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

The number of flights available between Chicago and Punta Cana is 3 per day as of July 2025. The most frequent departure time is 9:00AM, with 100% of daily flights leaving at noon.

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

As of July 2025, there are 26 flights per week flying from Chicago to Punta Cana. The most common day of the week flights depart is Mon, with 15% of flights taking off on this day.

What airlines fly to Punta Cana?

American Airlines, Frontier and United Airlines are the top three most popular airlines that fly to Punta Cana from Chicago according to our data. American Airlines is the first choice among our users, with 36% of people opting to fly with this airline when traveling to Punta Cana. Keep in mind that there are 11 different airlines that fly to Punta Cana on a routine basis, so you have a few additional options to choose from.

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

Arajet, Spirit Airlines, and United Airlines are the most popular carriers operating from Chicago to Punta Cana

When did momondo last update prices for flights from Chicago to Punta Cana Airport?

Prices for flights from Chicago to Punta Cana Airport refresh daily.

How many operators does momondo search for flights from Chicago to Punta Cana Airport?

As of July 2025, there are 10 operators available to choose from for flights from Chicago to Punta Cana Airport.

How old do you have to be to fly from Chicago to Punta Cana Airport?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Punta Cana Airport.

What documentation or ID do you need to fly to Punta Cana Airport?

The required travel and health documents for your Punta Cana Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Punta Cana Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$114 Cheap Flights from Chicago to Punta Cana in 2025

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

Prices are currently low for flights on this route. Typical prices usually range from $376 to $566. The lowest price recently found on this route was $245.

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Find the cheapest flights from Chicago to Punta Cana

