How many flights depart from Punta Cana to Chicago on average per day?

2 flights are operational daily from Punta Cana to Chicago as of August 2026. The most popular departure time for this route is 1:00PM, with 93% of flights per day taking off in the afternoon.

How many flights depart from Punta Cana to Chicago on average per week?

As of August 2026, 17 flights take off from Punta Cana and land in Chicago each week. The most common flight departure day for this route is Sun, with 24% of weekly flights taking off on this day.

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 61% 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.

What is the cheapest airline that flies from Punta Cana to Chicago?

Delta, United Airlines, and Southwest are the most popular carriers operating from Punta Cana to Chicago

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 August 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.

$112 Cheap Flights from Punta Cana to Chicago in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Punta Cana to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:47 am - 8:57 am

PUJ

ORD

5h 10mnonstop

3:20 am - 10:05 am

ORD

PUJ

4h 45mnonstop

$300Arajet

Sat, Nov 21 - Sun, Dec 6

7:02 am - 11:12 am

PUJ

ORD

5h 10mnonstop

6:45 am - 12:30 pm

ORD

PUJ

4h 45mnonstop

$302Arajet

Sat, Sep 5 - Fri, Sep 11

7:02 am - 11:12 am

PUJ

ORD

5h 10mnonstop

6:45 am - 12:30 pm

ORD

PUJ

4h 45mnonstop

$308Arajet

Sat, Sep 5 - Fri, Sep 11

7:30 pm - 11:40 pm

PUJ

ORD

5h 10mnonstop

5:30 am - 11:15 am

ORD

PUJ

4h 45mnonstop

$308Arajet

Thu, Sep 3 - Mon, Sep 7

7:02 am - 11:12 am

PUJ

ORD

5h 10mnonstop

3:40 pm - 4:05 pm

ORD

PUJ

23h 25m

1 stop

$379Multiple Airlines

Sat, Sep 5 - Fri, Sep 11

7:30 pm - 11:40 pm

PUJ

ORD

5h 10mnonstop

8:45 am - 4:05 pm

ORD

PUJ

30h 20m

1 stop

$379Multiple Airlines

Thu, Sep 24 - Sat, Oct 3

7:30 pm - 11:40 pm

PUJ

ORD

5h 10mnonstop

2:00 pm - 4:05 pm

ORD

PUJ

25h 05m

2 stops

$379Multiple Airlines

Thu, Sep 24 - Sat, Oct 3

12:01 pm - 12:33 am

PUJ

ORD

13h 32m

1 stop

6:59 am - 3:02 pm

ORD

PUJ

7h 03m

1 stop

$422American Airlines

Thu, Sep 24 - Sun, Sep 27

4:04 pm - 7:48 am

PUJ

ORD

16h 44m

1 stop

6:00 am - 3:02 pm

ORD

PUJ

8h 02m

1 stop

$422American Airlines

Thu, Sep 24 - Sun, Sep 27

1:44 pm - 11:56 pm

PUJ

ORD

11h 12m

2 stops

9:01 pm - 12:52 pm

ORD

PUJ

14h 51m

1 stop

$427American Airlines

Thu, Sep 24 - Mon, Sep 28

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United Airlines flights from Punta Cana to Chicago

