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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 1/31. 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 from Chicago to Punta Cana

The cheapest plane tickets from Chicago to Punta Cana found on KAYAK recently.
8:12 pm - 11:10 amORD-PUJ
12h 58m1 stop
4:48 pm - 11:58 pmPUJ-ORD
9h 10m1 stop
Fri, Feb 7 - Wed, Feb 12
8:12 pm - 11:10 amORD-PUJ
12h 58m1 stop
4:48 pm - 11:58 pmPUJ-ORD
9h 10m1 stop
Fri, Feb 7 - Wed, Feb 12
8:12 pm - 11:10 amORD-PUJ
12h 58m1 stop
3:47 pm - 12:07 amPUJ-ORD
9h 20m1 stop
Fri, Jan 31 - Tue, Mar 11
6:48 pm - 10:40 amMDW-PUJ
13h 52m1 stop
3:10 pm - 11:58 pmPUJ-MDW
10h 48m1 stop
$285Frontier
Find Deal
Fri, Feb 21 - Fri, Feb 28
5:00 am - 3:43 pmORD-PUJ
8h 43m1 stop
3:47 pm - 12:07 amPUJ-ORD
9h 20m1 stop
$286Spirit Airlines
Find Deal
Tue, Mar 4 - Tue, Mar 11
7:10 pm - 1:14 pmMDW-PUJ
16h 04m2 stops
3:10 pm - 11:58 pmPUJ-MDW
10h 48m1 stop
$290Frontier
Find Deal
Sat, Feb 22 - Fri, Feb 28
7:10 am - 3:43 pmORD-PUJ
6h 33m1 stop
4:48 pm - 11:58 pmPUJ-ORD
9h 10m1 stop
$306Spirit Airlines
Find Deal
Mon, Feb 24 - Fri, Feb 28
8:05 am - 2:40 pmORD-PUJ
4h 35mnonstop
12:55 pm - 11:53 pmPUJ-ORD
12h 58m1 stop
$350American Airlines
Find Deal
Mon, Feb 24 - Thu, Feb 27
8:05 am - 3:50 pmORD-PUJ
6h 45m1 stop
12:54 pm - 10:39 pmPUJ-ORD
10h 45m1 stop
$355American Airlines
Find Deal
Wed, Apr 2 - Wed, Apr 9
10:43 am - 5:11 pmORD-PUJ
4h 28mnonstop
2:50 pm - 6:00 pmPUJ-ORD
5h 10mnonstop
$380United Airlines
Find Deal
Tue, Feb 4 - Fri, Feb 7
8:12 pm - 11:10 amORD-PUJ
12h 58m1 stop
$102Frontier
Find Deal
Fri, Jan 31
8:12 pm - 11:10 amORD-PUJ
12h 58m1 stop
$103Frontier
Find Deal
Fri, Feb 7
5:00 am - 3:43 pmORD-PUJ
8h 43m1 stop
$131Spirit Airlines
Find Deal
Tue, Feb 25
5:11 am - 3:45 pmORD-PUJ
8h 34m1 stop
$140Spirit Airlines
Find Deal
Sun, Jan 26
10:43 am - 5:11 pmORD-PUJ
4h 28mnonstop
$161United Airlines
Find Deal
Mon, Feb 24
9:05 am - 2:30 pmMDW-PUJ
4h 25mnonstop
$161Southwest
Find Deal
Tue, Mar 11
8:05 am - 2:40 pmORD-PUJ
4h 35mnonstop
$165American Airlines
Find Deal
Mon, Feb 24
7:00 am - 4:45 pmORD-PUJ
7h 45m1 stop
$176American Airlines
Find Deal
Fri, Feb 28
10:43 am - 5:11 pmORD-PUJ
4h 28mnonstop
$181United Airlines
Find Deal
Mon, Feb 3
6:30 am - 1:40 pmMDW-PUJ
6h 10m1 stop
$241Southwest
Find Deal
Wed, Mar 12
6:10 am - 1:00 pmORD-PUJ
4h 50mnonstop
4:48 pm - 11:58 pmPUJ-ORD
9h 10m1 stop
Sat, Jan 25 - Sat, Feb 15
5:11 am - 3:45 pmORD-PUJ
