Travelers have found it’s best to book a flight 43 days in advance to save up to 114% 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 43 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 $361, or $522 for flights within the next 24 hours.
April is one of the best times of the year to fly to Dominican Republic from Chicago. Prices for April average $479 per person but you can even find prices for as low as $265. The most expensive prices can be found in the month of July. Opting for a April flight can save you 27% on your journey compared to booking in July
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
$214 - $430
Route
Depart
Return
Price
Chicago MidwaySanto Domingo Las Americas
MDW - SDQ
MDWSDQ
Chicago Midway
Wed 5/29
1 stop22h 45m
Santo Domingo Las Americas
Tue 6/4
1 stop22h 41m
Chicago MidwayPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
Mon 6/3
1 stop20h 33m
Punta Cana
Tue 6/11
1 stop14h 21m
Chicago O'Hare IntlSanto Domingo Las Americas
ORD - SDQ
ORDSDQ
Chicago O'Hare Intl
Wed 9/11
1 stop7h 41m
Santo Domingo Las Americas
Wed 9/18
1 stop8h 50m
Chicago O'Hare IntlSanto Domingo Las Americas
ORD - SDQ
ORDSDQ
Chicago O'Hare Intl
Wed 5/29
1 stop7h 35m
Santo Domingo Las Americas
Tue 6/4
1 stop19h 39m
Chicago O'Hare IntlPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Sun 9/1
1 stop9h 22m
Punta Cana
Thu 9/5
1 stop17h 33m
Chicago O'Hare IntlSantiago de los Caballeros
ORD - STI
ORDSTI
Chicago O'Hare Intl
Tue 10/1
1 stop8h 12m
Santiago de los Caballeros
Sat 10/26
1 stop8h 02m
Chicago MidwaySanto Domingo Las Americas
MDW - SDQ
MDWSDQ
Chicago Midway
Wed 9/11
2 stops11h 29m
Santo Domingo Las Americas
Wed 9/18
2 stops18h 49m
Chicago O'Hare IntlPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Wed 9/25
1 stop17h 17m
Punta Cana
Sun 9/29
1 stop18h 58m
Chicago O'Hare IntlSanto Domingo Las Americas
ORD - SDQ
ORDSDQ
Chicago O'Hare Intl
Wed 5/29
1 stop7h 12m
Santo Domingo Las Americas
Mon 6/3
1 stop14h 46m
No data available for this route at this time. Please check back soon.
Overall
Food
Boarding
Entertainment
Crew
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Overall
Food
Boarding
Entertainment
Crew
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Overall
Food
Boarding
Entertainment
Crew
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Overall
Food
Boarding
Entertainment
Crew
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Overall
Food
Boarding
Entertainment
Crew
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Overall
Food
Boarding
Entertainment
Crew
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
23%of flight departures | Early morningMidnight to 6 am |
---|---|
77%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.