
Cheap Flights from Chicago to Santo Domingo
Cheap Flights from Chicago to Santo Domingo
Looking for cheap flights from Chicago to Santo Domingo? PointsYeah scans award availability across major airline and bank transfer programs in one place, so travelers can compare the lowest points and cash routes faster. Instead of searching each airline separately, users can see pricing from programs like Chase, Amex, Capital One, Citi, and Bilt side by side.
Award prices from Chicago to Santo Domingo vary by season, cabin, and date. There is no award space in the next two months right now. The live search above allows filtering by cabin, airline, stops, or maximum points to find the best award flights from Chicago to Santo Domingo for specific travel dates.
Chicago to Santo Domingo flight facts
Distance
1,946 mi
3,132 km in a straight line
Estimated flight time
about 4h 30m
In the air, for the straight-line distance
Time difference
+2h
Santo Domingo is 2 hours ahead of Chicago.
Airports in Chicago
DPA · Dupage
MDW · Chicago Midway Intl
ORD · Chicago O'Hare Intl
Airports in Santo Domingo
SDQ · Las Américas Intl
Nearby airport alternatives
Flights Chicago - Punta Cana · Punta Cana is 86 mi from Santo Domingo
Flights Chicago - Puerto Plata · Puerto Plata is 109 mi from Santo Domingo
Flights Chicago - Aguadilla · Aguadilla is 166 mi from Santo Domingo
Premium cabin flights from Chicago to Santo Domingo
Selected hotels for your next stay

La Romana (Dominican Republic)
Dreams La Romana Resort & Spa
From 20,000 Pts or $402

La Romana (Dominican Republic)
Secrets La Romana Resort & Spa
From 20,000 Pts or $396

Las Terrenas (Dominican Republic)
Sublime Samana Hotel & Residences(SLH)
From 75,000 Pts or $230
Frequently Asked Questions
The cheapest route from Chicago to Santo Domingo depends on award space, transfer bonuses, and travel dates. PointsYeah compares bank and airline programs in one place so you can find the best points and cash combinations faster.
Yes. Transferable points from Chase, Amex, Capital One, Citi, and Bilt can often be moved to airline partners for flights from Chicago to Santo Domingo.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Chicago to Santo Domingo.
Chicago and Santo Domingo are about 1,946 miles (3,132 km) apart in a straight line.
Flying the 1,946-mile straight-line distance takes about 4h 30m in the air, estimated from typical cruising speed. Actual travel time depends on the routing; itineraries with connections take longer.
Santo Domingo is 2 hours ahead of Chicago.
Departures from Chicago: Dupage (DPA), Chicago Midway Intl (MDW), Chicago O'Hare Intl (ORD). Arrivals in Santo Domingo: Las Américas Intl (SDQ).
Travelers searching this route also look at other popular routes into Santo Domingo, plus the return trip when we track it. Fares and award space change daily.
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Our mission is to provide the simplest and best
points travel planning experience. Yeah!