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.

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.

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 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 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?

American Airlines is the most popular carrier operating from Chicago to Puerto Plata La Union

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 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 66% 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 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 has the shortest connection time from Chicago to Puerto Plata?

Miami (MIA) has the shortest average layover time for this route: 1h 41m.

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 December 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.

$182 Cheap Flights from Chicago to Puerto Plata in 2025/26

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5:30 am - 3:53 pm

ORD

POP

8h 23m1 stop

5:08 pm - 11:59 pm

POP

ORD

8h 51m1 stop

$388Delta

la, tammi 10 - la, tammi 17

7:56 pm - 2:32 pm

ORD

POP

16h 36m1 stop

3:33 pm - 7:22 am

POP

ORD

17h 49m2 stops

$392American Airlines

la, tammi 24 - la, tammi 31

7:56 pm - 2:32 pm

ORD

POP

16h 36m1 stop

3:32 pm - 11:27 pm

POP

ORD

9h 55m1 stop

$393American Airlines

to, helmi 5 - su, helmi 8

5:45 am - 3:36 pm

ORD

POP

7h 51m1 stop

4:41 pm - 2:57 pm

POP

ORD

24h 16m1 stop

$395American Airlines

ke, helmi 25 - ma, maalis 2

9:10 pm - 2:32 pm

ORD

POP

15h 22m2 stops

3:32 pm - 11:27 pm

POP

ORD

9h 55m1 stop

$397American Airlines

to, helmi 5 - su, helmi 8

9:11 pm - 3:38 pm

ORD

POP

16h 27m2 stops

4:41 pm - 2:57 pm

POP

ORD

24h 16m1 stop

$400American Airlines

ke, helmi 25 - ma, maalis 2

7:56 pm - 2:32 pm

ORD

POP

16h 36m1 stop

4:42 pm - 7:51 am

POP

ORD

17h 09m2 stops

$417American Airlines

la, tammi 10 - la, tammi 17

7:11 am - 3:38 pm

ORD

POP

6h 27m1 stop

2:17 pm - 9:02 am

POP

ORD

20h 45m1 stop

$424American Airlines

ma, helmi 16 - la, helmi 21

9:02 pm - 3:36 pm

ORD

POP

16h 34m2 stops

2:17 pm - 9:02 am

POP

ORD

20h 45m1 stop

$428American Airlines

ma, helmi 16 - la, helmi 21

6:45 am - 3:40 pm

ORD

POP

6h 55m1 stop

4:55 pm - 11:57 pm

POP

ORD

9h 02m1 stop

$456Delta

la, helmi 14 - su, helmi 15

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 17

POP5:08 pmPuerto Plata La Union

8h 51m

1 stop

ORD11:59 pmChicago O'Hare Intl

$388

Find similar

Delta

Feb 14

ORD6:45 amChicago O'Hare Intl

6h 55m

1 stop

POP3:40 pmPuerto Plata La Union

Feb 15

POP4:55 pmPuerto Plata La Union

9h 02m

1 stop

ORD11:57 pmChicago O'Hare Intl

$456

Find similar

Delta

Feb 14

ORD5:25 amChicago O'Hare Intl

8h 15m

1 stop

POP3:40 pmPuerto Plata La Union

Feb 16

POP4:55 pmPuerto Plata La Union

22h 27m

2 stops

ORD1:22 pmChicago O'Hare Intl

$460

Find similar

American Airlines flights from Chicago to Puerto Plata

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

American Airlines

Jan 24

ORD9:10 pmChicago O'Hare Intl

15h 22m

2 stops

POP2:32 pmPuerto Plata La Union

Jan 31

POP4:42 pmPuerto Plata La Union

16h 40m

2 stops

ORD7:22 amChicago O'Hare Intl

$392

Find similar

American Airlines

Feb 5

ORD7:56 pmChicago O'Hare Intl

16h 36m

1 stop

POP2:32 pmPuerto Plata La Union

Feb 8

POP3:32 pmPuerto Plata La Union

9h 55m

1 stop

ORD11:27 pmChicago O'Hare Intl

$393

Find similar

American Airlines

Feb 25

ORD7:00 amChicago O'Hare Intl

6h 36m

1 stop

POP3:36 pmPuerto Plata La Union

Mar 2

POP4:41 pmPuerto Plata La Union

24h 16m

1 stop

ORD2:57 pmChicago O'Hare Intl

$395

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

la 1/10

5:30 am-3:53 pm

1 stop8h 23m

Puerto Plata La Union

la 1/17

5:08 pm-11:59 pm

1 stop8h 51m

$388

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

la 1/24

7:56 pm-2:32 pm

1 stop16h 36m

Puerto Plata La Union

la 1/31

3:33 pm-7:22 am

2 stops17h 49m

$392

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

to 2/5

7:56 pm-2:32 pm

1 stop16h 36m

Puerto Plata La Union

su 2/8

3:32 pm-11:27 pm

1 stop9h 55m

$393

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

ke 2/25

5:45 am-3:36 pm

1 stop7h 51m

Puerto Plata La Union

ma 3/2

4:41 pm-2:57 pm

1 stop24h 16m

$395

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

to 2/5

9:10 pm-2:32 pm

2 stops15h 22m

Puerto Plata La Union

su 2/8

3:32 pm-11:27 pm

1 stop9h 55m

$397

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

ke 2/25

9:11 pm-3:38 pm

2 stops16h 27m

Puerto Plata La Union

ma 3/2

4:41 pm-2:57 pm

1 stop24h 16m

$400

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

la 1/10

7:56 pm-2:32 pm

1 stop16h 36m

Puerto Plata La Union

la 1/17

4:42 pm-7:51 am

2 stops17h 09m

$417

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

ma 2/16

7:11 am-3:38 pm

1 stop6h 27m

Puerto Plata La Union

la 2/21

2:17 pm-9:02 am

1 stop20h 45m

$424

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

ma 2/16

9:02 pm-3:36 pm

2 stops16h 34m

Puerto Plata La Union

la 2/21

2:17 pm-9:02 am

1 stop20h 45m

$428

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

la 2/14

6:45 am-3:40 pm

1 stop6h 55m

Puerto Plata La Union

su 2/15

4:55 pm-11:57 pm

1 stop9h 02m

$456

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

Delays

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 $655 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 $479 on momondo.

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

You could potentially save up to 31% 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 10m, 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 December 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 (72% of total bookings). The next most popular airline is Delta (28%).

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 8,007 reviews		Search Delta flights
American Airlines	PriceFrom $387	Free Cancellation	Rating 7.2 11,048 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 $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 1/4. 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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Find the cheapest flights from Chicago to Puerto Plata

Cheap round-trip flights

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Delta flights from Chicago to Puerto Plata

Our best Delta deals on Chicago to Puerto Plata flight tickets

American Airlines flights from Chicago to Puerto Plata

Our best American 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.

See travel insights to Puerto Plata from

How to get the cheapest flight ticket from Chicago to 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 31% 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 is the most popular carrier 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