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 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.

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 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 71% 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.

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.

$244 Cheap Flights from Chicago to Puerto Plata in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Puerto Plata

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

5:56 pm - 11:30 amORD Chicago O'Hare Intl-POP Puerto Plata La Union

40h 34m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

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

25h 12m1 stop Montreal Pierre Elliott Trudeau Intl

$408Air Canada

Sat, Oct 24 - Wed, Oct 28

5:56 pm - 11:30 amORD Chicago O'Hare Intl-POP Puerto Plata La Union

40h 34m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

2:40 pm - 7:05 pmPOP Puerto Plata La Union-ORD Chicago O'Hare Intl

29h 25m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

$416Air Canada

Sat, Oct 24 - Wed, Oct 28

5:56 pm - 11:30 amORD Chicago O'Hare Intl-POP Puerto Plata La Union

40h 34m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

1:30 pm - 3:38 pmPOP Puerto Plata La Union-ORD Chicago O'Hare Intl

28h 08m1 stop Toronto Pearson Intl

$462Air Canada

Sat, Oct 24 - Mon, Nov 2

5:56 pm - 11:30 amORD Chicago O'Hare Intl-POP Puerto Plata La Union

40h 34m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

1:30 pm - 6:30 pmPOP Puerto Plata La Union-ORD Chicago O'Hare Intl

31h 00m2 stops Toronto Pearson Intl Ottawa

$462Air Canada

Sat, Oct 24 - Mon, Nov 2

5:05 am - 12:28 pmORD Chicago O'Hare Intl-POP Puerto Plata La Union

6h 23m1 stop Miami

3:15 pm - 11:56 pmPOP Puerto Plata La Union-ORD Chicago O'Hare Intl

10h 41m1 stop Miami

$650American Airlines

Tue, Oct 27 - Fri, Nov 13

7:50 pm - 2:25 pmORD Chicago O'Hare Intl-POP Puerto Plata La Union

16h 35m1 stop Miami

4:44 pm - 10:30 pmPOP Puerto Plata La Union-ORD Chicago O'Hare Intl

7h 46m1 stop Charlotte Douglas

$650American Airlines

Tue, Dec 1 - Tue, Dec 8

5:05 am - 12:28 pmORD Chicago O'Hare Intl-POP Puerto Plata La Union

6h 23m1 stop Miami

3:15 pm - 11:56 pmPOP Puerto Plata La Union-ORD Chicago O'Hare Intl

10h 41m1 stop Miami

$650American Airlines

Tue, Oct 27 - Thu, Nov 5

7:10 am - 3:45 pmORD Chicago O'Hare Intl-POP Puerto Plata La Union

6h 35m1 stop Atlanta Hartsfield-Jackson

3:55 pm - 10:20 pmPOP Puerto Plata La Union-ORD Chicago O'Hare Intl

7h 25m1 stop Atlanta Hartsfield-Jackson

$675Delta

Sun, Jan 17 - Sat, Apr 3

7:10 am - 3:45 pmORD Chicago O'Hare Intl-POP Puerto Plata La Union

6h 35m1 stop Atlanta Hartsfield-Jackson

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

8h 45m1 stop Atlanta Hartsfield-Jackson

$700Delta

Sat, Jan 9 - Sat, Jan 16

5:45 pm - 3:45 pmORD Chicago O'Hare Intl-POP Puerto Plata La Union

20h 00m2 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

$748Delta

Wed, Feb 17 - Thu, Feb 25

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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

