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Cheap flights from Chicago to Puerto Plata from $195

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.
Air Canada Logo
1:55 pm - 2:45 pm
ORD
-
POP
22h 50m
1 stop
Air Canada Logo
1:35 pm - 9:08 am
POP
-
ORD
21h 33m
1 stop
$535Air Canada
Tue, Jan 26 - Mon, Feb 8
Air Canada Logo
8:50 pm - 2:45 pm
ORD
-
POP
15h 55m
2 stops
Air Canada Logo
1:35 pm - 7:58 pm
POP
-
ORD
8h 23m
1 stop
$543Air Canada
Tue, Jan 26 - Mon, Feb 8
Air Canada Logo
8:50 pm - 2:45 pm
ORD
-
POP
15h 55m
2 stops
Air Canada Logo
1:35 pm - 8:03 am
POP
-
ORD
20h 28m
2 stops
$571Air Canada
Tue, Jan 26 - Mon, Feb 8
American Airlines Logo
5:05 am - 12:28 pm
ORD
-
POP
6h 23m
1 stop
American Airlines Logo
3:15 pm - 9:31 pm
POP
-
ORD
8h 16m
1 stop
$630American Airlines
Tue, Oct 27 - Fri, Nov 13
American Airlines Logo
7:10 pm - 12:28 pm
ORD
-
POP
16h 18m
1 stop
American Airlines Logo
3:15 pm - 12:44 am
POP
-
ORD
11h 29m
1 stop
$630American Airlines
Tue, Oct 27 - Fri, Nov 13
American Airlines Logo
9:01 pm - 12:20 pm
ORD
-
POP
14h 19m
2 stops
American Airlines Logo
1:10 pm - 11:36 pm
POP
-
ORD
11h 26m
2 stops
$634American Airlines
Sat, Sep 12 - Sat, Sep 19
Multiple Airlines Logo
2:00 pm - 2:45 pm
ORD
-
POP
22h 45m
2 stops
Multiple Airlines Logo
5:30 pm - 2:52 pm
POP
-
ORD
23h 22m
2 stops
$676Multiple Airlines
Tue, Nov 3 - Tue, Dec 15
Delta Logo
7:10 am - 3:50 pm
ORD
-
POP
6h 40m
1 stop
Delta Logo
5:05 pm - 8:34 am
POP
-
ORD
17h 29m
1 stop
$1,049Delta
Thu, Dec 24 - Thu, Dec 31
Delta Logo
7:10 am - 3:50 pm
ORD
-
POP
6h 40m
1 stop
Delta Logo
5:05 pm - 8:34 am
POP
-
ORD
17h 29m
1 stop
$1,049Delta
Fri, Dec 25 - Thu, Dec 31
Delta Logo
1:35 pm - 3:50 pm
ORD
-
POP
24h 15m
2 stops
Delta Logo
5:05 pm - 8:34 am
POP
-
ORD
17h 29m
1 stop
$1,134Delta
Thu, Dec 24 - Thu, Dec 31

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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 13
POP3:15 pmPuerto Plata La Union
8h 16m
1 stop
ORD9:31 pmChicago O'Hare Intl
$630
American Airlines
Sep 12
ORD9:01 pmChicago O'Hare Intl
14h 19m
2 stops
POP12:20 pmPuerto Plata La Union
Sep 19
POP1:10 pmPuerto Plata La Union
12h 23m
1 stop
ORD12:33 amChicago O'Hare Intl
$634
American Airlines
Oct 27
ORD8:58 pmChicago O'Hare Intl
14h 30m
2 stops
POP12:28 pmPuerto Plata La Union
Nov 13
POP3:15 pmPuerto Plata La Union
18h 08m
2 stops
ORD7:23 amChicago O'Hare Intl
$635

United Airlines flights from Chicago to Puerto Plata

Our best United Airlines deals on Chicago to Puerto Plata flight tickets
United Airlines
Oct 9
ORD7:52 pmChicago O'Hare Intl
15h 55m
1 stop
POP12:47 pmPuerto Plata La Union
Oct 17
POP1:53 pmPuerto Plata La Union
8h 39m
1 stop
ORD9:32 pmChicago O'Hare Intl
$780
United Airlines
Aug 8
ORD8:07 pmChicago O'Hare Intl
15h 18m
1 stop
POP12:25 pmPuerto Plata La Union
Aug 15
POP1:31 pmPuerto Plata La Union
9h 44m
1 stop
ORD10:15 pmChicago O'Hare Intl
$1,435

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 August 1, 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 1/26

1:55 pm-2:45 pm

1 stop22h 50m

Puerto Plata La Union

Mon 2/8

1:35 pm-9:08 am

1 stop21h 33m

$535

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Tue 1/26

8:50 pm-2:45 pm

2 stops15h 55m

Puerto Plata La Union

Mon 2/8

1:35 pm-7:58 pm

1 stop8h 23m

$543

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Tue 1/26

8:50 pm-2:45 pm

2 stops15h 55m

Puerto Plata La Union

Mon 2/8

1:35 pm-8:03 am

2 stops20h 28m

$571
Quickest round-trip

ChicagoPuerto Plata

ORD - POP

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-9:31 pm

1 stop8h 16m

$630

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Tue 10/27

7:10 pm-12:28 pm

1 stop16h 18m

Puerto Plata La Union

Fri 11/13

3:15 pm-12:44 am

1 stop11h 29m

$630

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 9/12

9:01 pm-12:20 pm

2 stops14h 19m

Puerto Plata La Union

Sat 9/19

1:10 pm-11:36 pm

2 stops11h 26m

$634

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Tue 11/3

2:00 pm-2:45 pm

2 stops22h 45m

Puerto Plata La Union

Tue 12/15

5:30 pm-2:52 pm

2 stops23h 22m

$676

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Thu 12/24

7:10 am-3:50 pm

1 stop6h 40m

Puerto Plata La Union

Thu 12/31

5:05 pm-8:34 am

1 stop17h 29m

$1,049

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Fri 12/25

7:10 am-3:50 pm

1 stop6h 40m

Puerto Plata La Union

Thu 12/31

5:05 pm-8:34 am

1 stop17h 29m

$1,049

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Thu 12/24

1:35 pm-3:50 pm

2 stops24h 15m

Puerto Plata La Union

Thu 12/31

5:05 pm-8:34 am

1 stop17h 29m

$1,134

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, January 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 $492. If you’re not able to fly to Puerto Plata in January, then February is your next best option. Flight prices from Chicago to Puerto Plata during February average around $507.

Can stopping save me money on Chicago to Puerto Plata flights?

You could potentially save up to 34% 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

8h 15m

Direct flights

None
The fastest flight from Chicago to Puerto Plata takes 8h 15m
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 8h 15m, 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
8,497 reviews
Search Delta flights
American AirlinesPriceFrom $387Free CancellationRating
7.1
11,845 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