Compare Chicago to Dominican Republic flight deals starting at $463

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Find flights from Chicago (ORD) to Dominican Republic

Chicago (ORD) to Punta Cana (PUJ)

Depart Mon 24 Sep 2018,
Return Tue 9 Oct 2018
from$ 463*Viewed: 51 minutes ago

Chicago (ORD) to Puerto Plata (POP)

Depart Fri 7 Sep 2018,
Return Sat 22 Sep 2018
from$ 521*Viewed: 51 minutes ago

Chicago (ORD) to Santo Domingo (SDQ)

Depart Mon 1 Oct 2018,
Return Tue 16 Oct 2018
from$ 513*Viewed: 52 minutes ago

Chicago (ORD) to Santiago de los Caballeros (STI)

Depart Tue 11 Sep 2018,
Return Wed 26 Sep 2018
from$ 488*Viewed: 52 minutes ago
*Prices have been available for round trips within the last 48 hours and may not be currently available. Fares listed may be Basic Economy, which is our most restrictive fare option and subject to additional restrictions. Additional baggage charges and fees for other optional service may apply. Other terms and conditions may apply.
Wooden hut, small boats and rocks by the beach in Dominican Republic

Plan ahead for flights from Chicago to Dominican Republic

from
to
Type
Dates
Price*
Chicago (ORD)
to Punta Cana (PUJ)
Roundtrip
Depart Mon 24 Sep 2018
Return Tue 9 Oct 2018
from$ 463*Viewed: 51 minutes ago
Chicago (ORD)
to Santiago de los Caballeros (STI)
Roundtrip
Depart Tue 11 Sep 2018
Return Wed 26 Sep 2018
from$ 488*Viewed: 52 minutes ago
Chicago (ORD)
to Santo Domingo (SDQ)
Roundtrip
Depart Mon 1 Oct 2018
Return Tue 16 Oct 2018
from$ 513*Viewed: 52 minutes ago
Chicago (ORD)
to Puerto Plata (POP)
Roundtrip
Depart Fri 21 Sep 2018
Return Sat 6 Oct 2018
from$ 521*Viewed: 51 minutes ago
*Prices have been available for round trips within the last 48 hours and may not be currently available. Fares listed may be Basic Economy, which is our most restrictive fare option and subject to additional restrictions. Additional baggage charges and fees for other optional service may apply. Other terms and conditions may apply.