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

4:35 am - 11:20 amORD-PUJ

4h 45mnonstop

5:47 am - 8:57 amPUJ-ORD

5h 10mnonstop

$245Arajet

Find Deal

Tue, Dec 9 - Sat, Dec 13

10:27 am - 5:12 pmORD-PUJ

4h 45mnonstop

5:47 am - 8:57 amPUJ-ORD

5h 10mnonstop

$249Arajet

Find Deal

Sat, Nov 15 - Sat, Nov 22

6:54 pm - 11:40 amORD-PUJ

14h 46m1 stop

2:30 pm - 5:15 pmPUJ-ORD

4h 45mnonstop

$291American Airlines

Find Deal

Sun, Nov 9 - Thu, Nov 13

6:03 am - 2:15 pmORD-PUJ

7h 12m1 stop

11:55 am - 7:44 pmPUJ-ORD

8h 49m1 stop

$292American Airlines

Find Deal

Mon, Aug 18 - Wed, Aug 27

5:45 am - 1:55 pmMDW-PUJ

7h 10m1 stop

2:50 pm - 10:25 pmPUJ-MDW

8h 35m1 stop

$301Southwest

Find Deal

Sun, Sep 14 - Fri, Sep 19

5:35 am - 2:05 pmMDW-PUJ

7h 30m1 stop

3:30 pm - 8:20 amPUJ-MDW

17h 50m2 stops

$305Southwest

Find Deal

Sun, Sep 28 - Thu, Oct 2

9:30 am - 4:02 pmORD-PUJ

4h 32mnonstop

2:55 pm - 6:08 pmPUJ-ORD

5h 13mnonstop

$311United Airlines

Find Deal

Fri, Nov 14 - Tue, Nov 18

7:10 am - 3:25 pmORD-PUJ

7h 15m1 stop

4:35 pm - 11:15 pmPUJ-ORD

7h 40m1 stop

$320United Airlines

Find Deal

Sun, Sep 14 - Fri, Sep 19

6:10 am - 2:19 pmMDW-PUJ

7h 09m1 stop

3:29 pm - 11:08 pmPUJ-MDW

8h 39m1 stop

$373Frontier

Find Deal

Sat, Aug 23 - Sat, Aug 30

6:10 am - 2:19 pmMDW-PUJ

7h 09m1 stop

3:29 pm - 11:08 pmPUJ-MDW

8h 39m1 stop

$377Frontier

Find Deal

Sat, Aug 23 - Sat, Aug 30

Delta flights from Chicago to Punta Cana

Our best Delta deals on Chicago to Punta Cana flight tickets

Delta

Aug 18

MDW6:04 amChicago Midway

7h 30m

1 stop

PUJ2:34 pmPunta Cana

Aug 22

PUJ1:05 pmPunta Cana

9h 39m

1 stop

MDW9:44 pmChicago Midway

$335

Find similar

Delta

Aug 25

ORD5:00 pmChicago O'Hare Intl

19h 15m

2 stops

PUJ1:15 pmPunta Cana

Sep 5

PUJ1:50 pmPunta Cana

19h 47m

2 stops

ORD8:37 amChicago O'Hare Intl

$339

Find similar

Delta

Sep 10

MDW6:00 amChicago Midway

7h 34m

1 stop

PUJ2:34 pmPunta Cana

Sep 16

PUJ2:45 pmPunta Cana

7h 51m

1 stop

MDW9:36 pmChicago Midway

$353

Find similar

Southwest flights from Chicago to Punta Cana

Our best Southwest deals on Chicago to Punta Cana flight tickets

Southwest

Sep 14

MDW5:45 amChicago Midway

7h 10m

1 stop

PUJ1:55 pmPunta Cana

Sep 19

PUJ2:50 pmPunta Cana

8h 35m

1 stop

MDW10:25 pmChicago Midway

$301

Find similar

Southwest

Sep 28

MDW5:35 amChicago Midway

7h 30m

1 stop

PUJ2:05 pmPunta Cana

Oct 2

PUJ3:30 pmPunta Cana

17h 50m

2 stops

MDW8:20 amChicago Midway

$305

Find similar

Southwest

Sep 5

MDW6:35 amChicago Midway

6h 20m

1 stop

PUJ1:55 pmPunta Cana

Sep 18

PUJ3:05 pmPunta Cana

7h 55m

1 stop

MDW10:00 pmChicago Midway

$326

Find similar

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

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 Chicago and Punta Cana?

What is the cheapest month to fly to Punta Cana?

If you’re not able to fly to Punta Cana in July, then January is your next best option. Flight prices from Chicago to Punta Cana during January average around $492.

What is the cheapest day to depart on your flight to Punta Cana?

The cheapest day to depart from Chicago to Punta Cana is on a Tuesday when prices can be found for as low as $501. Be sure to avoid booking your departure on a Thursday as prices are generally higher than usual. According to our data, the average ticket price to Punta Cana on Thursday is $586.

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

At noon is the cheapest time of day to fly from Chicago to Punta Cana when you can find flight prices for as low as $341. Flying to Punta Cana at noon is an ideal time because this is during off-peak travel hours. In the morning is when there is more demand to fly to Punta Cana, so prices are often more expensive at around $555 per ticket.

What is the cheapest Chicago to Punta Cana flight route?

Fly from Chicago O'Hare Intl to Punta Cana for the best Chicago - Punta Cana flight prices

How far in advance should I book a flight to Punta Cana?

You are more likely to see cheaper flights to Punta Cana from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Punta Cana for around $545 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Punta Cana from Chicago for as low as $453 on momondo.

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

There are 3 cabin classes available to choose from on Chicago to Punta Cana 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 Chicago to Punta Cana flights?

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

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

As of July 2025, prices for Chicago to Punta Cana flights are approximately 21% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Punta Cana

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

Estimated round-trip price

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

Find info about flight duration, direct flights, and airports for your flight from Chicago to Punta Cana

Best Price Found	$114
Fastest flight time	4h 30m
Direct flights	Every day
Airports in Punta Cana	1 airport

The best one-way flight to Punta Cana from Chicago in the past 72 hours is $114. The best round-trip flight deal from Chicago to Punta Cana found on momondo in the last 72 hours is $245.

The fastest flight from Chicago to Punta Cana takes 4h 30m

Direct flights go from Chicago to Punta Cana every day.

There is 1 airport near Punta Cana: Punta Cana (PUJ)

Search flight deals

How far is Chicago to Punta Cana by plane?
Chicago and Punta Cana are 1958.2 mi apart from one another. A reasonable flight in good conditions will take 4h 30m.
When did momondo last update prices for flights from Chicago to Punta Cana Airport?
Prices for flights from Chicago to Punta Cana Airport refresh daily.
How many operators does momondo search for flights from Chicago to Punta Cana Airport?
As of July 2025, there are 10 operators available to choose from for flights from Chicago to Punta Cana Airport.
How old do you have to be to fly from Chicago to Punta Cana Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Punta Cana Airport.
What documentation or ID do you need to fly to Punta Cana Airport?
The required travel and health documents for your Punta Cana Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Punta Cana Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Chicago to Punta Cana?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago to Punta Cana is Boeing 737-900 (30.42% of total bookings). The next most popular plane models are Airbus A321neo (16.77%), Airbus A321-100/200 (16.18%), and Boeing 737-800 (13.73%).
What is the most popular airline from Chicago to Punta Cana?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Punta Cana is Frontier (34% of total bookings). The next most popular airlines are American Airlines (33%), United Airlines (22%), and Southwest (4%).

