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.

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

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

How often are flights from Chicago to Puerto Plata delayed?

Historically, on average around 100% of flights between Chicago and Puerto Plata have experienced a delay on any given week. The average delay length over the past 12 months has been 50 minutes.

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.

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 67% of people opting to fly with this airline when traveling to Puerto Plata. Keep in mind that there are 5 different airlines that fly to Puerto Plata on a routine basis, so you have a few additional options to choose from.

Which airline has the best punctuality record on Chicago to Puerto Plata flights?

According to our data, FLYGTA Airlines have had the least number of delays on this route over the last 12 months; with about 100% of their flights experiencing any sort of delay.

What day of the week experiences the fewest flight delays on this route?

Friday is statistically the day of the week which experiences the fewest number of delays on this flight route. Friday has historically seen more delays on average compared to the rest of the week.

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 most punctual flight time for Chicago to Puerto Plata flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights in the morning have, in the past, seen delays more frequently in comparison.

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 November 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.

$388 Cheap Flights from Chicago to Puerto Plata in 2025/26

Q: What is the typical price of a round-trip flight between Chicago and Puerto Plata?

Prices are currently low for flights on this route. Typical prices usually range from $562 to $794. The lowest price recently found on this route was $388.

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Find the cheapest flights from Chicago to Puerto Plata

