
Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $315 (Kiwi.com) |
One-way from | $133 (Kiwi.com) |
Popular in | November |
Cheapest in | October |
Average price | $482 |
Good round-trip deal | $919 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
Sun 12/7
6:00 am-4:46 pm
1 stop8h 46m
Punta Cana
Thu 12/11
6:11 pm-11:47 pm
1 stop7h 36m
ChicagoPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
Sun 1/25
7:16 pm-4:09 pm
1 stop18h 53m
Punta Cana
Thu 2/12
6:05 pm-9:56 am
1 stop17h 51m
ChicagoPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
Mon 1/12
7:16 pm-2:52 pm
1 stop17h 36m
Punta Cana
Thu 1/29
4:20 pm-9:08 am
1 stop18h 48m
ChicagoPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
Sun 1/18
7:16 pm-4:09 pm
1 stop18h 53m
Punta Cana
Thu 2/5
3:45 pm-10:26 pm
1 stop8h 41m
ChicagoPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
Mon 1/19
6:00 am-3:30 pm
1 stop7h 30m
Punta Cana
Thu 2/5
3:45 pm-10:26 pm
1 stop8h 41m
ChicagoPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
Sun 1/18
7:16 pm-4:09 pm
1 stop18h 53m
Punta Cana
Mon 2/2
4:20 pm-9:08 am
1 stop18h 48m
ChicagoPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
Sat 1/17
6:45 am-4:41 pm
1 stop7h 56m
Punta Cana
Wed 1/28
3:45 pm-10:26 pm
1 stop8h 41m
ChicagoPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
Tue 1/20
6:00 am-2:20 pm
1 stop6h 20m
Punta Cana
Mon 2/2
4:20 pm-9:08 am
1 stop18h 48m
ChicagoPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
Mon 1/19
6:00 am-3:30 pm
1 stop7h 30m
Punta Cana
Mon 2/2
4:20 pm-9:08 am
1 stop18h 48m
ChicagoPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
Sat 1/31
5:00 pm-1:30 pm
2 stops18h 30m
Punta Cana
Thu 2/5
4:20 pm-9:08 am
1 stop18h 48m
| 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 |
Currently, March is the cheapest month in which you can book a flight from Chicago Midway Airport to Punta Cana (average of $194). 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 59% on flights from Chicago Midway Airport to Punta Cana by exploring options for tickets in the evening.
About 20% of weekly flights between Chicago and Punta Cana have experienced delays in the past year, with the average delay time being 112 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 20% 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.
Flights via Atlanta (ATL) have the shortest average one-way travel time for 1-stop routes: 8h 03m.
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.
Overall
Crew
Food
Entertainment
Comfort
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
Overall
Crew
Food
Entertainment
Comfort
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
Overall
Crew
Food
Entertainment
Comfort
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
Overall
Crew
Food
Entertainment
Comfort
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
| 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 |