Nonstop flights from Chicago to Punta Cana

4 airlines fly from 2 Chicago airports (ORD and MDW) to Punta Cana (PUJ), with up to 4 flights a day.

ORDPUJ

Routes

2 airport pairs

ORD to PUJChicago O'Hare to Punta Cana1 to 3 a day
MDW to PUJChicago Midway to Punta Cana1 a week

When they leave

Chicago time

5:30a9:23aFirst departure 5:30 AM, last 9:23 AM

Five in the morning, 5:30 AM to 9:23 AM.

Every flight

Earliest first

5:30 AM→11:15 AMORD to PUJArajetBoeing 737 MAX 8Mon, Sat
6:45 AM→12:30 PMORD to PUJArajetBoeing 737 MAX 8Fri
8:21 AM→2:05 PMORD to PUJAmerican AirlinesAirbus A321Daily
8:40 AM→3:15 PMMDW to PUJSouthwest AirlinesFrom Nov 21Boeing 737-700Sat
9:23 AM→3:00 PMORD to PUJUnited AirlinesBoeing 737 MAX 9Sat

Schedules last checked Sep 21, 2026. Times are local.

Flying from Chicago to Punta Cana

American Airlines flies most often, daily on the Airbus A321. Arajet flies on Mondays, Fridays and Saturdays with the Boeing 737 MAX 8. Southwest Airlines flies on Saturdays with the Boeing 737-700. United Airlines flies on Saturdays with the Boeing 737 MAX 9.

Flights run every day of the week, from 1 on Tuesdays, Wednesdays, Thursdays and Sundays to 4 on Saturdays. The first arrival in Punta Cana is at 11:15 AM and the last at 3:15 PM.

ORD to PUJ is the busiest airport pair, with 11 flights a week, then MDW to PUJ with 1.

On MDW to PUJ, Southwest Airlines starts on Nov 21.

Flying back, Punta Cana to Chicago has 12 nonstop flights a week.

Return flights

Punta Cana to ChicagoView

Find the cheapest day to fly from Chicago to Punta Cana.

Schedules as of Oct 9, 2026.