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 41m.

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

Flights connecting via Miami (MIA) have the shortest average one-way travel time: 6h 19m.

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

Flights via Miami (MIA) offer the lowest average round-trip price of $524.

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

Miami (MIA) was the most common stop: 50% of momondo users choosing 1-stop flights on this route connected there.

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

American Airlines, Air Canada, and Delta are the most popular carriers operating from Chicago to Puerto Plata La Union

What airlines fly to Puerto Plata?

American Airlines, Delta and United Airlines 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 69% of people opting to fly with this airline when traveling to Puerto Plata. Keep in mind that there are 4 different airlines that fly to Puerto Plata on a routine basis, so you have a few additional options to choose from.

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 2025, 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.

$180 Cheap Flights from Chicago to Puerto Plata in 2025/26

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Find the cheapest flights from Chicago to Puerto Plata

Round-trip

One-way

Cheap round-trip flights

8:06 am - 3:00 pmORD-POP

5h 54m1 stop

3:50 pm - 10:35 pmPOP-ORD

7h 45m1 stop

$383American Airlines

Find Deal

Wed, Oct 22 - Thu, Oct 30

7:15 pm - 12:35 pmORD-POP

16h 20m1 stop

3:50 pm - 8:53 amPOP-ORD

18h 03m1 stop

$384American Airlines

Find Deal

Sat, Oct 4 - Sat, Oct 11

6:00 am - 3:00 pmORD-POP

8h 00m1 stop

1:30 pm - 11:50 pmPOP-ORD

11h 20m2 stops

$387American Airlines

Find Deal

Wed, Oct 22 - Thu, Oct 30

8:47 pm - 12:35 pmORD-POP

14h 48m2 stops

1:30 pm - 11:50 pmPOP-ORD

11h 20m2 stops

$389American Airlines

Find Deal

Sat, Oct 4 - Sat, Oct 11

6:05 pm - 1:40 pmORD-POP

17h 35m2 stops

4:05 pm - 8:01 amPOP-ORD

17h 56m2 stops

$406Air Canada

Find Deal

Thu, Nov 20 - Wed, Nov 26

8:15 pm - 1:40 pmORD-POP

15h 25m1 stop

4:05 pm - 11:18 amPOP-ORD

21h 13m1 stop

$433Air Canada

Find Deal

Thu, Nov 20 - Wed, Nov 26

1:59 pm - 2:55 pmORD-POP

22h 56m2 stops

2:50 pm - 9:13 amPOP-ORD

20h 23m1 stop

$438Air Canada

Find Deal

Tue, Nov 18 - Fri, Nov 21

9:51 am - 2:09 pmORD-POP

27h 18m2 stops

3:29 pm - 12:20 pmPOP-ORD

21h 51m1 stop

$571JetBlue

Find Deal

Sat, Sep 27 - Tue, Sep 30

9:51 am - 2:09 pmORD-POP

27h 18m2 stops

3:29 pm - 8:56 amPOP-ORD

18h 27m2 stops

$588JetBlue

Find Deal

Sat, Sep 27 - Tue, Sep 30

11:25 am - 2:41 pmORD-POP

25h 16m2 stops

4:10 pm - 10:35 amPOP-ORD

20h 25m2 stops

$592JetBlue

Find Deal

Sat, Dec 6 - Wed, Dec 10

American Airlines flights from Chicago to Puerto Plata

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

American Airlines

Oct 22

ORD8:06 amChicago O'Hare Intl

5h 54m

1 stop

POP3:00 pmPuerto Plata La Union

Oct 30

POP3:50 pmPuerto Plata La Union

7h 45m

1 stop

ORD10:35 pmChicago O'Hare Intl

$383

Find similar

American Airlines

Oct 4

ORD7:15 pmChicago O'Hare Intl

16h 20m

1 stop

POP12:35 pmPuerto Plata La Union

Oct 11

POP3:50 pmPuerto Plata La Union

18h 03m

1 stop

ORD8:53 amChicago O'Hare Intl

$384

Find similar

American Airlines

Oct 22

ORD6:00 amChicago O'Hare Intl

8h 00m

1 stop

POP3:00 pmPuerto Plata La Union

Oct 30

POP1:30 pmPuerto Plata La Union

11h 20m

2 stops

ORD11:50 pmChicago O'Hare Intl

$387

Find similar

Air Canada flights from Chicago to Puerto Plata

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

Air Canada

Nov 20

ORD6:05 pmChicago O'Hare Intl

17h 35m

2 stops

POP1:40 pmPuerto Plata La Union

Nov 26

POP4:05 pmPuerto Plata La Union

17h 56m

2 stops

ORD8:01 amChicago O'Hare Intl

$406

Find similar

Air Canada

Nov 20

ORD8:15 pmChicago O'Hare Intl

15h 25m

1 stop

POP1:40 pmPuerto Plata La Union

Nov 26

POP4:05 pmPuerto Plata La Union

21h 13m

1 stop

ORD11:18 amChicago O'Hare Intl

$433

Find similar

Air Canada

Nov 18

ORD1:59 pmChicago O'Hare Intl

22h 56m

2 stops

POP2:55 pmPuerto Plata La Union

Nov 21

POP2:50 pmPuerto Plata La Union

20h 23m

1 stop

ORD9:13 amChicago O'Hare Intl

$438

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 10/22

8:06 am-3:00 pm

1 stop5h 54m

Puerto Plata La Union

Thu 10/30

3:50 pm-10:35 pm

1 stop7h 45m

$383

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 10/4

7:15 pm-12:35 pm

1 stop16h 20m

Puerto Plata La Union

Sat 10/11

3:50 pm-8:53 am

1 stop18h 03m

$384

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 10/22

6:00 am-3:00 pm

