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Cheap flights from Chicago to Punta Cana from $102

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Punta Cana departing on 4/15. 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

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Find the cheapest flights from Chicago to Punta Cana

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
5:15 am - 4:36 pm
ORD
-
PUJ
9h 21m1 stop
Spirit Airlines Logo
5:47 pm - 11:47 pm
PUJ
-
ORD
8h 00m1 stop
$251Spirit Airlines
sáb., ene. 31 - sáb., feb. 7
Arajet Logo
10:27 am - 5:12 pm
ORD
-
PUJ
4h 45mnonstop
Arajet Logo
5:47 am - 8:57 am
PUJ
-
ORD
5h 10mnonstop
$252Arajet
sáb., ene. 31 - sáb., feb. 7
Arajet Logo
10:27 am - 5:12 pm
ORD
-
PUJ
4h 45mnonstop
Arajet Logo
5:47 am - 8:57 am
PUJ
-
ORD
5h 10mnonstop
$254Arajet
sáb., ene. 24 - sáb., ene. 31
Arajet Logo
5:45 am - 12:30 pm
ORD
-
PUJ
4h 45mnonstop
Arajet Logo
7:30 pm - 10:40 pm
PUJ
-
ORD
5h 10mnonstop
$255Arajet
mié., ene. 21 - mar., ene. 27
Arajet Logo
10:27 am - 5:12 pm
ORD
-
PUJ
4h 45mnonstop
Arajet Logo
5:47 am - 8:57 am
PUJ
-
ORD
5h 10mnonstop
$259Arajet
sáb., ene. 24 - sáb., ene. 31
Spirit Airlines Logo
7:00 am - 4:36 pm
ORD
-
PUJ
7h 36m1 stop
Spirit Airlines Logo
5:47 pm - 11:47 pm
PUJ
-
ORD
8h 00m1 stop
$260Spirit Airlines
mié., feb. 18 - mié., feb. 25
Multiple Airlines Logo
7:30 am - 2:13 pm
ORD
-
PUJ
4h 43mnonstop
Multiple Airlines Logo
7:30 pm - 11:40 pm
PUJ
-
ORD
5h 10mnonstop
$261Multiple Airlines
vie., mar. 6 - mar., mar. 10
Spirit Airlines Logo
7:20 am - 4:36 pm
ORD
-
PUJ
7h 16m1 stop
Spirit Airlines Logo
5:47 pm - 11:47 pm
PUJ
-
ORD
8h 00m1 stop
$262Spirit Airlines
vie., ene. 30 - mié., feb. 4
Frontier Logo
6:00 am - 2:24 pm
MDW
-
PUJ
7h 24m1 stop
Frontier Logo
3:34 pm - 11:42 pm
PUJ
-
MDW
9h 08m1 stop
$301Frontier
jue., abr. 9 - lun., abr. 13
Frontier Logo
6:25 am - 3:42 pm
MDW
-
PUJ
7h 17m1 stop
Frontier Logo
2:16 pm - 11:32 pm
PUJ
-
MDW
11h 16m1 stop
$308Frontier
sáb., feb. 28 - sáb., mar. 7

Frontier flights from Chicago to Punta Cana

Our best Frontier deals on Chicago to Punta Cana flight tickets
Frontier
Mar 6
ORD7:30 amChicago O'Hare Intl
4h 43m
PUJ2:13 pmPunta Cana
Mar 11
PUJ5:39 pmPunta Cana
5h 25m
ORD10:04 pmChicago O'Hare Intl
$274
Frontier
Mar 11
ORD7:20 amChicago O'Hare Intl
4h 43m
PUJ1:03 pmPunta Cana
Mar 18
PUJ5:39 pmPunta Cana
5h 25m
ORD10:04 pmChicago O'Hare Intl
$278
Frontier
Feb 28
ORD5:05 amChicago O'Hare Intl
8h 37m
1 stop
PUJ3:42 pmPunta Cana
Mar 6
PUJ6:39 pmPunta Cana
5h 22m
ORD10:01 pmChicago O'Hare Intl
$282

