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Dominican Republic

$132+ Cheap flights from O'Hare Intl (ORD) to the Dominican Republic

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/15. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PUJ
Aug 5 — Aug 121
Wed 8/5
Wed 8/12
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Dominican Republic

Cheapest flights from O'Hare Intl to Dominican Republic
Explore the most affordable flight options available from O'Hare Intl to Dominican Republic. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 6, 2026.

This Arajet deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3111:27 am
ORD
-
SDQ
1 stop9h 13m
Multiple Airlines
Fri 11/61:40 am
SDQ
-
ORD
1 stop9h 17m
Multiple Airlines
Deal found 7/4$365
This Cheapflightsfares deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:00 am
ORD
-
STI
1 stop6h 27m
JetBlue
Wed 9/303:49 pm
STI
-
ORD
1 stop8h 42m
JetBlue
Deal found 7/2$370
This Arajet deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:30 am
ORD
-
SDQ
1 stop10h 25m
Multiple Airlines
Thu 10/221:45 pm
SDQ
-
ORD
1 stop10h 55m
Multiple Airlines
Deal found 7/5$373
This SmartFares deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/187:00 am
ORD
-
SDQ
1 stop7h 23m
JetBlue
Tue 8/255:01 am
SDQ
-
ORD
1 stop9h 38m
JetBlue
Deal found 7/4$374
This JetBlue deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/216:00 am
ORD
-
STI
1 stop6h 27m
JetBlue
Thu 9/243:49 pm
STI
-
ORD
1 stop8h 42m
JetBlue
Deal found 7/2$378
This American Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:00 am
ORD
-
STI
1 stop7h 12m
American Airlines
Tue 11/104:36 pm
STI
-
ORD
1 stop17h 06m
American Airlines
Deal found 7/6$392
This American Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/218:55 pm
ORD
-
STI
2 stops16h 20m
American Airlines
Thu 9/243:15 pm
STI
-
ORD
2 stops17h 43m
American Airlines
Deal found 7/6$397
This American Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/155:05 am
ORD
-
SDQ
2 stops9h 19m
American Airlines
Fri 8/212:00 pm
SDQ
-
ORD
1 stop9h 30m
American Airlines
Deal found 7/2$399
This Cheapflightsfares deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/132:35 pm
ORD
-
SDQ
1 stop8h 24m
JetBlue
Mon 8/245:01 am
SDQ
-
ORD
1 stop9h 38m
JetBlue
Deal found 7/1$400
This American Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:00 am
ORD
-
SDQ
1 stop7h 00m
American Airlines
Wed 8/2610:27 am
SDQ
-
ORD
1 stop8h 27m
American Airlines
Deal found 7/5$402
This SmartFares deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/153:20 pm
ORD
-
SDQ
1 stop7h 39m
JetBlue
Sat 8/221:35 pm
SDQ
-
ORD
1 stop11h 09m
JetBlue
Deal found 7/1$403
This American Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/148:55 pm
ORD
-
STI
2 stops16h 20m
American Airlines
Wed 9/303:15 pm
STI
-
ORD
1 stop19h 14m
American Airlines
Deal found 7/5$403

Find flight deals from O'Hare Intl to Dominican Republic

Keep the following information in mind while searching for O'Hare Intl to Dominican Republic flight deals. Data was last updated July 6, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$365
(Arajet)

One-way from

$126
(eDestinos)

Popular in

June

Cheapest in

September

Average price

$584

Good round-trip deal

$490 or less

Good one-way deal

$205 or less
Provider with most accurate pricing for Chicago (CHI)-Punta Cana flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Punta Cana flights.
Search Deals
From Chicago O'Hare Intl to Dominican Republic
Search Deals
One-way flight from Chicago O'Hare Intl to Dominican Republic
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($65 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Chicago O'Hare Intl to Dominican Republic.
Search Deals
Price to beat on a one-way flight from Chicago O'Hare Intl to Dominican Republic.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Dominican Republic 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, Cheapflights users made 2,558,603 searches. Data last updated July 6, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to the Dominican Republic that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 9/21

6:00 am-1:27 pm

1 stop6h 27m

Santiago de los Caballeros

Thu 9/24

3:49 pm-11:31 pm

1 stop8h 42m

$370

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 8/24

7:00 am-3:01 pm

1 stop7h 01m

Santiago de los Caballeros

Thu 8/27

4:54 pm-11:44 pm

1 stop7h 50m

$370

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 9/21

8:55 pm-2:15 pm

2 stops16h 20m

Santiago de los Caballeros

Thu 9/24

3:15 pm-7:58 am

2 stops17h 43m

$397

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 8/11

10:07 am-12:54 am

1 stop13h 47m

Santo Domingo Las Americas

Mon 8/17

2:53 pm-11:57 pm

1 stop10h 04m

$408

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 8/15

7:00 am-3:01 pm

1 stop7h 01m

Santiago de los Caballeros

Sat 8/22

4:54 pm-11:44 pm

1 stop7h 50m

$439

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 9/14

6:25 pm-12:26 pm

2 stops17h 01m

Santiago de los Caballeros

Wed 9/30

7:30 pm-4:30 pm

2 stops22h 00m

$445

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 9/28

6:25 pm-12:26 pm

2 stops17h 01m

Santiago de los Caballeros

Thu 10/1

7:30 pm-9:27 am

1 stop14h 57m

$445

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Fri 11/27

5:45 am-12:30 pm

Nonstop4h 45m

Punta Cana

Sun 12/6

6:10 pm-9:20 pm

Nonstop5h 10m

$454

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Tue 9/1

7:00 am-3:29 pm

1 stop7h 29m

Punta Cana

Tue 9/8

4:41 pm-11:44 pm

1 stop8h 03m

$454

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 7/28

8:02 am-11:42 am

1 stop26h 40m

Santo Domingo Las Americas

Thu 8/6

12:13 pm-1:02 am

1 stop13h 49m

$482

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/6

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from O'Hare Intl to Dominican Republic