1 stop8h 00m

Puerto Plata La Union

Thu 10/30

1:30 pm-11:50 pm

2 stops11h 20m

$387

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 10/4

8:47 pm-12:35 pm

2 stops14h 48m

Puerto Plata La Union

Sat 10/11

1:30 pm-11:50 pm

2 stops11h 20m

$389

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Thu 11/20

6:05 pm-1:40 pm

2 stops17h 35m

Puerto Plata La Union

Wed 11/26

4:05 pm-8:01 am

2 stops17h 56m

$406

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Thu 11/20

8:15 pm-1:40 pm

1 stop15h 25m

Puerto Plata La Union

Wed 11/26

4:05 pm-11:18 am

1 stop21h 13m

$433

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Tue 11/18

1:59 pm-2:55 pm

2 stops22h 56m

Puerto Plata La Union

Fri 11/21

2:50 pm-9:13 am

1 stop20h 23m

$438

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 9/27

9:51 am-2:09 pm

2 stops27h 18m

Puerto Plata La Union

Tue 9/30

3:29 pm-12:20 pm

1 stop21h 51m

$571

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 9/27

9:51 am-2:09 pm

2 stops27h 18m

Puerto Plata La Union

Tue 9/30

3:29 pm-8:56 am

2 stops18h 27m

$588

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 12/6

11:25 am-2:41 pm

2 stops25h 16m

Puerto Plata La Union

Wed 12/10

4:10 pm-10:35 am

2 stops20h 25m

$592

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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 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 $643 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 $549 on momondo.

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

You could potentially save up to 14% 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 5h 54m, 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 2025, 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 (78% of total bookings). The next most popular airline is Delta (22%).

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 $389	Free Cancellation	Rating 7.9 7,961 reviews		Search Delta flights
American Airlines	PriceFrom $410	Free Cancellation	Rating 7.2 10,000 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

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.

Start using Trips

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Cheap flights from Chicago to Puerto Plata from $180

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 10/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

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Price Alerts

Find the cheapest flights from Chicago to Puerto Plata

Cheap round-trip flights

Cheap one-way flights

American Airlines flights from Chicago to Puerto Plata

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

Air Canada flights from Chicago to Puerto Plata

Our best Air Canada 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

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?

What is the cheapest time of day to depart on your flight to Puerto Plata?

How far in advance should I book a flight to Puerto Plata?

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

You could potentially save up to 14% on your flight if you consider stops on a Chicago to Puerto Plata flight.

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

American Airlines, Air Canada, and Delta are the most popular carriers operating 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?

Miami (MIA) was the most common stop: 50% of momondo users choosing 1-stop flights on this route connected there.

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

Flights via Miami (MIA) offer the lowest average round-trip price of $524.

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

Flights connecting via Miami (MIA) have the shortest average one-way travel time: 6h 19m.

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 41m.

When to book flights from Chicago to Puerto Plata

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

How far is Chicago to Puerto Plata La Union by plane?

When did momondo last update prices for flights from Chicago to Puerto Plata La Union Airport?

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?

What documentation or ID do you need to fly to Puerto Plata La Union Airport?

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

Traveling to a place near Puerto Plata?

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Puerto Plata?

Can I find flights from Chicago to Puerto Plata with flexible booking policies on momondo?

How can momondo help me find flights from Chicago to Puerto Plata?

I’m not ready to book a flight from Chicago to Puerto Plata right now. Can momondo alert me if prices change?

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