Cheap flights from Punta Cana to Chicago from $109

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 12/12. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:49 pm - 9:59 pmPUJ-ORD
5h 10mnonstop
Frontier Logo
7:00 am - 1:37 pmORD-PUJ
4h 37mnonstop
$179Frontier
Find Deal
Sat, Dec 6 - Sun, Dec 14
Frontier Logo
6:50 pm - 10:00 pmPUJ-ORD
5h 10mnonstop
Frontier Logo
7:10 am - 1:47 pmORD-PUJ
4h 37mnonstop
$181Frontier
Find Deal
Sat, Dec 6 - Sat, Dec 13
Arajet Logo
5:47 am - 8:57 amPUJ-ORD
5h 10mnonstop
Arajet Logo
10:27 am - 5:12 pmORD-PUJ
4h 45mnonstop
$196Arajet
Find Deal
Sat, Dec 6 - Sat, Dec 13
Frontier Logo
6:49 pm - 9:59 pmPUJ-ORD
5h 10mnonstop
Frontier Logo
7:00 am - 1:37 pmORD-PUJ
4h 37mnonstop
$198Frontier
Find Deal
Sun, Dec 7 - Sun, Dec 14
Arajet Logo
5:47 am - 8:57 amPUJ-ORD
5h 10mnonstop
Arajet Logo
10:27 am - 5:12 pmORD-PUJ
4h 45mnonstop
$240Arajet
Find Deal
Sat, Feb 28 - Sat, Mar 7
Multiple Airlines Logo
6:08 pm - 12:19 amPUJ-ORD
8h 11m1 stop
Multiple Airlines Logo
10:27 am - 5:12 pmORD-PUJ
4h 45mnonstop
$241Multiple Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13
Multiple Airlines Logo
7:30 pm - 10:40 pmPUJ-ORD
5h 10mnonstop
Multiple Airlines Logo
7:00 am - 1:37 pmORD-PUJ
4h 37mnonstop
$257Multiple Airlines
Find Deal
Tue, Feb 3 - Tue, Feb 10
Spirit Airlines Logo
4:25 pm - 12:27 amPUJ-ORD
10h 02m1 stop
Spirit Airlines Logo
5:10 am - 3:20 pmORD-PUJ
8h 10m1 stop
$262Spirit Airlines
Find Deal
Mon, Nov 3 - Mon, Nov 10
American Airlines Logo
1:03 pm - 4:29 pmPUJ-ORD
5h 26mnonstop
American Airlines Logo
9:50 am - 4:27 pmORD-PUJ
4h 37mnonstop
$278American Airlines
Find Deal
Tue, Nov 4 - Tue, Nov 11
Spirit Airlines Logo
4:25 pm - 12:27 amPUJ-ORD
10h 02m1 stop
Spirit Airlines Logo
5:10 am - 3:20 pmORD-PUJ
8h 10m1 stop
$292Spirit Airlines
Find Deal
Mon, Nov 3 - Mon, Nov 10

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 6
PUJ5:47 amPunta Cana
5h 10m
ORD8:57 amChicago O'Hare Intl
Dec 13
ORD10:27 amChicago O'Hare Intl
4h 45m
PUJ5:12 pmPunta Cana
Arajet
Feb 28
PUJ5:47 amPunta Cana
5h 10m
ORD8:57 amChicago O'Hare Intl
Mar 7
ORD10:27 amChicago O'Hare Intl
4h 45m
PUJ5:12 pmPunta Cana
Arajet
Jan 24
PUJ5:47 amPunta Cana
5h 10m
ORD8:57 amChicago O'Hare Intl
Jan 31
ORD10:27 amChicago O'Hare Intl
4h 45m
PUJ5:12 pmPunta Cana

