 stop11h 20m

$393

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Tue 12/2

5:00 am-3:41 pm

2 stops8h 41m

Puerto Plata La Union

Sun 12/7

2:26 pm-11:46 pm

1 stop11h 20m

$397

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Tue 3/24

5:50 am-2:15 pm

1 stop7h 25m

Puerto Plata La Union

Wed 4/1

3:35 pm-11:54 pm

1 stop9h 19m

$456

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Tue 3/24

7:15 am-1:55 pm

1 stop29h 40m

Puerto Plata La Union

Wed 4/1

3:05 pm-1:00 pm

2 stops22h 55m

$478

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 3/23

8:15 pm-1:55 pm

2 stops40h 40m

Puerto Plata La Union

Wed 4/1

3:05 pm-10:57 am

1 stop20h 52m

$481

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Thu 3/5

7:10 am-3:35 pm

1 stop6h 25m

Puerto Plata La Union

Wed 3/11

3:35 pm-11:54 pm

1 stop9h 19m

$513

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Thu 12/4

8:15 pm-1:40 pm

1 stop15h 25m

Puerto Plata La Union

Tue 12/16

5:30 pm-11:18 am

3 stops19h 48m

$563

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Thu 12/4

7:00 am-2:41 pm

1 stop29h 41m

Puerto Plata La Union

Tue 12/16

4:04 pm-10:35 am

2 stops20h 31m

$565

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, Tuesday is the cheapest day to fly to Puerto Plata from Chicago. The lowest ticket price found for a Tuesday departure recently was $599. 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 Friday, with ticket prices averaging around $773.

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 $687. Flights to Puerto Plata are more costly in the evening, with an average ticket price of $711. 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 $645 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 $521 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

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

  • 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 18m, 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 $371Free CancellationRating
7.9
7,994 reviews
Search Delta flights
American AirlinesPriceFrom $410Free CancellationRating
7.2
11,032 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
Delta
American Airlines
United Airlines
Turkish Airlines
Lufthansa
Frontier
British Airways
Qatar Airways
Spirit Airlines
Ryanair
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Emirates