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Cheap flights from Chicago to Punta Cana from $101

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 11/8. 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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Find the cheapest flights from Chicago to Punta Cana

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Punta Cana that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Punta Cana.

Cheap last minute flights

Planning a quick getaway from Chicago to Punta Cana? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Punta Cana, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Punta Cana

Find recent round-trip train or bus tickets from Chicago to Punta Cana.

All round-trip flight deals to Punta Cana

The cheapest plane tickets to Punta Cana found on KAYAK recently.
6:00 am - 12:29 pmORD-PUJ
4h 29mnonstop
6:53 pm - 10:07 pmPUJ-ORD
5h 14mnonstop
$196Frontier
Find Deal
Mon, Dec 9 - Thu, Dec 12
6:00 am - 12:29 pmORD-PUJ
4h 29mnonstop
5:00 pm - 8:31 pmPUJ-ORD
5h 31mnonstop
$199Frontier
Find Deal
Mon, Dec 9 - Fri, Dec 13
5:00 am - 4:18 pmORD-PUJ
10h 18m1 stop
4:52 pm - 6:41 pmPUJ-ORD
27h 49m1 stop
$313Spirit Airlines
Find Deal
Sat, Oct 26 - Wed, Nov 6
8:25 am - 1:55 pmORD-PUJ
4h 30mnonstop
3:37 pm - 6:52 pmPUJ-ORD
5h 15mnonstop
$315American Airlines
Find Deal
Mon, Oct 28 - Wed, Nov 6
8:25 am - 3:39 pmORD-PUJ
6h 14m1 stop
3:38 pm - 11:55 pmPUJ-ORD
10h 17m1 stop
$320American Airlines
Find Deal
Mon, Oct 28 - Wed, Nov 6
5:00 am - 3:46 pmORD-PUJ
8h 46m1 stop
4:51 pm - 9:35 amPUJ-ORD
18h 44m1 stop
$324Spirit Airlines
Find Deal
Tue, Nov 12 - Fri, Nov 15
5:41 am - 4:24 pmORD-PUJ
8h 43m1 stop
2:05 pm - 9:05 pmPUJ-ORD
9h 00m1 stop
$343Delta
Find Deal
Mon, Dec 9 - Thu, Dec 12
6:00 am - 4:40 pmMDW-PUJ
8h 40m1 stop
2:05 pm - 10:06 pmPUJ-MDW
10h 01m1 stop
$343Delta
Find Deal
Mon, Dec 2 - Fri, Dec 6
10:43 am - 5:11 pmORD-PUJ
4h 28mnonstop
1:00 pm - 11:20 pmPUJ-ORD
12h 20m1 stop
$409United Airlines
Find Deal
Tue, Nov 12 - Thu, Nov 14
6:30 am - 4:35 pmORD-PUJ
9h 05m1 stop
5:25 pm - 7:42 amPUJ-ORD
16h 17m1 stop
$410United Airlines
Find Deal
Wed, Oct 30 - Wed, Nov 6
4:17 pm - 10:14 amMDW-PUJ
15h 57m1 stop
$101Frontier
Find Deal
Fri, Nov 8
8:13 pm - 11:02 amMDW-PUJ
12h 49m1 stop
$102Frontier
Find Deal
Wed, Jan 8
5:00 am - 3:46 pmORD-PUJ
8h 46m1 stop
$124Spirit Airlines
Find Deal
Tue, Nov 12
5:00 am - 3:46 pmORD-PUJ
8h 46m1 stop
$125Spirit Airlines
Find Deal
Tue, Nov 19
10:43 am - 5:11 pmORD-PUJ
4h 28mnonstop
$146United Airlines
Find Deal
Tue, Nov 12
4:35 pm - 11:45 amORD-PUJ
17h 10m1 stop
$150American Airlines
Find Deal
Sat, Nov 9
8:50 am - 5:58 pmORD-PUJ
7h 08m1 stop
$155United Airlines
Find Deal
Tue, Jan 7
5:41 am - 4:24 pmORD-PUJ
8h 43m1 stop
$160Delta
Find Deal
Fri, Dec 6
