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Cheap flights from Chicago to Puerto Plata from $212

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 11/20. 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.
Delta Logo
5:30 am - 3:56 pmORD-POP
8h 26m1 stop
Delta Logo
5:11 pm - 12:01 amPOP-ORD
8h 50m1 stop
$388Delta
Find Deal
Sat, Dec 6 - Fri, Dec 12
American Airlines Logo
5:00 am - 1:26 pmORD-POP
6h 26m1 stop
American Airlines Logo
4:38 pm - 7:19 amPOP-ORD
16h 41m2 stops
$392American Airlines
Find Deal
Sat, Dec 6 - Fri, Dec 12
American Airlines Logo
6:05 am - 2:32 pmORD-POP
6h 27m1 stop
American Airlines Logo
4:42 pm - 11:08 pmPOP-ORD
8h 26m1 stop
$413American Airlines
Find Deal
Fri, Jan 16 - Wed, Jan 21
American Airlines Logo
7:55 pm - 2:32 pmORD-POP
16h 37m1 stop
American Airlines Logo
4:42 pm - 9:05 amPOP-ORD
18h 23m2 stops
$417American Airlines
Find Deal
Sat, Jan 10 - Sat, Jan 17
Air Canada Logo
8:15 pm - 12:40 pmORD-POP
15h 25m1 stop
Air Canada Logo
3:05 pm - 10:08 amPOP-ORD
20h 03m1 stop
$439Air Canada
Find Deal
Thu, Mar 26 - Wed, Apr 1
Delta Logo
6:45 am - 3:56 pmORD-POP
7h 11m1 stop
Delta Logo
5:11 pm - 12:02 amPOP-ORD
8h 51m1 stop
$456Delta
Find Deal
Mon, Nov 24 - Mon, Dec 1
Air Canada Logo
2:00 pm - 12:40 pmORD-POP
21h 40m1 stop
Air Canada Logo
3:05 pm - 8:00 amPOP-ORD
41h 55m2 stops
$461Air Canada
Find Deal
Thu, Mar 26 - Wed, Apr 1
American Airlines Logo
7:26 pm - 2:07 pmORD-POP
16h 41m1 stop
American Airlines Logo
4:42 pm - 12:30 amPOP-ORD
9h 48m1 stop
$462American Airlines
Find Deal
Mon, Dec 29 - Thu, Jan 29
JetBlue Logo
12:41 pm - 12:48 pmORD-POP
23h 07m1 stop
JetBlue Logo
1:53 pm - 10:56 pmPOP-ORD
10h 03m1 stop
$486JetBlue
Find Deal
Sun, Mar 8 - Wed, Mar 11
JetBlue Logo
7:00 am - 1:06 pmORD-POP
29h 06m1 stop
JetBlue Logo
2:15 pm - 9:33 pmPOP-ORD
8h 18m1 stop
$500JetBlue
Find Deal
Sun, Mar 15 - Wed, Mar 18

Delta flights from Chicago to Puerto Plata

Our best Delta deals on Chicago to Puerto Plata flight tickets
Delta
Dec 6
ORD5:30 amChicago O'Hare Intl
8h 26m
1 stop
POP3:56 pmPuerto Plata La Union
Dec 12
POP5:11 pmPuerto Plata La Union
8h 50m
1 stop
ORD12:01 amChicago O'Hare Intl
$388
Find similar
Delta
Nov 24
ORD6:45 amChicago O'Hare Intl
7h 11m
1 stop
POP3:56 pmPuerto Plata La Union
Dec 1
POP5:11 pmPuerto Plata La Union
8h 51m
1 stop
ORD12:02 amChicago O'Hare Intl
$456
Find similar
Delta
Mar 6
ORD6:45 amChicago O'Hare Intl
6h 50m
1 stop
POP3:35 pmPuerto Plata La Union
Mar 10
POP3:35 pmPuerto Plata La Union
9h 19m
1 stop
ORD11:54 pmChicago O'Hare Intl
$513
Find similar