Have a flexible travel schedule? Discover the best time to fly to Dominican Republic from O'Hare Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to the Dominican Republic

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Dominican Republic?

Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Dominican Republic (average of $84). Flying from Chicago O'Hare Intl Airport to Dominican Republic in February is currently the most expensive (average of $1,242). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORD to DO?

Find hourly flight availability from O'Hare Intl to Dominican Republic. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 6, 2026.

When flying from Chicago O'Hare Intl Airport to Dominican Republic, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Chicago O'Hare Intl Airport to Dominican Republic

Explore weekly flight availability from O'Hare Intl to Dominican Republic. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 6, 2026.

The most flights from ORD to DO0 are scheduled on a Monday (3 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (2 on average).

How often are flights from Chicago to the Dominican Republic delayed?

About 19% of weekly flights between Chicago and Dominican Republic have experienced delays in the past year, with the average delay time being 144 minutes.

What is the most punctual flight time for Chicago to the Dominican Republic flights?

Historically, flights departing in the early afternoon are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Wednesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to the Dominican Republic flights?

Over the last year, American Airlines have had the lowest number of delays on this route, with just 17% of flights being delayed.

How far ahead should I book a flight from Chicago O'Hare Intl Airport to Dominican Republic?

Booking 48 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago O'Hare Intl Airport to Dominican Republic. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

Reviews of airlines servicing Dominican Republic

Get insights into the airlines that provide service to Dominican Republic. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Dominican Republic. Reviews last updated July 6, 2026.
Read reviews from past customers who have flown United Airlines,American Airlines, andFrontier from Chicago O'Hare Intl Airport to the Dominican Republic. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,942 reviews

Entertainment

7.1

Boarding

7.7

Food

6.7

Comfort

7.3

Crew

8.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
United Airlines
7.4
Good
9,942 reviews
United Airlines
7.4
Good
9,942 reviews

Entertainment

7.1

Boarding

7.7

Food

6.7

Comfort

7.3

Crew

8.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
American Airlines
7.1
Good
11,782 reviews
United Airlines
7.4
Good
9,942 reviews

Entertainment

7.1

Boarding

7.7

Food

6.7

Comfort

7.3

Crew

8.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
Frontier
5.6
Fair
2,841 reviews
United Airlines
7.4
Good
9,942 reviews

Entertainment

7.1

Boarding

7.7

Food

6.7

Comfort

7.3

Crew

8.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Dominican Republic. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago O'Hare Intl Airport to Dominican Republic?

    There are many flights that can get you from Chicago O'Hare Intl Airport to Dominican Republic in 6h 27m. Fly via JetBlue, American Airlines, or Delta to get the fastest option. Airlines will cover a distance of 1858 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Dominican Republic one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $87. Users have also found prices from $100 and $161 on Arajet and United Airlines, respectively.

  • What are the most popular routes from Chicago O'Hare Intl Airport to Dominican Republic?

    The most popular route from Chicago O'Hare Intl Airport to Dominican Republic is Chicago O'Hare Intl - Punta Cana. You may also consider Chicago O'Hare Intl - Santo Domingo Las Americas or Chicago O'Hare Intl - Puerto Plata La Union.

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Dominican Republic?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago O'Hare Intl Airport to Dominican Republic on time: United Airlines (87%), American Airlines (82%), Arajet (76%).

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Dominican Republic?

    On average you can expect to pay $753 for a flight from Chicago O'Hare Intl Airport to Dominican Republic. The cheapest flight overall is $157 while the most popular route, (Chicago O'Hare Intl - Punta Cana) is currently priced at $339.

  • Can I find deals for flights from O'Hare Intl to Dominican Republic that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Dominican Republic flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Dominican Republic?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Dominican Republic.

  • Can I find deals for business class flights from O'Hare Intl to Dominican Republic?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Dominican Republic by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Dominican Republic?

    Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Dominican Republic (average of $84). Flying from Chicago O'Hare Intl Airport to Dominican Republic in February is currently the most expensive (average of $1,242). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 9 airlines flying from O'Hare Intl to Dominican Republic

Discover the top 9 airlines that operate flights from O'Hare Intl to Dominican Republic. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
ArajetCheapest$219Average$365FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$225Average$541FlexibilityNo cancel feeOn-time62%
Air CanadaCheapest$226Average$517FlexibilityNo cancel feeOn-time67%
Hahn AirCheapest$228Average$486FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$239Average$426FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$255Average$445FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$348Average$609FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$370Average$620FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$564Average$651FlexibilityNo cancel feeOn-time63%

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