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Cheap flights from Chicago to Puerto Plata from $193

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
5:05 am - 12:28 pmORD  Chicago O'Hare Intl-POP Puerto Plata La Union
6h 23m1 stop Miami
American Airlines Logo
3:15 pm - 9:31 pmPOP  Puerto Plata La Union-ORD Chicago O'Hare Intl
8h 16m1 stop Miami
$610American Airlines
Tue, Oct 27 - Fri, Nov 13
American Airlines Logo
5:05 am - 3:42 pmORD  Chicago O'Hare Intl-POP Puerto Plata La Union
8h 37m1 stop Miami
American Airlines Logo
4:38 pm - 11:00 pmPOP  Puerto Plata La Union-ORD Chicago O'Hare Intl
8h 22m1 stop Charlotte Douglas
$610American Airlines
Tue, Feb 9 - Wed, Feb 17
American Airlines Logo
7:00 pm - 12:20 pmORD  Chicago O'Hare Intl-POP Puerto Plata La Union
16h 20m1 stop Miami
American Airlines Logo
1:10 pm - 11:30 pmPOP  Puerto Plata La Union-ORD Chicago O'Hare Intl
11h 20m1 stop Miami
$610American Airlines
Sat, Sep 12 - Fri, Sep 18
American Airlines Logo
9:15 pm - 12:20 pmORD  Chicago O'Hare Intl-POP Puerto Plata La Union
14h 05m2 stops Dallas/Fort Worth Miami
American Airlines Logo
1:10 pm - 10:31 pmPOP  Puerto Plata La Union-ORD Chicago O'Hare Intl
10h 21m2 stops Miami Charlotte Douglas
$615American Airlines
Sat, Sep 12 - Fri, Sep 18
Delta Logo
7:35 pm - 3:45 pmORD  Chicago O'Hare Intl-POP Puerto Plata La Union
18h 10m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
Delta Logo
5:05 pm - 11:50 pmPOP  Puerto Plata La Union-ORD Chicago O'Hare Intl
8h 45m1 stop Atlanta Hartsfield-Jackson
$635Delta
Wed, Jan 13 - Thu, Jan 21
Multiple Airlines Logo
2:00 pm - 1:45 pmORD  Chicago O'Hare Intl-POP Puerto Plata La Union
46h 45m2 stops Toronto Island Montreal Pierre Elliott Trudeau Intl
Multiple Airlines Logo
5:30 pm - 11:07 amPOP  Puerto Plata La Union-ORD Chicago O'Hare Intl
19h 37m3 stops Toronto Pearson Intl Ottawa Montreal Pierre Elliott Trudeau Intl
$645Multiple Airlines
Mon, Oct 26 - Tue, Nov 10
Delta Logo
7:10 am - 3:45 pmORD  Chicago O'Hare Intl-POP Puerto Plata La Union
6h 35m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:05 pm - 8:34 amPOP  Puerto Plata La Union-ORD Chicago O'Hare Intl
17h 29m1 stop Atlanta Hartsfield-Jackson
$655Delta
Sun, Jan 10 - Sun, Jan 17
United Airlines Logo
8:00 pm - 1:08 pmORD  Chicago O'Hare Intl-POP Puerto Plata La Union
15h 08m1 stop Newark
United Airlines Logo
2:15 pm - 9:47 pmPOP  Puerto Plata La Union-ORD Chicago O'Hare Intl
9h 32m1 stop Newark
$655United Airlines
Sun, Jan 10 - Sun, Jan 17
Multiple Airlines Logo
9:05 pm - 3:33 pmORD  Chicago O'Hare Intl-POP Puerto Plata La Union
17h 28m1 stop Toronto Pearson Intl
Multiple Airlines Logo
3:40 pm - 11:07 amPOP  Puerto Plata La Union-ORD Chicago O'Hare Intl
21h 27m1 stop Montreal Pierre Elliott Trudeau Intl
$657Multiple Airlines
Wed, Oct 28 - Wed, Nov 4
Delta Logo
7:10 am - 3:45 pmORD  Chicago O'Hare Intl-POP Puerto Plata La Union
6h 35m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:05 pm - 12:37 pmPOP  Puerto Plata La Union-ORD Chicago O'Hare Intl
21h 32m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
$669Delta
Sun, Jan 10 - Sun, Jan 17

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Delta flights from Chicago to Puerto Plata

