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 | $255 (Super.com) |
One-way from | $117 (Priceline) |
Popular in | March |
Cheapest in | February |
Average price | $552 |
Good round-trip deal | $355 or less |
Good one-way deal | $167 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Sun 2/1
8:52 am-5:25 pm
1 stop6h 33m
Punta Cana
Fri 2/6
5:20 pm-11:39 pm
1 stop8h 19m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Sun 12/7
7:52 am-2:22 pm
Nonstop4h 30m
Punta Cana
Sun 12/14
5:20 pm-11:43 pm
1 stop8h 23m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Fri 12/5
9:30 am-4:02 pm
Nonstop4h 32m
Punta Cana
Tue 12/16
5:20 pm-11:43 pm
1 stop8h 23m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Fri 1/23
6:00 am-5:25 pm
1 stop9h 25m
Punta Cana
Fri 1/30
5:20 pm-11:39 pm
1 stop8h 19m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Mon 12/8
9:30 am-4:02 pm
Nonstop4h 32m
Punta Cana
Mon 12/15
2:55 pm-6:08 pm
Nonstop5h 13m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Sun 12/14
6:00 am-5:25 pm
1 stop9h 25m
Punta Cana
Sun 12/21
2:55 pm-6:08 pm
Nonstop5h 13m
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
12:56 pm-6:37 pm
1 stop7h 41m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Mon 12/15
6:00 am-5:25 pm
1 stop9h 25m
Punta Cana
Mon 12/22
12:56 pm-11:44 pm
1 stop12h 48m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Wed 11/19
5:45 am-12:30 pm
Nonstop4h 45m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Sun 12/7
5:00 am-4:50 pm
1 stop9h 50m
| 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 Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 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 19 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Punta Cana (average of $213). Flying from Chicago O'Hare Intl Airport to Punta Cana in March is currently the most expensive (average of $301). 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 39% on flights from Chicago O'Hare Intl Airport to Punta Cana by exploring options for tickets at noon.
Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Punta Cana flight should consider departing on Thursday at noon when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
About 14% 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 Friday 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 13% of flights being delayed.
Panama City (PTY) – chosen by Cheapflights users on 50% of 1-stop itineraries from Chicago O'Hare Intl Airport to Punta Cana on Cheapflights.
Flights via Fort Lauderdale (FLL) have the shortest average one-way travel time for 1-stop routes: 8h 32m.
Flights via Fort Lauderdale (FLL) have the shortest average one-way travel time for 1-stop routes: 8h 32m.
Flights via Fort Lauderdale (FLL) offer the fastest connection on this route, with an average layover time of 3h 07m.
Entertainment
Comfort
Food
Overall
Crew
Boarding
Reviews
Jim,Nov 2025
AVL - ATL
Entertainment
Comfort
Food
Overall
Crew
Boarding
Reviews
Jim,Nov 2025
AVL - ATL
Entertainment
Comfort
Food
Overall
Crew
Boarding
Reviews
Jim,Nov 2025
AVL - ATL
Entertainment
Comfort
Food
Overall
Crew
Boarding
Reviews
Jim,Nov 2025
AVL - ATL
Entertainment
Comfort
Food
Overall
Crew
Boarding
Reviews
Jim,Nov 2025
AVL - ATL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$223 | Average$485 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$233 | Average$330 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$289 | Average$349 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$331 | Average$602 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$335 | Average$640 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$344 | Average$574 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$374 | Average$646 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$450 | Average$465 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$615 | Average$1,422 | FlexibilityNo cancel fee | On-time71% |