Nonstop flights from Punta Cana to Chicago

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

PUJORD

Routes

2 airport pairs

PUJ to ORDPunta Cana to Chicago O'Hare1 to 3 a day
PUJ to MDWPunta Cana to Chicago Midway1 a week

When they leave

Punta Cana time

7:02a7:30pFirst departure 7:02 AM, last 7:30 PM

One morning flight at 7:02 AM, then three in the afternoon, 3:05 PM to 4:10 PM, then one evening flight at 7:30 PM.

Every flight

Earliest first

7:02 AM→11:12 AMPUJ to ORDArajetUntil Nov 19, back Jan 21, 2027Boeing 737 MAX 8Sat, Sun
3:05 PM→7:25 PMPUJ to ORDAmerican AirlinesAirbus A321Daily
3:35 PM→7:39 PMPUJ to ORDUnited AirlinesUntil Nov 20, back Jan 20, 2027Boeing 737 MAX 9Sat
4:10 PM→7:15 PMPUJ to MDWSouthwest AirlinesFrom Nov 21Boeing 737-700Sat
7:30 PM→11:40 PMPUJ to ORDArajetUntil Nov 19, back Jan 21, 2027Boeing 737 MAX 8Thu

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

Flying from Punta Cana to Chicago

American Airlines flies most often, daily on the Airbus A321. Arajet flies on Thursdays, Saturdays and Sundays 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 Mondays, Tuesdays, Wednesdays and Fridays to 4 on Saturdays. The first arrival in Chicago is at 11:12 AM and the last at 11:40 PM.

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

On PUJ to ORD, Arajet flies it until Nov 19 and is back on Jan 21, 2027. On PUJ to ORD, United Airlines flies it until Nov 20 and is back on Jan 20, 2027. On PUJ to MDW, Southwest Airlines starts on Nov 21.

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

Return flights

Chicago to Punta CanaView

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

Schedules as of Oct 9, 2026.