Our best United Airlines deals on Punta Cana to Chicago flight tickets

United Airlines

Oct 28

PUJ1:55 pmPunta Cana

5h 15m

ORD6:10 pmChicago O'Hare Intl

Nov 1

ORD5:30 amChicago O'Hare Intl

8h 34m

1 stop

PUJ4:04 pmPunta Cana

$404

United Airlines

Sep 23

PUJ3:35 pmPunta Cana

22h 38m

1 stop

ORD1:13 pmChicago O'Hare Intl

Sep 27

ORD5:59 amChicago O'Hare Intl

29h 41m

1 stop

PUJ12:40 pmPunta Cana

$409

United Airlines

Sep 24

PUJ4:40 pmPunta Cana

29h 52m

1 stop

ORD9:32 pmChicago O'Hare Intl

Sep 27

ORD9:23 amChicago O'Hare Intl

4h 37m

PUJ3:00 pmPunta Cana

$410

Air Canada flights from Punta Cana to Chicago

Our best Air Canada deals on Punta Cana to Chicago flight tickets

Air Canada

Sep 15

PUJ4:20 pmPunta Cana

23h 35m

1 stop

ORD2:55 pmChicago O'Hare Intl

Sep 22

ORD3:40 pmChicago O'Hare Intl

23h 25m

1 stop

PUJ4:05 pmPunta Cana

$421

Air Canada

Oct 19

PUJ5:05 pmPunta Cana

39h 39m

2 stops

ORD7:44 amChicago O'Hare Intl

Oct 24

ORD5:56 pmChicago O'Hare Intl

22h 49m

1 stop

PUJ5:45 pmPunta Cana

$435

Air Canada

Sep 23

PUJ5:05 pmPunta Cana

18h 10m

1 stop

ORD10:15 amChicago O'Hare Intl

Sep 27

ORD3:40 pmChicago O'Hare Intl

19h 15m

2 stops

PUJ11:55 amPunta Cana

$437

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 11/21

5:47 am-8:57 am

Nonstop5h 10m

Chicago O'Hare Intl

Sun 12/6

3:20 am-10:05 am

Nonstop4h 45m

$300

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 9/5

7:02 am-11:12 am

Nonstop5h 10m

Chicago O'Hare Intl

Fri 9/11

6:45 am-12:30 pm

Nonstop4h 45m

$302

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 9/5

7:02 am-11:12 am

Nonstop5h 10m

Chicago O'Hare Intl

Fri 9/11

6:45 am-12:30 pm

Nonstop4h 45m

$308

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Thu 9/3

7:30 pm-11:40 pm

Nonstop5h 10m

Chicago O'Hare Intl

Mon 9/7

5:30 am-11:15 am

Nonstop4h 45m

$308

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 9/5

7:02 am-11:12 am

Nonstop5h 10m

Chicago O'Hare Intl

Fri 9/11

3:40 pm-4:05 pm

1 stop23h 25m

$379

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Thu 9/24

7:30 pm-11:40 pm

Nonstop5h 10m

Chicago O'Hare Intl

Sat 10/3

8:45 am-4:05 pm

1 stop30h 20m

$379

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Thu 9/24

7:30 pm-11:40 pm

Nonstop5h 10m

Chicago O'Hare Intl

Sat 10/3

2:00 pm-4:05 pm

2 stops25h 05m

$379

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Thu 9/24

12:01 pm-12:33 am

1 stop13h 32m

Chicago O'Hare Intl

Sun 9/27

6:59 am-3:02 pm

1 stop7h 03m

$422

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Thu 9/24

4:04 pm-7:48 am

1 stop16h 44m

Chicago O'Hare Intl

Sun 9/27

6:00 am-3:02 pm

1 stop8h 02m

$422

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Thu 9/24

1:44 pm-11:56 pm

2 stops11h 12m

Chicago O'Hare Intl

Mon 9/28

9:01 pm-12:52 pm

1 stop14h 51m

$427

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

What is the typical price of a round-trip flight between Punta Cana and Chicago?

Prices are currently low for flights on this route.

Typical prices usually range from $342 to $493.
The lowest price recently found on this route was $300.

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 $315. If you’re not able to fly to Chicago in December, then October is your next best option. Flight prices from Punta Cana to Chicago during October average around $352.

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 Friday when prices can be found for as low as $331. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Punta Cana to Chicago for around $476.

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 $297. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $433.

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?

No. A direct flight is the cheapest option for a flight between Punta Cana to Chicago.

How have Punta Cana to Chicago flight prices changed over time?

As of August 2026, prices for Punta Cana to Chicago flights are approximately 20% more expensive when compared to flights at the same time last year.

When to book flights from Punta Cana to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Punta Cana to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

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

Best Price Found	$267
Fastest flight time	5h 10m
Direct flights	Mon, Tue, Thu, Fri, Sat and Sun
Airports in Chicago	3 airports

The best one-way flight to Chicago from Punta Cana in the past 72 hours is $267. The best round-trip flight deal from Punta Cana to Chicago found on momondo in the last 72 hours is $484.

The fastest flight from Punta Cana to Chicago takes 5h 10m

Direct flights go from Punta Cana to Chicago on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. The only airline offering direct flights is Arajet.

There are 3 airports in Chicago. From Punta Cana there are direct flights to Chicago O'Hare Intl (ORD).

Search flight deals

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 10m, 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 August 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 36.96% of the total bookings. Other popular models include Boeing 737 MAX 9 with 21.43%, Boeing 737 with 17.39%, and Airbus A321-100/200 with 9.01%.

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
Arajet	PriceFrom $237	Free Cancellation	Rating 6.3 51 reviews		Search Arajet flights
American Airlines	PriceFrom $283	Free Cancellation	Rating 7.1 11,842 reviews		Search American Airlines flights

American Airlines Flights From Punta Cana to Chicago
Across 5 American Airlines flights from Punta Cana to Chicago this week, the average price was $448, with the best American Airlines deals starting from $283 round-trip. 11,842 users have rated American Airlines on momondo, with an average score of 7.1/10.
Arajet Flights From Punta Cana to Chicago
Across 51 Arajet reviews on momondo, the average score is 6.3/10. Arajet flies from Punta Cana to Chicago about 2 times each week, with ticket deals ranging from $237 to $476. Price data is based on momondo searches in the last 72 hours.

Merrillville

New Buffalo

Hammond

Portage

Benton Harbor

Lansing

Saint Joseph

Valparaiso

Schererville

Munster

Chesterton

Monticello

Crown Point

Porter

Griffith

Saint John

Why 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.

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Cheap flights from Punta Cana to Chicago from $227

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 12/5. 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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United Airlines flights from Punta Cana to Chicago

Our best United Airlines deals on Punta Cana to Chicago flight tickets

Air Canada flights from Punta Cana to Chicago

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How to get the cheapest flight ticket from Punta Cana to Chicago

What is the typical price of a round-trip flight between Punta Cana and Chicago?

What is the cheapest month to fly to Chicago?

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

What is the cheapest Punta Cana to Chicago flight route?

What cabin class options are available on Punta Cana to Chicago flights?

Can stopping save me money on Punta Cana to Chicago flights?

How have Punta Cana to Chicago flight prices changed over time?

What is the cheapest airline that flies from Punta Cana to Chicago?

What airlines fly to Chicago?

How many flights depart from Punta Cana to Chicago on average per day?

How many flights depart from Punta Cana to Chicago on average per week?

When to book flights from Punta Cana to Chicago

Cheap Punta Cana to Chicago (PUJ to CHI) flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

Frequently asked questions about flying from Punta Cana to Chicago

Best airlines flying from Punta Cana to Chicago

Compare and see reviews for airlines that fly from Punta Cana to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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