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Cheap flights from Chicago to Puerto Plata from $251

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 10/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Puerto Plata

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:00 am - 12:33 pm
ORD
-
POP
6h 33m
1 stop
American Airlines Logo
1:23 pm - 10:31 pm
POP
-
ORD
10h 08m
1 stop
$630American Airlines
Tue, Aug 25 - Tue, Sep 1
United Airlines Logo
7:52 pm - 12:47 pm
ORD
-
POP
15h 55m
1 stop
United Airlines Logo
1:53 pm - 10:29 pm
POP
-
ORD
9h 36m
1 stop
$638United Airlines
Fri, Oct 2 - Sat, Oct 10
American Airlines Logo
6:59 pm - 12:46 pm
ORD
-
POP
16h 47m
1 stop
American Airlines Logo
1:36 pm - 10:00 am
POP
-
ORD
21h 24m
1 stop
$640American Airlines
Sat, Aug 22 - Sat, Aug 29
American Airlines Logo
6:59 pm - 12:46 pm
ORD
-
POP
16h 47m
1 stop
American Airlines Logo
1:36 pm - 11:30 pm
POP
-
ORD
10h 54m
1 stop
$641American Airlines
Thu, Aug 27 - Thu, Sep 3
American Airlines Logo
9:01 pm - 12:20 pm
ORD
-
POP
14h 19m
2 stops
American Airlines Logo
1:18 pm - 7:27 am
POP
-
ORD
19h 09m
2 stops
$643American Airlines
Fri, Oct 2 - Sat, Oct 10
American Airlines Logo
8:49 pm - 12:46 pm
ORD
-
POP
14h 57m
2 stops
American Airlines Logo
2:58 pm - 11:52 pm
POP
-
ORD
9h 54m
1 stop
$644American Airlines
Sat, Aug 22 - Sat, Aug 29
American Airlines Logo
8:49 pm - 12:46 pm
ORD
-
POP
14h 57m
2 stops
American Airlines Logo
1:36 pm - 12:35 am
POP
-
ORD
11h 59m
1 stop
$645American Airlines
Thu, Aug 27 - Thu, Sep 3
American Airlines Logo
5:05 am - 2:05 pm
ORD
-
POP
7h 00m
1 stop
American Airlines Logo
2:55 pm - 11:36 pm
POP
-
ORD
10h 41m
2 stops
$648American Airlines
Wed, Dec 9 - Wed, Dec 16
American Airlines Logo
8:58 pm - 12:46 pm
ORD
-
POP
14h 48m
2 stops
American Airlines Logo
1:10 pm - 9:38 pm
POP
-
ORD
9h 28m
1 stop
$649American Airlines
Fri, Sep 4 - Fri, Sep 11
JetBlue Logo
6:00 am - 2:10 pm
ORD
-
POP
7h 10m
1 stop
JetBlue Logo
12:30 pm - 9:59 am
POP
-
ORD
22h 29m
1 stop
$652JetBlue
Sat, Aug 29 - Sat, Sep 5

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JetBlue flights from Chicago to Puerto Plata

Our best JetBlue deals on Chicago to Puerto Plata flight tickets
JetBlue
Aug 29
ORD6:00 amChicago O'Hare Intl
7h 10m
1 stop
POP2:10 pmPuerto Plata La Union
Sep 5
POP12:30 pmPuerto Plata La Union
22h 29m
1 stop
ORD9:59 amChicago O'Hare Intl
$652
JetBlue
Oct 10
ORD1:00 pmChicago O'Hare Intl
23h 48m
1 stop
POP1:48 pmPuerto Plata La Union
Oct 17
POP2:55 pmPuerto Plata La Union
8h 01m
1 stop
ORD9:56 pmChicago O'Hare Intl
$722
JetBlue
Sep 4
ORD8:20 pmChicago O'Hare Intl
14h 08m
1 stop
POP11:28 amPuerto Plata La Union
Sep 11
POP2:55 pmPuerto Plata La Union
8h 11m
1 stop
ORD10:06 pmChicago O'Hare Intl
$748

