For a smooth departure from ORD, consider taking the “L” train to avoid Chicago traffic delays.

Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $250 (Trip.com) |
One-way from | $114 (Travelocity) |
Popular in | March |
Cheapest in | August |
Average price | $608 |
Good round-trip deal | $381 or less |
Good one-way deal | $179 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
lun. 1/12
5:45 am-12:30 pm
Nonstop4h 45m
Punta Cana
dom. 1/18
6:00 pm-9:10 pm
Nonstop5h 10m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
mar. 1/27
8:45 am-3:17 pm
Nonstop4h 32m
Punta Cana
mar. 2/3
12:56 pm-6:37 pm
1 stop7h 41m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
dom. 2/8
9:30 am-4:02 pm
Nonstop4h 32m
Punta Cana
vie. 2/13
5:20 pm-11:43 pm
1 stop8h 23m
ChicagoPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
sáb. 1/17
8:22 am-4:36 pm
2 stops30h 14m
Punta Cana
sáb. 1/24
4:11 pm-11:45 am
1 stop21h 34m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
mar. 3/10
7:52 am-1:22 pm
Nonstop4h 30m
Punta Cana
mar. 3/17
1:55 pm-6:08 pm
Nonstop5h 13m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
lun. 3/2
9:30 am-4:02 pm
Nonstop4h 32m
Punta Cana
lun. 3/9
3:25 pm-7:38 pm
Nonstop5h 13m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
dom. 1/11
9:30 am-4:02 pm
Nonstop4h 32m
Punta Cana
dom. 1/18
2:55 pm-6:08 pm
Nonstop5h 13m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
dom. 1/18
9:30 am-4:02 pm
Nonstop4h 32m
Punta Cana
dom. 1/25
2:55 pm-6:08 pm
Nonstop5h 13m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
mié. 3/18
6:00 am-4:25 pm
1 stop9h 25m
Punta Cana
mié. 3/25
11:56 am-6:51 pm
1 stop7h 55m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
jue. 1/29
6:00 am-5:25 pm
1 stop9h 25m
Punta Cana
jue. 2/5
2:55 pm-6:08 pm
Nonstop5h 13m
| 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 Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy- | Trust Score*1 star |
To ensure you get the cheapest price possible for a flight from Chicago to Punta Cana, you should look to book at least 90 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Currently, January is the cheapest month in which you can book a flight from Chicago to Punta Cana (average of $199). Flying from Chicago 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.
One of the essential ways to save on airfare from Chicago to Punta Cana is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 35% on airfare.
Travelers seeking maximum savings on their Chicago to Punta Cana flight should consider departing on Tuesday afternoons 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.
The most flights from CHI to PUJ are scheduled on a Monday (6 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (4 on average).
Panama City (PTY) – chosen by Cheapflights users on 33% of 1-stop itineraries from Chicago 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.
About 15% of weekly flights between Chicago and Punta Cana have experienced delays in the past year, with the average delay time being 133 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, TUI fly have had the lowest number of delays on this route, with just 11% of flights being delayed.
Overall
Boarding
Comfort
Crew
Entertainment
Food
Reviews
Thomas,Dec 2025
SEA - DEN
Overall
Boarding
Comfort
Crew
Entertainment
Food
Reviews
Thomas,Dec 2025
SEA - DEN
Overall
Boarding
Comfort
Crew
Entertainment
Food
Reviews
Thomas,Dec 2025
SEA - DEN
Overall
Boarding
Comfort
Crew
Entertainment
Food
Reviews
Thomas,Dec 2025
SEA - DEN
Overall
Boarding
Comfort
Crew
Entertainment
Food
Reviews
Thomas,Dec 2025
SEA - DEN
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$223 | Average$429 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$236 | Average$338 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$245 | Average$639 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$263 | Average$426 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$277 | Average$654 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$289 | Average$348 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$337 | Average$563 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$340 | Average$602 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$388 | Average$640 | FlexibilityNo cancel fee | On-time67% |