Our best Delta deals on Chicago to Puerto Plata flight tickets
Delta
Jan 10
ORD7:10 amChicago O'Hare Intl
6h 35m
1 stop
POP3:45 pmPuerto Plata La Union
Jan 17
POP5:05 pmPuerto Plata La Union
8h 45m
1 stop
ORD11:50 pmChicago O'Hare Intl
$655
Delta
Jan 8
ORD7:35 pmChicago O'Hare Intl
18h 10m
2 stops
POP3:45 pmPuerto Plata La Union
Jan 17
POP5:05 pmPuerto Plata La Union
17h 29m
1 stop
ORD8:34 amChicago O'Hare Intl
$685
Delta
Jan 8
ORD7:35 pmChicago O'Hare Intl
18h 10m
2 stops
POP3:45 pmPuerto Plata La Union
Jan 17
POP5:05 pmPuerto Plata La Union
21h 32m
2 stops
ORD12:37 pmChicago O'Hare Intl
$694

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
$610
American Airlines
Sep 12
ORD9:15 pmChicago O'Hare Intl
14h 05m
2 stops
POP12:20 pmPuerto Plata La Union
Sep 18
POP1:10 pmPuerto Plata La Union
10h 21m
2 stops
ORD10:31 pmChicago O'Hare Intl
$615
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

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 16, 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 Chicago O'Hare Intl - POP Puerto Plata La Union

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

$610

ChicagoPuerto Plata

ORD Chicago O'Hare Intl - POP Puerto Plata La Union

ORDPOP

Chicago O'Hare Intl

Tue 2/9

5:05 am-3:42 pm

1 stop8h 37m

Puerto Plata La Union

Wed 2/17

4:38 pm-11:00 pm

1 stop8h 22m

$610

ChicagoPuerto Plata

ORD Chicago O'Hare Intl - POP Puerto Plata La Union

ORDPOP

Chicago O'Hare Intl

Sat 9/12

7:00 pm-12:20 pm

1 stop16h 20m

Puerto Plata La Union

Fri 9/18

1:10 pm-11:30 pm

1 stop11h 20m

$610

ChicagoPuerto Plata

ORD Chicago O'Hare Intl - POP Puerto Plata La Union

ORDPOP

Chicago O'Hare Intl

Sat 9/12

9:15 pm-12:20 pm

2 stops14h 05m

Puerto Plata La Union

Fri 9/18

1:10 pm-10:31 pm

2 stops10h 21m

$615

ChicagoPuerto Plata

ORD Chicago O'Hare Intl - POP Puerto Plata La Union

ORDPOP

Chicago O'Hare Intl

Wed 1/13

7:35 pm-3:45 pm

2 stops18h 10m

Puerto Plata La Union

Thu 1/21

5:05 pm-11:50 pm

1 stop8h 45m

$635

ChicagoPuerto Plata

ORD Chicago O'Hare Intl - POP Puerto Plata La Union

ORDPOP

Chicago O'Hare Intl

Mon 10/26

2:00 pm-1:45 pm

2 stops46h 45m

Puerto Plata La Union

Tue 11/10

5:30 pm-11:07 am

3 stops19h 37m

$645

ChicagoPuerto Plata

ORD Chicago O'Hare Intl - POP Puerto Plata La Union

ORDPOP

Chicago O'Hare Intl

Sun 1/10

7:10 am-3:45 pm

1 stop6h 35m

Puerto Plata La Union

Sun 1/17

5:05 pm-8:34 am

1 stop17h 29m

$655

ChicagoPuerto Plata

ORD Chicago O'Hare Intl - POP Puerto Plata La Union

ORDPOP

Chicago O'Hare Intl

Sun 1/10

8:00 pm-1:08 pm

1 stop15h 08m

Puerto Plata La Union

Sun 1/17

2:15 pm-9:47 pm

1 stop9h 32m

$655

ChicagoPuerto Plata

ORD Chicago O'Hare Intl - POP Puerto Plata La Union

ORDPOP

Chicago O'Hare Intl

Wed 10/28

9:05 pm-3:33 pm

1 stop17h 28m

Puerto Plata La Union

Wed 11/4

3:40 pm-11:07 am

1 stop21h 27m

$657

ChicagoPuerto Plata

ORD Chicago O'Hare Intl - POP Puerto Plata La Union

ORDPOP

Chicago O'Hare Intl

Sun 1/10

7:10 am-3:45 pm

1 stop6h 35m

Puerto Plata La Union

Sun 1/17

5:05 pm-12:37 pm

2 stops21h 32m

$669

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 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

6h 35m

Direct flights

None
The fastest flight from Chicago to Puerto Plata takes 6h 35m
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 35m, 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
8,502 reviews
Search Delta flights
American AirlinesPriceFrom $387Free CancellationRating
7.1
11,950 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
JetBlue