American Airlines flights from Chicago to Puerto Plata

Our best American Airlines deals on Chicago to Puerto Plata flight tickets
American Airlines
Aug 25
ORD5:00 amChicago O'Hare Intl
6h 33m
1 stop
POP12:33 pmPuerto Plata La Union
Sep 1
POP1:23 pmPuerto Plata La Union
11h 29m
2 stops
ORD11:52 pmChicago O'Hare Intl
$630
American Airlines
Aug 22
ORD6:59 pmChicago O'Hare Intl
16h 47m
1 stop
POP12:46 pmPuerto Plata La Union
Aug 29
POP1:36 pmPuerto Plata La Union
21h 24m
1 stop
ORD10:00 amChicago O'Hare Intl
$640
American Airlines
Aug 27
ORD6:59 pmChicago O'Hare Intl
16h 47m
1 stop
POP12:46 pmPuerto Plata La Union
Sep 3
POP1:36 pmPuerto Plata La Union
10h 54m
1 stop
ORD11:30 pmChicago O'Hare Intl
$641

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Puerto Plata that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated July 15, 2026.
Use the filters below to find and compare flights from Chicago to Puerto Plata that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Tue 8/25

5:00 am-12:33 pm

1 stop6h 33m

Puerto Plata La Union

Tue 9/1

1:23 pm-10:31 pm

1 stop10h 08m

$630

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Fri 10/2

7:52 pm-12:47 pm

1 stop15h 55m

Puerto Plata La Union

Sat 10/10

1:53 pm-10:29 pm

1 stop9h 36m

$638

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 8/22

6:59 pm-12:46 pm

1 stop16h 47m

Puerto Plata La Union

Sat 8/29

1:36 pm-10:00 am

1 stop21h 24m

$640

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Thu 8/27

6:59 pm-12:46 pm

1 stop16h 47m

Puerto Plata La Union

Thu 9/3

1:36 pm-11:30 pm

1 stop10h 54m

$641

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Fri 10/2

9:01 pm-12:20 pm

2 stops14h 19m

Puerto Plata La Union

Sat 10/10

1:18 pm-7:27 am

2 stops19h 09m

$643

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 8/22

8:49 pm-12:46 pm

2 stops14h 57m

Puerto Plata La Union

Sat 8/29

2:58 pm-11:52 pm

1 stop9h 54m

$644

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Thu 8/27

8:49 pm-12:46 pm

2 stops14h 57m

Puerto Plata La Union

Thu 9/3

1:36 pm-12:35 am

1 stop11h 59m

$645

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 12/9

5:05 am-2:05 pm

1 stop7h 00m

Puerto Plata La Union

Wed 12/16

2:55 pm-11:36 pm

2 stops10h 41m

$648

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Fri 9/4

8:58 pm-12:46 pm

2 stops14h 48m

Puerto Plata La Union

Fri 9/11

1:10 pm-9:38 pm

1 stop9h 28m

$649

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 8/29

6:00 am-2:10 pm

1 stop7h 10m

Puerto Plata La Union

Sat 9/5

12:30 pm-9:59 am

1 stop22h 29m

$652

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 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 $182. If you’re not able to fly to Puerto Plata in February, then June is your next best option. Flight prices from Chicago to Puerto Plata during June average around $241.

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

Fastest flight time

7h 10m

Direct flights

None
The fastest flight from Chicago to Puerto Plata takes 7h 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

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 7h 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?

  • 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?

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
DeltaPriceFrom $357Free CancellationRating
7.8
8,469 reviews
Search Delta flights
American AirlinesPriceFrom $387Free CancellationRating
7.1
11,806 reviews
Search American Airlines flights

Traveling to a place near Puerto Plata?

Book flights to Puerto Plata if you plan to visit one of these locations
Sosúa
Cabarete

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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Fly your favorite airline to Puerto Plata

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