American Airlines flights from Chicago to Puerto Plata

Our best American Airlines deals on Chicago to Puerto Plata flight tickets
American Airlines
Dec 6
ORD5:00 amChicago O'Hare Intl
6h 26m
1 stop
POP1:26 pmPuerto Plata La Union
Dec 12
POP4:38 pmPuerto Plata La Union
16h 41m
2 stops
ORD7:19 amChicago O'Hare Intl
$392
Find similar
American Airlines
Jan 16
ORD6:05 amChicago O'Hare Intl
6h 27m
1 stop
POP2:32 pmPuerto Plata La Union
Jan 21
POP4:42 pmPuerto Plata La Union
8h 26m
1 stop
ORD11:08 pmChicago O'Hare Intl
$413
Find similar
American Airlines
Jan 10
ORD7:55 pmChicago O'Hare Intl
16h 37m
1 stop
POP2:32 pmPuerto Plata La Union
Jan 17
POP4:42 pmPuerto Plata La Union
18h 23m
2 stops
ORD9:05 amChicago O'Hare Intl
$417
Find similar

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 November 3, 2025.
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

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 12/6

5:30 am-3:56 pm

1 stop8h 26m

Puerto Plata La Union

Fri 12/12

5:11 pm-12:01 am

1 stop8h 50m

$388

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 12/6

5:00 am-1:26 pm

1 stop6h 26m

Puerto Plata La Union

Fri 12/12

4:38 pm-7:19 am

2 stops16h 41m

$392

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Fri 1/16

6:05 am-2:32 pm

1 stop6h 27m

Puerto Plata La Union

Wed 1/21

4:42 pm-11:08 pm

1 stop8h 26m

$413

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 1/10

7:55 pm-2:32 pm

1 stop16h 37m

Puerto Plata La Union

Sat 1/17

4:42 pm-9:05 am

2 stops18h 23m

$417

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Thu 3/26

8:15 pm-12:40 pm

1 stop15h 25m

Puerto Plata La Union

Wed 4/1

3:05 pm-10:08 am

1 stop20h 03m

$439

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 11/24

6:45 am-3:56 pm

1 stop7h 11m

Puerto Plata La Union

Mon 12/1

5:11 pm-12:02 am

1 stop8h 51m

$456

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Thu 3/26

2:00 pm-12:40 pm

1 stop21h 40m

Puerto Plata La Union

Wed 4/1

3:05 pm-8:00 am

2 stops41h 55m

$461

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 12/29

7:26 pm-2:07 pm

1 stop16h 41m

Puerto Plata La Union

Thu 1/29

4:42 pm-12:30 am

1 stop9h 48m

$462

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sun 3/8

12:41 pm-12:48 pm

1 stop23h 07m

Puerto Plata La Union

Wed 3/11

1:53 pm-10:56 pm

1 stop10h 03m

$486

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sun 3/15

7:00 am-1:06 pm

1 stop29h 06m

Puerto Plata La Union

Wed 3/18

2:15 pm-9:33 pm

1 stop8h 18m

$500

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 day to depart on your flight to Puerto Plata?

According to our data, Monday is the cheapest day to fly to Puerto Plata from Chicago. The lowest ticket price found for a Monday departure recently was $600. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to Puerto Plata is Thursday, with ticket prices averaging around $772.

What is the cheapest time of day to depart on your flight to Puerto Plata?

The cheapest time of day to fly to Puerto Plata is in the morning when flights can be purchased for as low as $681. Flights to Puerto Plata are more costly in the evening, with an average ticket price of $787. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

How far in advance should I book a flight to Puerto Plata?

You are more likely to see cheaper flights to Puerto Plata from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Puerto Plata for around $646 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Puerto Plata from Chicago for as low as $521 on momondo.

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

You could potentially save up to 39% on your flight if you consider stops on a Chicago to Puerto Plata flight.

Cheap Chicago to Puerto Plata flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Puerto Plata

Direct flights

None
There are no direct flights from Chicago to Puerto Plata. There are no popular flight routes from Chicago to Puerto Plata.
Search flight deals

  • When did momondo last update prices for flights from Chicago to Puerto Plata?

    Prices for flights from Chicago to Puerto Plata are updated daily.

  • How many operators does momondo search for flights from Chicago to Puerto Plata?

  • How old do you have to be to fly from Chicago to Puerto Plata?

    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.

  • What documentation or ID do you need to fly to Puerto Plata?

    The required travel and health documents for your Puerto Plata trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Puerto Plata. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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 $371Free CancellationRating
7.9
8,001 reviews
Search Delta flights
American AirlinesPriceFrom $410Free CancellationRating
7.2
11,034 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Puerto Plata?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Puerto Plata from Chicago.

Can I find flights from Chicago to Puerto Plata with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Puerto Plata from Chicago with this policy.

How can momondo help me find flights from Chicago to Puerto Plata?

Once all potential Chicago to Puerto Plata flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Puerto Plata right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Puerto Plata from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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