6:00 am - 2:25 pmMDW-PUJ
6h 25m1 stop
$160Delta
Find Deal
Mon, Dec 9
5:25 pm - 11:55 amORD-PUJ
16h 30m1 stop
$165American Airlines
Find Deal
Fri, Nov 29
8:35 pm - 10:49 amORD-PUJ
13h 14m1 stop
2:20 pm - 11:54 pmPUJ-ORD
10h 34m1 stop
$391American Airlines
Find Deal
Fri, Oct 11 - Wed, Oct 16
7:20 pm - 11:02 amORD-PUJ
14h 42m1 stop
3:07 pm - 7:12 pmPUJ-ORD
5h 05mnonstop
$420American Airlines
Find Deal
Fri, Oct 11 - Wed, Oct 16
7:30 am - 4:18 pmORD-PUJ
7h 48m1 stop
1:58 pm - 12:30 amPUJ-ORD
11h 32m1 stop
$527Spirit Airlines
Find Deal
Sat, Oct 12 - Sat, Oct 19
7:30 am - 3:00 pmORD-PUJ
6h 30m1 stop
1:58 pm - 12:30 amPUJ-ORD
11h 32m1 stop
$581Spirit Airlines
Find Deal
Wed, Oct 9 - Fri, Oct 18
2:35 pm - 9:16 amORD-PUJ
41h 41m2 stops
1:33 pm - 11:15 amPUJ-ORD
22h 42m1 stop
$590Frontier
Find Deal
Thu, Oct 10 - Sat, Oct 12
6:49 pm - 9:16 amMDW-PUJ
37h 27m2 stops
1:33 pm - 11:54 pmPUJ-MDW
11h 21m1 stop
$590Frontier
Find Deal
Thu, Oct 10 - Sat, Oct 12
9:30 am - 3:04 pmORD-PUJ
4h 34mnonstop
1:50 pm - 11:37 pmPUJ-ORD
10h 47m1 stop
$835United Airlines
Find Deal
Sat, Oct 12 - Fri, Oct 18
9:30 am - 3:04 pmORD-PUJ
4h 34mnonstop
4:15 pm - 11:37 pmPUJ-ORD
8h 22m1 stop
$967United Airlines
Find Deal
Sat, Oct 12 - Sat, Oct 19
6:00 am - 2:57 pmMDW-PUJ
7h 57m1 stop
2:48 pm - 9:38 pmPUJ-MDW
7h 50m1 stop
$1,362Delta
Find Deal
Sat, Oct 12 - Sat, Oct 19
6:00 am - 2:57 pmMDW-PUJ
7h 57m1 stop
1:10 pm - 9:38 pmPUJ-MDW
9h 28m1 stop
$1,463Delta
Find Deal
Sat, Oct 12 - Sat, Oct 19
6:00 am - 12:29 pmORD-PUJ
4h 29mnonstop
6:53 pm - 10:07 pmPUJ-ORD
5h 14mnonstop
$196Frontier
Find Deal
Mon, Dec 9 - Thu, Dec 12
6:00 am - 12:29 pmORD-PUJ
4h 29mnonstop
5:00 pm - 8:31 pmPUJ-ORD
5h 31mnonstop
$199Frontier
Find Deal
Mon, Dec 9 - Fri, Dec 13
6:00 am - 12:29 pmORD-PUJ
4h 29mnonstop
5:00 pm - 8:31 pmPUJ-ORD
5h 31mnonstop
$212Frontier
Find Deal
Mon, Dec 9 - Wed, Dec 11
6:00 am - 12:29 pmORD-PUJ
4h 29mnonstop
6:45 pm - 9:59 pmPUJ-ORD
5h 14mnonstop
$231Frontier
Find Deal
Mon, Dec 9 - Thu, Dec 19
8:25 am - 1:55 pmORD-PUJ
4h 30mnonstop
3:37 pm - 6:52 pmPUJ-ORD
5h 15mnonstop
$315American Airlines
Find Deal
Mon, Oct 28 - Wed, Nov 6
8:25 am - 1:55 pmORD-PUJ
4h 30mnonstop
3:37 pm - 6:52 pmPUJ-ORD
5h 15mnonstop
$343American Airlines
Find Deal
Mon, Oct 28 - Wed, Nov 6
10:43 am - 5:11 pmORD-PUJ
4h 28mnonstop
2:50 pm - 6:00 pmPUJ-ORD
5h 10mnonstop
$389United Airlines
Find Deal
Tue, Jan 7 - Tue, Jan 14
8:56 am - 3:24 pmORD-PUJ
4h 28mnonstop
2:50 pm - 6:00 pmPUJ-ORD
5h 10mnonstop
$400United Airlines
Find Deal
Sat, Nov 16 - Wed, Nov 20
9:35 am - 4:00 pmMDW-PUJ
4h 25mnonstop
5:00 pm - 8:00 pmPUJ-MDW
5h 00mnonstop
$624Southwest
Find Deal
Sat, Jan 25 - Sat, Feb 1
8:30 am - 1:55 pmMDW-PUJ
4h 25mnonstop
2:50 pm - 6:55 pmPUJ-MDW
5h 05mnonstop
$752Southwest
Find Deal
Sat, Apr 5 - Sat, Apr 12