Round-trip

One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

5:30 am - 3:53 pmORD-POP

8h 23m1 stop

5:08 pm - 11:59 pmPOP-ORD

8h 51m1 stop

$388Delta

Find Deal

Sat, Jan 10 - Thu, Jan 15

6:15 pm - 3:53 pmORD-POP

19h 38m2 stops

5:08 pm - 9:41 amPOP-ORD

18h 33m2 stops

$392Delta

Find Deal

Wed, Jan 7 - Mon, Jan 12

7:11 am - 3:33 pmORD-POP

6h 22m1 stop

4:42 pm - 11:06 amPOP-ORD

20h 24m1 stop

$403American Airlines

Find Deal

Sun, Jan 4 - Sun, Jan 11

11:59 pm - 2:07 pmORD-POP

12h 08m2 stops

4:42 pm - 11:06 amPOP-ORD

20h 24m1 stop

$407American Airlines

Find Deal

Sun, Jan 4 - Sun, Jan 11

7:56 pm - 1:23 pmORD-POP

15h 27m2 stops

3:33 pm - 7:22 amPOP-ORD

17h 49m2 stops

$417American Airlines

Find Deal

Sat, Jan 10 - Sat, Jan 17

8:45 pm - 4:33 pmORD-POP

17h 48m1 stop

4:05 pm - 11:06 amPOP-ORD

21h 01m1 stop

$427Multiple Airlines

Find Deal

Wed, Jan 7 - Wed, Jan 14

8:45 pm - 4:33 pmORD-POP

17h 48m1 stop

4:05 pm - 1:01 pmPOP-ORD

22h 56m2 stops

$434Multiple Airlines

Find Deal

Wed, Jan 7 - Wed, Jan 14

7:05 am - 3:53 pmORD-POP

6h 48m1 stop

5:08 pm - 11:59 pmPOP-ORD

8h 51m1 stop

$456Delta

Find Deal

Thu, Jan 8 - Fri, Jan 9

6:15 pm - 3:53 pmORD-POP

19h 38m2 stops

5:08 pm - 11:59 pmPOP-ORD

8h 51m1 stop

$460Delta

Find Deal

Wed, Jan 7 - Fri, Jan 9

4:41 pm - 4:00 pmORD-POP

21h 19m1 stop

4:50 pm - 12:43 amPOP-ORD

9h 53m1 stop

$476American Airlines

Find Deal

Thu, Dec 18 - Mon, Dec 22

American Airlines flights from Chicago to Puerto Plata

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

American Airlines

Jan 4

ORD7:11 amChicago O'Hare Intl

6h 22m

1 stop

POP3:33 pmPuerto Plata La Union

Jan 11

POP4:42 pmPuerto Plata La Union

20h 24m

1 stop

ORD11:06 amChicago O'Hare Intl

$403

Find similar

American Airlines

Jan 4

ORD11:59 pmChicago O'Hare Intl

12h 08m

2 stops

POP2:07 pmPuerto Plata La Union

Jan 11

POP4:42 pmPuerto Plata La Union

20h 24m

1 stop

ORD11:06 amChicago O'Hare Intl

$407

Find similar

American Airlines

Jan 10

ORD7:56 pmChicago O'Hare Intl

15h 27m

2 stops

POP1:23 pmPuerto Plata La Union

Jan 17

POP3:33 pmPuerto Plata La Union

17h 49m

2 stops

ORD7:22 amChicago O'Hare Intl

$417

Find similar

Delta flights from Chicago to Puerto Plata

Our best Delta deals on Chicago to Puerto Plata flight tickets

Delta

Jan 10

ORD5:30 amChicago O'Hare Intl

8h 23m

1 stop

POP3:53 pmPuerto Plata La Union

Jan 15

POP5:08 pmPuerto Plata La Union

8h 51m

1 stop

ORD11:59 pmChicago O'Hare Intl

$388

Find similar

Delta

Jan 7

ORD6:15 pmChicago O'Hare Intl

19h 38m

2 stops

POP3:53 pmPuerto Plata La Union

Jan 12

POP5:08 pmPuerto Plata La Union

18h 33m

2 stops

ORD9:41 amChicago O'Hare Intl

$392

Find similar

Delta

Jan 8

ORD7:05 amChicago O'Hare Intl

6h 48m

1 stop

POP3:53 pmPuerto Plata La Union

Jan 9

POP5:08 pmPuerto Plata La Union

8h 51m

1 stop

ORD11:59 pmChicago O'Hare Intl

$456

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 1/10

5:30 am-3:53 pm

1 stop8h 23m

Puerto Plata La Union

Thu 1/15

5:08 pm-11:59 pm

1 stop8h 51m

$388

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 1/7

6:15 pm-3:53 pm

2 stops19h 38m

Puerto Plata La Union

Mon 1/12

5:08 pm-9:41 am

2 stops18h 33m

$392

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sun 1/4

7:11 am-3:33 pm

1 stop6h 22m

Puerto Plata La Union

Sun 1/11

4:42 pm-11:06 am

1 stop20h 24m

$403

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sun 1/4

11:59 pm-2:07 pm

2 stops12h 08m

Puerto Plata La Union

Sun 1/11

4:42 pm-11:06 am

1 stop20h 24m

$407

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 1/10

7:56 pm-1:23 pm

2 stops15h 27m

Puerto Plata La Union

Sat 1/17

3:33 pm-7:22 am

2 stops17h 49m

$417

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 1/7

8:45 pm-4:33 pm

1 stop17h 48m

Puerto Plata La Union

Wed 1/14

4:05 pm-11:06 am

1 stop21h 01m

$427

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 1/7

8:45 pm-4:33 pm

1 stop17h 48m

Puerto Plata La Union

Wed 1/14

4:05 pm-1:01 pm

2 stops22h 56m

$434

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Thu 1/8

7:05 am-3:53 pm

1 stop6h 48m

Puerto Plata La Union

Fri 1/9

5:08 pm-11:59 pm

1 stop8h 51m

$456

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 1/7

6:15 pm-3:53 pm

2 stops19h 38m

Puerto Plata La Union

Fri 1/9

5:08 pm-11:59 pm

1 stop8h 51m

$460

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Thu 12/18

4:41 pm-4:00 pm

1 stop21h 19m

Puerto Plata La Union

Mon 12/22

4:50 pm-12:43 am

1 stop9h 53m

$476

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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

Delays

Layovers

What is the typical price of a round-trip flight between Chicago and Puerto Plata?

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 $509 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

Fastest flight time	6h 10m
Direct flights	None

The fastest flight from Chicago to Puerto Plata takes 6h 10m

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 22m, 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 November 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 (74% of total bookings). The next most popular airline is Delta (26%).

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 $371	Free Cancellation	Rating 7.9 7,998 reviews		Search Delta flights
American Airlines	PriceFrom $387	Free Cancellation	Rating 7.2 11,038 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.

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Cheap flights from Chicago to Puerto Plata from $388

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Puerto Plata departing on 1/10. 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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Big names and deals

Filter for what you want

Filter for what you want

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American Airlines flights from Chicago to Puerto Plata

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

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Our best Delta deals on Chicago to Puerto Plata flight tickets

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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 typical price of a round-trip flight between Chicago and Puerto Plata?

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 39% 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?

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

What airlines fly to Puerto Plata?

How often are flights from Chicago to Puerto Plata delayed?

Historically, on average around 100% of flights between Chicago and Puerto Plata have experienced a delay on any given week. The average delay length over the past 12 months has been 50 minutes.

What is the most punctual flight time for Chicago to Puerto Plata flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights in the morning have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Friday is statistically the day of the week which experiences the fewest number of delays on this flight route. Friday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Chicago to Puerto Plata flights?

According to our data, FLYGTA Airlines have had the least number of delays on this route over the last 12 months; with about 100% of their flights experiencing any sort of delay.

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

Fastest flight time

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