Oct 24

ORD5:56 pmChicago O'Hare Intl

40h 34m

2 stops

POP11:30 amPuerto Plata La Union

Oct 28

POP2:40 pmPuerto Plata La Union

25h 12m

1 stop

ORD2:52 pmChicago O'Hare Intl

$408

Air Canada

Oct 24

ORD5:56 pmChicago O'Hare Intl

40h 34m

2 stops

POP11:30 amPuerto Plata La Union

Oct 28

POP2:40 pmPuerto Plata La Union

29h 25m

2 stops

ORD7:05 pmChicago O'Hare Intl

$416

Air Canada

Oct 24

ORD5:56 pmChicago O'Hare Intl

40h 34m

2 stops

POP11:30 amPuerto Plata La Union

Nov 2

POP1:30 pmPuerto Plata La Union

28h 08m

1 stop

ORD3:38 pmChicago O'Hare Intl

$462

American Airlines flights from Chicago to Puerto Plata

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

American Airlines

Oct 27

ORD5:05 amChicago O'Hare Intl

6h 23m

1 stop

POP12:28 pmPuerto Plata La Union

Nov 5

POP3:15 pmPuerto Plata La Union

10h 41m

1 stop

ORD11:56 pmChicago O'Hare Intl

$650

American Airlines

Oct 24

ORD9:00 pmChicago O'Hare Intl

14h 28m

2 stops

POP12:28 pmPuerto Plata La Union

Oct 27

POP1:18 pmPuerto Plata La Union

11h 15m

1 stop

ORD11:33 pmChicago O'Hare Intl

$655

American Airlines

Jan 9

ORD7:35 pmChicago O'Hare Intl

16h 52m

1 stop

POP2:27 pmPuerto Plata La Union

Jan 16

POP3:23 pmPuerto Plata La Union

11h 27m

1 stop

ORD12:50 amChicago O'Hare Intl

$690

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

Sat 10/24

5:56 pm-11:30 am

2 stops40h 34m

Puerto Plata La Union

Wed 10/28

2:40 pm-2:52 pm

1 stop25h 12m

$408

ChicagoPuerto Plata

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

ORDPOP

Chicago O'Hare Intl

Sat 10/24

5:56 pm-11:30 am

2 stops40h 34m

Puerto Plata La Union

Wed 10/28

2:40 pm-7:05 pm

2 stops29h 25m

$416

ChicagoPuerto Plata

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

ORDPOP

Chicago O'Hare Intl

Sat 10/24

5:56 pm-11:30 am

2 stops40h 34m

Puerto Plata La Union

Mon 11/2

1:30 pm-3:38 pm

1 stop28h 08m

$462

ChicagoPuerto Plata

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

ORDPOP

Chicago O'Hare Intl

Sat 10/24

5:56 pm-11:30 am

2 stops40h 34m

Puerto Plata La Union

Mon 11/2

1:30 pm-6:30 pm

2 stops31h 00m

$462

ChicagoPuerto Plata

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

ORDPOP

Chicago O'Hare Intl

Tue 10/27

5:05 am-12:28 pm

1 stop6h 23m

Puerto Plata La Union

Fri 11/13

3:15 pm-11:56 pm

1 stop10h 41m

$650

ChicagoPuerto Plata

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

ORDPOP

Chicago O'Hare Intl

Tue 12/1

7:50 pm-2:25 pm

1 stop16h 35m

Puerto Plata La Union

Tue 12/8

4:44 pm-10:30 pm

1 stop7h 46m

$650

ChicagoPuerto Plata

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

ORDPOP

Chicago O'Hare Intl

Tue 10/27

5:05 am-12:28 pm

1 stop6h 23m

Puerto Plata La Union

Thu 11/5

3:15 pm-11:56 pm

1 stop10h 41m

$650

Quickest round-trip

ChicagoPuerto Plata

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

ORDPOP

Chicago O'Hare Intl

Sun 1/17

7:10 am-3:45 pm

1 stop6h 35m

Puerto Plata La Union

Sat 4/3

3:55 pm-10:20 pm

1 stop7h 25m

$675

ChicagoPuerto Plata

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

ORDPOP

Chicago O'Hare Intl

Sat 1/9

7:10 am-3:45 pm

1 stop6h 35m

Puerto Plata La Union

Sat 1/16

5:05 pm-11:50 pm

1 stop8h 45m

$700

ChicagoPuerto Plata

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

ORDPOP

Chicago O'Hare Intl

Wed 2/17

5:45 pm-3:45 pm

2 stops20h 00m

Puerto Plata La Union

Thu 2/25

5:05 pm-11:50 pm

1 stop8h 45m

$748

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 month to fly to Puerto Plata?

In general, February 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 $507. If you’re not able to fly to Puerto Plata in February, then January is your next best option. Flight prices from Chicago to Puerto Plata during January average around $542.

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	$244
Fastest flight time	6h 30m
Direct flights	None

The best one-way flight to Puerto Plata from Chicago in the past 72 hours is $244. The best round-trip flight deal from Chicago to Puerto Plata found on momondo in the last 72 hours is $408.

The fastest flight from Chicago to Puerto Plata takes 6h 30m

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 6h 30m, 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 (60% of total bookings). The next most popular airline is Delta (40%).

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 $182	Free Cancellation	Rating 7.8 8,591 reviews		Search Delta flights
American Airlines	PriceFrom $426	Free Cancellation	Rating 7.0 12,075 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 $244

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 11/15. 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

American Airlines flights from Chicago to Puerto Plata

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

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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.

Popular cities in the Dominican Republic

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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