Cheap flights from Chicago (CHI) to the Dominican Republic from $88

This is the cheapest one-way flight price, found on 5/24. Prices may vary by date and flight preferences.
CHI — SDQ
May 30 — Jun 61
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Cheap flights from Chicago to Dominican Republic in May, June 2023

The best prices found for CHI to Dominican Republic flights for May, June
These are some of the best deals we've found on flights to Dominican Republic in 2023 at this time. More deals are always being added, so be sure to check back regularly.

Chicago to Dominican Republic 2023 flight deals

Cheap flights to Dominican Republic from Chicago found for this year
These are some of the best deals we've found on flights to Dominican Republic in 2023 at this time. More deals are always being added, so be sure to check back regularly.

Cheap Frontier flights from Chicago to Dominican Republic

Take a look at some of the lowest-priced Frontier flights heading from Chicago to Dominican Republic. Come back soon if you're not finding the exact deal you're looking for.

Cheap Delta flights from Chicago to Dominican Republic

Some of the lowest-priced Delta flights we've found at this time heading from Chicago to Dominican Republic. Make sure to examine the flight information before completing your reservation.

Non-stop flights to Dominican Republic from Chicago

Save time with Chicago to Dominican Republic direct flight deals
Consider booking one of these non-stop flights heading from Chicago to Dominican Republic. Users can also choose from other Chicago to Dominican Republic flights by using the search form above.

Last minute flights from Chicago to Dominican Republic

Late deals on return flights to Dominican Republic from Chicago, departing today and this week
Have a look at some of the flights available from Chicago to Dominican Republic departing last-minute. It's wise to confirm all flight details are correct before booking.

One-way flights to Dominican Republic from Chicago

The cheapest one-way flights from Chicago to Dominican Republic
Some of the best available deals we've found on one-way flights from Chicago to Dominican Republic. Those seeking round-trip flights from Chicago to Dominican Republic should utilize the search form at the the top of the page.

Find flights from Chicago to Dominican Republic within your budget

Use the slider to find flights from Chicago to Dominican Republic that fit your budget.

Fly from

Any airport

Fly to

Any airport

Budget

$220 - $365

Route

Depart

Return

Price

Chicago O'Hare IntlPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sun 6/4

Nonstop4h 34m

Punta Cana

Wed 6/7

Nonstop5h 07m

Chicago O'Hare IntlPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sun 6/4

Nonstop4h 34m

Punta Cana

Wed 6/7

Nonstop5h 07m

Chicago O'Hare IntlPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Tue 6/6

Nonstop4h 34m

Punta Cana

Wed 6/7

Nonstop5h 07m

Chicago O'Hare IntlPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sun 6/4

1 stop21h 45m

Punta Cana

Wed 6/7

1 stop24h 23m

Chicago O'Hare IntlPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Tue 6/6

Nonstop4h 34m

Punta Cana

Wed 6/7

1 stop10h 33m

Chicago O'Hare IntlPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sat 8/26

Nonstop4h 34m

Punta Cana

Wed 8/30

Nonstop4h 58m

Chicago O'Hare IntlPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Thu 9/28

1 stop24h 54m

Punta Cana

Mon 10/2

1 stop12h 09m

Chicago O'Hare IntlSanto Domingo Las Americas

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 6/20

1 stop6h 57m

Santo Domingo Las Americas

Wed 6/28

1 stop29h 30m

Chicago MidwaySanto Domingo Las Americas

MDW - SDQ

MDWSDQ

Chicago Midway

Sun 8/20

1 stop6h 45m

Santo Domingo Las Americas

Sat 9/16

1 stop8h 06m

Flights are sorted by cheapest first

Deals found on 5/24

Reviews of Airlines Servicing Dominican Republic

Peruse reviews from past customers who have flown with Frontier, Delta and Spirit Airlines from Chicago to Dominican Republic to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
2,341 reviews

Overall

8.0

Crew

8.5

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Food

7.2

Reviews

1 / 10

My middle seat did not recline. When I asked the flight attendant for help she said it would be a quick flight and we'd be there soon. Given that it was an evening flight that I had to reschedule after two flight cancellations from a different airport, that required a bus ride to a different city, I was really hoping for a quick nap.

