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Cheap flights from Punta Cana to Chicago from $225

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 12/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Punta Cana to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Arajet Logo
7:02 am - 11:12 am
PUJ
-
ORD
5h 10mnonstop
Arajet Logo
12:12 pm - 5:57 pm
ORD
-
PUJ
4h 45mnonstop
$280Arajet
Sat, Sep 12 - Sat, Sep 19
Arajet Logo
7:02 am - 11:12 am
PUJ
-
ORD
5h 10mnonstop
Arajet Logo
12:12 pm - 5:57 pm
ORD
-
PUJ
4h 45mnonstop
$289Arajet
Sat, Sep 12 - Sat, Sep 19
Arajet Logo
7:02 am - 11:12 am
PUJ
-
ORD
5h 10mnonstop
Arajet Logo
12:12 pm - 5:57 pm
ORD
-
PUJ
4h 45mnonstop
$290Arajet
Sat, Oct 17 - Sat, Oct 24
Arajet Logo
5:47 am - 8:57 am
PUJ
-
ORD
5h 10mnonstop
Arajet Logo
10:27 am - 5:12 pm
ORD
-
PUJ
4h 45mnonstop
$291Arajet
Sat, Nov 7 - Sat, Nov 14
Arajet Logo
7:02 am - 11:12 am
PUJ
-
ORD
5h 10mnonstop
Arajet Logo
12:12 pm - 5:57 pm
ORD
-
PUJ
4h 45mnonstop
$325Arajet
Sat, Sep 26 - Sat, Oct 3
Arajet Logo
7:02 am - 11:12 am
PUJ
-
ORD
5h 10mnonstop
Arajet Logo
12:12 pm - 5:57 pm
ORD
-
PUJ
4h 45mnonstop
$328Arajet
Sat, Sep 26 - Sat, Oct 3
Arajet Logo
7:30 pm - 11:40 pm
PUJ
-
ORD
5h 10mnonstop
Arajet Logo
3:20 am - 10:05 am
ORD
-
PUJ
4h 45mnonstop
$330Arajet
Thu, Oct 29 - Sun, Nov 1
Arajet Logo
7:02 am - 11:12 am
PUJ
-
ORD
5h 10mnonstop
Arajet Logo
12:12 pm - 5:57 pm
ORD
-
PUJ
4h 45mnonstop
$333Arajet
Sat, Sep 19 - Sat, Sep 26
Arajet Logo
6:00 pm - 10:10 pm
PUJ
-
ORD
5h 10mnonstop
Arajet Logo
5:30 am - 11:15 am
ORD
-
PUJ
4h 45mnonstop
$335Arajet
Sun, Oct 4 - Mon, Oct 19
Arajet Logo
7:02 am - 11:12 am
PUJ
-
ORD
5h 10mnonstop
Arajet Logo
12:12 pm - 5:57 pm
ORD
-
PUJ
4h 45mnonstop
$337Arajet
Sat, Sep 19 - Sat, Sep 26

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Arajet flights from Punta Cana to Chicago O'Hare Intl Airport

Our best Arajet deals on Punta Cana to Chicago O'Hare Intl Airport flight tickets
Arajet
Sep 12
PUJ7:02 amPunta Cana
5h 10m
ORD11:12 amChicago O'Hare Intl
Sep 19
ORD12:12 pmChicago O'Hare Intl
4h 45m
PUJ5:57 pmPunta Cana
$280
Arajet
Sep 12
PUJ7:02 amPunta Cana
5h 10m
ORD11:12 amChicago O'Hare Intl
Sep 19
ORD12:12 pmChicago O'Hare Intl
4h 45m
PUJ5:57 pmPunta Cana
$289
Arajet
Oct 17
PUJ7:02 amPunta Cana
5h 10m
ORD11:12 amChicago O'Hare Intl
Oct 24
ORD12:12 pmChicago O'Hare Intl
4h 45m
PUJ5:57 pmPunta Cana
$290

Frontier flights from Punta Cana to Chicago O'Hare Intl Airport

Our best Frontier deals on Punta Cana to Chicago O'Hare Intl Airport flight tickets
Frontier
Jul 1
PUJ3:35 pmPunta Cana
17h 28m
1 stop
ORD8:03 amChicago O'Hare Intl
Jul 7
ORD12:44 amChicago O'Hare Intl
8h 40m
1 stop
PUJ10:24 amPunta Cana
$496
Frontier
Jul 2
PUJ3:32 pmPunta Cana
8h 57m
1 stop
ORD11:29 pmChicago O'Hare Intl
Jul 9
ORD8:52 pmChicago O'Hare Intl
12h 50m
1 stop
PUJ10:42 amPunta Cana
$540
Frontier
Jul 1
PUJ3:35 pmPunta Cana
17h 28m
1 stop
ORD8:03 amChicago O'Hare Intl
Jul 8
ORD5:13 pmChicago O'Hare Intl
26h 06m
2 stops
PUJ8:19 pmPunta Cana
$546

momondo Fare Finder

 
Customize your flight search to find flights from Punta Cana to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated June 21, 2026.
Use the filters below to find and compare flights from Punta Cana to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 9/12

