Price observed over the last 3 months for a round trip.
Compare all flight tickets and find cheap flights from Chicago to Punta Cana
The cheapest flights right now
Chicago – Punta Cana
Outbound – Nov 28, 2026
direct
4h 45m Return – Dec 5, 2026
direct
5h 10m $402
2 days ago
Chicago – Punta Cana
Outbound – Nov 28, 2026
direct
4h 45m Return – Dec 5, 2026
direct
5h 10m $400
yesterday
Chicago – Punta Cana
Outbound – Nov 29, 2026
1 stop
7h 13m SJU
Return – Dec 5, 2026
direct
5h 10m $464
yesterday
Chicago – Punta Cana
Outbound – Nov 28, 2026
direct
4h 45m Return – Dec 5, 2026
direct
5h 10m $453
2 days ago
* Prices are in USD per passenger, including taxes, for a round trip. Prices are based on searches carried out within the last 72 hours. Please note that availability and ticket prices are subject to change and should not be considered as the final price quoted.
Cheapest flight tickets
$302
Average price of a round trip
$493
Average flight ticket price recorded over the last 3 months for a round trip.
Flight duration
4h44
A flight from Chicago to Punta Cana takes on average 4h44.
Best time
October
According to user searches, the ideal month to go to Punta Cana is October.
The best flight deals for a week
Chicago – Punta Cana
Outbound – Nov 28, 2026
direct
4h 45m Return – Dec 5, 2026
direct
5h 10m $402
2 days ago
Chicago – Punta Cana
Outbound – Nov 28, 2026
direct
4h 45m Return – Dec 5, 2026
direct
5h 10m $400
yesterday
Chicago – Punta Cana
Outbound – Nov 29, 2026
1 stop
7h 13m SJU
Return – Dec 5, 2026
direct
5h 10m $464
yesterday
Chicago – Punta Cana
Outbound – Nov 28, 2026
direct
4h 45m Return – Dec 5, 2026
direct
5h 10m $453
2 days ago
* Prices are in USD per passenger, including taxes, for a round trip. Prices are based on searches carried out within the last 72 hours. Please note that availability and ticket prices are subject to change and should not be considered as the final price quoted.
Tips for finding a cheap flight from Chicago to Punta Cana
Check out our tips for booking your flight to Punta Cana (Dominican Republic) from Chicago (USA) at the cheapest possible price.
Usually, the cheapest month to pick up a ticket on this route is December, with an average flight ticket price of $255 (calculation over the last two years). The most touristic season corresponds to the months of December, October and November.
For the cheapest flights, it is advisable to buy your ticket at least 47 days before the departure date.
The airline offering the cheapest flight tickets is Arajet. A ticket from the airline Arajet to Punta Cana costs on average $337.
The airlines that offer the most flights are Arajet, Hahn Air Technologies and Arajet.
Price of flight tickets from Chicago to Punta Cana
Here is some information and tips to know before booking your flight:
- Flight ticket prices range from $302 to $609
- The average price of a flight ticket is about $493
- Prices are lowest for stays in the month of December
- The month in which booking a ticket is cheaper is: October
info departure city :
Chicago, USA
airports :
Chicago-Merrill C. Meigs Field Airport (CGX)
Chicago FSS (CHI)
Chicago-Midway International Airport (MDW)
Chicago-O'Hare International Airport (ORD)
local time :
Chicago is a city in the country USA, the time zone is [[timezone]]. In Chicago, it is currently {fromLocalTime}, the temperature is on average 11°C, with a minimum of 7°C and a maximum of 14°C.
The city of Chicago (CHI) has 4 airport(s): Chicago-Merrill C. Meigs Field, Chicago FSS, Chicago-Midway and Chicago-O'Hare
destination info :
Punta Cana, Dominican Republic
airport :
Punta Cana International Airport (PUJ)
local time :
Punta Cana is in the country Dominican Republic, the time zone is [[timezone]]. In Punta Cana, it is currently {toLocalTime}, the temperature is on average 28°C, with a minimum of 28°C and a maximum of 29°C.
The city of Punta Cana has 1 airport(s): Punta Cana
Useful info about Punta Cana
What is the least touristic period to go to Punta Cana?
If you want to visit Punta Cana during the least touristic period, choose the month of October.
What is the most popular time to travel to Punta Cana?
In Punta Cana, the most popular month is December. It is during this period that the prices offered by airlines are also the highest.
When should I book my flight from Chicago to Punta Cana?
According to our data, it is recommended to book your flight 47 days before your departure. If you book your flight ticket 7 weeks before your departure, you may find a price below average. The cheapest day to book a flight from Chicago to Punta Cana is Friday.
What are the arrival and destination airports when traveling between Chicago and Punta Cana?
When you leave, you can leave from Chicago-Midway or Chicago-O'Hare, and you will arrive at Punta Cana.
How to reach Chicago airport from the city centre?
The airport Chicago-Merrill C. Meigs Field is located 4 km, Chicago FSS is located 29 km, Chicago-Midway is located 12 km or Chicago-O'Hare is located 29 km from the city centre. You can access it by using public transportation, taking a taxi, or renting a car.
Are there other means of transportation to go from Chicago to Punta Cana?
Airplane is the only means of transportation listed on Liligo for this journey.
Are there big differences in weather between Chicago and Punta Cana?
In summer, the average temperature is 28°C in Punta Cana and 22°C in Chicago. The average rainfall in summer is 109 mm in Punta Cana and 145 mm in Chicago. In summer, it is warmer in Punta Cana and it rains less in Punta Cana. In winter, it is colder in Punta Cana and it rains more in Chicago.
