Which layover airport has the shortest connection time from Chicago to Puerto Plata?

Miami (MIA) has the shortest average layover time for this route: 1h 52m.

Which layover airport offers the lowest fares from Chicago to Puerto Plata?

Flights via Atlanta (ATL) offer the lowest average round-trip price of $366.

What airlines fly to Puerto Plata?

American Airlines, Delta and JetBlue are the top three most popular airlines that fly to Puerto Plata from Chicago according to our data. American Airlines is the first choice among our users, with 72% of people opting to fly with this airline when traveling to Puerto Plata. Keep in mind that there are 3 different airlines that fly to Puerto Plata on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Chicago to Puerto Plata La Union?

Air Canada is the most popular carrier operating from Chicago to Puerto Plata La Union

Which airport is the most popular layover for flights between Chicago and Puerto Plata?

Atlanta (ATL) was the most common stop: 60% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport has the shortest travel time from Chicago to Puerto Plata?

Flights connecting via Atlanta (ATL) have the shortest average one-way travel time: 5h 51m.

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?

As of September 2026, there are 2 operators available to choose from 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.

$302 Cheap Flights from Chicago to Puerto Plata in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Puerto Plata

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:05 am - 2:45 pmORD Chicago O'Hare Intl-POP Puerto Plata La Union

29h 40m1 stop Montreal Pierre Elliott Trudeau Intl

3:40 pm - 7:52 pmPOP Puerto Plata La Union-ORD Chicago O'Hare Intl

30h 12m1 stop Montreal Pierre Elliott Trudeau Intl

$491Air Canada

Tue, Dec 8 - Wed, Jan 20

4:30 pm - 12:30 pmORD Chicago O'Hare Intl-POP Puerto Plata La Union

18h 00m1 stop Toronto Pearson Intl

3:40 pm - 2:52 pmPOP Puerto Plata La Union-ORD Chicago O'Hare Intl

25h 12m1 stop Montreal Pierre Elliott Trudeau Intl

$496Air Canada

Sun, Dec 6 - Wed, Jan 20

7:05 am - 12:30 pmORD Chicago O'Hare Intl-POP Puerto Plata La Union

27h 25m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

3:40 pm - 11:07 amPOP Puerto Plata La Union-ORD Chicago O'Hare Intl

21h 27m1 stop Montreal Pierre Elliott Trudeau Intl

$499Air Canada

Sun, Dec 6 - Wed, Jan 20

1:55 pm - 12:30 pmORD Chicago O'Hare Intl-POP Puerto Plata La Union

20h 35m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

3:40 pm - 11:07 amPOP Puerto Plata La Union-ORD Chicago O'Hare Intl

21h 27m1 stop Montreal Pierre Elliott Trudeau Intl

$499Air Canada

Sun, Dec 6 - Wed, Jan 20

5:00 am - 2:25 pmORD Chicago O'Hare Intl-POP Puerto Plata La Union

7h 25m1 stop Miami

3:23 pm - 11:40 pmPOP Puerto Plata La Union-ORD Chicago O'Hare Intl

10h 17m1 stop Miami

$650American Airlines

Tue, Dec 8 - Thu, Jan 21

5:19 am - 3:44 pmORD Chicago O'Hare Intl-POP Puerto Plata La Union

8h 25m1 stop Charlotte Douglas

5:27 pm - 9:00 amPOP Puerto Plata La Union-ORD Chicago O'Hare Intl

17h 33m1 stop Charlotte Douglas

$650American Airlines

Tue, Dec 8 - Fri, Jan 22

9:06 pm - 3:44 pmORD Chicago O'Hare Intl-POP Puerto Plata La Union

16h 38m1 stop Charlotte Douglas

5:27 pm - 10:37 pmPOP Puerto Plata La Union-ORD Chicago O'Hare Intl

7h 10m1 stop Charlotte Douglas

$650American Airlines

Mon, Dec 7 - Fri, Jan 22

5:05 pm - 4:02 pmORD Chicago O'Hare Intl-POP Puerto Plata La Union

20h 57m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson

5:05 pm - 11:50 pmPOP Puerto Plata La Union-ORD Chicago O'Hare Intl

8h 45m1 stop Atlanta Hartsfield-Jackson

$655Delta

Wed, Dec 9 - Fri, Jan 22

5:05 pm - 4:02 pmORD Chicago O'Hare Intl-POP Puerto Plata La Union

20h 57m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson

5:05 pm - 11:50 pmPOP Puerto Plata La Union-ORD Chicago O'Hare Intl

8h 45m1 stop Atlanta Hartsfield-Jackson

$655Delta

Wed, Dec 9 - Thu, Jan 21

6:49 am - 3:58 pmORD Chicago O'Hare Intl-POP Puerto Plata La Union

7h 09m1 stop Atlanta Hartsfield-Jackson

5:05 pm - 10:20 pmPOP Puerto Plata La Union-ORD Chicago O'Hare Intl

7h 15m1 stop Atlanta Hartsfield-Jackson

$675Delta

Sun, Dec 6 - Sat, Jan 23

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Air Canada flights from Chicago to Puerto Plata