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
Nov 4
PUJ1:03 pmPunta Cana
5h 26m
ORD4:29 pmChicago O'Hare Intl
Nov 11
ORD9:50 amChicago O'Hare Intl
4h 37m
PUJ4:27 pmPunta Cana
American Airlines
Oct 28
PUJ3:05 pmPunta Cana
5h 15m
ORD7:20 pmChicago O'Hare Intl
Nov 4
ORD9:50 amChicago O'Hare Intl
4h 37m
PUJ4:27 pmPunta Cana
American Airlines
Oct 28
PUJ11:50 amPunta Cana
25h 50m
1 stop
ORD12:40 pmChicago O'Hare Intl
Nov 4
ORD9:50 amChicago O'Hare Intl
4h 37m
PUJ4:27 pmPunta Cana

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 October 16, 2025.
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

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 12/6

6:49 pm-9:59 pm

Nonstop5h 10m

Chicago O'Hare Intl

Sun 12/14

7:00 am-1:37 pm

Nonstop4h 37m

$179

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 12/6

6:50 pm-10:00 pm

Nonstop5h 10m

Chicago O'Hare Intl

Sat 12/13

7:10 am-1:47 pm

Nonstop4h 37m

$181

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 12/6

5:47 am-8:57 am

Nonstop5h 10m

Chicago O'Hare Intl

Sat 12/13

10:27 am-5:12 pm

Nonstop4h 45m

$196

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sun 12/7

6:49 pm-9:59 pm

Nonstop5h 10m

Chicago O'Hare Intl

Sun 12/14

7:00 am-1:37 pm

Nonstop4h 37m

$198

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 2/28

5:47 am-8:57 am

Nonstop5h 10m

Chicago O'Hare Intl

Sat 3/7

10:27 am-5:12 pm

Nonstop4h 45m

$240

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 12/6

6:08 pm-12:19 am

1 stop8h 11m

Chicago O'Hare Intl

Sat 12/13

10:27 am-5:12 pm

Nonstop4h 45m

$241

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Tue 2/3

7:30 pm-10:40 pm

Nonstop5h 10m

Chicago O'Hare Intl

Tue 2/10

7:00 am-1:37 pm

Nonstop4h 37m

$257

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Mon 11/3

4:25 pm-12:27 am

1 stop10h 02m

Chicago O'Hare Intl

Mon 11/10

5:10 am-3:20 pm

1 stop8h 10m

$262

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Tue 11/4

1:03 pm-4:29 pm

Nonstop5h 26m

Chicago O'Hare Intl

Tue 11/11

9:50 am-4:27 pm

Nonstop4h 37m

$278

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Mon 11/3

4:25 pm-12:27 am

1 stop10h 02m

Chicago O'Hare Intl

Mon 11/10

5:10 am-3:20 pm

1 stop8h 10m

$292

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 cheapest month to fly to Chicago O'Hare Intl Airport?

The month of October is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Punta Cana averaging around $354.

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 $354. This is often the case because there is less demand to fly during this day of the week. On the other hand, Wednesday 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 $448.

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 $306 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $409. 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

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Punta Cana when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $431 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Punta Cana for as low as $283 on momondo.

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

There are 3 cabin classes available to choose from on Punta Cana to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

As of October 2025, prices for Punta Cana to Chicago O'Hare Intl Airport flights are approximately 19% 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

$191

Fastest flight time

5h 07m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Punta Cana in the past 72 hours is $191. The best round-trip flight deal from Punta Cana to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $237.
The fastest flight from Punta Cana to Chicago O'Hare Intl Airport takes 5h 07m
Direct flights go from Punta Cana to Chicago O'Hare Intl Airport every day.
  • 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
FrontierPriceFrom $224Free CancellationRating
5.8
3,137 reviews
Search Frontier flights
United AirlinesPriceFrom $269Free CancellationRating
7.4
8,980 reviews
Search United Airlines flights
American AirlinesPriceFrom $354Free CancellationRating
7.2
11,045 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 $354 round-trip, up to an average price of $507. Our users have rated American Airlines at 7.2/10.

Traveling to a place near Chicago?

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

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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1 adult
Sat 11/15
Sat 11/22

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