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Cheap flights from Chicago to Puerto Plata from $265

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.
Copa Airlines Logo
8:02 am - 11:30 am
ORD
-
POP
26h 28m
1 stop
Copa Airlines Logo
12:41 pm - 1:02 am
POP
-
ORD
13h 21m
1 stop
$557Copa Airlines
Sat, Aug 1 - Wed, Aug 5
Air Canada Logo
6:30 pm - 2:45 pm
ORD
-
POP
42h 15m
2 stops
Air Canada Logo
1:30 pm - 2:56 pm
POP
-
ORD
27h 26m
1 stop
$561Air Canada
Mon, Nov 2 - Mon, Nov 16
Air Canada Logo
6:20 pm - 2:45 pm
ORD
-
POP
42h 25m
2 stops
Air Canada Logo
1:30 pm - 12:35 pm
POP
-
ORD
25h 05m
2 stops
$563Air Canada
Mon, Nov 2 - Mon, Nov 16
Copa Airlines Logo
8:35 am - 11:30 am
ORD
-
POP
25h 55m
1 stop
Copa Airlines Logo
12:37 pm - 12:11 am
POP
-
ORD
13h 34m
1 stop
$575Copa Airlines
Tue, Oct 27 - Fri, Nov 13
Copa Airlines Logo
8:02 am - 11:31 am
ORD
-
POP
26h 29m
1 stop
Copa Airlines Logo
12:37 pm - 4:00 am
POP
-
ORD
16h 23m
1 stop
$602Copa Airlines
Sat, Jul 25 - Wed, Jul 29
American Airlines Logo
7:05 pm - 12:15 pm
ORD
-
POP
16h 10m
1 stop
American Airlines Logo
1:45 pm - 10:31 pm
POP
-
ORD
9h 46m
1 stop
$618American Airlines
Fri, Oct 9 - Sat, Oct 17
American Airlines Logo
8:46 pm - 12:15 pm
ORD
-
POP
14h 29m
2 stops
American Airlines Logo
1:45 pm - 11:53 pm
POP
-
ORD
11h 08m
2 stops
$623American Airlines
Fri, Oct 9 - Sat, Oct 17
Delta Logo
7:10 am - 3:55 pm
ORD
-
POP
6h 45m
1 stop
Delta Logo
5:10 pm - 11:50 pm
POP
-
ORD
8h 40m
1 stop
$628Delta
Sun, Nov 15 - Sun, Nov 22
American Airlines Logo
6:10 am - 2:45 pm
ORD
-
POP
7h 35m
1 stop
American Airlines Logo
3:45 pm - 9:08 am
POP
-
ORD
18h 23m
1 stop
$633American Airlines
Fri, Jul 10 - Tue, Jul 14
American Airlines Logo
7:05 pm - 12:15 pm
ORD
-
POP
16h 10m
1 stop
American Airlines Logo
1:45 pm - 11:03 am
POP
-
ORD
22h 18m
1 stop
$638American Airlines
Wed, Oct 7 - Mon, Oct 12

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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
Nov 2
ORD6:30 pmChicago O'Hare Intl
42h 15m
2 stops
POP2:45 pmPuerto Plata La Union
Nov 16
POP1:30 pmPuerto Plata La Union
27h 26m
1 stop
ORD2:56 pmChicago O'Hare Intl
$561
Air Canada
Nov 2
ORD6:20 pmChicago O'Hare Intl
42h 25m
2 stops
POP2:45 pmPuerto Plata La Union
Nov 16
POP1:30 pmPuerto Plata La Union
25h 05m
2 stops
ORD12:35 pmChicago O'Hare Intl
$563

JetBlue flights from Chicago to Puerto Plata

Our best JetBlue deals on Chicago to Puerto Plata flight tickets
JetBlue
Jul 9
ORD6:00 amChicago O'Hare Intl
7h 10m
1 stop
POP2:10 pmPuerto Plata La Union
Jul 13
POP3:30 pmPuerto Plata La Union
18h 20m
1 stop
ORD8:50 amChicago O'Hare Intl
$734
JetBlue
Jul 11
ORD9:41 amChicago O'Hare Intl
27h 19m
1 stop
POP2:00 pmPuerto Plata La Union
Jul 14
POP3:30 pmPuerto Plata La Union
18h 20m
1 stop
ORD8:50 amChicago O'Hare Intl
$756
JetBlue
Jun 20
ORD6:00 amChicago O'Hare Intl
7h 11m
1 stop
POP2:11 pmPuerto Plata La Union
Jun 27
POP12:20 pmPuerto Plata La Union
22h 41m
1 stop
ORD10:01 amChicago O'Hare Intl
$864

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 June 17, 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

Sat 8/1

8:02 am-11:30 am

1 stop26h 28m

Puerto Plata La Union

Wed 8/5

12:41 pm-1:02 am

1 stop13h 21m

$557

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 11/2

6:30 pm-2:45 pm

2 stops42h 15m

Puerto Plata La Union

Mon 11/16

1:30 pm-2:56 pm

1 stop27h 26m

$561

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 11/2

6:20 pm-2:45 pm

2 stops42h 25m

Puerto Plata La Union

Mon 11/16

1:30 pm-12:35 pm

2 stops25h 05m

$563

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-12:11 am

1 stop13h 34m

$575

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 7/25

8:02 am-11:31 am

1 stop26h 29m

Puerto Plata La Union

Wed 7/29

12:37 pm-4:00 am

1 stop16h 23m

$602

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Fri 10/9

7:05 pm-12:15 pm

1 stop16h 10m

Puerto Plata La Union

Sat 10/17

1:45 pm-10:31 pm

1 stop9h 46m

$618

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Fri 10/9

8:46 pm-12:15 pm

2 stops14h 29m

Puerto Plata La Union

Sat 10/17

1:45 pm-11:53 pm

2 stops11h 08m

$623
Quickest round-trip

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sun 11/15

7:10 am-3:55 pm

1 stop6h 45m

Puerto Plata La Union

Sun 11/22

5:10 pm-11:50 pm

1 stop8h 40m

$628

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Fri 7/10

6:10 am-2:45 pm

1 stop7h 35m

Puerto Plata La Union

Tue 7/14

3:45 pm-9:08 am

1 stop18h 23m

$633

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Wed 10/7

7:05 pm-12:15 pm

1 stop16h 10m

Puerto Plata La Union

Mon 10/12

1:45 pm-11:03 am

1 stop22h 18m

$638

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 7% 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 45m

Direct flights

None
The fastest flight from Chicago to Puerto Plata takes 6h 45m
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 45m, 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
8,406 reviews
Search Delta flights
American AirlinesPriceFrom $387Free CancellationRating
7.1
11,670 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.

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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