Frontier flights from Chicago to Punta Cana

Our best Frontier deals on Chicago to Punta Cana flight tickets
Frontier
Dec 9
ORD6:00 amChicago O'Hare Intl
4h 29m
PUJ12:29 pmPunta Cana
Dec 12
PUJ6:53 pmPunta Cana
5h 14m
ORD10:07 pmChicago O'Hare Intl
Frontier
Dec 9
ORD6:00 amChicago O'Hare Intl
4h 29m
PUJ12:29 pmPunta Cana
Dec 13
PUJ5:00 pmPunta Cana
5h 31m
ORD8:31 pmChicago O'Hare Intl
Frontier
Dec 9
ORD6:00 amChicago O'Hare Intl
4h 29m
PUJ12:29 pmPunta Cana
Dec 11
PUJ5:00 pmPunta Cana
5h 31m
ORD8:31 pmChicago O'Hare Intl

Spirit Airlines flights from Chicago to Punta Cana

Our best Spirit Airlines deals on Chicago to Punta Cana flight tickets
Spirit Airlines
Oct 26
ORD5:00 amChicago O'Hare Intl
10h 18m
1 stop
PUJ4:18 pmPunta Cana
Nov 6
PUJ4:52 pmPunta Cana
27h 49m
1 stop
ORD6:41 pmChicago O'Hare Intl
Spirit Airlines
Nov 12
ORD5:00 amChicago O'Hare Intl
8h 46m
1 stop
PUJ3:46 pmPunta Cana
Nov 15
PUJ4:51 pmPunta Cana
18h 44m
1 stop
ORD9:35 amChicago O'Hare Intl
Spirit Airlines
Oct 26
ORD5:00 amChicago O'Hare Intl
10h 18m
1 stop
PUJ4:18 pmPunta Cana
Nov 6
PUJ2:56 pmPunta Cana
32h 12m
2 stops
ORD9:08 pmChicago O'Hare Intl

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 from Chicago to Punta Cana?

January. The cheapest time of year to fly to Punta Cana from Chicago is January. Most expensive is March

What is the cheapest day to depart Chicago for Punta Cana?

Tuesday. The cheapest day of the week is typically Tuesday. The most expensive is typically Thursday

When is the cheapest time to fly from Chicago to Punta Cana?

At noon. Chicago to Punta Cana flights are approximately 32% more expensive in the morning than at noon

What is the cheapest airline that flies to Punta Cana from Chicago?

Frontier. Frontier, Copa Airlines, and American Airlines are the most popular carriers operating from Chicago to Punta Cana

What is the cheapest Chicago to Punta Cana flight route?

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

How far in advance should you book Chicago to Punta Cana flights?

33 days before. The cheapest time to buy a flight from Chicago to Punta Cana is approximately 33 days to departure

How many flights depart from Chicago to Punta Cana on average per day?

The number of flights available between Chicago and Punta Cana is 1 per day as of October 2024. The most frequent departure time is 9:00AM, with 100% of daily flights leaving at noon.

How many flights depart from Chicago to Punta Cana on average per week?

As of October 2024, there are 8 flights per week flying from Chicago to Punta Cana. The most common day of the week flights depart is Saturday, with 25% of flights taking off on this day.

Can stopping save me money on Chicago to Punta Cana flights?

You could potentially save up to 25% on your flight if you consider stops on a Chicago to Punta Cana flight.

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

As of October 2024, prices for Chicago to Punta Cana flights are approximately 5% more expensive 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

$101

Fastest flight time

4h 25m

Direct flights

Mon, Tue, Wed, Thu, Sat and Sun

Airports in Punta Cana

1 airport
The best one-way flight to Punta Cana from Chicago in the past 72 hours is $101. The best round-trip flight deal from Chicago to Punta Cana found on momondo in the last 72 hours is $196.
The fastest flight from Chicago to Punta Cana takes 4h 25m
Direct flights go from Chicago to Punta Cana on Monday, Tuesday, Wednesday, Thursday, Saturday and Sunday. Airlines offering direct flights are: United Airlines, Southwest and American Airlines.
There is 1 airport near Punta Cana: Punta Cana (PUJ)

  • 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 25m.

  • 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
FrontierPriceFrom $186Free CancellationRating
6.1
3,651 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $269Free CancellationRating
6.3
8,213 reviews
Search Spirit Airlines flights
DeltaPriceFrom $275Free CancellationRating
8.0
8,972 reviews
Search Delta flights
United AirlinesPriceFrom $333Free CancellationRating
7.4
9,370 reviews
Search United Airlines flights
American AirlinesPriceFrom $347Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Copa AirlinesPriceFrom $455Free CancellationRating
7.7
1,962 reviews
Search Copa Airlines flights
Air CanadaPriceFrom $550Free CancellationRating
6.9
7,871 reviews
Search Air Canada flights
  • United Airlines Flights From Chicago to Punta Cana

    Across 1 United Airlines flight from Chicago to Punta Cana this week, the average price was $672, with the best United Airlines deals starting from $333 round-trip. 9,370 users have rated United Airlines on momondo, with an average score of 7.4/10.

  • American Airlines Flights From Chicago to Punta Cana

    Across 10,000 American Airlines reviews on momondo, the average score is 7.2/10. American Airlines flies from Chicago to Punta Cana about 7 times each week, with ticket deals ranging from $347 to $586. Price data is based on momondo searches in the last 72 hours.


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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