Dominican Republic

$129+ 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 8/8. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PUJ
Jun 21 — Jun 281
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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 May 22, 2026.

This Arajet deal was found by Cheapflights users on 5/21. 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 8/175:30 am
ORD
-
SDQ
1 stop10h 25m
Multiple Airlines
Thu 8/201:45 pm
SDQ
-
ORD
1 stop10h 55m
Multiple Airlines
Deal found 5/21$335
This Super.com deal was found by Cheapflights users on 5/21. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:00 am
ORD
-
SDQ
1 stop7h 16m
JetBlue
Tue 10/131:32 pm
SDQ
-
ORD
1 stop11h 12m
JetBlue
Deal found 5/21$347
This Delta deal was found by Cheapflights users on 5/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1010:05 am
ORD
-
STI
1 stop14h 54m
Delta
Sun 6/148:59 pm
STI
-
ORD
1 stop13h 26m
Delta
Deal found 5/20$352
This SmartFares deal was found by Cheapflights users on 5/17. 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.
Wed 8/127:00 am
ORD
-
SDQ
1 stop7h 21m
JetBlue
Wed 8/195:01 am
SDQ
-
ORD
1 stop9h 38m
JetBlue
Deal found 5/17$353
This Arajet deal was found by Cheapflights users on 5/17. 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 7/412:12 pm
ORD
-
SDQ
1 stop8h 28m
Multiple Airlines
Sun 7/191:55 pm
SDQ
-
ORD
1 stop9h 15m
Multiple Airlines
Deal found 5/17$355
This Arajet deal was found by Cheapflights users on 5/20. 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 8/105:30 am
ORD
-
SDQ
1 stop10h 25m
Multiple Airlines
Fri 8/141:40 am
SDQ
-
ORD
1 stop10h 32m
Multiple Airlines
Deal found 5/20$361
This Cheapflightsfares deal was found by Cheapflights users on 5/20. 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.
Wed 10/77:00 am
ORD
-
SDQ
1 stop7h 16m
JetBlue
Wed 10/214:36 pm
SDQ
-
ORD
1 stop8h 08m
JetBlue
Deal found 5/20$363
This Justfly.com deal was found by Cheapflights users on 5/20. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/67:00 am
ORD
-
SDQ
1 stop7h 16m
JetBlue
Wed 10/214:36 pm
SDQ
-
ORD
1 stop8h 08m
JetBlue
Deal found 5/20$368
This Super.com deal was found by Cheapflights users on 5/21. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/152:35 pm
ORD
-
SDQ
1 stop8h 24m
JetBlue
Thu 7/305:01 am
SDQ
-
ORD
1 stop9h 38m
JetBlue
Deal found 5/21$377
This Orbitz deal was found by Cheapflights users on 5/17. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:00 am
ORD
-
PUJ
1 stop6h 25m
Multiple Airlines
Sun 10/46:00 pm
PUJ
-
ORD
Nonstop5h 10m
Multiple Airlines
Deal found 5/17$378
This Kiwi.com deal was found by Cheapflights users on 5/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/712:29 am
ORD
-
PUJ
1 stop9h 12m
Multiple Airlines
Sun 9/206:00 pm
PUJ
-
ORD
Nonstop5h 10m
Multiple Airlines
Deal found 5/21$379
This CheapOair deal was found by Cheapflights users on 5/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2212:12 pm
ORD
-
PUJ
Nonstop4h 45m
Arajet
Sat 8/297:02 am
PUJ
-
ORD
Nonstop5h 10m
Arajet
Deal found 5/20$380

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 May 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$352
(Delta)

One-way from

$129
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$508

Good round-trip deal

$490 or less

Good one-way deal

$226 or less
Provider with most accurate pricing for Chicago (CHI)-Punta Cana flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Punta Cana flights.
From Chicago O'Hare Intl to Dominican Republic
One-way flight from Chicago O'Hare Intl to Dominican Republic
Highest demand for flights based on searches. 4% potential increase in price ($23 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
Average for round-trip flights in May 2026
Price to beat on a round-trip flight from Chicago O'Hare Intl to Dominican Republic.
Price to beat on a one-way flight from Chicago O'Hare Intl to Dominican Republic.

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 May 22, 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

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Mon 8/17

5:30 am-4:55 pm

1 stop10h 25m

Santo Domingo Las Americas

Thu 8/20

1:45 pm-11:40 pm

1 stop10h 55m

$335

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 9/1

2:35 pm-11:59 pm

1 stop8h 24m

Santo Domingo Las Americas

Wed 9/2

5:01 am-1:39 pm

1 stop9h 38m

$368

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Tue 9/1

7:00 am-2:36 pm

1 stop6h 36m

Santiago de los Caballeros

Wed 9/2

5:01 am-1:39 pm

1 stop9h 38m

$384

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Mon 8/3

5:30 am-11:15 am

Nonstop4h 45m

Punta Cana

Sat 8/8

7:02 am-11:12 am

Nonstop5h 10m

$393

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sun 11/15

3:20 am-10:05 am

Nonstop4h 45m

Punta Cana

Sat 11/21

5:47 am-8:57 am

Nonstop5h 10m

$395

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 8/5

2:35 pm-11:59 pm

1 stop8h 24m

Santo Domingo Las Americas

Mon 8/10

5:01 am-1:39 pm

1 stop9h 38m

$411

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 10/28

6:00 am-7:06 pm

1 stop12h 06m

Santiago de los Caballeros

Tue 11/10

6:40 am-8:24 pm

2 stops15h 44m

$421

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 6/27

12:12 pm-9:40 pm

1 stop8h 28m

Santo Domingo Las Americas

Sun 7/19

1:55 pm-10:10 pm

1 stop9h 15m

$433

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sun 8/30

7:00 am-2:36 pm

1 stop6h 36m

Santiago de los Caballeros

Wed 9/2

5:01 am-1:39 pm

1 stop9h 38m

$446

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Mon 6/1

4:30 am-10:15 am

Nonstop4h 45m

Punta Cana

Thu 6/4

7:30 pm-11:40 pm

Nonstop5h 10m

$460

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/19

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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 November is currently the most expensive (average of $966). 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 May 22, 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 May 22, 2026.

The most flights from ORD to DO0 are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, 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 18% of weekly flights between Chicago and Dominican Republic have experienced delays in the past year, with the average delay time being 143 minutes.

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

Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the early afternoon 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 Saturday 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 May 22, 2026.
Read reviews from past customers who have flown United Airlines,American Airlines, andSpirit Airlines 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.

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
Spirit Airlines
6.2
Okay

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

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 4h 45m. Fly via JetBlue, Arajet, or Delta to get the fastest option. Airlines will cover a distance of 1982 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 $139 on Arajet and Spirit Airlines, respectively.

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

  • 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: Arajet (94%), American Airlines (80%), Frontier (66%).

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

    On average you can expect to pay $615 for a flight from Chicago O'Hare Intl Airport to Dominican Republic. The cheapest flight overall is $148 while the most popular route, (Chicago O'Hare Intl - Punta Cana) is currently priced at $285.

  • 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 November is currently the most expensive (average of $966). 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 May 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$177Average$401FlexibilityNo cancel feeOn-time65%
Air CanadaCheapest$193Average$511FlexibilityNo cancel feeOn-time67%
Hahn AirCheapest$213Average$486FlexibilityNo cancel feeOn-timeN/A
ArajetCheapest$216Average$352FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$220Average$501FlexibilityNo cancel feeOn-time62%
DeltaCheapest$245Average$441FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$260Average$450FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$274Average$579FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$348Average$594FlexibilityNo cancel feeOn-time69%

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