Delta
8.0
Very good
2,341 reviews
Delta
8.0
Very good
2,341 reviews

Overall

8.0

Crew

8.5

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Food

7.2

Reviews

1 / 10

My middle seat did not recline. When I asked the flight attendant for help she said it would be a quick flight and we'd be there soon. Given that it was an evening flight that I had to reschedule after two flight cancellations from a different airport, that required a bus ride to a different city, I was really hoping for a quick nap.

United Airlines
7.6
Good
1,483 reviews
Delta
8.0
Very good
2,341 reviews

Overall

8.0

Crew

8.5

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Food

7.2

Reviews

1 / 10

My middle seat did not recline. When I asked the flight attendant for help she said it would be a quick flight and we'd be there soon. Given that it was an evening flight that I had to reschedule after two flight cancellations from a different airport, that required a bus ride to a different city, I was really hoping for a quick nap.

American Airlines
7.4
Good
2,147 reviews
Delta
8.0
Very good
2,341 reviews

Overall

8.0

Crew

8.5

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Food

7.2

Reviews

1 / 10

My middle seat did not recline. When I asked the flight attendant for help she said it would be a quick flight and we'd be there soon. Given that it was an evening flight that I had to reschedule after two flight cancellations from a different airport, that required a bus ride to a different city, I was really hoping for a quick nap.

Spirit Airlines
6.6
Okay
1,005 reviews
Delta
8.0
Very good
2,341 reviews

Overall

8.0

Crew

8.5

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Food

7.2

Reviews

1 / 10

My middle seat did not recline. When I asked the flight attendant for help she said it would be a quick flight and we'd be there soon. Given that it was an evening flight that I had to reschedule after two flight cancellations from a different airport, that required a bus ride to a different city, I was really hoping for a quick nap.

British Airways
6.6
Okay
552 reviews
Delta
8.0
Very good
2,341 reviews

Overall

8.0

Crew

8.5

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Food

7.2

Reviews

1 / 10

My middle seat did not recline. When I asked the flight attendant for help she said it would be a quick flight and we'd be there soon. Given that it was an evening flight that I had to reschedule after two flight cancellations from a different airport, that required a bus ride to a different city, I was really hoping for a quick nap.

Related info for your journey

Useful info, stats and facts about Chicago to Dominican Republic flights.

Destination points for flights from Chicago to Dominican Republic

Select to see more specific information for flights from Chicago to all places in Dominican Republic

Top 10 airlines flying from Chicago to Dominican Republic

The chart below displays the airlines Cheapflights users traveling from Chicago to Dominican Republic choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
FrontierCheapest$188Average$514FlexibilityNo cancel feeOn-time62%COVID-19 safety
Search Frontier flights
Spirit AirlinesCheapest$255Average$533FlexibilityNo cancel feeOn-time65%COVID-19 safety
Search Spirit Airlines flights
DeltaCheapest$292Average$680FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights
American AirlinesCheapest$295Average$744FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
United AirlinesCheapest$336Average$685FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
Copa AirlinesCheapest$385Average$584FlexibilityNo cancel feeOn-time70%COVID-19 safety
Search Copa Airlines flights
JetBlueCheapest$417Average$611FlexibilityNo cancel feeOn-time62%COVID-19 safety
Search JetBlue flights
Alaska AirlinesCheapest$429Average$499FlexibilityNo cancel feeOn-time75%COVID-19 safety
Search Alaska Airlines flights
LufthansaCheapest$436Average$461FlexibilityNo cancel feeOn-time76%COVID-19 safety
Search Lufthansa flights
Air CanadaCheapest$550Average$884FlexibilityNo cancel feeOn-time67%COVID-19 safety
Search Air Canada flights

Hourly flight availability from Chicago to Dominican Republic

See what time of day planes typically take off from Chicago to Dominican Republic
0%of flight departuresEarly morningMidnight to 6 am
100%of flight departuresMorning6 am to noon
0%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM