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Cheap flights from Punta Cana to Chicago from $179

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
4:20 am - 11:05 amORD  Chicago O'Hare Intl-PUJ Punta Cana
4h 45mnonstop
$285Arajet
Sun, Dec 20 - Sun, Jan 3
Arajet Logo
7:10 pm - 10:20 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
$296Arajet
Sun, Dec 20 - Sun, Jan 3
Arajet Logo
6:10 pm - 9:20 pmPUJ  Punta Cana-ORD Chicago O'Hare Intl
5h 10mnonstop
Arajet Logo
3:20 am - 10:05 amORD  Chicago O'Hare Intl-PUJ Punta Cana
4h 45mnonstop
$303Arajet
Sun, Dec 20 - Sun, Jan 3
Arajet Logo
6:10 pm - 9:20 pmPUJ  Punta Cana-ORD Chicago O'Hare Intl
5h 10mnonstop
Arajet Logo
3:20 am - 10:05 amORD  Chicago O'Hare Intl-PUJ Punta Cana
4h 45mnonstop
$309Arajet
Sun, Dec 20 - Sun, Jan 3
United Airlines Logo
2:55 pm - 6:10 pmPUJ  Punta Cana-ORD Chicago O'Hare Intl
5h 15mnonstop
United Airlines Logo
7:38 am - 2:15 pmORD  Chicago O'Hare Intl-PUJ Punta Cana
4h 37mnonstop
$372United Airlines
Fri, Dec 25 - Fri, Jan 1
Multiple Airlines Logo
7:10 pm - 10:20 pmPUJ  Punta Cana-ORD Chicago O'Hare Intl
5h 10mnonstop
Multiple Airlines Logo
12:17 am - 1:15 pmORD  Chicago O'Hare Intl-PUJ Punta Cana
10h 58m1 stop San Juan Luis Munoz Marin Intl
$375Multiple Airlines
Sun, Feb 14 - Sat, Feb 20
Multiple Airlines Logo
7:00 am - 10:10 amPUJ  Punta Cana-ORD Chicago O'Hare Intl
5h 10mnonstop
Multiple Airlines Logo
7:05 am - 11:35 pmORD  Chicago O'Hare Intl-PUJ Punta Cana
14h 30m1 stop Montreal Pierre Elliott Trudeau Intl
$377Multiple Airlines
Sat, Nov 21 - Sat, Nov 28
American Airlines Logo
5:39 pm - 9:12 pmPUJ  Punta Cana-ORD Chicago O'Hare Intl
5h 33mnonstop
American Airlines Logo
9:30 am - 4:16 pmORD  Chicago O'Hare Intl-PUJ Punta Cana
4h 46mnonstop
$455American Airlines
Thu, Jan 14 - Sun, Jan 31
American Airlines Logo
5:34 pm - 9:08 pmPUJ  Punta Cana-ORD Chicago O'Hare Intl
5h 34mnonstop
American Airlines Logo
9:30 am - 4:10 pmORD  Chicago O'Hare Intl-PUJ Punta Cana
4h 40mnonstop
$455American Airlines
Thu, Dec 24 - Sat, Jan 2
American Airlines Logo
5:34 pm - 9:08 pmPUJ  Punta Cana-ORD Chicago O'Hare Intl
5h 34mnonstop
American Airlines Logo
8:06 am - 2:45 pmORD  Chicago O'Hare Intl-PUJ Punta Cana
4h 39mnonstop
$455American Airlines
Fri, Dec 25 - Sun, Jan 10

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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
Dec 20
PUJ7:10 pmPunta Cana
5h 10m
ORD10:20 pmChicago O'Hare Intl
Jan 3
ORD4:20 amChicago O'Hare Intl
4h 45m
PUJ11:05 amPunta Cana
$285
Arajet
Dec 20
PUJ7:10 pmPunta Cana
5h 10m
ORD10:20 pmChicago O'Hare Intl
Jan 3
ORD4:20 amChicago O'Hare Intl
4h 45m
PUJ11:05 amPunta Cana
$296
Arajet
Dec 20
PUJ6:10 pmPunta Cana
5h 10m
ORD9:20 pmChicago O'Hare Intl
Jan 3
ORD3:20 amChicago O'Hare Intl
4h 45m
PUJ10:05 amPunta Cana
$303

