Travelers have found it’s best to book a flight 55 days in advance to save up to 46% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 55 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago to Dominican Republic 1-2 weeks in advance for as low as $390, or $618 for flights within the next 24 hours.
October is one of the best times of the year to fly to Dominican Republic from Chicago. Prices for October average $504 per person but you can even find prices for as low as $260. The most expensive prices can be found in the month of November. Opting for a October flight can save you 29% on your journey compared to booking in November
When flying from Chicago to Dominican Republic, 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
$218 - $381
Route
Depart
Return
Price
Chicago O'Hare IntlSanto Domingo Las Americas
ORD - SDQ
ORDSDQ
Chicago O'Hare Intl
Wed 4/3
1 stop14h 40m
Santo Domingo Las Americas
Wed 4/17
1 stop13h 40m
Chicago O'Hare IntlSanto Domingo Las Americas
ORD - SDQ
ORDSDQ
Chicago O'Hare Intl
Tue 4/16
1 stop8h 37m
Santo Domingo Las Americas
Wed 5/8
1 stop13h 20m
Chicago MidwayPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
Mon 4/15
1 stop13h 28m
Punta Cana
Fri 4/26
1 stop8h 50m
Chicago MidwayPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
Tue 5/7
1 stop13h 32m
Punta Cana
Tue 5/14
1 stop8h 58m
Chicago O'Hare IntlPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Tue 4/16
1 stop16h 49m
Punta Cana
Wed 4/24
1 stop9h 05m
Chicago O'Hare IntlPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Mon 4/8
1 stop8h 10m
Punta Cana
Wed 4/17
Nonstop5h 10m
Chicago MidwaySanto Domingo Las Americas
MDW - SDQ
MDWSDQ
Chicago Midway
Tue 4/9
2 stops23h 00m
Santo Domingo Las Americas
Thu 4/11
1 stop8h 24m
Chicago O'Hare IntlPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Tue 4/23
Nonstop4h 36m
Punta Cana
Wed 4/24
1 stop7h 55m
Chicago O'Hare IntlSantiago de los Caballeros
ORD - STI
ORDSTI
Chicago O'Hare Intl
Wed 5/8
1 stop8h 22m
Santiago de los Caballeros
Mon 5/13
1 stop12h 40m
Comfort
Overall
Entertainment
Crew
Boarding
Food
Reviews
It was a good experience other than a short delay.
Comfort
Overall
Entertainment
Crew
Boarding
Food
Reviews
It was a good experience other than a short delay.
Comfort
Overall
Entertainment
Crew
Boarding
Food
Reviews
It was a good experience other than a short delay.
Comfort
Overall
Entertainment
Crew
Boarding
Food
Reviews
It was a good experience other than a short delay.
Comfort
Overall
Entertainment
Crew
Boarding
Food
Reviews
It was a good experience other than a short delay.
19%of flight departures | Early morningMidnight to 6 am |
---|---|
81%of flight departures | Morning6 am to noon |
0%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |
Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Chicago to Dominican Republic. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.
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 Dominican Republic from Chicago.
Yes! Cheapflights helps users easily find flights from Chicago to Dominican Republic with no change fees.
Not ready to book yet? You can track prices for flights from Chicago to Dominican Republic on Cheapflights with our Price Alert feature and get notified when better prices are available.