Dominican Republic

$111+ 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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PUJ
Mar 5 — Mar 121
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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 February 3, 2026.

This Travelocity deal was found by Cheapflights users on 2/1. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/35:15 am
ORD
-
SDQ
1 stop7h 05m
Spirit Airlines
Tue 3/102:32 pm
SDQ
-
ORD
1 stop7h 41m
Spirit Airlines
Deal found 2/1$240
This Expedia deal was found by Cheapflights users on 2/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/45:15 am
ORD
-
SDQ
1 stop7h 05m
Spirit Airlines
Mon 3/92:32 pm
SDQ
-
ORD
1 stop10h 15m
Spirit Airlines
Deal found 2/1$241
This Expedia deal was found by Cheapflights users on 2/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/28:16 pm
ORD
-
STI
1 stop17h 19m
Spirit Airlines
Mon 3/93:41 pm
STI
-
ORD
1 stop9h 06m
Spirit Airlines
Deal found 2/1$241
This Orbitz deal was found by Cheapflights users on 2/2. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:15 am
ORD
-
SDQ
1 stop7h 05m
Spirit Airlines
Mon 3/92:32 pm
SDQ
-
ORD
1 stop10h 15m
Spirit Airlines
Deal found 2/2$244
This Orbitz deal was found by Cheapflights users on 1/31. 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.
Thu 2/265:15 am
ORD
-
SDQ
1 stop7h 05m
Spirit Airlines
Tue 3/33:32 pm
SDQ
-
ORD
1 stop10h 15m
Spirit Airlines
Deal found 1/31$249
This Expedia deal was found by Cheapflights users on 2/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/97:00 am
ORD
-
STI
1 stop6h 33m
Spirit Airlines
Thu 3/123:43 pm
STI
-
ORD
1 stop8h 34m
Spirit Airlines
Deal found 2/2$250
This Expedia deal was found by Cheapflights users on 2/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/55:15 am
ORD
-
SDQ
1 stop7h 05m
Spirit Airlines
Wed 3/112:32 pm
SDQ
-
ORD
1 stop7h 41m
Spirit Airlines
Deal found 2/2$252
This Expedia deal was found by Cheapflights users on 2/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/28:43 pm
ORD
-
SDQ
1 stop15h 44m
Spirit Airlines
Mon 3/92:32 pm
SDQ
-
ORD
1 stop10h 15m
Spirit Airlines
Deal found 2/2$253
This Travelocity deal was found by Cheapflights users on 2/2. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/108:16 pm
ORD
-
SDQ
1 stop16h 04m
Spirit Airlines
Mon 3/162:52 am
SDQ
-
ORD
1 stop9h 25m
Spirit Airlines
Deal found 2/2$257
This Orbitz deal was found by Cheapflights users on 2/2. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/115:15 am
ORD
-
SDQ
1 stop7h 05m
Spirit Airlines
Tue 3/172:52 am
SDQ
-
ORD
1 stop15h 23m
Spirit Airlines
Deal found 2/2$258
This Cheapflightsfares deal was found by Cheapflights users on 1/31. 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.
Sat 2/288:16 pm
ORD
-
SDQ
1 stop16h 04m
Spirit Airlines
Sat 3/73:32 pm
SDQ
-
ORD
1 stop10h 15m
Spirit Airlines
Deal found 1/31$263
This Cheapflightsfares deal was found by Cheapflights users on 2/1. 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.
Tue 3/38:16 pm
ORD
-
SDQ
1 stop16h 04m
Spirit Airlines
Mon 3/92:32 pm
SDQ
-
ORD
1 stop7h 41m
Spirit Airlines
Deal found 2/1$264

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 February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$240
(Travelocity)

One-way from

$111
(Expedia)

Popular in

March

Cheapest in

August

Average price

$469

Good round-trip deal

$368 or less

Good one-way deal

$165 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 ($16 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in February 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 February 3, 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

Mon 3/2

8:16 pm-3:35 pm

1 stop17h 19m

Santiago de los Caballeros

Mon 3/9

3:41 pm-11:47 pm

1 stop9h 06m

$241

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 3/9

7:00 am-2:33 pm

1 stop6h 33m

Santiago de los Caballeros

Thu 3/12

3:43 pm-11:17 pm

1 stop8h 34m

$250

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 2/28

8:16 pm-2:20 pm

1 stop16h 04m

Santo Domingo Las Americas

Sat 3/7

3:32 pm-11:47 pm

1 stop10h 15m

$263

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 3/3

5:15 am-2:20 pm

1 stop7h 05m

Santo Domingo Las Americas

Tue 3/10

2:32 pm-9:13 pm

1 stop7h 41m

$268

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 4/20

1:27 pm-2:35 pm

1 stop24h 08m

Santiago de los Caballeros

Mon 4/27

3:40 pm-9:17 pm

1 stop30h 37m

$299

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sun 4/19

5:15 am-2:35 pm

1 stop8h 20m

Santiago de los Caballeros

Fri 4/24

3:40 pm-11:41 pm

1 stop9h 01m

$304

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 3/3

7:00 am-5:25 am

2 stops20h 25m

Santo Domingo Las Americas

Tue 3/10

2:32 pm-11:47 pm

1 stop10h 15m

$307

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Thu 3/5

5:15 am-2:20 pm

1 stop7h 05m

Santo Domingo Las Americas

Mon 3/9

2:32 pm-10:36 am

1 stop21h 04m

$307

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 3/16

6:10 pm-1:49 am

1 stop6h 39m

Santiago de los Caballeros

Wed 3/18

2:46 am-11:17 am

1 stop9h 31m

$308

St. LouisSanto Domingo

STL - SDQ

STLSDQ

Lambert-St Louis

Sun 3/1

3:49 pm-2:20 pm

2 stops20h 31m

Santo Domingo Las Americas

Thu 3/5

12:31 pm-11:59 pm

1 stop13h 28m

$312

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

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 February 3, 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 February 3, 2026.

The most flights from USIL to DO0 are scheduled on a Monday (4 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 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, Frontier, and Delta fly from Illinois to Dominican Republic in about 8h 08m. The time it takes to get you to your destination can typically vary by up to 9h 59m. Illinois and Dominican Republic are separated by a distance of 1839 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 $95. Arajet flights start at $100 while deals on Spirit 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 February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$180Average$374FlexibilityNo cancel feeOn-time65%
ArajetCheapest$181Average$320FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$188Average$431FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$193Average$614FlexibilityNo cancel feeOn-time67%
Hahn AirCheapest$213Average$343FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$223Average$431FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$226Average$645FlexibilityNo cancel feeOn-time69%
DeltaCheapest$245Average$533FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$255Average$491FlexibilityNo cancel feeOn-time62%

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