Flights from Chicago to Santo Domingo
Pick a departure date to see flights and seller prices
We search agencies and airlines for your day: nonstop and connecting flights, baggage, departure and arrival times.
Where to connect
Options with one connection, fastest first
- fastest, via Orlando
- 8h 24m
- two tickets, via Miami
- $196
- connection options
- 5
- straight-line distance
- 1,923 mi (3,094 km)
fastest
Via Orlando
8h 24m
with the connection
two ticketsfrom $341
Via Atlanta
8h 29m
with the connection
two ticketsfrom $266
Via Miami
8h 36m
with the connection
Chicago to Miami
flight 3h 13m
Connection of about 3h
Arrival: Fort Lauderdale-Hollywood International, Miami International. Departure to Santo Domingo: Fort Lauderdale-Hollywood International, Miami International.
Miami to Santo Domingo
flight 2h 23m
two ticketsfrom $196
Via San Juan
Puerto Rico
8h 47m
with the connection
two ticketsfrom $252
Via Philadelphia
9h 4m
with the connection
Chicago to Philadelphia
flight 2h 5m
Connection of about 3h
Philadelphia to Santo Domingo
flight 3h 59m
two ticketsfrom $240
One ticket or two
How the options are calculated and what to keep in mind at the connection
Flight times come from the nonstop schedule (estimated from the distance where there is no schedule), with 3h allowed for the connection. The price of an option is the sum of the lowest known fares for each leg; their dates may not match, so treat it as a guide. The search shows tickets for your dates, including connections on a single ticket.
Nearest nonstop flights
The closest you can get without a connection
From Chicago to cities closest to Santo Domingo
Chicago to Punta Cana
Punta Cana: 103 mi (165 km) from Santo Domingo, flight 4h 38m
from $229
Chicago to San Juan
San Juan: 250 mi (403 km) from Santo Domingo, flight 4h 44m
from $120
Chicago to Oranjestad
Oranjestad: 413 mi (665 km) from Santo Domingo, flight 5h 16m
Chicago to Montego Bay
Montego Bay: 522 mi (840 km) from Santo Domingo, flight 4h 7m
from $239
Chicago to Nassau
Nassau: 657 mi (1,057 km) from Santo Domingo, flight 3h 29m
Chicago to Miami
Miami: 826 mi (1,330 km) from Santo Domingo, flight 3h 13m
from $85
To Santo Domingo from cities closest to Chicago
Atlanta to Santo Domingo
Atlanta: 589 mi (948 km) from Chicago, flight 3h 25m
from $209
Philadelphia to Santo Domingo
Philadelphia: 664 mi (1,068 km) from Chicago, flight 3h 59m
from $152
New York to Santo Domingo
New York: 711 mi (1,144 km) from Chicago, flight 3h 56m
from $143
Montreal to Santo Domingo
Montreal: 746 mi (1,200 km) from Chicago, flight 4h 25m
Boston to Santo Domingo
Boston: 849 mi (1,366 km) from Chicago, flight 4h 7m
from $138
Orlando to Santo Domingo
Orlando: 986 mi (1,587 km) from Chicago, flight 2h 38m
from $195
Frequently asked questions
Is there a nonstop flight from Chicago to Santo Domingo?
There are no nonstop flights in the schedule. You will need a connection, the fastest is via Orlando.
What is the fastest way to fly from Chicago to Santo Domingo?
Via Orlando: 2h 46m to the connection, 2h 38m after it, about 8h 24m in total with 3h for the connection.
How much does a flight from Chicago to Santo Domingo with a connection cost?
Two nonstop tickets via Miami from $196. This is the sum of the lowest known prices for each leg, and their dates may not match.
Which cities can you connect in between Chicago and Santo Domingo?
Orlando (8h 24m total), Atlanta (8h 29m total), Miami (8h 36m total), San Juan (8h 47m total) and Philadelphia (9h 4m total).
How far is Santo Domingo from Chicago?
1,923 mi (3,094 km) in a straight line between the cities.
How much time should I allow for the connection?
The options allow 3h. On a single ticket the carrier is responsible for the connection; on separate tickets you set the margin yourself, allowing time to collect and re-check your bags.