Cheap flights from Punta Cana to Chicago from $189
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Punta Cana to Chicago departing on 12/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Our best Arajet deals on Punta Cana to Chicago flight tickets
United Airlines flights from Punta Cana to Chicago
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Fly from
Fly to
Route
Depart
Return
Punta CanaChicago
PUJ Punta Cana - ORD Chicago O'Hare Intl
PUJORD
Punta Cana
Tue 11/24
2:39 pm-11:38 pm
1 stop10h 59m
Chicago O'Hare Intl
Tue 12/1
7:00 am-3:58 pm
1 stop6h 58m
Punta CanaChicago
PUJ Punta Cana - ORD Chicago O'Hare Intl
PUJORD
Punta Cana
Sat 11/21
7:00 am-10:10 am
Nonstop5h 10m
Chicago O'Hare Intl
Sat 11/28
11:10 am-5:55 pm
Nonstop4h 45m
Punta CanaChicago
PUJ Punta Cana - ORD Chicago O'Hare Intl
PUJORD
Punta Cana
Sun 11/1
3:00 pm-11:57 pm
1 stop10h 57m
Chicago O'Hare Intl
Sun 11/8
7:00 am-3:26 pm
1 stop6h 26m
Punta CanaChicago
PUJ Punta Cana - ORD Chicago O'Hare Intl
PUJORD
Punta Cana
Fri 11/20
2:39 pm-11:38 pm
1 stop10h 59m
Chicago O'Hare Intl
Fri 11/27
7:00 am-4:18 pm
1 stop7h 18m
Punta CanaChicago
PUJ Punta Cana - ORD Chicago O'Hare Intl
PUJORD
Punta Cana
Wed 10/21
1:50 pm-11:30 pm
1 stop10h 40m
Chicago O'Hare Intl
Wed 10/28
7:00 am-2:25 pm
1 stop6h 25m
Punta CanaChicago
PUJ Punta Cana - ORD Chicago O'Hare Intl
PUJORD
Punta Cana
Thu 1/14
7:30 pm-10:40 pm
Nonstop5h 10m
Chicago O'Hare Intl
Fri 1/29
5:45 am-12:30 pm
Nonstop4h 45m
Punta CanaChicago
PUJ Punta Cana - ORD Chicago O'Hare Intl
PUJORD
Punta Cana
Thu 1/14
7:30 pm-10:40 pm
Nonstop5h 10m
Chicago O'Hare Intl
Sun 1/31
4:20 am-11:05 am
Nonstop4h 45m
Punta CanaChicago
PUJ Punta Cana - ORD Chicago O'Hare Intl
PUJORD
Punta Cana
Fri 12/25
5:34 pm-9:08 pm
Nonstop5h 34m
Chicago O'Hare Intl
Fri 1/1
9:52 am-4:29 pm
Nonstop4h 37m
Punta CanaChicago
PUJ Punta Cana - ORD Chicago O'Hare Intl
PUJORD
Punta Cana
Sat 11/21
4:08 pm-7:47 pm
Nonstop5h 39m
Chicago O'Hare Intl
Sat 11/28
6:00 am-3:48 pm
1 stop7h 48m
Punta CanaChicago
PUJ Punta Cana - ORD Chicago O'Hare Intl
PUJORD
Punta Cana
Thu 2/18
5:40 pm-9:12 pm
Nonstop5h 32m
Chicago O'Hare Intl
Mon 2/22
7:50 pm-12:05 pm
1 stop14h 15m
See travel insights to Chicago from
How to get the cheapest flight ticket from Punta Cana to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago?
The month of December is, on average, the cheapest month to fly to Chicago from Punta Cana, with most prices found around $360. If you’re not able to fly to Chicago in December, then February is your next best option. Flight prices from Punta Cana to Chicago during February average around $375.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Sunday when prices can be found for as low as $386. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Punta Cana to Chicago for around $589.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Punta Cana to Chicago during this time can be as low as $236. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $509.
What is the cheapest Punta Cana to Chicago flight route?
Fly from Punta Cana to Chicago O'Hare Intl for the best Punta Cana - Chicago flight prices
What cabin class options are available on Punta Cana to Chicago flights?
There are 3 cabin classes available to choose from on Punta Cana to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Punta Cana to Chicago flights?
You could potentially save up to 7% on your flight if you consider stops on a Punta Cana to Chicago flight.
What is the cheapest airline that flies from Punta Cana to Chicago?
United Airlines, Southwest, and Delta are the most popular carriers operating from Punta Cana to Chicago
What airlines fly to Chicago?
American Airlines, Arajet and JetBlue are the top three most popular airlines that fly to Chicago from Punta Cana according to our data. American Airlines is the first choice among our users, with 54% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Punta Cana to Chicago on average per day?
1 flights are operational daily from Punta Cana to Chicago as of October 2026. The most popular departure time for this route is 1:00PM, with 66% of flights per day taking off in the afternoon.
How many flights depart from Punta Cana to Chicago on average per week?
As of October 2026, 8 flights take off from Punta Cana and land in Chicago each week. The most common flight departure day for this route is Thu, with 25% of weekly flights taking off on this day.
When to book flights from Punta Cana to Chicago
Cheap Punta Cana to Chicago (PUJ to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Punta Cana to Chicago
Frequently asked questions about flying from Punta Cana to Chicago
How far is Punta Cana to Chicago by plane?
A flight from Punta Cana to Chicago will travel around 1958.2 mi. Flights usually cover this in 5h 09m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Punta Cana Airport to Chicago?
Prices for flights from Punta Cana Airport to Chicago are updated daily.
How many operators does momondo search for flights from Punta Cana Airport to Chicago?
As of October 2026, there are 2 operators available to choose from for flights from Punta Cana Airport to Chicago.
How old do you have to be to fly from Punta Cana Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Punta Cana Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Punta Cana to Chicago?
Based on momondo bookings for flights between Punta Cana and Chicago, the leading plane model is Boeing 737 MAX 8, making up 37.55% of the total bookings. Other popular models include Boeing 737 with 17.14%, Boeing 737 MAX 9 with 14.69%, and Airbus A321-100/200 with 8.98%.
Best airlines flying from Punta Cana to Chicago
Compare and see reviews for airlines that fly from Punta Cana to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $266 | Free Cancellation | Rating 6.2 55 reviews | |||
| PriceFrom $283 | Free Cancellation | Rating 7.0 12,145 reviews |
American Airlines Flights From Punta Cana to Chicago
Across 7 American Airlines flights from Punta Cana to Chicago this week, the average price was $650, with the best American Airlines deals starting from $283 round-trip. 12,145 users have rated American Airlines on momondo, with an average score of 7.0/10.
Arajet Flights From Punta Cana to Chicago
Across 55 Arajet reviews on momondo, the average score is 6.2/10. Arajet flies from Punta Cana to Chicago about 1 time each week, with ticket deals ranging from $266 to $476. Price data is based on momondo searches in the last 72 hours.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Punta Cana to Chicago?
Finding the right flight to Chicago from Punta Cana is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.
Can I find flights from Punta Cana to Chicago with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Punta Cana to Chicago flights to just show those with flexible booking policies.
How can momondo help me find flights from Punta Cana to Chicago?
momondo helps you find the best flight between Punta Cana and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from Punta Cana to Chicago right now. Can momondo alert me if prices change?
Yes. momondo can track prices for Punta Cana to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.