Dominican Republic

$113+ Cheap flights from Illinois 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 4/6. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PUJ
Feb 23 — Mar 21
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Cheap flight deals from Illinois to Dominican Republic

Cheapest flights from Illinois to Dominican Republic
Explore the most affordable flight options available from Illinois to Dominican Republic. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 24, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 1/23. 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 3/25:15 am
ORD
-
STI
1 stop8h 20m
Spirit Airlines
Mon 3/93:41 pm
STI
-
ORD
1 stop9h 06m
Spirit Airlines
Deal found 1/23$268
This Cheapflightsfares deal was found by Cheapflights users on 1/23. 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 2/115:15 am
ORD
-
STI
1 stop8h 18m
Spirit Airlines
Wed 2/254:40 pm
STI
-
ORD
1 stop9h 07m
Spirit Airlines
Deal found 1/23$272
This Orbitz deal was found by Cheapflights users on 1/23. 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.
Sat 1/315:15 am
ORD
-
PUJ
1 stop9h 21m
Spirit Airlines
Sat 2/75:47 pm
PUJ
-
ORD
1 stop8h 00m
Spirit Airlines
Deal found 1/23$273
This Frontier deal was found by Cheapflights users on 1/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:30 am
ORD
-
PUJ
Nonstop4h 43m
Frontier
Thu 3/125:39 pm
PUJ
-
ORD
Nonstop5h 25m
Frontier
Deal found 1/22$274
This Kiwi.com deal was found by Cheapflights users on 1/22. 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 4/204:30 am
ORD
-
PUJ
Nonstop4h 45m
Arajet
Sat 4/255:47 am
PUJ
-
ORD
Nonstop5h 10m
Arajet
Deal found 1/22$275
This Kiwi.com deal was found by Cheapflights users on 1/22. 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.
Wed 3/47:00 am
ORD
-
PUJ
1 stop7h 36m
Multiple Airlines
Sun 3/155:39 pm
PUJ
-
ORD
Nonstop5h 25m
Multiple Airlines
Deal found 1/22$278
This Kiwi.com deal was found by Cheapflights users on 1/23. 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.
Wed 2/45:45 am
ORD
-
PUJ
Nonstop4h 45m
Arajet
Tue 2/107:30 pm
PUJ
-
ORD
Nonstop5h 10m
Arajet
Deal found 1/23$279
This Expedia deal was found by Cheapflights users on 1/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/165:45 am
ORD
-
PUJ
Nonstop4h 45m
Arajet
Sat 2/215:47 am
PUJ
-
ORD
Nonstop5h 10m
Arajet
Deal found 1/23$280
This Trip.com deal was found by Cheapflights users on 1/24. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/95:45 am
ORD
-
PUJ
Nonstop4h 45m
Arajet
Sat 2/145:47 am
PUJ
-
ORD
Nonstop5h 10m
Arajet
Deal found 1/24$281
This Kiwi.com deal was found by Cheapflights users on 1/22. 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 3/96:45 am
ORD
-
PUJ
Nonstop4h 45m
Arajet
Sat 3/145:47 am
PUJ
-
ORD
Nonstop5h 10m
Arajet
Deal found 1/22$282
This Flightnetwork deal was found by Cheapflights users on 1/24. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/45:45 am
ORD
-
PUJ
Nonstop4h 45m
Arajet
Sun 2/86:00 pm
PUJ
-
ORD
Nonstop5h 10m
Arajet
Deal found 1/24$283
This Kiwi.com deal was found by Cheapflights users on 1/24. 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.
Sat 2/2810:27 am
ORD
-
PUJ
Nonstop4h 45m
Multiple Airlines
Fri 3/61:10 pm
PUJ
-
ORD
1 stop12h 28m
Multiple Airlines
Deal found 1/24$284

Find flight deals from Illinois to Dominican Republic

Keep the following information in mind while searching for Illinois to Dominican Republic flight deals. Data was last updated January 24, 2026.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$268
(Cheapflightsfares)

One-way from

$113
(FlightHub)

Popular in

March

Cheapest in

August

Average price

$462

Good round-trip deal

$354 or less

Good one-way deal

$163 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 Illinois to Dominican Republic
One-way flight from Illinois to Dominican Republic
Highest demand for flights based on searches. 3% potential increase in price ($20 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in January 2026
Price to beat on a round-trip flight from Illinois to Dominican Republic.
Price to beat on a one-way flight from Illinois to Dominican Republic.

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois 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 January 24, 2026.
Use the filters below to find and compare flights from Illinois to the Dominican Republic that are best for you.