7:02 am-11:12 am

Nonstop5h 10m

Chicago O'Hare Intl

Sat 9/19

12:12 pm-5:57 pm

Nonstop4h 45m

$280

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 9/12

7:02 am-11:12 am

Nonstop5h 10m

Chicago O'Hare Intl

Sat 9/19

12:12 pm-5:57 pm

Nonstop4h 45m

$289

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 10/17

7:02 am-11:12 am

Nonstop5h 10m

Chicago O'Hare Intl

Sat 10/24

12:12 pm-5:57 pm

Nonstop4h 45m

$290

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 11/7

5:47 am-8:57 am

Nonstop5h 10m

Chicago O'Hare Intl

Sat 11/14

10:27 am-5:12 pm

Nonstop4h 45m

$291

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 9/26

7:02 am-11:12 am

Nonstop5h 10m

Chicago O'Hare Intl

Sat 10/3

12:12 pm-5:57 pm

Nonstop4h 45m

$325

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 9/26

7:02 am-11:12 am

Nonstop5h 10m

Chicago O'Hare Intl

Sat 10/3

12:12 pm-5:57 pm

Nonstop4h 45m

$328

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Thu 10/29

7:30 pm-11:40 pm

Nonstop5h 10m

Chicago O'Hare Intl

Sun 11/1

3:20 am-10:05 am

Nonstop4h 45m

$330

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 9/19

7:02 am-11:12 am

Nonstop5h 10m

Chicago O'Hare Intl

Sat 9/26

12:12 pm-5:57 pm

Nonstop4h 45m

$333

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sun 10/4

6:00 pm-10:10 pm

Nonstop5h 10m

Chicago O'Hare Intl

Mon 10/19

5:30 am-11:15 am

Nonstop4h 45m

$335

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 9/19

7:02 am-11:12 am

Nonstop5h 10m

Chicago O'Hare Intl

Sat 9/26

12:12 pm-5:57 pm

Nonstop4h 45m

$337

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Punta Cana to Chicago O'Hare Intl Airport

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 Punta Cana and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of November is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Punta Cana averaging around $307.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport 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. On the other hand, Monday is the most expensive day to depart from Punta Cana because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $476.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Punta Cana in the evening is the least expensive time of day to depart. momondo users have found prices as low as $297 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $433. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Punta Cana to Chicago O'Hare Intl flight route?

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

What cabin class options are available on Punta Cana to Chicago O'Hare Intl Airport flights?

There are 3 cabin classes available to choose from on Punta Cana to Chicago O'Hare Intl Airport 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 O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Punta Cana to Chicago O'Hare Intl Airport.

How have Punta Cana to Chicago O'Hare Intl Airport flight prices changed over time?

As of June 2026, prices for Punta Cana to Chicago O'Hare Intl Airport flights are approximately 23% more expensive when compared to flights at the same time last year.

When to book flights from Punta Cana to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Punta Cana to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Punta Cana to Chicago O'Hare Intl Airport (PUJ to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Punta Cana to Chicago O'Hare Intl Airport

Best Price Found

$228

Fastest flight time

5h 09m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Punta Cana in the past 72 hours is $228. The best round-trip flight deal from Punta Cana to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $213.
The fastest flight from Punta Cana to Chicago O'Hare Intl Airport takes 5h 09m
Direct flights go from Punta Cana to Chicago O'Hare Intl Airport every day.
Search flight deals

Frequently asked questions about flying from Punta Cana to Chicago O'Hare Intl Airport

  • How far is Punta Cana to Chicago O'Hare Intl by plane?

    A flight from Punta Cana to Chicago O'Hare Intl will travel around 1972.9 mi. 5h 09m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Punta Cana Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Punta Cana Airport to Chicago O'Hare Intl Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Punta Cana Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Punta Cana Airport to Chicago O'Hare Intl Airport?

    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 O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Punta Cana to Chicago O'Hare Intl Airport?

  • What is the most popular airline from Punta Cana to Chicago O'Hare Intl Airport?

Best airlines flying from Punta Cana to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Punta Cana to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
ArajetPriceFrom $195Free CancellationRating
6.5
49 reviews
Search Arajet flights
American AirlinesPriceFrom $283Free CancellationRating
7.1
11,722 reviews
Search American Airlines flights

  • American Airlines Flights From Punta Cana to Chicago O'Hare Intl Airport

    American Airlines is one of the most popular airlines flying from Punta Cana to Chicago O'Hare Intl Airport, operating 7 flights/week on average for this route. A good American Airlines flight deal for Punta Cana to Chicago O'Hare Intl Airport starts from $283 round-trip, up to an average price of $448. Our users have rated American Airlines at 7.1/10.

  • Arajet Flights From Punta Cana to Chicago O'Hare Intl Airport

    Across 49 Arajet reviews on momondo, the average score is 6.5/10. Arajet flies from Punta Cana to Chicago O'Hare Intl Airport about 2 times each week, with ticket deals ranging from $195 to $404. 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 locations
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Orland Park
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Aurora
Hammond
Racine
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Elgin
South Holland

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Punta Cana to Chicago. momondo saves you time and could save you money on your trip.

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

Flights from Punta Cana to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once all potential Punta Cana to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Punta Cana and alert you when they change.

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