Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Punta Cana to Chicago from $196

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 5/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Punta Cana to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
4:37 pm - 11:26 pm
PUJ
-
ORD
7h 49m
1 stop
Frontier Logo
7:52 pm - 10:57 am
ORD
-
PUJ
14h 05m
1 stop
$327Frontier
Sat, May 23 - Sat, May 30
Frontier Logo
3:35 pm - 7:55 am
PUJ
-
ORD
17h 20m
1 stop
Frontier Logo
7:52 pm - 10:57 am
ORD
-
PUJ
14h 05m
1 stop
$349Frontier
Sat, May 23 - Sat, May 30
Arajet Logo
7:30 pm - 11:40 pm
PUJ
-
ORD
5h 10mnonstop
Arajet Logo
5:30 am - 11:15 am
ORD
-
PUJ
4h 45mnonstop
$353Arajet
Thu, Sep 3 - Mon, Sep 7
Arajet Logo
7:30 pm - 11:40 pm
PUJ
-
ORD
5h 10mnonstop
Arajet Logo
11:27 am - 5:12 pm
ORD
-
PUJ
4h 45mnonstop
$359Arajet
Thu, Oct 29 - Sat, Oct 31
Multiple Airlines Logo
4:37 pm - 11:26 pm
PUJ
-
ORD
7h 49m
1 stop
Multiple Airlines Logo
6:22 pm - 3:25 pm
ORD
-
PUJ
20h 03m
2 stops
$368Multiple Airlines
Sat, May 23 - Sat, May 30
Multiple Airlines Logo
7:30 pm - 11:40 pm
PUJ
-
ORD
5h 10mnonstop
Multiple Airlines Logo
12:29 am - 8:18 pm
ORD
-
PUJ
18h 49m
1 stop
$392Multiple Airlines
Thu, Sep 3 - Sun, Sep 6
Multiple Airlines Logo
7:02 am - 11:12 am
PUJ
-
ORD
5h 10mnonstop
Multiple Airlines Logo
7:52 pm - 10:57 am
ORD
-
PUJ
14h 05m
1 stop
$399Multiple Airlines
Sat, May 23 - Sat, May 30
Frontier Logo
4:37 pm - 11:26 pm
PUJ
-
ORD
7h 49m
1 stop
Frontier Logo
7:52 pm - 10:57 am
ORD
-
PUJ
14h 05m
1 stop
$402Frontier
Sat, May 23 - Sat, May 30
Frontier Logo
3:44 pm - 7:53 am
PUJ
-
ORD
17h 09m
1 stop
Frontier Logo
1:50 pm - 2:34 pm
ORD
-
PUJ
23h 44m
1 stop
$403Frontier
Wed, Jul 15 - Tue, Aug 4
Frontier Logo
4:37 pm - 11:26 pm
PUJ
-
ORD
7h 49m
1 stop
Frontier Logo
8:00 pm - 10:57 am
ORD
-
PUJ
13h 57m
1 stop
$405Frontier
Wed, May 27 - Fri, Jun 5

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
Jun 2
PUJ5:25 pmPunta Cana
17h 53m
1 stop
ORD10:18 amChicago O'Hare Intl
Jun 16
ORD6:22 pmChicago O'Hare Intl
21h 08m
2 stops
PUJ4:30 pmPunta Cana
$456
Air Canada
Jun 3
PUJ4:25 pmPunta Cana
17h 35m
1 stop
ORD9:00 amChicago O'Hare Intl
Jun 10
ORD6:22 pmChicago O'Hare Intl
21h 08m
2 stops
PUJ4:30 pmPunta Cana
$460
Air Canada
May 27
PUJ2:55 pmPunta Cana
17h 50m
2 stops
ORD7:45 amChicago O'Hare Intl
Jun 5
ORD6:22 pmChicago O'Hare Intl
21h 08m
2 stops
PUJ4:30 pmPunta Cana
$461

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
May 23
PUJ4:37 pmPunta Cana
7h 49m
1 stop
ORD11:26 pmChicago O'Hare Intl
May 30
ORD7:52 pmChicago O'Hare Intl
14h 05m
1 stop
PUJ10:57 amPunta Cana
$327
Frontier
May 23
PUJ3:35 pmPunta Cana
17h 20m
1 stop
ORD7:55 amChicago O'Hare Intl
May 30
ORD7:52 pmChicago O'Hare Intl
14h 05m
1 stop
PUJ10:57 amPunta Cana
$349
Frontier
May 23
PUJ4:37 pmPunta Cana
7h 49m
1 stop
ORD11:26 pmChicago O'Hare Intl
May 30
ORD7:52 pmChicago O'Hare Intl
14h 05m
1 stop
PUJ10:57 amPunta Cana
$402

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 May 5, 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

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 5/23

4:37 pm-11:26 pm

1 stop7h 49m

Chicago O'Hare Intl

Sat 5/30

7:52 pm-10:57 am

1 stop14h 05m

$327

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 5/23

3:35 pm-7:55 am

1 stop17h 20m

Chicago O'Hare Intl

Sat 5/30

7:52 pm-10:57 am

1 stop14h 05m

$349
Quickest round-trip

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Thu 9/3

7:30 pm-11:40 pm

Nonstop5h 10m

Chicago O'Hare Intl

Mon 9/7

5:30 am-11:15 am

Nonstop4h 45m

$353

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Thu 10/29

7:30 pm-11:40 pm

Nonstop5h 10m

Chicago O'Hare Intl

Sat 10/31

11:27 am-5:12 pm

Nonstop4h 45m

$359

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 5/23

4:37 pm-11:26 pm

1 stop7h 49m

Chicago O'Hare Intl

Sat 5/30

6:22 pm-3:25 pm

2 stops20h 03m

$368

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Thu 9/3

7:30 pm-11:40 pm

Nonstop5h 10m

Chicago O'Hare Intl

Sun 9/6

12:29 am-8:18 pm

1 stop18h 49m

$392

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 5/23

7:02 am-11:12 am

Nonstop5h 10m

Chicago O'Hare Intl

Sat 5/30

7:52 pm-10:57 am

1 stop14h 05m

$399

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 5/23

4:37 pm-11:26 pm

1 stop7h 49m

Chicago O'Hare Intl

Sat 5/30

7:52 pm-10:57 am

1 stop14h 05m

$402

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Wed 7/15

3:44 pm-7:53 am

1 stop17h 09m

Chicago O'Hare Intl

Tue 8/4

1:50 pm-2:34 pm

1 stop23h 44m

$403

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Wed 5/27

4:37 pm-11:26 pm

1 stop7h 49m

Chicago O'Hare Intl

Fri 6/5

8:00 pm-10:57 am

1 stop13h 57m

$405

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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?

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 Friday when prices can be found for as low as $387. 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 $258 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

How far in advance should I book a flight from Punta Cana 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 $447 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 $319 on momondo.

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 May 2026, prices for Punta Cana to Chicago O'Hare Intl Airport flights are approximately 45% 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

$280

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 $280. The best round-trip flight deal from Punta Cana to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $445.
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
47 reviews
Search Arajet flights
American AirlinesPriceFrom $283Free CancellationRating
7.1
11,672 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 $485. Our users have rated American Airlines at 7.1/10.

Traveling to a place near Chicago?

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

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.

An easier way to manage your Chicago O'Hare Intl Airport 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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 6/4
Thu 6/11
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago