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Dominican Republic

$89+ 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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PUJ
Nov 22 — Nov 291
Sat 11/22
Sat 11/29
1 adult, Economy
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Find 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 October 23, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 10/20. 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.
Sat 12/63:21 pmORD - STI
1 stop9h 21mSpirit Airlines
Fri 12/123:43 amSTI - ORD
1 stop9h 31mSpirit Airlines
Deal found 10/20$283
This Cheapflightsfares deal was found by Cheapflights users on 10/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/85:10 amORD - SDQ
1 stop8h 20mSpirit Airlines
Wed 11/124:25 pmSDQ - ORD
1 stop10h 02mSpirit Airlines
Deal found 10/21$289
This Cheapflightsfares deal was found by Cheapflights users on 10/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/255:00 amORD - SDQ
1 stop8h 30mSpirit Airlines
Tue 12/24:35 pmSDQ - ORD
1 stop8h 38mSpirit Airlines
Deal found 10/21$307
This American Airlines deal was found by Cheapflights users on 10/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/95:00 amORD - PUJ
1 stop9h 46mAmerican Airlines
Thu 11/131:03 pmPUJ - ORD
Nonstop5h 26mAmerican Airlines
Deal found 10/21$308
This Cheapflightsfares deal was found by Cheapflights users on 10/23. 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.
Sat 11/85:10 amORD - SDQ
1 stop8h 20mSpirit Airlines
Sat 1/316:55 pmSDQ - ORD
1 stop16h 28mSpirit Airlines
Deal found 10/23$308
This Kiwi.com deal was found by Cheapflights users on 10/23. 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.
Tue 12/27:00 amORD - PUJ
Nonstop4h 37mMultiple Airlines
Thu 12/119:38 amPUJ - ORD
1 stop10h 58mMultiple Airlines
Deal found 10/23$309
This Cheapflightsfares deal was found by Cheapflights users on 10/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/35:10 amORD - PUJ
1 stop8h 10mSpirit Airlines
Fri 11/144:25 pmPUJ - ORD
1 stop10h 02mSpirit Airlines
Deal found 10/21$310
This Expedia deal was found by Cheapflights users on 10/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/195:45 amORD - PUJ
Nonstop4h 45mArajet
Sun 11/236:00 pmPUJ - ORD
Nonstop5h 10mArajet
Deal found 10/21$311
This Priceline deal was found by Cheapflights users on 10/21. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/127:10 amORD - PUJ
Nonstop4h 37mMultiple Airlines
Fri 12/193:35 pmPUJ - ORD
2 stops25h 35mMultiple Airlines
Deal found 10/21$313
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:15 amORD - SDQ
1 stop7h 18mMultiple Airlines
Sun 12/74:31 pmSDQ - ORD
1 stop20h 43mMultiple Airlines
Deal found 10/20$313
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 12/35:45 amORD - PUJ
Nonstop4h 45mMultiple Airlines
Thu 12/119:38 amPUJ - ORD
1 stop10h 58mMultiple Airlines
Deal found 10/23$314
This Expedia deal was found by Cheapflights users on 10/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/175:10 amORD - PUJ
1 stop8h 10mSpirit Airlines
Mon 11/245:45 pmPUJ - ORD
1 stop17h 32mSpirit Airlines
Deal found 10/22$315

Cheap 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 October 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$263
(Spirit)

One-way from

$89
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$508

Good round-trip deal

$378 or less

Good one-way deal

$204 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. 7% potential increase in price ($41 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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.
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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 October 23, 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 12/7

7:52 am-2:22 pm

Nonstop4h 30m

Punta Cana

Thu 12/11

2:55 pm-6:08 pm

Nonstop5h 13m

$313

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Wed 12/10

8:45 am-5:25 pm

1 stop6h 40m

Punta Cana

Wed 12/17

2:55 pm-6:08 pm

Nonstop5h 13m

$318

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 12/5

3:21 pm-2:42 am

1 stop9h 21m

Santiago de los Caballeros

Fri 12/12

3:43 am-11:14 am

1 stop9h 31m

$320

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Tue 12/2

9:30 am-4:02 pm

Nonstop4h 32m

Punta Cana

Tue 12/9

5:20 pm-11:43 pm

1 stop8h 23m

$323

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 12/6

3:21 pm-3:33 pm

1 stop22h 12m

Santo Domingo Las Americas

Sat 12/13

4:31 pm-12:19 am

1 stop9h 48m

$327

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Wed 12/3

8:45 am-5:25 pm

1 stop6h 40m

Punta Cana

Wed 12/10

5:20 pm-11:43 pm

1 stop8h 23m

$328

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Sat 1/24

8:15 am-2:35 pm

Nonstop4h 20m

Punta Cana

Sat 1/31

3:00 pm-5:55 pm

Nonstop4h 55m

$331

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Mon 1/12

5:50 am-4:40 pm

1 stop8h 50m

Punta Cana

Fri 1/16

6:05 pm-11:54 pm

1 stop7h 49m

$338

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sun 1/18

5:50 am-4:40 pm

1 stop8h 50m

Punta Cana

Thu 1/22

4:50 pm-11:54 pm

1 stop9h 04m

$338

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Tue 12/9

8:25 pm-1:32 pm

1 stop15h 07m

Punta Cana

Thu 12/11

6:11 pm-8:39 am

1 stop16h 28m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/21

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, March is the cheapest month in which you can book a flight from Illinois to Dominican Republic (average of $194). Flying from Illinois to Dominican Republic in October is currently the most expensive (average of $292). 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 October 23, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 41% on flights from Illinois to Dominican Republic by exploring options for tickets in the evening.

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 October 23, 2025.

The most flights from USIL to DO0 are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, 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 United Airlines, Spirit Airlines, and Southwest fly from Illinois to Dominican Republic in about 4h 20m. The time it takes to get you to your destination can typically vary by up to 5h 01m. Illinois and Dominican Republic are separated by a distance of 1967 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 Arajet, which is currently one of the cheapest options available, starting at $120. Spirit Airlines flights start at $126 while deals on United Airlines start at $148 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, March is the cheapest month in which you can book a flight from Illinois to Dominican Republic (average of $194). Flying from Illinois to Dominican Republic in October is currently the most expensive (average of $292). 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 October 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$188Average$431FlexibilityNo cancel feeOn-time70%
FrontierCheapest$223Average$436FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$226Average$696FlexibilityNo cancel feeOn-time69%
ArajetCheapest$232Average$318FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$274Average$591FlexibilityNo cancel feeOn-time71%
Spirit AirlinesCheapest$277Average$409FlexibilityNo cancel feeOn-time65%
DeltaCheapest$356Average$604FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$367Average$482FlexibilityNo cancel feeOn-time62%
Air CanadaCheapest$388Average$664FlexibilityNo cancel feeOn-time67%

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