Arajet flights from Chicago to Punta Cana

Our best Arajet deals on Chicago to Punta Cana flight tickets
Arajet
Jan 31
ORD10:27 amChicago O'Hare Intl
4h 45m
PUJ5:12 pmPunta Cana
Feb 7
PUJ5:47 amPunta Cana
5h 10m
ORD8:57 amChicago O'Hare Intl
$252
Arajet
Jan 24
ORD10:27 amChicago O'Hare Intl
4h 45m
PUJ5:12 pmPunta Cana
Jan 31
PUJ5:47 amPunta Cana
5h 10m
ORD8:57 amChicago O'Hare Intl
$254
Arajet
Jan 21
ORD5:45 amChicago O'Hare Intl
4h 45m
PUJ12:30 pmPunta Cana
Jan 27
PUJ7:30 pmPunta Cana
5h 10m
ORD10:40 pmChicago O'Hare Intl
$255

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Punta Cana 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 enero 8, 2026.
Use the filters below to find and compare flights from Chicago to Punta Cana that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

sáb. 1/31

5:15 am-4:36 pm

1 stop9h 21m

Punta Cana

sáb. 2/7

5:47 pm-11:47 pm

1 stop8h 00m

$251

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

sáb. 1/31

10:27 am-5:12 pm

Nonstop4h 45m

Punta Cana

sáb. 2/7

5:47 am-8:57 am

Nonstop5h 10m

$252

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

sáb. 1/24

10:27 am-5:12 pm

Nonstop4h 45m

Punta Cana

sáb. 1/31

5:47 am-8:57 am

Nonstop5h 10m

$254

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

mié. 1/21

5:45 am-12:30 pm

Nonstop4h 45m

Punta Cana

mar. 1/27

7:30 pm-10:40 pm

Nonstop5h 10m

$255

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

sáb. 1/24

10:27 am-5:12 pm

Nonstop4h 45m

Punta Cana

sáb. 1/31

5:47 am-8:57 am

Nonstop5h 10m

$259

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

mié. 2/18

7:00 am-4:36 pm

1 stop7h 36m

Punta Cana

mié. 2/25

5:47 pm-11:47 pm

1 stop8h 00m

$260

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

vie. 3/6

7:30 am-2:13 pm

Nonstop4h 43m

Punta Cana

mar. 3/10

7:30 pm-11:40 pm

Nonstop5h 10m

$261

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

vie. 1/30

7:20 am-4:36 pm

1 stop7h 16m

Punta Cana

mié. 2/4

5:47 pm-11:47 pm

1 stop8h 00m

$262

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

jue. 4/9

6:00 am-2:24 pm

1 stop7h 24m

Punta Cana

lun. 4/13

3:34 pm-11:42 pm

1 stop9h 08m

$301

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

sáb. 2/28

6:25 am-3:42 pm

1 stop7h 17m

Punta Cana

sáb. 3/7

2:16 pm-11:32 pm

1 stop11h 16m

$308

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 Punta Cana from

How to get the cheapest flight ticket from Chicago to Punta Cana

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 Chicago and Punta Cana?

What is the cheapest month to fly to Punta Cana?

If you’re not able to fly to Punta Cana in August, then January is your next best option. Flight prices from Chicago to Punta Cana during January average around $461.

What is the cheapest day to depart on your flight to Punta Cana?

The cheapest day to depart from Chicago to Punta Cana is on a Monday when prices can be found for as low as $488. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Punta Cana on Saturday is $551.

What is the cheapest time of day to depart on your flight to Punta Cana?

In the evening is the cheapest time of day to fly from Chicago to Punta Cana when you can find flight prices for as low as $383. Flying to Punta Cana in the evening is an ideal time because this is during off-peak travel hours. In the morning is when there is more demand to fly to Punta Cana, so prices are often more expensive at around $527 per ticket.

What is the cheapest Chicago to Punta Cana flight route?

Fly from Chicago O'Hare Intl to Punta Cana for the best Chicago - Punta Cana flight prices

How far in advance should I book a flight to Punta Cana?

