Find Flights Tickets and Deals on JetBlue from United States to Dominican Republic from $180
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Our Most Popular Flights from Chicago to Dominican Republic
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Chicago (ORD)to
Santiago (STI)Depart 05/17/2026
from
$565
Seen: 17 hrs ago
one-way
Core
Chicago (ORD)to
Santo Domingo (SDQ)Depart 06/10/2026
from
$279
Seen: 3 hrs ago
one-way
Core
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking.
Tickets for Cheap Flights from Chicago to Dominican Republic
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From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Chicago (ORD) | Punta Cana (PUJ) | one-way / Core | Depart 09/02/2026 | from $180 Seen: 21 hrs ago |
| Chicago (ORD) | Santo Domingo (SDQ) | one-way / Core | Depart 10/18/2026 | from $233 Seen: 18 hrs ago |
| Chicago (ORD) | Puerto Plata (POP) | one-way / Core | Depart 06/20/2026 | from $351 Seen: 15 hrs ago |
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking.
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