8h 34m1 stop
4:50 pm - 11:32 pmPUJ-ORD
8h 42m1 stop
$407Spirit Airlines
Find Deal
Sun, Jan 26 - Sat, Feb 8
5:45 am - 2:23 pmORD-PUJ
6h 38m1 stop
1:50 pm - 9:14 pmPUJ-ORD
9h 24m1 stop
$410Delta
Find Deal
Fri, Jan 24 - Sat, Feb 15
8:05 am - 2:35 pmORD-PUJ
4h 30mnonstop
5:45 pm - 11:52 pmPUJ-ORD
8h 07m1 stop
$413American Airlines
Find Deal
Fri, Jan 24 - Sat, Feb 15
6:15 am - 5:15 pmORD-PUJ
9h 00m1 stop
2:37 pm - 9:15 pmPUJ-ORD
8h 38m1 stop
$420Delta
Find Deal
Thu, Jan 23 - Thu, Jan 30
5:35 pm - 11:40 amORD-PUJ
16h 05m1 stop
3:50 pm - 7:05 pmPUJ-ORD
5h 15mnonstop
$425American Airlines
Find Deal
Sat, Jan 25 - Sat, Feb 1
6:10 am - 1:00 pmORD-PUJ
4h 50mnonstop
6:10 pm - 9:27 pmPUJ-ORD
5h 17mnonstop
$471Frontier
Find Deal
Wed, Jan 22 - Fri, Jan 24
6:10 am - 1:00 pmORD-PUJ
4h 50mnonstop
6:10 pm - 9:27 pmPUJ-ORD
5h 17mnonstop
$477Frontier
Find Deal
Sun, Jan 26 - Wed, Jan 29
5:45 am - 2:30 pmMDW-PUJ
6h 45m1 stop
5:00 pm - 8:00 pmPUJ-MDW
5h 00mnonstop
$525Southwest
Find Deal
Sat, Jan 25 - Sat, Feb 1
5:40 am - 2:45 pmMDW-PUJ
7h 05m1 stop
5:00 pm - 8:00 pmPUJ-MDW
5h 00mnonstop
$568Southwest
Find Deal
Sun, Jan 26 - Sat, Feb 8
8:05 am - 2:35 pmORD-PUJ
4h 30mnonstop
3:35 pm - 6:50 pmPUJ-ORD
5h 15mnonstop
$380American Airlines
Find Deal
Sun, Feb 2 - Wed, Feb 5
10:43 am - 5:11 pmORD-PUJ
4h 28mnonstop
1:50 pm - 6:00 pmPUJ-ORD
5h 10mnonstop
$384United Airlines
Find Deal
Tue, Mar 4 - Tue, Mar 11
8:05 am - 1:40 pmORD-PUJ
4h 35mnonstop
2:45 pm - 6:50 pmPUJ-ORD
5h 05mnonstop
$392American Airlines
Find Deal
Tue, May 6 - Wed, May 14
10:43 am - 5:11 pmORD-PUJ
4h 28mnonstop
2:50 pm - 6:00 pmPUJ-ORD
5h 10mnonstop
$395United Airlines
Find Deal
Mon, Feb 3 - Sat, Feb 8
9:23 am - 3:05 pmORD-PUJ
4h 42mnonstop
1:50 pm - 5:55 pmPUJ-ORD
5h 05mnonstop
$422United Airlines
Find Deal
Tue, Apr 8 - Tue, Apr 15
8:05 am - 2:35 pmORD-PUJ
4h 30mnonstop
4:40 pm - 8:05 pmPUJ-ORD
5h 25mnonstop
$429American Airlines
Find Deal
Mon, Feb 10 - Sat, Feb 15
6:10 am - 1:00 pmORD-PUJ
4h 50mnonstop
5:54 pm - 10:14 pmPUJ-ORD
5h 20mnonstop
$471Frontier
Find Deal
Tue, Mar 4 - Tue, Mar 11
6:10 am - 1:00 pmORD-PUJ
4h 50mnonstop
5:10 pm - 9:30 pmPUJ-ORD
5h 20mnonstop
$473Frontier
Find Deal
Wed, Mar 5 - Wed, Mar 12
9:05 am - 2:30 pmMDW-PUJ
4h 25mnonstop
3:30 pm - 7:45 pmPUJ-MDW
5h 15mnonstop
$589Southwest
Find Deal
Tue, Apr 1 - Mon, Apr 7
8:25 am - 1:55 pmMDW-PUJ
4h 30mnonstop
2:50 pm - 6:55 pmPUJ-MDW
5h 05mnonstop
$603Southwest
Find Deal
Sat, Apr 19 - Sat, Apr 26

