Prepare for long walks between terminals at ORD. Check which terminal your airline operates from to avoid confusion.

Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $251 (Expedia) |
One-way from | $102 (Kiwi.com) |
Popular in | March |
Cheapest in | February |
Average price | $445 |
Good round-trip deal | $388 or less |
Good one-way deal | $171 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Sat 2/7
10:27 am-5:12 pm
Nonstop4h 45m
Punta Cana
Tue 2/10
7:30 pm-10:40 pm
Nonstop5h 10m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Thu 2/12
6:04 am-4:13 pm
1 stop8h 09m
Punta Cana
Mon 2/16
12:27 pm-11:21 pm
1 stop12h 54m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Wed 4/22
8:45 am-2:27 pm
Nonstop4h 42m
Punta Cana
Wed 4/29
1:50 pm-5:59 pm
Nonstop5h 09m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Tue 2/17
8:45 am-3:17 pm
Nonstop4h 32m
Punta Cana
Wed 2/25
4:25 pm-7:38 pm
Nonstop5h 13m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Mon 2/2
7:59 pm-2:20 pm
1 stop16h 21m
Punta Cana
Fri 2/6
4:55 pm-9:41 am
2 stops18h 46m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Wed 4/8
8:45 am-2:27 pm
Nonstop4h 42m
Punta Cana
Wed 4/15
1:50 pm-5:59 pm
Nonstop5h 09m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Sun 3/1
6:51 pm-2:52 pm
1 stop18h 01m
Punta Cana
Fri 3/6
5:46 pm-1:20 pm
2 stops21h 34m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Thu 1/29
9:30 am-4:02 pm
Nonstop4h 32m
Punta Cana
Thu 2/5
2:55 pm-6:08 pm
Nonstop5h 13m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Sat 2/7
8:47 am-3:19 pm
Nonstop4h 32m
Punta Cana
Thu 2/12
2:55 pm-6:08 pm
Nonstop5h 13m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Tue 1/27
8:45 am-3:17 pm
Nonstop4h 32m
Punta Cana
Tue 2/3
12:56 pm-11:39 pm
1 stop12h 43m
| 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 Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars |
The price you pay for your flight from Chicago O'Hare Intl Airport to Punta Cana may vary depending on when you book. For the best chance of a lower fare, look to book 49 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, December is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Punta Cana (average of $195). Flying from Chicago O'Hare Intl Airport to Punta Cana in March is currently the most expensive (average of $295). 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.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago O'Hare Intl Airport to Punta Cana as you normally would.
About 15% of weekly flights between Chicago and Punta Cana have experienced delays in the past year, with the average delay time being 136 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.
Tuesday tends to have the lowest number of delays on this route, whereas Saturday has historically faced a higher average of delays compared to other days of the week.
Over the last year, American Airlines have had the lowest number of delays on this route, with just 14% of flights being delayed.
Charlotte (CLT) – chosen by Cheapflights users on 50% of 1-stop itineraries from Chicago O'Hare Intl Airport to Punta Cana on Cheapflights.
Fort Lauderdale (FLL) is the most affordable 1-stop option, with an average round-trip price of $231.
Flights via Charlotte (CLT) have the shortest average one-way travel time for 1-stop routes: 6h 33m.
Flights via Charlotte (CLT) offer the fastest connection on this route, with an average layover time of 1h 05m.
Crew
Comfort
Boarding
Food
Overall
Entertainment
Reviews
Dane,Jan 2026
IAD - TYS
Crew
Comfort
Boarding
Food
Overall
Entertainment
Reviews
Dane,Jan 2026
IAD - TYS
Crew
Comfort
Boarding
Food
Overall
Entertainment
Reviews
Dane,Jan 2026
IAD - TYS
Crew
Comfort
Boarding
Food
Overall
Entertainment
Reviews
Dane,Jan 2026
IAD - TYS
Crew
Comfort
Boarding
Food
Overall
Entertainment
Reviews
Dane,Jan 2026
IAD - TYS
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$199 | Average$333 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$224 | Average$472 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$245 | Average$498 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$263 | Average$431 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$277 | Average$650 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$289 | Average$348 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$340 | Average$596 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$342 | Average$557 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$375 | Average$640 | FlexibilityNo cancel fee | On-time67% |