Our best Air Canada deals on Chicago to Puerto Plata flight tickets

Air Canada

Dec 8

ORD7:05 amChicago O'Hare Intl

29h 40m

1 stop

POP2:45 pmPuerto Plata La Union

Jan 20

POP3:40 pmPuerto Plata La Union

30h 12m

1 stop

ORD7:52 pmChicago O'Hare Intl

$491

Air Canada

Dec 6

ORD4:30 pmChicago O'Hare Intl

18h 00m

1 stop

POP12:30 pmPuerto Plata La Union

Jan 20

POP3:40 pmPuerto Plata La Union

25h 12m

1 stop

ORD2:52 pmChicago O'Hare Intl

$496

Air Canada

Dec 6

ORD7:05 amChicago O'Hare Intl

27h 25m

2 stops

POP12:30 pmPuerto Plata La Union

Jan 20

POP3:40 pmPuerto Plata La Union

21h 27m

1 stop

ORD11:07 amChicago O'Hare Intl

$499

United Airlines flights from Chicago to Puerto Plata

Our best United Airlines deals on Chicago to Puerto Plata flight tickets

United Airlines

Feb 4

ORD7:50 pmChicago O'Hare Intl

15h 18m

1 stop

POP1:08 pmPuerto Plata La Union

Feb 11

POP2:15 pmPuerto Plata La Union

9h 32m

1 stop

ORD9:47 pmChicago O'Hare Intl

$610

United Airlines

Oct 24

ORD5:00 amChicago O'Hare Intl

6h 47m

1 stop

POP12:47 pmPuerto Plata La Union

Oct 31

POP1:15 pmPuerto Plata La Union

9h 15m

1 stop

ORD9:30 pmChicago O'Hare Intl

$660

United Airlines

Feb 19

ORD9:20 pmChicago O'Hare Intl

13h 48m

1 stop

POP1:08 pmPuerto Plata La Union

Feb 27

POP2:15 pmPuerto Plata La Union

8h 45m

1 stop

ORD9:00 pmChicago O'Hare Intl

$683

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoPuerto Plata

ORD Chicago O'Hare Intl - POP Puerto Plata La Union

ORDPOP

Chicago O'Hare Intl

Tue 12/8

7:05 am-2:45 pm

1 stop29h 40m

Puerto Plata La Union

Wed 1/20

3:40 pm-7:52 pm

1 stop30h 12m

$491

ChicagoPuerto Plata

ORD Chicago O'Hare Intl - POP Puerto Plata La Union

ORDPOP

Chicago O'Hare Intl

Sun 12/6

4:30 pm-12:30 pm

1 stop18h 00m

Puerto Plata La Union

Wed 1/20

3:40 pm-2:52 pm

1 stop25h 12m

$496

ChicagoPuerto Plata

ORD Chicago O'Hare Intl - POP Puerto Plata La Union

ORDPOP

Chicago O'Hare Intl

Sun 12/6

7:05 am-12:30 pm

2 stops27h 25m

Puerto Plata La Union

Wed 1/20

3:40 pm-11:07 am

1 stop21h 27m

$499

ChicagoPuerto Plata

ORD Chicago O'Hare Intl - POP Puerto Plata La Union

ORDPOP

Chicago O'Hare Intl

Sun 12/6

1:55 pm-12:30 pm

2 stops20h 35m

Puerto Plata La Union

Wed 1/20

3:40 pm-11:07 am

1 stop21h 27m

$499

ChicagoPuerto Plata

ORD Chicago O'Hare Intl - POP Puerto Plata La Union

ORDPOP

Chicago O'Hare Intl

Tue 12/8

5:00 am-2:25 pm

1 stop7h 25m

Puerto Plata La Union

Thu 1/21

3:23 pm-11:40 pm

1 stop10h 17m

$650

ChicagoPuerto Plata

ORD Chicago O'Hare Intl - POP Puerto Plata La Union

ORDPOP

Chicago O'Hare Intl

Tue 12/8

5:19 am-3:44 pm

1 stop8h 25m

Puerto Plata La Union

Fri 1/22

5:27 pm-9:00 am

1 stop17h 33m

$650

ChicagoPuerto Plata

ORD Chicago O'Hare Intl - POP Puerto Plata La Union

ORDPOP

Chicago O'Hare Intl

Mon 12/7

9:06 pm-3:44 pm

1 stop16h 38m

Puerto Plata La Union

Fri 1/22

5:27 pm-10:37 pm

1 stop7h 10m

$650

ChicagoPuerto Plata

ORD Chicago O'Hare Intl - POP Puerto Plata La Union

ORDPOP

Chicago O'Hare Intl

Wed 12/9

5:05 pm-4:02 pm

2 stops20h 57m

Puerto Plata La Union

Fri 1/22

5:05 pm-11:50 pm

1 stop8h 45m

$655

ChicagoPuerto Plata

ORD Chicago O'Hare Intl - POP Puerto Plata La Union

ORDPOP

Chicago O'Hare Intl

Wed 12/9

5:05 pm-4:02 pm

2 stops20h 57m

Puerto Plata La Union

Thu 1/21

5:05 pm-11:50 pm

1 stop8h 45m

$655

Quickest round-trip

ChicagoPuerto Plata

ORD Chicago O'Hare Intl - POP Puerto Plata La Union

ORDPOP

Chicago O'Hare Intl

Sun 12/6

6:49 am-3:58 pm

1 stop7h 09m

Puerto Plata La Union

Sat 1/23

5:05 pm-10:20 pm

1 stop7h 15m

$675

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Layovers

What is the cheapest month to fly to Puerto Plata?