Best airlines flying from Chicago to Punta Cana

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

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $223	Free Cancellation	Rating 5.9 3,271 reviews	Search Frontier flights
Arajet	PriceFrom $235	Free Cancellation	Rating 7.1 32 reviews	Search Arajet flights
Spirit Airlines	PriceFrom $270	Free Cancellation	Rating 6.3 8,055 reviews	Search Spirit Airlines flights
Air Canada	PriceFrom $335	Free Cancellation	Rating 7.1 9,695 reviews	Search Air Canada flights
United Airlines	PriceFrom $343	Free Cancellation	Rating 7.4 8,846 reviews	Search United Airlines flights
American Airlines	PriceFrom $371	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Delta	PriceFrom $387	Free Cancellation	Rating 8.0 7,951 reviews	Search Delta flights
Copa Airlines	PriceFrom $488	Free Cancellation	Rating 7.5 1,475 reviews	Search Copa Airlines flights
Southwest	PriceFrom $495	Free Cancellation	Rating 8.0 4,249 reviews	Search Southwest flights
Avianca	PriceFrom $615	Free Cancellation	Rating 6.7 2,374 reviews	Search Avianca flights

Southwest Flights From Chicago to Punta Cana
Across 5 Southwest flights from Chicago to Punta Cana this week, the average price was $742, with the best Southwest deals starting from $495 round-trip. 4,249 users have rated Southwest on momondo, with an average score of 8.0/10.
United Airlines Flights From Chicago to Punta Cana
Across 8,846 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Chicago to Punta Cana about 7 times each week, with ticket deals ranging from $343 to $638. Price data is based on momondo searches in the last 72 hours.

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Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Punta Cana?

It is quick and easy to find Chicago to Punta Cana flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Punta Cana that suits you.

Can I find flights from Chicago to Punta Cana with flexible booking policies on momondo?

momondo does allow users to show only those flights to Punta Cana from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Punta Cana?

momondo provides multiple filters to help you find the best flight to Punta Cana from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Punta Cana right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Punta Cana from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Punta Cana 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.

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Cheap flights from Chicago to Punta Cana from $114

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Punta Cana departing on 11/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

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Price Alerts

Price Alerts

Find the cheapest flights from Chicago to Punta Cana

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

Delta flights from Chicago to Punta Cana

Our best Delta deals on Chicago to Punta Cana flight tickets

Southwest flights from Chicago to Punta Cana

Our best Southwest deals on Chicago to Punta Cana flight tickets

See travel insights to Punta Cana from

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

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

What is the cheapest month to fly to Punta Cana?

If you’re not able to fly to Punta Cana in July, then January is your next best option. Flight prices from Chicago to Punta Cana during January average around $492.

What is the cheapest day to depart on your flight to Punta Cana?

The cheapest day to depart from Chicago to Punta Cana is on a Tuesday when prices can be found for as low as $501. Be sure to avoid booking your departure on a Thursday as prices are generally higher than usual. According to our data, the average ticket price to Punta Cana on Thursday is $586.

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

What is the cheapest Chicago to Punta Cana flight route?

Fly from Chicago O'Hare Intl to Punta Cana for the best Chicago - Punta Cana flight prices

How far in advance should I book a flight to Punta Cana?

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

There are 3 cabin classes available to choose from on Chicago to Punta Cana 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 Chicago to Punta Cana flights?

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

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

As of July 2025, prices for Chicago to Punta Cana flights are approximately 21% cheaper when compared to flights at the same time last year.

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

Arajet, Spirit Airlines, and United Airlines are the most popular carriers operating from Chicago to Punta Cana

What airlines fly to Punta Cana?

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

The number of flights available between Chicago and Punta Cana is 3 per day as of July 2025. The most frequent departure time is 9:00AM, with 100% of daily flights leaving at noon.

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

As of July 2025, there are 26 flights per week flying from Chicago to Punta Cana. The most common day of the week flights depart is Mon, with 15% of flights taking off on this day.

When to book flights from Chicago to Punta Cana

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

Find info about flight duration, direct flights, and airports for your flight from Chicago to Punta Cana

Best Price Found

Fastest flight time

Direct flights

Airports in Punta Cana

How far is Chicago to Punta Cana by plane?

When did momondo last update prices for flights from Chicago to Punta Cana Airport?

How many operators does momondo search for flights from Chicago to Punta Cana Airport?

How old do you have to be to fly from Chicago to Punta Cana Airport?

What documentation or ID do you need to fly to Punta Cana Airport?

What is the most popular plane model from Chicago to Punta Cana?

What is the most popular airline from Chicago to Punta Cana?

Best airlines flying from Chicago to Punta Cana

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

Southwest Flights From Chicago to Punta Cana

United Airlines Flights From Chicago to Punta Cana

Traveling to a place near Punta Cana?

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Punta Cana?

Can I find flights from Chicago to Punta Cana with flexible booking policies on momondo?

How can momondo help me find flights from Chicago to Punta Cana?

I’m not ready to book a flight from Chicago to Punta Cana right now. Can momondo alert me if prices change?

An easier way to manage your Punta Cana 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 Dominican Republic

Airports servicing Dominican Republic