Frontier flights from Chicago to Punta Cana

Our best Frontier deals on Chicago to Punta Cana flight tickets
Frontier
Jan 31
ORD8:12 pmChicago O'Hare Intl
12h 58m
1 stop
PUJ11:10 amPunta Cana
Feb 4
PUJ6:54 pmPunta Cana
5h 17m
ORD10:11 pmChicago O'Hare Intl
Frontier
Jan 31
ORD8:12 pmChicago O'Hare Intl
12h 58m
1 stop
PUJ11:10 amPunta Cana
Feb 7
PUJ6:10 pmPunta Cana
5h 17m
ORD9:27 pmChicago O'Hare Intl
Frontier
Jan 26
ORD6:10 amChicago O'Hare Intl
4h 50m
PUJ1:00 pmPunta Cana
Jan 31
PUJ6:10 pmPunta Cana
5h 17m
ORD9:27 pmChicago O'Hare Intl

Delta flights from Chicago to Punta Cana

Our best Delta deals on Chicago to Punta Cana flight tickets
Delta
Feb 25
MDW6:00 amChicago Midway
7h 25m
1 stop
PUJ3:25 pmPunta Cana
Feb 28
PUJ2:00 pmPunta Cana
10h 20m
1 stop
MDW10:20 pmChicago Midway
Delta
Feb 22
ORD5:45 amChicago O'Hare Intl
8h 57m
1 stop
PUJ4:42 pmPunta Cana
Mar 4
PUJ4:50 pmPunta Cana
8h 59m
1 stop
ORD11:49 pmChicago O'Hare Intl
Delta
Feb 2
MDW6:00 amChicago Midway
6h 23m
1 stop
PUJ2:23 pmPunta Cana
Feb 5
PUJ4:50 pmPunta Cana
7h 30m
1 stop
MDW10:20 pmChicago Midway

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 April, then January is your next best option. Flight prices from Chicago to Punta Cana during January average around $476.

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 Tuesday when prices can be found for as low as $495. 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 $579.

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

At noon is the cheapest time of day to fly from Chicago to Punta Cana when you can find flight prices for as low as $341. Flying to Punta Cana at noon 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 $556 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 5 weeks ahead of your departure date. In general, you can expect to find flights to Punta Cana for around $553 when searching 5 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 $467 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.

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

As of January 2025, prices for Chicago to Punta Cana flights are approximately 8% 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

$102

Fastest flight time

4h 25m

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 $102. The best round-trip flight deal from Chicago to Punta Cana found on momondo in the last 72 hours is $276.
The fastest flight from Chicago to Punta Cana takes 4h 25m
Direct flights go from Chicago to Punta Cana every day.
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 $203Free CancellationRating
6.0
3,443 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $258Free CancellationRating
6.3
8,115 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $318Free CancellationRating
7.4
8,985 reviews
Search United Airlines flights
Air CanadaPriceFrom $335Free CancellationRating
7.0
8,635 reviews
Search Air Canada flights
American AirlinesPriceFrom $376Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $435Free CancellationRating
8.0
8,521 reviews
Search Delta flights
Copa AirlinesPriceFrom $459Free CancellationRating
7.6
1,662 reviews
Search Copa Airlines flights
SouthwestPriceFrom $671Free CancellationRating
8.1
4,662 reviews
Search Southwest flights
AviancaPriceFrom $1,422Free CancellationRating
6.9
2,579 reviews
Search Avianca flights
  • United Airlines Flights From Chicago to Punta Cana

    Across 7 United Airlines flights from Chicago to Punta Cana this week, the average price was $652, with the best United Airlines deals starting from $318 round-trip. 8,985 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 $376 to $615. 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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