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Cheap flights from Chicago to Punta Cana

20 nonstop flights a week, 2 of them today. Operated by 4 airlines, about 4h 38m in the air, 1,969 mi (3,169 km). Tickets from $229, nonstop from $305.

Flights from Chicago to Punta Cana

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.

Prices by day: Chicago to Punta Cana

Lowest one-way price in dollars from recent searches, cheap days in green. Press a day to see flights and exact prices.

Filters

Best fares from Chicago to Punta Cana

Lowest one-way prices found by recent searches for the next 120 days; press a card to search that date

Cheapest one-way $229 11 December 2026, with a connection Cheapest nonstop $305 11 December 2026, Arajet Cheapest weekend departure $229 Fri, 11 December 2026 Cheapest month December 2026 tickets from $229

Chicago to Punta Cana at a glance

flight time, from 4h 25m to 4h 49m
4h 38m
straight-line distance
1,969 mi (3,169 km)
flights a week
20
flights today
2
first and last departure
04:20 - 11:10
lowest price, with a connection, 11 December
$229
lowest nonstop price
$305
airlines
4

Chicago to Punta Cana flight schedule

20 flights a week, 2 today, 28 seasonal or one-off. Departure and arrival times are local.

FlightDepartsArrivesDurationDaysAircraft
DM 5421
Arajet
04:20
11:05 Punta Cana International
4h 45m
Mon
Boeing 737
DM 5481
Arajet
05:45
12:30 Punta Cana International
4h 45m
Fri
Boeing 737
UA 1270
United Airlines
07:38 , terminal 1
14:15 Punta Cana International, terminal B
4h 37m
Sat
Boeing 737
UA 1862
United Airlines
07:38 , terminal 1
14:15 Punta Cana International, terminal B
4h 37m
Sun
Boeing 737
AA 2256
American Airlines
08:14 , terminal 3
14:52 Punta Cana International, terminal B
4h 38m
Daily
Airbus A321
WN 2682
Southwest Airlines
08:40 Chicago Midway International
15:15 Punta Cana International, terminal B
4h 35m
Sat
UA 1862
United Airlines
08:42 , terminal 1
15:19 Punta Cana International, terminal B
4h 37m
Sat
Boeing 737
UA 1862
United Airlines
09:17 , terminal 1
15:57 Punta Cana International, terminal B
4h 40m
Mon, Tue, Wed, Thu, Fri
Boeing 737-900
AA 846
American Airlines
09:30 , terminal 3
16:04 Punta Cana International, terminal B
4h 34m
Sat
Airbus A321
DM 5421
Arajet
11:10
17:55 Punta Cana International
4h 45m
Sat
Boeing 737

Seasonal and one-off flights

Not operating in the next two weeks. The first of them is on 2 December.

FlightDepartsArrivesDurationDaysAircraft
AA 2256
American Airlines
08:12 , terminal 3
14:50 Punta Cana International, terminal B
4h 38m
Seasonal
Airbus A321
AA 2256
American Airlines
08:10 , terminal 3
14:48 Punta Cana International, terminal B
4h 38m
Seasonal
Airbus A321
AA 846
American Airlines
09:52 , terminal 3
16:29 Punta Cana International, terminal B
4h 37m
Seasonal
Boeing 737-800
AA 2256
American Airlines
08:05 , terminal 3
14:43 Punta Cana International, terminal B
4h 38m
Seasonal
Airbus A321
AA 2613
American Airlines
09:35 , terminal 3
16:20 Punta Cana International, terminal B
4h 45m
Seasonal
Boeing 737-800
AA 2613
American Airlines
09:45 , terminal 3
16:25 Punta Cana International, terminal B
4h 40m
Seasonal
Boeing 737-800
WN 226
Southwest Airlines
08:20 Chicago Midway International
14:50 Punta Cana International, terminal B
4h 30m
Seasonal
Boeing 737
UA 1270
United Airlines
07:52 , terminal 1
14:22 Punta Cana International, terminal B
4h 30m
Seasonal
Boeing 737-900
UA 1862
United Airlines
08:47 , terminal 1
15:19 Punta Cana International, terminal B
4h 32m
Seasonal
Boeing 737-900
WN 226
Southwest Airlines
09:05 Chicago Midway International
15:30 Punta Cana International, terminal B
4h 25m
Seasonal
Boeing 737
WN 226
Southwest Airlines
08:25 Chicago Midway International
14:50 Punta Cana International, terminal B
4h 25m
Seasonal
Boeing 737
WN 226
Southwest Airlines
08:15 Chicago Midway International
13:40 Punta Cana International, terminal B
4h 25m
Seasonal
Boeing 737
DM 5421
Arajet
05:20
11:05 Punta Cana International
4h 45m
Seasonal
Boeing 737
DM 5481
Arajet
06:45
12:30 Punta Cana International
4h 45m
Seasonal
Boeing 737
DM 5421
Arajet
12:10
17:55 Punta Cana International
4h 45m
Seasonal
Boeing 737
UA 1270
United Airlines
08:45 , terminal 1
14:27 Punta Cana International, terminal B
4h 42m
Seasonal
Boeing 737
DM 5421
Arajet
12:12
17:57 Punta Cana International
4h 45m
Seasonal
Boeing 737
DM 5481
Arajet
05:30
11:15 Punta Cana International
4h 45m
Seasonal
Boeing 737
AA 2841
American Airlines
08:15 , terminal 3
13:53 Punta Cana International, terminal B
4h 38m
Seasonal
Boeing 737-800
AA 2868
American Airlines
09:45 , terminal 3
15:24 Punta Cana International, terminal B
4h 39m
Seasonal
Boeing 737-800
WN 2682
Southwest Airlines
08:50 Chicago Midway International
14:15 Punta Cana International, terminal B
4h 25m
Seasonal
Boeing 737
UA 1270
United Airlines
09:30 , terminal 1
15:12 Punta Cana International, terminal B
4h 42m
Seasonal
Boeing 737
AA 2841
American Airlines
08:30 , terminal 3
14:11 Punta Cana International, terminal B
4h 41m
Seasonal
Airbus A321
AA 2841
American Airlines
08:35 , terminal 3
14:10 Punta Cana International, terminal B
4h 35m
Seasonal
Airbus A321
WN 2682
Southwest Airlines
08:45 Chicago Midway International
14:15 Punta Cana International, terminal B
4h 30m
Seasonal
Boeing 737
AA 2841
American Airlines
08:11 , terminal 3
14:00 Punta Cana International, terminal B
4h 49m
Seasonal
Airbus A321
AA 2841
American Airlines
08:21 , terminal 3
14:05 Punta Cana International, terminal B
4h 44m
Seasonal
Airbus A321
UA 1270
United Airlines
09:23 , terminal 1
15:00 Punta Cana International, terminal B
4h 37m
Seasonal
Boeing 737

