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Cheap flights from Punta Cana to Chicago from $202

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
7:10 pm - 10:20 pmPUJ  Punta Cana-ORD Chicago O'Hare Intl
5h 10mnonstop
Arajet Logo
5:45 am - 12:30 pmORD  Chicago O'Hare Intl-PUJ Punta Cana
4h 45mnonstop
$308Arajet
Sun, Dec 20 - Fri, Jan 1
Arajet Logo
7:30 pm - 10:40 pmPUJ  Punta Cana-ORD Chicago O'Hare Intl
5h 10mnonstop
Arajet Logo
11:10 am - 5:55 pmORD  Chicago O'Hare Intl-PUJ Punta Cana
4h 45mnonstop
$324Arajet
Thu, Nov 19 - Sat, Nov 28
Arajet Logo
7:30 pm - 10:40 pmPUJ  Punta Cana-ORD Chicago O'Hare Intl
5h 10mnonstop
Arajet Logo
5:45 am - 12:30 pmORD  Chicago O'Hare Intl-PUJ Punta Cana
4h 45mnonstop
$331Arajet
Thu, Feb 25 - Fri, Mar 5
Arajet Logo
7:30 pm - 10:40 pmPUJ  Punta Cana-ORD Chicago O'Hare Intl
5h 10mnonstop
Arajet Logo
4:20 am - 11:05 amORD  Chicago O'Hare Intl-PUJ Punta Cana
4h 45mnonstop
$336Arajet
Thu, Dec 24 - Sun, Jan 3
Multiple Airlines Logo
4:07 pm - 1:33 amPUJ  Punta Cana-ORD Chicago O'Hare Intl
11h 26m1 stop San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
5:45 am - 12:30 pmORD  Chicago O'Hare Intl-PUJ Punta Cana
4h 45mnonstop
$379Multiple Airlines
Sun, Dec 20 - Fri, Jan 1
Multiple Airlines Logo
4:07 pm - 1:33 amPUJ  Punta Cana-ORD Chicago O'Hare Intl
11h 26m1 stop San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
4:20 am - 11:05 amORD  Chicago O'Hare Intl-PUJ Punta Cana
4h 45mnonstop
$394Multiple Airlines
Thu, Dec 24 - Sun, Jan 3
Multiple Airlines Logo
7:30 pm - 10:40 pmPUJ  Punta Cana-ORD Chicago O'Hare Intl
5h 10mnonstop
Multiple Airlines Logo
11:53 pm - 9:06 amORD  Chicago O'Hare Intl-PUJ Punta Cana
7h 13m1 stop San Juan Luis Munoz Marin Intl
$395Multiple Airlines
Thu, Nov 19 - Thu, Nov 26
American Airlines Logo
5:34 pm - 9:08 pmPUJ  Punta Cana-ORD Chicago O'Hare Intl
5h 34mnonstop
American Airlines Logo
9:52 am - 4:29 pmORD  Chicago O'Hare Intl-PUJ Punta Cana
4h 37mnonstop
$420American Airlines
Tue, Dec 22 - Tue, Dec 29
American Airlines Logo
5:34 pm - 9:08 pmPUJ  Punta Cana-ORD Chicago O'Hare Intl
5h 34mnonstop
American Airlines Logo
9:52 am - 4:29 pmORD  Chicago O'Hare Intl-PUJ Punta Cana
4h 37mnonstop
$420American Airlines
Fri, Dec 25 - Fri, Jan 1
American Airlines Logo
5:41 pm - 9:13 pmPUJ  Punta Cana-ORD Chicago O'Hare Intl
5h 32mnonstop
American Airlines Logo
9:35 am - 4:20 pmORD  Chicago O'Hare Intl-PUJ Punta Cana
4h 45mnonstop
$420American Airlines
Fri, Jan 22 - Fri, Jan 29

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American Airlines flights from Punta Cana to Chicago O'Hare Intl Airport

Our best American Airlines deals on Punta Cana to Chicago O'Hare Intl Airport flight tickets
American Airlines
Dec 25
PUJ5:34 pmPunta Cana
5h 34m
ORD9:08 pmChicago O'Hare Intl
Jan 1
ORD9:52 amChicago O'Hare Intl
4h 37m
PUJ4:29 pmPunta Cana
$420
American Airlines
Dec 24
PUJ4:47 pmPunta Cana
17h 13m
1 stop
ORD8:00 amChicago O'Hare Intl
Jan 2
ORD6:50 amChicago O'Hare Intl
8h 06m
1 stop
PUJ4:56 pmPunta Cana
$435
American Airlines
Jan 24
PUJ5:27 pmPunta Cana
16h 05m
1 stop
ORD7:32 amChicago O'Hare Intl
Jan 31
ORD9:35 amChicago O'Hare Intl
4h 45m
PUJ4:20 pmPunta Cana
$436