You are more likely to see cheaper flights to Punta Cana from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Punta Cana for around $488 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Punta Cana from Chicago for as low as $429 on momondo.

What cabin class options are available on Chicago to Punta Cana flights?

There are 3 cabin classes available to choose from on Chicago to Punta Cana 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 Chicago to Punta Cana flights?

No. A direct flight is the cheapest option for a flight between Chicago to Punta Cana.

How have Chicago to Punta Cana flight prices changed over time?

As of January 2026, prices for Chicago to Punta Cana flights are approximately 18% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Punta Cana

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Punta Cana according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Punta Cana (CHI to PUJ) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Punta Cana

Best Price Found

$171

Fastest flight time

4h 15m

Direct flights

Every day

Airports in Punta Cana

1 airport
The best one-way flight to Punta Cana from Chicago in the past 72 hours is $171. The best round-trip flight deal from Chicago to Punta Cana found on momondo in the last 72 hours is $388.
The fastest flight from Chicago to Punta Cana takes 4h 15m
Direct flights go from Chicago to Punta Cana every day.
There is 1 airport in Punta Cana. From Chicago there are direct flights to Punta Cana (PUJ).
Search flight deals

  • How far is Chicago to Punta Cana by plane?

    Chicago and Punta Cana are 1958.2 mi apart from one another. A reasonable flight in good conditions will take 4h 15m.

  • When did momondo last update prices for flights from Chicago to Punta Cana Airport?

    Prices for flights from Chicago to Punta Cana Airport refresh daily.

  • How many operators does momondo search for flights from Chicago to Punta Cana Airport?

  • How old do you have to be to fly from Chicago to Punta Cana Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Punta Cana Airport.

  • What documentation or ID do you need to fly to Punta Cana Airport?

    The required travel and health documents for your Punta Cana Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Punta Cana Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago to Punta Cana?

  • What is the most popular airline from Chicago to Punta Cana?

Best airlines flying from Chicago to Punta Cana

Compare and see reviews for airlines that fly from Chicago to Punta Cana with momondo
Airline
Rating
Free Cancellation
Price
ArajetPriceFrom $199Free CancellationRating
6.4
41 reviews
Search Arajet flights
FrontierPriceFrom $224Free CancellationRating
5.7
3,061 reviews
Search Frontier flights
DeltaPriceFrom $245Free CancellationRating
7.9
8,025 reviews
Search Delta flights
JetBluePriceFrom $263Free CancellationRating
7.2
2,893 reviews
Search JetBlue flights
SouthwestPriceFrom $277Free CancellationRating
8.0
4,250 reviews
Search Southwest flights
Spirit AirlinesPriceFrom $289Free CancellationRating
6.3
8,289 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $337Free CancellationRating
7.2
11,097 reviews
Search American Airlines flights
United AirlinesPriceFrom $340Free CancellationRating
7.4
9,139 reviews
Search United Airlines flights
Air CanadaPriceFrom $375Free CancellationRating
7.1
10,603 reviews
Search Air Canada flights

  • United Airlines Flights From Chicago to Punta Cana

    Across 6 United Airlines flights from Chicago to Punta Cana this week, the average price was $596, with the best United Airlines deals starting from $340 round-trip. 9,141 users have rated United Airlines on momondo, with an average score of 7.4/10.

  • American Airlines Flights From Chicago to Punta Cana

    Across 11,095 American Airlines reviews on momondo, the average score is 7.2/10. American Airlines flies from Chicago to Punta Cana about 12 times each week, with ticket deals ranging from $337 to $562. Price data is based on momondo searches in the last 72 hours.

Traveling to a place near Punta Cana?

Book flights to Punta Cana if you plan to visit one of these locations
Bavaro

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Punta Cana?

It is quick and easy to find Chicago to Punta Cana flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Punta Cana that suits you.

Can I find flights from Chicago to Punta Cana with flexible booking policies on momondo?

momondo does allow users to show only those flights to Punta Cana from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Punta Cana?

momondo provides multiple filters to help you find the best flight to Punta Cana from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Punta Cana right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Punta Cana from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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