Fly from

Illinois

Fly to

Dominican Republic

Route

Depart

Return

Price

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 2/11

5:15 am-3:33 pm

1 stop8h 18m

Santiago de los Caballeros

Wed 2/25

4:40 pm-11:47 pm

1 stop9h 07m

$272

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 3/25

4:35 pm-1:38 am

1 stop8h 03m

Santo Domingo Las Americas

Tue 3/31

2:59 am-7:46 pm

1 stop17h 47m

$308

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Fri 3/6

5:15 am-2:20 pm

1 stop7h 05m

Santo Domingo Las Americas

Mon 3/9

2:32 pm-11:47 pm

1 stop10h 15m

$315

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 3/3

7:23 pm-4:29 pm

1 stop19h 06m

Santo Domingo Las Americas

Sun 3/8

2:32 pm-5:46 pm

2 stops28h 14m

$322

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 3/2

5:58 pm-3:35 pm

2 stops19h 37m

Santiago de los Caballeros

Mon 3/9

3:41 pm-11:47 pm

1 stop9h 06m

$326

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Mon 2/23

6:19 pm-11:56 am

2 stops15h 37m

Santo Domingo Las Americas

Tue 3/10

2:32 pm-9:13 pm

1 stop7h 41m

$330

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Thu 3/5

8:16 pm-2:20 pm

1 stop16h 04m

Santo Domingo Las Americas

Tue 3/10

8:43 pm-11:54 am

2 stops16h 11m

$334

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sun 3/8

5:15 am-1:20 pm

1 stop7h 05m

Santo Domingo Las Americas

Fri 3/13

2:59 am-11:47 am

2 stops9h 48m

$337

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 2/14

4:42 pm-3:35 pm

2 stops20h 53m

Santiago de los Caballeros

Tue 2/17

4:40 pm-11:22 am

1 stop20h 42m

$338

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 2/6

8:43 pm-3:33 pm

1 stop16h 50m

Santiago de los Caballeros

Mon 2/9

4:40 pm-11:47 pm

1 stop9h 07m

$340

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/24

Showing 1-10 of 60 results
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Best time to book a flight from Illinois to Dominican Republic

Have a flexible travel schedule? Discover the best time to fly to Dominican Republic from Illinois 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 Illinois to the Dominican Republic

What is the cheapest month to book a flight from Illinois to Dominican Republic?

Currently, December is the cheapest month in which you can book a flight from Illinois to Dominican Republic (average of $195). Flying from Illinois to Dominican Republic in October is currently the most expensive (average of $289). 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 IL to DO?

Find hourly flight availability from Illinois 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 January 24, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Dominican Republic as you normally would.

Weekly flight availability from Illinois to Dominican Republic

Explore weekly flight availability from Illinois 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 January 24, 2026.

The most flights from USIL 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).

Related info for your journey

Find useful and relevant information for your journey from Illinois 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 Illinois to Dominican Republic?

    Airlines like Spirit Airlines, WorldTicket, and American Airlines fly from Illinois to Dominican Republic in about 4h 45m. The time it takes to get you to your destination can typically vary by up to 3h 33m. Illinois and Dominican Republic are separated by a distance of 1982 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Illinois to Dominican Republic one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $99. Arajet flights start at $100 while deals on United Airlines start at $116 one-way.

  • Can I find deals for flights from Illinois to Dominican Republic that include hotel bookings?

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

  • How can I find direct flights from Illinois to Dominican Republic?

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

  • Can I find deals for business class flights from Illinois to Dominican Republic?

    Yes. Cheapflights offers flight deals from Illinois 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 Illinois to Dominican Republic?

    Currently, December is the cheapest month in which you can book a flight from Illinois to Dominican Republic (average of $195). Flying from Illinois to Dominican Republic in October is currently the most expensive (average of $289). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Illinois to Dominican Republic

See prices for flight routes from nearby airports that may be better suited for you.

Top 9 airlines flying from Illinois to Dominican Republic

Discover the top 9 airlines that operate flights from Illinois 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 January 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$180Average$373FlexibilityNo cancel feeOn-time65%
ArajetCheapest$181Average$322FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$188Average$431FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$193Average$632FlexibilityNo cancel feeOn-time67%
Hahn AirCheapest$213Average$343FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$215Average$651FlexibilityNo cancel feeOn-time69%
FrontierCheapest$218Average$429FlexibilityNo cancel feeOn-time62%
DeltaCheapest$242Average$538FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$255Average$491FlexibilityNo cancel feeOn-time62%

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