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
Dec 20
PUJ7:10 pmPunta Cana
5h 10m
ORD10:20 pmChicago O'Hare Intl
Jan 1
ORD5:45 amChicago O'Hare Intl
4h 45m
PUJ12:30 pmPunta Cana
$308
Arajet
Nov 19
PUJ7:30 pmPunta Cana
5h 10m
ORD10:40 pmChicago O'Hare Intl
Nov 28
ORD11:10 amChicago O'Hare Intl
4h 45m
PUJ5:55 pmPunta Cana
$324
Arajet
Feb 25
PUJ7:30 pmPunta Cana
5h 10m
ORD10:40 pmChicago O'Hare Intl
Mar 5
ORD5:45 amChicago O'Hare Intl
4h 45m
PUJ12:30 pmPunta Cana
$331

momondo Fare Finder

 
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 Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Sun 12/20

7:10 pm-10:20 pm

Nonstop5h 10m

Chicago O'Hare Intl

Fri 1/1

5:45 am-12:30 pm

Nonstop4h 45m

$308

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Thu 11/19

7:30 pm-10:40 pm

Nonstop5h 10m

Chicago O'Hare Intl

Sat 11/28

11:10 am-5:55 pm

Nonstop4h 45m

$324

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Thu 2/25

7:30 pm-10:40 pm

Nonstop5h 10m

Chicago O'Hare Intl

Fri 3/5

5:45 am-12:30 pm

Nonstop4h 45m

$331

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Thu 12/24

7:30 pm-10:40 pm

Nonstop5h 10m

Chicago O'Hare Intl

Sun 1/3

4:20 am-11:05 am

Nonstop4h 45m

$336

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Sun 12/20

4:07 pm-1:33 am

1 stop11h 26m

Chicago O'Hare Intl

Fri 1/1

5:45 am-12:30 pm

Nonstop4h 45m

$379

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Thu 12/24

4:07 pm-1:33 am

1 stop11h 26m

Chicago O'Hare Intl

Sun 1/3

4:20 am-11:05 am

Nonstop4h 45m

$394

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Thu 11/19

7:30 pm-10:40 pm

Nonstop5h 10m

Chicago O'Hare Intl

Thu 11/26

11:53 pm-9:06 am

1 stop7h 13m

$395

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Tue 12/22

5:34 pm-9:08 pm

Nonstop5h 34m

Chicago O'Hare Intl

Tue 12/29

9:52 am-4:29 pm

Nonstop4h 37m

$420

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

$420

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Fri 1/22

5:41 pm-9:13 pm

Nonstop5h 32m

Chicago O'Hare Intl

Fri 1/29

9:35 am-4:20 pm

Nonstop4h 45m

$420

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

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?

Prices are currently low for flights on this route.

Typical prices usually range from $491 to $977.
The lowest price recently found on this route was $308.

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

The month of December is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Punta Cana averaging around $303.

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 Sunday when prices can be found for as low as $393. This is often the case because there is less demand to fly during this day of the week. On the other hand, Friday 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 $589.

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 $250 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $535. 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?

You could potentially save up to 11% on your flight if you consider stops on a Punta Cana to Chicago O'Hare Intl Airport flight.

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

As of November 2026, prices for Punta Cana to Chicago O'Hare Intl Airport flights are approximately 34% 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

$202

Fastest flight time

5h 10m

Direct flights

Mon, Tue, Fri, Sat and Sun
The best one-way flight to Chicago O'Hare Intl Airport from Punta Cana in the past 72 hours is $202. The best round-trip flight deal from Punta Cana to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $308.
The fastest flight from Punta Cana to Chicago O'Hare Intl Airport takes 5h 10m
Direct flights go from Punta Cana to Chicago O'Hare Intl Airport on Monday, Tuesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
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 10m 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 $266Free CancellationRating
6.4
60 reviews
Search Arajet flights
American AirlinesPriceFrom $283Free CancellationRating
7.0
12,233 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 6 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 $650. Our users have rated American Airlines at 7.0/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
Merrillville
Rockford
South Haven
Oak Brook
Rosemont
Gurnee
Orland Park
Joliet
Naperville
New Buffalo
Kenosha
Hammond
Aurora
Racine
Elgin
Janesville
Skokie
Waukegan

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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