Cheap flights from Punta Cana to Chicago from $145

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 5/9. 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.

Find the cheapest flights from Punta Cana to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Arajet Logo
7:30 pm - 11:40 pm
PUJ
-
ORD
5h 10mnonstop
Arajet Logo
11:27 am - 5:12 pm
ORD
-
PUJ
4h 45mnonstop
$222Arajet
Thu, Apr 16 - Sat, Apr 25
United Airlines Logo
1:55 pm - 6:08 pm
PUJ
-
ORD
5h 13mnonstop
United Airlines Logo
6:00 am - 4:25 pm
ORD
-
PUJ
9h 25m
1 stop
$275United Airlines
Tue, Mar 17 - Sun, Mar 22
United Airlines Logo
3:25 pm - 7:38 pm
PUJ
-
ORD
5h 13mnonstop
United Airlines Logo
6:00 am - 4:25 pm
ORD
-
PUJ
9h 25m
1 stop
$278United Airlines
Tue, Mar 17 - Sun, Mar 22
United Airlines Logo
1:50 pm - 5:59 pm
PUJ
-
ORD
5h 09mnonstop
United Airlines Logo
9:30 am - 3:12 pm
ORD
-
PUJ
4h 42mnonstop
$279United Airlines
Wed, Apr 22 - Tue, May 5
United Airlines Logo
3:35 pm - 7:26 am
PUJ
-
ORD
16h 51m
1 stop
United Airlines Logo
5:00 am - 1:11 pm
ORD
-
PUJ
7h 11m
1 stop
$280United Airlines
Wed, Apr 22 - Wed, May 6
United Airlines Logo
3:35 pm - 7:46 am
PUJ
-
ORD
17h 11m
1 stop
United Airlines Logo
5:00 am - 1:11 pm
ORD
-
PUJ
7h 11m
1 stop
$281United Airlines
Wed, Apr 29 - Wed, May 6
American Airlines Logo
12:06 pm - 4:25 pm
PUJ
-
ORD
5h 19mnonstop
American Airlines Logo
5:00 am - 4:25 pm
ORD
-
PUJ
10h 25m
1 stop
$283American Airlines
Fri, May 1 - Wed, May 6
United Airlines Logo
4:40 pm - 7:26 am
PUJ
-
ORD
15h 46m
1 stop
United Airlines Logo
5:30 am - 3:30 pm
ORD
-
PUJ
9h 00m
1 stop
$284United Airlines
Wed, Apr 22 - Wed, May 6
American Airlines Logo
3:50 pm - 7:39 am
PUJ
-
ORD
16h 49m
1 stop
American Airlines Logo
6:50 am - 2:34 pm
ORD
-
PUJ
6h 44m
1 stop
$293American Airlines
Fri, May 1 - Tue, May 5
Multiple Airlines Logo
5:01 pm - 11:17 pm
PUJ
-
ORD
7h 16m
1 stop
Multiple Airlines Logo
4:30 am - 10:15 am
ORD
-
PUJ
4h 45mnonstop
$299Multiple Airlines
Tue, Apr 14 - Mon, Apr 20

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
Mar 25
PUJ2:35 pmPunta Cana
21h 43m
1 stop
ORD11:18 amChicago O'Hare Intl
Mar 29
ORD8:20 pmChicago O'Hare Intl
15h 40m
2 stops
PUJ1:00 pmPunta Cana
$399
Air Canada
Mar 26
PUJ6:40 pmPunta Cana
19h 21m
2 stops
ORD1:01 pmChicago O'Hare Intl
Mar 29
ORD8:20 pmChicago O'Hare Intl
15h 40m
2 stops
PUJ1:00 pmPunta Cana
$402
Air Canada
Mar 3
PUJ1:05 pmPunta Cana
8h 40m
1 stop
ORD7:45 pmChicago O'Hare Intl
Mar 8
ORD8:00 amChicago O'Hare Intl
11h 35m
1 stop
PUJ8:35 pmPunta Cana
$417

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
Mar 6
PUJ6:39 pmPunta Cana
5h 22m
ORD10:01 pmChicago O'Hare Intl
Mar 8
ORD7:20 amChicago O'Hare Intl
4h 43m
PUJ1:03 pmPunta Cana
$299
Frontier
Mar 6
PUJ6:39 pmPunta Cana
5h 22m
ORD10:01 pmChicago O'Hare Intl
Mar 8
ORD7:20 amChicago O'Hare Intl
4h 43m
PUJ1:03 pmPunta Cana
$307
Frontier
Apr 29
PUJ9:13 pmPunta Cana
14h 50m
2 stops
ORD11:03 amChicago O'Hare Intl
May 6
ORD1:27 pmChicago O'Hare Intl
20h 10m
2 stops
PUJ10:37 amPunta Cana
$395

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 February 26, 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

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Thu 4/16

7:30 pm-11:40 pm

Nonstop5h 10m

Chicago O'Hare Intl

Sat 4/25

11:27 am-5:12 pm

Nonstop4h 45m

$222

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Tue 3/17

1:55 pm-6:08 pm

Nonstop5h 13m

Chicago O'Hare Intl

Sun 3/22

6:00 am-4:25 pm

1 stop9h 25m

$275

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Tue 3/17

3:25 pm-7:38 pm

Nonstop5h 13m

Chicago O'Hare Intl

Sun 3/22

6:00 am-4:25 pm

1 stop9h 25m

$278

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Wed 4/22

1:50 pm-5:59 pm

Nonstop5h 09m

Chicago O'Hare Intl

Tue 5/5

9:30 am-3:12 pm

Nonstop4h 42m

$279

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Wed 4/22

3:35 pm-7:26 am

1 stop16h 51m

Chicago O'Hare Intl

Wed 5/6

5:00 am-1:11 pm

1 stop7h 11m

$280

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Wed 4/29

3:35 pm-7:46 am

1 stop17h 11m

Chicago O'Hare Intl

Wed 5/6

5:00 am-1:11 pm

1 stop7h 11m

$281

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Fri 5/1

12:06 pm-4:25 pm

Nonstop5h 19m

Chicago O'Hare Intl

Wed 5/6

5:00 am-4:25 pm

1 stop10h 25m

$283

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Wed 4/22

4:40 pm-7:26 am

1 stop15h 46m

Chicago O'Hare Intl

Wed 5/6

5:30 am-3:30 pm

1 stop9h 00m

$284

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Fri 5/1

3:50 pm-7:39 am

1 stop16h 49m

Chicago O'Hare Intl

Tue 5/5

6:50 am-2:34 pm

1 stop6h 44m

$293

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Tue 4/14

5:01 pm-11:17 pm

1 stop7h 16m

Chicago O'Hare Intl

Mon 4/20

4:30 am-10:15 am

Nonstop4h 45m

$299

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 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 $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 $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 $513.

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 $437. 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 $424 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 $276 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.

Can stopping save me money on Punta Cana to Chicago O'Hare Intl Airport flights?

You could potentially save up to 15% 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 February 2026, prices for Punta Cana to Chicago O'Hare Intl Airport flights are approximately 3% 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

$189

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 $189. The best round-trip flight deal from Punta Cana to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $286.
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.
  • 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
FrontierPriceFrom $181Free CancellationRating
5.7
3,040 reviews
Search Frontier flights
American AirlinesPriceFrom $354Free CancellationRating
7.2
11,353 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 12 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 $506. 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
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
New Buffalo
Kenosha
Orland Park
Oak Brook
Joliet
Racine
Janesville
Hammond
Aurora
Tinley Park
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.

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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 3/28
Sat 4/4

Find better results for your trip to Chicago