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
$212 - $424
Route
Depart
Return
Price
Chicago MidwayPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
Mon 5/20
1 stop13h 19m
Punta Cana
Tue 5/21
1 stop25h 11m
Chicago O'Hare IntlSantiago de los Caballeros
ORD - STI
ORDSTI
Chicago O'Hare Intl
Tue 5/21
1 stop6h 19m
Santiago de los Caballeros
Tue 5/28
1 stop7h 56m
Chicago O'Hare IntlPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Thu 5/30
1 stop28h 33m
Punta Cana
Mon 6/3
1 stop9h 16m
Chicago O'Hare IntlSantiago de los Caballeros
ORD - STI
ORDSTI
Chicago O'Hare Intl
Tue 5/21
1 stop6h 19m
Santiago de los Caballeros
Thu 5/30
1 stop7h 56m
Chicago O'Hare IntlPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Mon 6/3
1 stop9h 07m
Punta Cana
Fri 6/7
1 stop9h 16m
Chicago O'Hare IntlPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Sun 9/1
Nonstop4h 35m
Punta Cana
Thu 9/5
1 stop17h 33m
Chicago O'Hare IntlSantiago de los Caballeros
ORD - STI
ORDSTI
Chicago O'Hare Intl
Sun 9/1
1 stop9h 47m
Santiago de los Caballeros
Thu 9/26
1 stop13h 57m
Chicago O'Hare IntlPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Wed 9/25
1 stop10h 03m
Punta Cana
Sun 9/29
1 stop18h 58m
Chicago O'Hare IntlSanto Domingo Las Americas
ORD - SDQ
ORDSDQ
Chicago O'Hare Intl
Fri 11/1
1 stop8h 04m
Santo Domingo Las Americas
Wed 11/6
1 stop8h 48m
No data available for this route at this time. Please check back soon.
Comfort
Boarding
Crew
Entertainment
Food
Overall
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.
Comfort
Boarding
Crew
Entertainment
Food
Overall
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.
Comfort
Boarding
Crew
Entertainment
Food
Overall
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.
Comfort
Boarding
Crew
Entertainment
Food
Overall
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.
Comfort
Boarding
Crew
Entertainment
Food
Overall
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.
Comfort
Boarding
Crew
Entertainment
Food
Overall
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 |
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