Dominican Republic

$148+ Cheap flights from Illinois to the Dominican Republic

ORD — PUJ
Nov 29 — Dec 61
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Illinois to Dominican Republic with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Illinois to Dominican Republic

Cheapest flights from Illinois to Dominican Republic

Tue 11/176:00 am -
1 stop11h 53m
Tue 11/244:59 pm -
1 stop9h 48m
Deal found 10/28$330
Wed 11/117:50 pm -
1 stop12h 29m
Wed 11/182:55 pm -
1 stop10h 35m
Deal found 10/28$335
Thu 10/299:00 pm -
1 stop14h 35m
Tue 11/34:58 pm -
1 stop17h 02m
Deal found 10/29$340
Thu 11/127:20 pm -
1 stop16h 35m
Thu 11/194:59 pm -
1 stop9h 48m
Deal found 10/28$344
Wed 12/95:24 pm -
1 stop17h 46m
Sun 12/132:25 pm -
1 stop12h 43m
Deal found 10/29$359
Tue 11/105:00 am -
1 stop8h 06m
Tue 11/174:18 pm -
1 stop9h 43m
Deal found 10/28$364
Sat 12/55:24 pm -
1 stop17h 46m
Sun 12/131:27 pm -
1 stop9h 02m
Deal found 10/28$367
Sun 11/11:00 pm -
1 stop11h 50m
Mon 11/94:15 am -
1 stop9h 45m
Deal found 10/29$379
Sat 11/287:00 am -
1 stop7h 18m
Sat 12/52:37 pm -
1 stop10h 56m
Deal found 10/29$380
Mon 11/2311:53 pm -
1 stop7h 13m
Tue 11/244:28 pm -
1 stop8h 50m
Deal found 10/28$381
Fri 11/277:00 am -
1 stop7h 18m
Thu 12/32:37 pm -
1 stop10h 56m
Deal found 10/30$382
Fri 11/277:00 am -
1 stop7h 18m
Wed 12/22:37 pm -
1 stop10h 56m
Deal found 10/28$383

Find flight deals from Illinois to Dominican Republic

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$330
(American Airlines)

One-way from

$148
(JetBlue)

Popular in

June

Cheapest in

September

Average price

$523

Good round-trip deal

$450 or less

Good one-way deal

$283 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. 8% potential increase in price ($50 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in October 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

 
Use the filters below to find and compare flights from Illinois to the Dominican Republic that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSanto Domingo

ORD Chicago O'Hare Intl - SDQ Santo Domingo Las Americas

ORDSDQ

Chicago O'Hare Intl

Thu 11/12

1:00 pm-3:05 am

1 stop12h 05m

Santo Domingo Las Americas

Wed 12/31

12:00 am-10:30 pm

Nonstop0h 00m

$148

ChicagoSanto Domingo

ORD Chicago O'Hare Intl - SDQ Santo Domingo Las Americas

ORDSDQ

Chicago O'Hare Intl

Tue 11/10

8:15 am-7:53 pm

1 stop9h 38m

Santo Domingo Las Americas

Wed 12/31

12:00 am-10:30 pm

Nonstop0h 00m

$165

ChicagoPunta Cana

ORD Chicago O'Hare Intl - PUJ Punta Cana

ORDPUJ

Chicago O'Hare Intl

Sun 1/3

7:00 am-4:18 pm

1 stop7h 18m

Punta Cana

Wed 12/31

12:00 am-10:30 pm

Nonstop0h 00m

$178

ChicagoPunta Cana

ORD Chicago O'Hare Intl - PUJ Punta Cana

ORDPUJ

Chicago O'Hare Intl

Mon 11/23

5:55 am-5:28 pm

1 stop9h 33m

Punta Cana

Wed 12/31

12:00 am-10:30 pm

Nonstop0h 00m

$183

ChicagoPunta Cana

ORD Chicago O'Hare Intl - PUJ Punta Cana

ORDPUJ

Chicago O'Hare Intl

Mon 12/28

5:55 pm-12:27 pm

1 stop16h 32m

Punta Cana

Wed 12/31

12:00 am-10:30 pm

Nonstop0h 00m

$183

ChicagoPunta Cana

ORD Chicago O'Hare Intl - PUJ Punta Cana

ORDPUJ

Chicago O'Hare Intl

Tue 12/29

7:04 am-5:28 pm

1 stop8h 24m

Punta Cana

Wed 12/31

12:00 am-10:30 pm

Nonstop0h 00m

$183

ChicagoPunta Cana

MDW Chicago Midway - PUJ Punta Cana

MDWPUJ

Chicago Midway

Tue 12/29

6:30 pm-2:25 pm

1 stop17h 55m

Punta Cana

Wed 12/31

12:00 am-10:30 pm

Nonstop0h 00m

$183

ChicagoLa Romana

ORD Chicago O'Hare Intl - LRM La Romana

ORDLRM

Chicago O'Hare Intl

Thu 11/5

6:05 pm-2:00 pm

1 stop17h 55m

La Romana

Wed 12/31

12:00 am-10:30 pm

Nonstop0h 00m

$203

ChicagoLa Romana

ORD Chicago O'Hare Intl - LRM La Romana

ORDLRM

Chicago O'Hare Intl

Fri 11/6

7:50 pm-2:00 pm

1 stop16h 10m

La Romana

Wed 12/31

12:00 am-10:30 pm

Nonstop0h 00m

$203

ChicagoSanto Domingo

ORD Chicago O'Hare Intl - SDQ Santo Domingo Las Americas

ORDSDQ

Chicago O'Hare Intl

Sat 11/7

11:10 am-9:40 pm

1 stop8h 30m

Santo Domingo Las Americas

Wed 12/31

12:00 am-10:30 pm

Nonstop0h 00m

$219

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

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

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 $461). Flying from Illinois to Dominican Republic in June is currently the most expensive (average of $687). 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?

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.

How far ahead should I book a flight from Illinois to Dominican Republic?

The price you pay for your flight from Illinois to Dominican Republic may vary depending on when you book. For the best chance of a lower fare, look to book 17 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

Related info for your journey

  • How long is the flight from Illinois to Dominican Republic?

    Airlines like JetBlue, United Airlines, and Delta fly from Illinois to Dominican Republic in about 4h 37m. The time it takes to get you to your destination can typically vary by up to 4h 13m. 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 $87. Arajet flights start at $102 while deals on JetBlue start at $145 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 $461). Flying from Illinois to Dominican Republic in June is currently the most expensive (average of $687). 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

Alternative routes for Illinois to Dominican Republic

Top 9 airlines flying from Illinois to Dominican Republic

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$182Average$590FlexibilityNo cancel feeOn-timeN/A
ArajetCheapest$229Average$379FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$230Average$766FlexibilityNo cancel feeOn-time62%
Air CanadaCheapest$235Average$510FlexibilityNo cancel feeOn-time67%
JetBlueCheapest$255Average$480FlexibilityNo cancel feeOn-time62%
Hahn AirCheapest$318Average$486FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$389Average$694FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$394Average$656FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$511Average$741FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.