
Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $324 (Kiwi.com) |
One-way from | $141 (Trip.com) |
Popular in | November |
Cheapest in | October |
Average price | $925 |
Good round-trip deal | $381 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
dom. 1/18
6:45 am-4:41 pm
1 stop7h 56m
Punta Cana
jue. 1/22
4:55 pm-10:22 pm
1 stop7h 27m
ChicagoPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
mar. 3/3
6:00 am-3:30 pm
1 stop7h 30m
Punta Cana
mar. 3/10
3:52 pm-10:29 pm
1 stop7h 37m
ChicagoPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
lun. 1/12
6:45 am-4:41 pm
1 stop7h 56m
Punta Cana
sáb. 1/17
4:50 pm-10:07 pm
1 stop7h 17m
ChicagoPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
mar. 3/3
5:00 am-2:30 pm
1 stop7h 30m
Punta Cana
mar. 3/10
2:35 pm-6:40 pm
Nonstop5h 05m
ChicagoPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
sáb. 1/31
6:25 am-3:25 pm
1 stop7h 00m
Punta Cana
sáb. 2/7
2:08 pm-10:22 pm
1 stop10h 14m
ChicagoPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
vie. 1/23
6:00 am-2:20 pm
1 stop6h 20m
Punta Cana
lun. 1/26
4:55 pm-10:22 pm
1 stop7h 27m
ChicagoPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
mar. 1/27
5:00 am-2:30 pm
1 stop7h 30m
Punta Cana
mar. 2/3
2:40 pm-10:05 pm
2 stops9h 25m
ChicagoPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
vie. 2/6
5:30 am-2:30 pm
1 stop7h 00m
Punta Cana
mar. 2/10
2:40 pm-10:05 pm
2 stops9h 25m
ChicagoPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
lun. 4/27
8:35 pm-2:15 pm
2 stops16h 40m
Punta Cana
lun. 5/4
2:05 pm-11:40 pm
1 stop10h 35m
ChicagoPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
jue. 4/30
8:35 pm-3:00 pm
2 stops17h 25m
Punta Cana
jue. 5/7
2:05 pm-11:40 pm
1 stop10h 35m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars |
Currently, April is the cheapest month in which you can book a flight from Chicago Midway Airport to Punta Cana (average of $266). Flying from Chicago Midway Airport to Punta Cana in August is currently the most expensive (average of $762). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Unlike in the morning, when flights are generally more expensive, you can save up to 58% on flights from Chicago Midway Airport to Punta Cana by exploring options for tickets in the evening.
About 21% of weekly flights between Chicago and Punta Cana have experienced delays in the past year, with the average delay time being 113 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.
Thursday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Over the last year, Southwest have had the lowest number of delays on this route, with just 21% of flights being delayed.
Baltimore (BWI) – chosen by Cheapflights users on 50% of 1-stop itineraries from Chicago Midway Airport to Punta Cana on Cheapflights.
Atlanta (ATL) is the most affordable 1-stop option, with an average round-trip price of $606.
Flights via Atlanta (ATL) have the shortest average one-way travel time for 1-stop routes: 8h 03m.
Flights via Baltimore (BWI) offer the fastest connection on this route, with an average layover time of 2h 00m.
Boarding
Entertainment
Comfort
Crew
Overall
Food
Reviews
Thomas,Dec 2025
SEA - DEN
Boarding
Entertainment
Comfort
Crew
Overall
Food
Reviews
Thomas,Dec 2025
SEA - DEN
Boarding
Entertainment
Comfort
Crew
Overall
Food
Reviews
Thomas,Dec 2025
SEA - DEN
Boarding
Entertainment
Comfort
Crew
Overall
Food
Reviews
Thomas,Dec 2025
SEA - DEN
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$370 | Average$387 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$495 | Average$740 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$539 | Average$869 | FlexibilityNo cancel fee | On-timeN/A |