Air Canada flights from Punta Cana to Chicago O'Hare Intl Airport

Our best Air Canada deals on Punta Cana to Chicago O'Hare Intl Airport flight tickets
Air Canada
Sep 20
PUJ5:05 pmPunta Cana
28h 07m
1 stop
ORD8:12 pmChicago O'Hare Intl
Sep 27
ORD9:55 amChicago O'Hare Intl
25h 00m
1 stop
PUJ11:55 amPunta Cana
$513
Air Canada
Sep 22
PUJ4:20 pmPunta Cana
28h 28m
1 stop
ORD7:48 pmChicago O'Hare Intl
Sep 29
ORD11:05 amChicago O'Hare Intl
28h 00m
1 stop
PUJ4:05 pmPunta Cana
$521
Air Canada
Sep 20
PUJ5:05 pmPunta Cana
28h 07m
1 stop
ORD8:12 pmChicago O'Hare Intl
Sep 27
ORD8:40 pmChicago O'Hare Intl
14h 15m
1 stop
PUJ11:55 amPunta Cana
$531

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

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

Sun 1/3

4:20 am-11:05 am

Nonstop4h 45m

$285

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

Sun 1/3

4:20 am-11:05 am

Nonstop4h 45m

$296

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Sun 12/20

6:10 pm-9:20 pm

Nonstop5h 10m

Chicago O'Hare Intl

Sun 1/3

3:20 am-10:05 am

Nonstop4h 45m

$303

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Sun 12/20

6:10 pm-9:20 pm

Nonstop5h 10m

Chicago O'Hare Intl

Sun 1/3

3:20 am-10:05 am

Nonstop4h 45m

$309
Quickest round-trip

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Fri 12/25

2:55 pm-6:10 pm

Nonstop5h 15m

Chicago O'Hare Intl

Fri 1/1

7:38 am-2:15 pm

Nonstop4h 37m

$372

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Sun 2/14

7:10 pm-10:20 pm

Nonstop5h 10m

Chicago O'Hare Intl

Sat 2/20

12:17 am-1:15 pm

1 stop10h 58m

$375

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

7:05 am-11:35 pm

1 stop14h 30m

$377

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Thu 1/14

5:39 pm-9:12 pm

Nonstop5h 33m

Chicago O'Hare Intl

Sun 1/31

9:30 am-4:16 pm

Nonstop4h 46m

$455

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Thu 12/24

5:34 pm-9:08 pm

Nonstop5h 34m

Chicago O'Hare Intl

Sat 1/2

9:30 am-4:10 pm

Nonstop4h 40m

$455

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

Sun 1/10

8:06 am-2:45 pm

Nonstop4h 39m

$455

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 typical for flights on this route.

Typical prices usually range from $326 to $703.
The lowest price recently found on this route was $327.

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

The month of February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Punta Cana averaging around $286.

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 Wednesday when prices can be found for as low as $396. 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 $506.

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 $212 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $496. 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 13% 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 September 2026, prices for Punta Cana to Chicago O'Hare Intl Airport flights are approximately 11% 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

$179

Fastest flight time

5h 04m

Direct flights

Mon, Fri and Sun
The best one-way flight to Chicago O'Hare Intl Airport from Punta Cana in the past 72 hours is $179. The best round-trip flight deal from Punta Cana to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $285.
The fastest flight from Punta Cana to Chicago O'Hare Intl Airport takes 5h 04m
Direct flights go from Punta Cana to Chicago O'Hare Intl Airport on Monday, Friday 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 04m 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 $237Free CancellationRating
6.2
55 reviews
Search Arajet flights
American AirlinesPriceFrom $283Free CancellationRating
7.0
12,087 reviews
Search American Airlines flights

Traveling to a place near Chicago?

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

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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