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Cheap flights from Chicago to Puerto Plata from $292

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
0 bags

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Find the cheapest flights from Chicago to Puerto Plata

Cheap round-trip flights

Enter your travel dates to find the best prices.
Copa Airlines Logo
8:35 am - 11:30 am
ORD
-
POP
25h 55m
1 stop
Copa Airlines Logo
12:37 pm - 12:02 am
POP
-
ORD
13h 25m
1 stop
$520Copa Airlines
Tue, Oct 27 - Fri, Nov 13
Copa Airlines Logo
1:20 am - 11:31 am
ORD
-
POP
9h 11m
1 stop
Copa Airlines Logo
12:37 pm - 4:00 am
POP
-
ORD
16h 23m
1 stop
$603Copa Airlines
Sat, Jul 18 - Sun, Jul 26
American Airlines Logo
6:10 am - 2:45 pm
ORD
-
POP
7h 35m
1 stop
American Airlines Logo
3:45 pm - 11:30 pm
POP
-
ORD
8h 45m
1 stop
$608American Airlines
Sat, Jul 4 - Tue, Jul 7
Copa Airlines Logo
3:21 pm - 11:33 am
ORD
-
POP
19h 12m
1 stop
Copa Airlines Logo
12:40 pm - 4:00 am
POP
-
ORD
16h 20m
1 stop
$610Copa Airlines
Mon, Jun 15 - Sun, Jun 21
American Airlines Logo
8:54 pm - 12:35 pm
ORD
-
POP
14h 41m
2 stops
American Airlines Logo
3:45 pm - 6:38 am
POP
-
ORD
15h 53m
2 stops
$613American Airlines
Sat, Jul 4 - Tue, Jul 7
American Airlines Logo
4:05 pm - 12:35 pm
ORD
-
POP
19h 30m
1 stop
American Airlines Logo
1:26 pm - 12:26 am
POP
-
ORD
12h 00m
1 stop
$618American Airlines
Fri, Jul 3 - Sat, Jul 18
American Airlines Logo
5:59 pm - 2:45 pm
ORD
-
POP
19h 46m
1 stop
American Airlines Logo
1:26 pm - 12:26 am
POP
-
ORD
12h 00m
1 stop
$623American Airlines
Fri, Jul 3 - Thu, Jul 9
American Airlines Logo
6:00 pm - 12:36 pm
ORD
-
POP
17h 36m
1 stop
American Airlines Logo
1:26 pm - 10:00 pm
POP
-
ORD
9h 34m
2 stops
$627American Airlines
Sat, Jun 27 - Sat, Jul 11
Copa Airlines Logo
8:02 am - 11:31 am
ORD
-
POP
26h 29m
1 stop
Copa Airlines Logo
12:41 pm - 1:59 pm
POP
-
ORD
26h 18m
1 stop
$630Copa Airlines
Mon, Jul 27 - Sun, Aug 2
American Airlines Logo
6:00 pm - 2:43 pm
ORD
-
POP
19h 43m
1 stop
American Airlines Logo
1:26 pm - 9:09 am
POP
-
ORD
20h 43m
1 stop
$638American Airlines
Sat, Jun 20 - Sat, Jun 27

JetBlue flights from Chicago to Puerto Plata

Our best JetBlue deals on Chicago to Puerto Plata flight tickets
JetBlue
Jun 6
ORD6:15 amChicago O'Hare Intl
7h 40m
1 stop
POP2:55 pmPuerto Plata La Union
Jun 13
POP3:40 pmPuerto Plata La Union
18h 05m
1 stop
ORD8:45 amChicago O'Hare Intl
$674
JetBlue
Jun 20
ORD6:00 amChicago O'Hare Intl
7h 11m
1 stop
POP2:11 pmPuerto Plata La Union
Jun 27
POP3:40 pmPuerto Plata La Union
18h 05m
1 stop
ORD8:45 amChicago O'Hare Intl
$684
JetBlue
Jun 13
ORD5:22 pmChicago O'Hare Intl
19h 48m
1 stop
POP2:10 pmPuerto Plata La Union
Jun 20
POP3:34 pmPuerto Plata La Union
18h 11m
1 stop
ORD8:45 amChicago O'Hare Intl
$691

American Airlines flights from Chicago to Puerto Plata

Our best American Airlines deals on Chicago to Puerto Plata flight tickets
American Airlines
Jul 4
ORD6:10 amChicago O'Hare Intl
7h 35m
1 stop
POP2:45 pmPuerto Plata La Union
Jul 7
POP3:45 pmPuerto Plata La Union
8h 45m
1 stop
ORD11:30 pmChicago O'Hare Intl
$608
American Airlines
Jul 4
ORD8:54 pmChicago O'Hare Intl
14h 41m
2 stops
POP12:35 pmPuerto Plata La Union
Jul 7
POP3:45 pmPuerto Plata La Union
15h 53m
2 stops
ORD6:38 amChicago O'Hare Intl
$613
American Airlines
Jul 3
ORD4:05 pmChicago O'Hare Intl
19h 30m
1 stop
POP12:35 pmPuerto Plata La Union
Jul 18
POP1:26 pmPuerto Plata La Union
12h 00m
1 stop
ORD12:26 amChicago O'Hare Intl
$618

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 May 22, 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

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Tue 10/27

8:35 am-11:30 am

1 stop25h 55m

Puerto Plata La Union

Fri 11/13

12:37 pm-12:02 am

1 stop13h 25m

$520

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 7/18

1:20 am-11:31 am

1 stop9h 11m

Puerto Plata La Union

Sun 7/26

12:37 pm-4:00 am

1 stop16h 23m

$603
Quickest round-trip

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 7/4

6:10 am-2:45 pm

1 stop7h 35m

Puerto Plata La Union

Tue 7/7

3:45 pm-11:30 pm

1 stop8h 45m

$608

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 6/15

3:21 pm-11:33 am

1 stop19h 12m

Puerto Plata La Union

Sun 6/21

12:40 pm-4:00 am

1 stop16h 20m

$610

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 7/4

8:54 pm-12:35 pm

2 stops14h 41m

Puerto Plata La Union

Tue 7/7

3:45 pm-6:38 am

2 stops15h 53m

$613

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Fri 7/3

4:05 pm-12:35 pm

1 stop19h 30m

Puerto Plata La Union

Sat 7/18

1:26 pm-12:26 am

1 stop12h 00m

$618

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Fri 7/3

5:59 pm-2:45 pm

1 stop19h 46m

Puerto Plata La Union

Thu 7/9

1:26 pm-12:26 am

1 stop12h 00m

$623

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 6/27

6:00 pm-12:36 pm

1 stop17h 36m

Puerto Plata La Union

Sat 7/11

1:26 pm-10:00 pm

2 stops9h 34m

$627

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 7/27

8:02 am-11:31 am

1 stop26h 29m

Puerto Plata La Union

Sun 8/2

12:41 pm-1:59 pm

1 stop26h 18m

$630

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 6/20

6:00 pm-2:43 pm

1 stop19h 43m

Puerto Plata La Union

Sat 6/27

1:26 pm-9:09 am

1 stop20h 43m

$638

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first
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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 typical price of a round-trip flight between Chicago and Puerto Plata?

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 22% 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 39m

Direct flights

None
The fastest flight from Chicago to Puerto Plata takes 7h 39m
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 39m, 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
7.9
8,449 reviews
Search Delta flights
American AirlinesPriceFrom $387Free CancellationRating
7.1
11,644 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

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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