Direct flights from Chicago to Punta Cana
- 7 flights a week
- Southwest Airlines
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When the nonstops leave
Typical weekly schedule · 7 flights per week · Updated 80d ago
Most leave in the morning.
Arrive the same day
8:10 AMSat, Sun
10:30 AM5 days a week
No nonstop leaves between noon and 6 PM.
No nonstop leaves after 6 PM.
Southwest Airlines
Arrives Terminal B
Frequently asked questions
Is there a direct flight from Chicago to Punta Cana?
Yes. Southwest Airlines flies nonstop from Chicago (MDW) to Punta Cana (PUJ), daily. The flight takes about 4h 34m and covers 1,969 miles (3,168 km). Schedule data from 31 July 2026.
Which airlines fly direct from Chicago to Punta Cana?
Southwest Airlines operates nonstop flights from Chicago to Punta Cana.
How long is the flight from Chicago to Punta Cana?
The nonstop flight from Chicago to Punta Cana takes ~4h 34m (approximately 3168 km).
How often do direct flights operate from Chicago to Punta Cana?
Nonstop flights from Chicago to Punta Cana operate daily — 7 flights per week.
What days of the week are there direct flights from Chicago to Punta Cana?
Direct flights from Chicago to Punta Cana operate every day of the week.