In general, January is the cheapest month to fly from Chicago to Puerto Plata. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $503. If you’re not able to fly to Puerto Plata in January, then February is your next best option. Flight prices from Chicago to Puerto Plata during February average around $507.

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

You could potentially save up to 5% 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

Best Price Found	$302
Fastest flight time	5h 56m
Direct flights	None

The best one-way flight to Puerto Plata from Chicago in the past 72 hours is $302. The best round-trip flight deal from Chicago to Puerto Plata found on momondo in the last 72 hours is $491.

The fastest flight from Chicago to Puerto Plata takes 5h 56m

There are no direct flights from Chicago to Puerto Plata. There are no popular flight routes from Chicago to Puerto Plata.

Search flight deals

Frequently asked questions about flying from Chicago to Puerto Plata

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 5h 56m, 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?
As of September 2026, there are 2 operators available to choose from 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?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Puerto Plata is American Airlines (61% of total bookings). The next most popular airline is Delta (39%).

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
Delta	PriceFrom $357	Free Cancellation	Rating 7.8 8,554 reviews		Search Delta flights
American Airlines	PriceFrom $387	Free Cancellation	Rating 7.1 12,045 reviews		Search American Airlines flights

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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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Cheap flights from Chicago to Puerto Plata from $302

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 1/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Air Canada flights from Chicago to Puerto Plata

Our best Air Canada deals on Chicago to Puerto Plata flight tickets

United Airlines flights from Chicago to Puerto Plata

Our best United Airlines deals on Chicago to Puerto Plata flight tickets

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Use the filters below to find and compare flights from Chicago to Puerto Plata that are best for you.

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How to get the cheapest flight ticket from Chicago to Puerto Plata

What is the cheapest month to fly to Puerto Plata?

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

What is the cheapest airline that flies from Chicago to Puerto Plata La Union?

What airlines fly to Puerto Plata?

Which airport is the most popular layover for flights between Chicago and Puerto Plata?

Which layover airport offers the lowest fares from Chicago to Puerto Plata?

Which layover airport has the shortest travel time from Chicago to Puerto Plata?

Which layover airport has the shortest connection time from Chicago to Puerto Plata?

When to book flights from Chicago to Puerto Plata

Cheap Chicago to Puerto Plata (CHI to POP) flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying 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

Traveling to a place near Puerto Plata?

Why use momondo?

An easier way to manage your Puerto Plata trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the Dominican Republic

Fly your favorite airline to Puerto Plata

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Puerto Plata

List of cabin classes available on flights landing in Puerto Plata. Availability may vary depending on flight origin and airline.

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Popular flights according to clicks in the last 7 days on momondo

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According to popular flight searches on momondo this year

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