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Dominican Republic

$117+ 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 1/8. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PUJ
Jan 7 — Jan 141
Wed 1/7
Wed 1/14
1 adult, Economy
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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 December 8, 2025.

This Trip.com deal was found by Cheapflights users on 12/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1511:24 amSTL - PUJ
Nonstop4h 16mFrontier
Mon 12/222:57 pmPUJ - STL
Nonstop5h 06mFrontier
Deal found 12/6$232
This Kiwi.com deal was found by Cheapflights users on 12/7. 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 12/157:10 amORD - PUJ
Nonstop4h 37mFrontier
Thu 12/186:49 pmPUJ - ORD
Nonstop5h 10mFrontier
Deal found 12/7$283
This Frontier deal was found by Cheapflights users on 12/7. 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.
Sun 12/147:10 amORD - PUJ
Nonstop4h 37mFrontier
Sun 12/213:21 pmPUJ - ORD
1 stop9h 03mFrontier
Deal found 12/7$285
This CheapOair deal was found by Cheapflights users on 12/8. 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.
Sun 12/147:10 amORD - PUJ
Nonstop4h 37mFrontier
Thu 12/186:49 pmPUJ - ORD
Nonstop5h 10mFrontier
Deal found 12/8$288
This Expedia deal was found by Cheapflights users on 12/6. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/610:27 amORD - PUJ
Nonstop4h 45mArajet
Sat 12/135:47 amPUJ - ORD
Nonstop5h 10mArajet
Deal found 12/6$295
This FlightHub deal was found by Cheapflights users on 12/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/147:10 amORD - PUJ
Nonstop4h 37mMultiple Airlines
Sun 12/216:00 pmPUJ - ORD
Nonstop5h 10mMultiple Airlines
Deal found 12/7$299
This Expedia deal was found by Cheapflights users on 12/7. 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.
Sat 12/1310:27 amORD - PUJ
Nonstop4h 45mMultiple Airlines
Tue 12/166:50 pmPUJ - ORD
Nonstop5h 10mMultiple Airlines
Deal found 12/7$300
This Gotogate deal was found by Cheapflights users on 12/7. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2211:17 amSTL - PUJ
Nonstop4h 16mFrontier
Sat 12/272:57 pmPUJ - STL
Nonstop5h 06mFrontier
Deal found 12/7$303
This Priceline deal was found by Cheapflights users on 12/7. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/157:10 amORD - PUJ
Nonstop4h 37mMultiple Airlines
Mon 12/226:08 pmPUJ - ORD
1 stop8h 22mMultiple Airlines
Deal found 12/7$309
This Kiwi.com deal was found by Cheapflights users on 12/8. 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 12/157:10 amORD - PUJ
Nonstop4h 37mFrontier
Mon 12/223:39 pmPUJ - ORD
2 stops19h 23mFrontier
Deal found 12/8$313
This Flightnetwork deal was found by Cheapflights users on 12/6. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/154:05 pmSTL - PUJ
2 stops19h 55mMultiple Airlines
Mon 12/222:57 pmPUJ - STL
Nonstop5h 06mMultiple Airlines
Deal found 12/6$313
This Expedia deal was found by Cheapflights users on 12/7. 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 12/85:45 amORD - PUJ
Nonstop4h 45mArajet
Sat 12/135:47 amPUJ - ORD
Nonstop5h 10mArajet
Deal found 12/7$319

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 December 8, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$253
(Expedia)

One-way from

$117
(Super.com)

Popular in

March

Cheapest in

August

Average price

$617

Good round-trip deal

$350 or less

Good one-way deal

$187 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 Illinois to Dominican Republic
Search Deals
One-way flight from Illinois to Dominican Republic
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Illinois to Dominican Republic.
Search Deals
Price to beat on a one-way flight from Illinois to Dominican Republic.
Search Deals

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 December 8, 2025.
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

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sun 1/25

8:52 am-5:25 pm

1 stop6h 33m

Punta Cana

Thu 1/29

2:55 pm-6:08 pm

Nonstop5h 13m

$268

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Mon 1/19

5:30 am-2:30 pm

1 stop7h 00m

Punta Cana

Wed 1/28

2:40 pm-9:00 pm

1 stop8h 20m

$278

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Mon 1/12

8:52 am-5:25 pm

1 stop6h 33m

Punta Cana

Thu 1/15

5:20 pm-11:39 pm

1 stop8h 19m

$278

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Wed 1/21

6:05 am-2:30 pm

1 stop6h 25m

Punta Cana

Wed 1/28

2:40 pm-9:50 pm

1 stop9h 10m

$278

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sun 2/8

6:05 am-2:30 pm

1 stop6h 25m

Punta Cana

Thu 2/12

3:30 pm-9:50 pm

1 stop8h 20m

$278

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 1/19

5:15 am-3:33 pm

1 stop8h 18m

Santiago de los Caballeros

Fri 1/23

4:40 pm-11:46 pm

1 stop9h 06m

$289

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sun 1/18

7:20 am-3:33 pm

1 stop6h 13m

Santiago de los Caballeros

Thu 1/22

4:40 pm-11:46 pm

1 stop9h 06m

$296

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sun 1/11

5:15 am-3:33 pm

1 stop8h 18m

Santiago de los Caballeros

Thu 1/15

4:40 pm-11:46 pm

1 stop9h 06m

$296

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Mon 1/19

9:30 am-4:02 pm

Nonstop4h 32m

Punta Cana

Mon 1/26

5:20 pm-11:39 pm

1 stop8h 19m

$298

St. LouisPunta Cana

STL - PUJ

STLPUJ

Lambert-St Louis

Sat 1/24

8:01 am-2:18 pm

Nonstop4h 17m

Punta Cana

Fri 1/30

3:28 pm-6:37 pm

Nonstop5h 09m

$300

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/7

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, November is the cheapest month in which you can book a flight from Illinois to Dominican Republic (average of $206). 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 December 8, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 35% on flights from Illinois to Dominican Republic by exploring options for tickets in the afternoon.

What is the cheapest day to fly from Illinois to Dominican Republic?

Use this chart to determine the cheapest time to fly round-trip from Illinois to Dominican Republic. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Illinois to Dominican Republic flight should consider departing on Friday evenings when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 8, 2025.

The most flights from USIL to DO0 are scheduled on a Saturday (6 on average). You will have fewer flight options on Wednesday, 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 United Airlines, Southwest, and Spirit Airlines fly from Illinois to Dominican Republic in about 6h 33m. The time it takes to get you to your destination can typically vary by up to 1h 45m. 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 $93. Arajet flights start at $96 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, November is the cheapest month in which you can book a flight from Illinois to Dominican Republic (average of $206). 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.
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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 December 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$188Average$431FlexibilityNo cancel feeOn-time70%
Spirit AirlinesCheapest$208Average$378FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$215Average$656FlexibilityNo cancel feeOn-time69%
FrontierCheapest$224Average$434FlexibilityNo cancel feeOn-time62%
ArajetCheapest$236Average$334FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$255Average$461FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$274Average$600FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$335Average$632FlexibilityNo cancel feeOn-time67%
DeltaCheapest$356Average$613FlexibilityNo cancel feeOn-timeN/A

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