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Cheap flights from Chicago to Puerto Plata from $372

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
3:21 pm - 11:31 am
ORD
-
POP
19h 10m
1 stop
Copa Airlines Logo
12:37 pm - 4:00 am
POP
-
ORD
16h 23m
1 stop
$592Copa Airlines
Tue, Jul 7 - Fri, Jul 17
Copa Airlines Logo
3:13 pm - 11:30 am
ORD
-
POP
19h 17m
1 stop
Copa Airlines Logo
12:37 pm - 12:02 am
POP
-
ORD
13h 25m
1 stop
$633Copa Airlines
Mon, Oct 26 - Tue, Nov 10
American Airlines Logo
7:16 pm - 12:20 pm
ORD
-
POP
16h 04m
1 stop
American Airlines Logo
1:45 pm - 10:28 pm
POP
-
ORD
9h 43m
1 stop
$670American Airlines
Tue, Sep 22 - Tue, Sep 29
American Airlines Logo
7:16 pm - 12:20 pm
ORD
-
POP
16h 04m
1 stop
American Airlines Logo
1:45 pm - 11:34 pm
POP
-
ORD
10h 49m
2 stops
$675American Airlines
Tue, Sep 22 - Tue, Sep 29
JetBlue Logo
6:15 am - 2:54 pm
ORD
-
POP
7h 39m
1 stop
JetBlue Logo
4:02 pm - 2:30 pm
POP
-
ORD
23h 28m
1 stop
$678JetBlue
Thu, May 28 - Mon, Jun 1
American Airlines Logo
5:00 am - 12:35 pm
ORD
-
POP
6h 35m
1 stop
American Airlines Logo
1:34 pm - 11:57 pm
POP
-
ORD
11h 23m
2 stops
$680American Airlines
Wed, Jul 29 - Wed, Aug 5
American Airlines Logo
7:05 pm - 12:15 pm
ORD
-
POP
16h 10m
1 stop
American Airlines Logo
2:55 pm - 12:21 am
POP
-
ORD
11h 26m
1 stop
$710American Airlines
Mon, Oct 26 - Mon, Nov 2
American Airlines Logo
8:34 pm - 12:15 pm
ORD
-
POP
14h 41m
2 stops
American Airlines Logo
2:55 pm - 11:40 pm
POP
-
ORD
10h 45m
2 stops
$715American Airlines
Mon, Oct 26 - Mon, Nov 2
American Airlines Logo
7:05 pm - 12:15 pm
ORD
-
POP
16h 10m
1 stop
American Airlines Logo
2:55 pm - 12:28 am
POP
-
ORD
11h 33m
2 stops
$720American Airlines
Wed, Oct 28 - Tue, Nov 10
American Airlines Logo
5:00 am - 12:15 pm
ORD
-
POP
6h 15m
1 stop
American Airlines Logo
2:55 pm - 12:21 am
POP
-
ORD
11h 26m
1 stop
$725American Airlines
Wed, Oct 28 - Tue, Nov 10

Copa Airlines flights from Chicago to Puerto Plata

Our best Copa Airlines deals on Chicago to Puerto Plata flight tickets
Copa Airlines
Jul 7
ORD3:21 pmChicago O'Hare Intl
19h 10m
1 stop
POP11:31 amPuerto Plata La Union
Jul 17
POP12:37 pmPuerto Plata La Union
16h 23m
1 stop
ORD4:00 amChicago O'Hare Intl
$592
Copa Airlines
Oct 26
ORD3:13 pmChicago O'Hare Intl
19h 17m
1 stop
POP11:30 amPuerto Plata La Union
Nov 10
POP12:37 pmPuerto Plata La Union
13h 25m
1 stop
ORD12:02 amChicago O'Hare Intl
$633
Copa Airlines
Jun 1
ORD3:21 pmChicago O'Hare Intl
19h 12m
1 stop
POP11:33 amPuerto Plata La Union
Jun 7
POP12:40 pmPuerto Plata La Union
16h 20m
1 stop
ORD4:00 amChicago O'Hare Intl
$750

JetBlue flights from Chicago to Puerto Plata

Our best JetBlue deals on Chicago to Puerto Plata flight tickets
JetBlue
May 28
ORD6:15 amChicago O'Hare Intl
7h 39m
1 stop
POP2:54 pmPuerto Plata La Union
Jun 1
POP4:02 pmPuerto Plata La Union
23h 28m
1 stop
ORD2:30 pmChicago O'Hare Intl
$678
JetBlue
Jun 8
ORD6:15 amChicago O'Hare Intl
7h 40m
1 stop
POP2:55 pmPuerto Plata La Union
Jun 14
POP3:30 pmPuerto Plata La Union
18h 15m
1 stop
ORD8:45 amChicago O'Hare Intl
$729
JetBlue
Jun 8
ORD6:15 amChicago O'Hare Intl
7h 40m
1 stop
POP2:55 pmPuerto Plata La Union
Jun 14
POP3:30 pmPuerto Plata La Union
18h 15m
1 stop
ORD8:45 amChicago O'Hare Intl
$733

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 10, 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 7/7

3:21 pm-11:31 am

1 stop19h 10m

Puerto Plata La Union

Fri 7/17

12:37 pm-4:00 am

1 stop16h 23m

$592

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 10/26

3:13 pm-11:30 am

1 stop19h 17m

Puerto Plata La Union

Tue 11/10

12:37 pm-12:02 am

1 stop13h 25m

$633

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Tue 9/22

7:16 pm-12:20 pm

1 stop16h 04m

Puerto Plata La Union

Tue 9/29

1:45 pm-10:28 pm

1 stop9h 43m

$670

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Tue 9/22

7:16 pm-12:20 pm

1 stop16h 04m

Puerto Plata La Union

Tue 9/29

1:45 pm-11:34 pm

2 stops10h 49m

$675

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Thu 5/28

6:15 am-2:54 pm

1 stop7h 39m

Puerto Plata La Union

Mon 6/1

4:02 pm-2:30 pm

1 stop23h 28m

$678

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 7/29

5:00 am-12:35 pm

1 stop6h 35m

Puerto Plata La Union

Wed 8/5

1:34 pm-11:57 pm

2 stops11h 23m

$680

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 10/26

7:05 pm-12:15 pm

1 stop16h 10m

Puerto Plata La Union

Mon 11/2

2:55 pm-12:21 am

1 stop11h 26m

$710

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 10/26

8:34 pm-12:15 pm

2 stops14h 41m

Puerto Plata La Union

Mon 11/2

2:55 pm-11:40 pm

2 stops10h 45m

$715

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 10/28

7:05 pm-12:15 pm

1 stop16h 10m

Puerto Plata La Union

Tue 11/10

2:55 pm-12:28 am

2 stops11h 33m

$720
Quickest round-trip

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 10/28

5:00 am-12:15 pm

1 stop6h 15m

Puerto Plata La Union

Tue 11/10

2:55 pm-12:21 am

1 stop11h 26m

$725

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 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 37% 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
8,454 reviews
Search Delta flights
American AirlinesPriceFrom $387Free CancellationRating
7.1
11,667 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
Spirit Airlines