Days of the week are taken from the schedule for the next 14 days; schedules change by season. Punta Cana is 2 hours ahead of Chicago. The search shows seat availability and the price for your date.

Airlines flying Chicago to Punta Cana

Flights a week by schedule and the cheapest nonstop fare of each airline found by recent searches

American Airlines8 a week United Airlines8 a week Arajet3 a week Southwest Airlines1 a week

Airports

Where flights from Chicago to Punta Cana depart and land

Departure from Chicago

Chicago Midway International MDW

1 flight a week, 9 mi (14 km) from the city centre

About the airport

Arrival in Punta Cana

Punta Cana International PUJ

20 flights a week, terminal B, 0 mi (0 km) from the city centre

About the airport

When to visit Punta Cana

Weather by month

Best time to visit: January, March and September, +27° to +30° by day, sea +27° to +30°. In November it is +29° by day and +25° at night, sea +29°, with 21 rainy days.

Jan
+27° +23° +27° 17 days
Feb
+27° +23° +27° 19 days
Mar
+28° +23° +27° 16 days
Apr
+28° +23° +27° 19 days
May
+29° +25° +28° 20 days
Jun
+30° +26° +29° 21 days
Jul
+30° +26° +29° 25 days
Aug
+30° +26° +29° 23 days
Sep
+30° +26° +30° 18 days
Oct
+30° +25° +30° 19 days
Nov
+29° +25° +29° 21 days
Dec
+28° +24° +28° 19 days

Daytime and night temperatures in °C, sea temperature (in blue), rainy days. Months with the most comfortable weather are in green. Long-term averages.

Frequently asked questions

How long is the flight from Chicago to Punta Cana?
A nonstop flight takes 4 hours 38 minutes on average, from 4h 25m to 4h 49m depending on the flight.
How far is Punta Cana from Chicago?
1,969 mi (3,169 km) in a straight line between the cities.
Which airlines fly nonstop from Chicago to Punta Cana?
American Airlines (8 a week), United Airlines (8 a week), Arajet (3 a week) and Southwest Airlines (1 a week).
How many flights a day are there from Chicago to Punta Cana?
2 flights today and 20 a week, about 2.9 a day on average.
When are the first and last flights from Chicago to Punta Cana?
The first departure is at 04:20 (DM5421), the last at 11:10 (DM5421). Local time.
What is the cheapest upcoming date to fly from Chicago to Punta Cana?
11 December 2026 (Friday): from $229 one way, with a connection, by recent searches. The search shows the price for your dates.
Which airline is the cheapest from Chicago to Punta Cana?
Arajet: nonstop tickets from $305 on 11 December by recent searches. Prices change daily, so compare the sellers in the search.
What is the time difference between Chicago and Punta Cana?
Punta Cana is 2 hours ahead of Chicago. Schedule times on this page are local to each airport.
Which Chicago airport do flights to Punta Cana leave from?
Chicago Midway International (1 a week).