Dominican Republic

$104+ 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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PUJ
May 6 — May 131
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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 May 1, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$283
(CheapOair)

One-way from

$104
(Frontier)

Popular in

March

Cheapest in

May

Average price

$479

Good round-trip deal

$424 or less

Good one-way deal

$166 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. 2% 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 May 2025
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.

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 May 1, 2025.

This CheapOair deal was found by Cheapflights users on 4/30. 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 5/46:10 amORD - PUJ
Nonstop4h 41mMultiple Airlines
Fri 5/912:42 pmPUJ - ORD
1 stop11h 47mMultiple Airlines
Deal found 4/30$285
This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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.
Fri 5/306:45 amORD - PUJ
Nonstop4h 41mFrontier
Tue 6/35:54 pmPUJ - ORD
Nonstop5h 11mFrontier
Deal found 4/29$289
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/115:00 amORD - PUJ
1 stop9h 49mAmerican Airlines
Thu 5/153:16 pmPUJ - ORD
Nonstop5h 20mAmerican Airlines
Deal found 4/30$295
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 5/205:05 amORD - PUJ
1 stop8h 12mSpirit Airlines
Sat 5/2412:42 pmPUJ - ORD
1 stop8h 21mSpirit Airlines
Deal found 4/30$298
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/245:01 amORD - SDQ
1 stop18h 18mFrontier
Wed 6/256:41 pmSDQ - ORD
2 stops29h 47mFrontier
Deal found 4/29$329
This Delta deal was found by Cheapflights users on 4/30. 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.
Mon 8/116:00 amMDW - PUJ
1 stop6h 17mDelta
Fri 8/151:10 pmPUJ - MDW
1 stop9h 37mDelta
Deal found 4/30$335
This Booking.com deal was found by Cheapflights users on 4/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/25:05 amORD - SDQ
1 stop9h 40mSpirit Airlines
Mon 6/94:50 pmSDQ - ORD
1 stop17h 00mSpirit Airlines
Deal found 4/29$341
This Delta deal was found by Cheapflights users on 4/29. 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.
Sat 5/35:20 amORD - PUJ
1 stop9h 12mDelta
Thu 5/82:47 pmPUJ - ORD
1 stop7h 33mDelta
Deal found 4/29$345
This CheapOair deal was found by Cheapflights users on 4/29. 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.
Fri 5/98:24 pmORD - SDQ
1 stop14h 24mMultiple Airlines
Sat 5/243:50 pmSDQ - ORD
1 stop9h 15mMultiple Airlines
Deal found 4/29$390
This American Airlines deal was found by Cheapflights users on 4/29. 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 8/106:00 amORD - STI
1 stop13h 48mAmerican Airlines
Sat 8/161:31 pmSTI - ORD
1 stop11h 26mAmerican Airlines
Deal found 4/29$393
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 6/99:12 pmMDW - PUJ
2 stops14h 43mMultiple Airlines
Thu 6/1210:06 amPUJ - MDW
1 stop11h 11mMultiple Airlines
Deal found 4/30$394
This Copa Airlines deal was found by Cheapflights users on 4/28. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/27:54 amORD - SDQ
1 stop17h 51mCopa Airlines
Thu 6/55:21 amSDQ - ORD
1 stop20h 13mCopa Airlines
Deal found 4/28$395

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 May 1, 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 5/4

6:10 am-11:51 am

Nonstop4h 41m

Punta Cana

Fri 5/9

12:42 pm-11:29 pm

1 stop11h 47m

$285

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Fri 5/30

6:45 am-12:26 pm

Nonstop4h 41m

Punta Cana

Tue 6/3

5:54 pm-10:05 pm

Nonstop5h 11m

$289

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sun 5/11

5:00 am-3:49 pm

1 stop9h 49m

Punta Cana

Thu 5/15

3:16 pm-7:36 pm

Nonstop5h 20m

$295

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Tue 5/20

5:05 am-2:17 pm

1 stop8h 12m

Punta Cana

Sat 5/24

12:42 pm-8:03 pm

1 stop8h 21m

$298

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 6/24

5:01 am-12:19 am

1 stop18h 18m

Santo Domingo Las Americas

Wed 6/25

6:41 pm-11:28 pm

2 stops29h 47m

$329

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Mon 8/11

6:00 am-1:17 pm

1 stop6h 17m

Punta Cana

Fri 8/15

1:10 pm-9:47 pm

1 stop9h 37m

$335

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Mon 6/2

5:05 am-3:45 pm

1 stop9h 40m

Santo Domingo Las Americas

Mon 6/9

4:50 pm-8:50 am

1 stop17h 00m

$341

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sat 5/3

5:20 am-3:32 pm

1 stop9h 12m

Punta Cana

Thu 5/8

2:47 pm-9:20 pm

1 stop7h 33m

$345

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Fri 5/9

8:24 pm-11:48 am

1 stop14h 24m

Santo Domingo Las Americas

Sat 5/24

3:50 pm-12:05 am

1 stop9h 15m

$390

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sun 8/10

6:00 am-8:48 pm

1 stop13h 48m

Santiago de los Caballeros

Sat 8/16

1:31 pm-11:57 pm

1 stop11h 26m

$393

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

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, January is the cheapest month in which you can book a flight from Illinois to Dominican Republic (average of $443). Flying from Illinois to Dominican Republic in June is currently the most expensive (average of $598). 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 May 1, 2025.

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 May 1, 2025.

The most flights from USIL to DO0 are scheduled on a Monday (3 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

Rainfall in Dominican Republic by month

Plan your trip to Dominican Republic by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Dominican Republic ranges from 2.1 - 6.0 inches per month. October is typically the wettest month, when rainfall can reach 6.0 in. February is typically the driest time to visit Dominican Republic when rainfall is around 2.1 in.

Temperature in Dominican Republic by month

Plan your trip to Dominican Republic by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Dominican Republic, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 1, 2025.
Get a feel of what it's like to fly with Southwest, Delta and Copa Airlines from Illinois to Dominican Republic by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
8.0
Very good

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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.
  • 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 $104. United Airlines flights start at $116 while deals on Southwest 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, January is the cheapest month in which you can book a flight from Illinois to Dominican Republic (average of $443). Flying from Illinois to Dominican Republic in June is currently the most expensive (average of $598). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Illinois to Dominican Republic

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

Top 10 airlines flying from Illinois to Dominican Republic

Discover the top 10 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$193Average$542FlexibilityNo cancel feeOn-time70%
FrontierCheapest$222Average$506FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$226Average$698FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$249Average$362FlexibilityNo cancel feeOn-time65%
DeltaCheapest$334Average$640FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$335Average$861FlexibilityNo cancel feeOn-time67%
JetBlueCheapest$343Average$529FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$345Average$695FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$671Average$868FlexibilityNo cancel feeOn-time63%
AviancaCheapest$1,422Average$1,422FlexibilityNo cancel feeOn-time71%

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