To save on the cost of your flight from Dominican Republic to Chicago, book at least 52 days before your planned departure. Booking around this time can save you about 87% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $286 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $473.
Due to multiple factors, expect to potentially pay more when booking in July. For low rates, January can be a great choice for travel to Chicago. Flights to Chicago from Dominican Republic in January are about $421 on average during January, but can be found for as low as $181.
When flying from Dominican Republic to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$232 - $485
Route
Depart
Return
Price
Santo Domingo Las AmericasChicago O'Hare Intl
SDQ - ORD
SDQORD
Santo Domingo Las Americas
Tue 9/10
1 stop9h 20m
Chicago O'Hare Intl
Mon 9/16
1 stop9h 16m
Santo Domingo Las AmericasChicago O'Hare Intl
SDQ - ORD
SDQORD
Santo Domingo Las Americas
Wed 9/18
1 stop8h 50m
Chicago O'Hare Intl
Mon 9/23
1 stop9h 16m
Santo Domingo Las AmericasChicago Midway
SDQ - MDW
SDQMDW
Santo Domingo Las Americas
Sun 6/9
1 stop21h 47m
Chicago Midway
Sat 6/15
1 stop23h 03m
Punta CanaChicago O'Hare Intl
PUJ - ORD
PUJORD
Punta Cana
Wed 7/31
1 stop9h 03m
Chicago O'Hare Intl
Tue 8/6
1 stop21h 57m
Punta CanaChicago O'Hare Intl
PUJ - ORD
PUJORD
Punta Cana
Tue 6/25
1 stop15h 11m
Chicago O'Hare Intl
Tue 7/2
1 stop9h 02m
Punta CanaChicago O'Hare Intl
PUJ - ORD
PUJORD
Punta Cana
Thu 8/15
Nonstop5h 00m
Chicago O'Hare Intl
Sat 8/24
1 stop16h 39m
Punta CanaChicago O'Hare Intl
PUJ - ORD
PUJORD
Punta Cana
Thu 10/24
1 stop7h 39m
Chicago O'Hare Intl
Mon 10/28
1 stop6h 40m
Santo Domingo Las AmericasChicago O'Hare Intl
SDQ - ORD
SDQORD
Santo Domingo Las Americas
Fri 10/25
1 stop19h 37m
Chicago O'Hare Intl
Thu 10/31
1 stop14h 10m
Santo Domingo Las AmericasChicago O'Hare Intl
SDQ - ORD
SDQORD
Santo Domingo Las Americas
Mon 7/1
1 stop9h 18m
Chicago O'Hare Intl
Thu 7/4
1 stop7h 15m
No data available for this route at this time. Please check back soon.
Comfort
Food
Overall
Entertainment
Crew
Boarding
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Food
Overall
Entertainment
Crew
Boarding
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Food
Overall
Entertainment
Crew
Boarding
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Food
Overall
Entertainment
Crew
Boarding
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Food
Overall
Entertainment
Crew
Boarding
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Food
Overall
Entertainment
Crew
Boarding
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
1%of flight departures | Early morningMidnight to 6 am |
---|---|
21%of flight departures | Morning6 am to noon |
78%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |
Cheapflights makes it easy to find Dominican Republic to Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.
By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from Dominican Republic.
Need flexible booking options for your flight to Chicago from Dominican Republic? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.
Of course! You can now track prices for flights from Dominican Republic to Chicago and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.