Cheap flights from Chicago to Punta Cana from $114

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 11/23. 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

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Find the cheapest flights from Chicago to Punta Cana

Cheap round-trip flights

Arajet Logo
4:35 am - 11:20 amORD-PUJ
4h 45mnonstop
Arajet Logo
5:47 am - 8:57 amPUJ-ORD
5h 10mnonstop
$245Arajet
Find Deal
Tue, Dec 9 - Sat, Dec 13
Arajet Logo
10:27 am - 5:12 pmORD-PUJ
4h 45mnonstop
Arajet Logo
5:47 am - 8:57 amPUJ-ORD
5h 10mnonstop
$249Arajet
Find Deal
Sat, Nov 15 - Sat, Nov 22
American Airlines Logo
6:54 pm - 11:40 amORD-PUJ
14h 46m1 stop
American Airlines Logo
2:30 pm - 5:15 pmPUJ-ORD
4h 45mnonstop
$291American Airlines
Find Deal
Sun, Nov 9 - Thu, Nov 13
American Airlines Logo
6:03 am - 2:15 pmORD-PUJ
7h 12m1 stop
American Airlines Logo
11:55 am - 7:44 pmPUJ-ORD
8h 49m1 stop
$292American Airlines
Find Deal
Mon, Aug 18 - Wed, Aug 27
Southwest Logo
5:45 am - 1:55 pmMDW-PUJ
7h 10m1 stop
Southwest Logo
2:50 pm - 10:25 pmPUJ-MDW
8h 35m1 stop
$301Southwest
Find Deal
Sun, Sep 14 - Fri, Sep 19
Southwest Logo
5:35 am - 2:05 pmMDW-PUJ
7h 30m1 stop
Southwest Logo
3:30 pm - 8:20 amPUJ-MDW
17h 50m2 stops
$305Southwest
Find Deal
Sun, Sep 28 - Thu, Oct 2
United Airlines Logo
9:30 am - 4:02 pmORD-PUJ
4h 32mnonstop
United Airlines Logo
2:55 pm - 6:08 pmPUJ-ORD
5h 13mnonstop
$311United Airlines
Find Deal
Fri, Nov 14 - Tue, Nov 18
United Airlines Logo
7:10 am - 3:25 pmORD-PUJ
7h 15m1 stop
United Airlines Logo
4:35 pm - 11:15 pmPUJ-ORD
7h 40m1 stop
$320United Airlines
Find Deal
Sun, Sep 14 - Fri, Sep 19
Frontier Logo
6:10 am - 2:19 pmMDW-PUJ
7h 09m1 stop
Frontier Logo
3:29 pm - 11:08 pmPUJ-MDW
8h 39m1 stop
$373Frontier
Find Deal
Sat, Aug 23 - Sat, Aug 30
Frontier Logo
6:10 am - 2:19 pmMDW-PUJ
7h 09m1 stop
Frontier Logo
3:29 pm - 11:08 pmPUJ-MDW
8h 39m1 stop
$377Frontier
Find Deal
Sat, Aug 23 - Sat, Aug 30

Delta flights from Chicago to Punta Cana

Our best Delta deals on Chicago to Punta Cana flight tickets
Delta
Aug 18
MDW6:04 amChicago Midway
7h 30m
1 stop
PUJ2:34 pmPunta Cana
Aug 22
PUJ1:05 pmPunta Cana
9h 39m
1 stop
MDW9:44 pmChicago Midway
Delta
Aug 25
ORD5:00 pmChicago O'Hare Intl
19h 15m
2 stops
PUJ1:15 pmPunta Cana
Sep 5
PUJ1:50 pmPunta Cana
19h 47m
2 stops
ORD8:37 amChicago O'Hare Intl
Delta
Sep 10
MDW6:00 amChicago Midway
7h 34m
1 stop
PUJ2:34 pmPunta Cana
Sep 16
PUJ2:45 pmPunta Cana
7h 51m
1 stop
MDW9:36 pmChicago Midway

Southwest flights from Chicago to Punta Cana

Our best Southwest deals on Chicago to Punta Cana flight tickets
Southwest
Sep 14
MDW5:45 amChicago Midway
7h 10m
1 stop
PUJ1:55 pmPunta Cana
Sep 19
PUJ2:50 pmPunta Cana
8h 35m
1 stop
MDW10:25 pmChicago Midway
Southwest
Sep 28
MDW5:35 amChicago Midway
7h 30m
1 stop
PUJ2:05 pmPunta Cana
Oct 2
PUJ3:30 pmPunta Cana
17h 50m
2 stops
MDW8:20 amChicago Midway
Southwest
Sep 5
MDW6:35 amChicago Midway
6h 20m
1 stop
PUJ1:55 pmPunta Cana
Sep 18
PUJ3:05 pmPunta Cana
7h 55m
1 stop
MDW10:00 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 July, then January is your next best option. Flight prices from Chicago to Punta Cana during January average around $492.

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 $501. Be sure to avoid booking your departure on a Thursday as prices are generally higher than usual. According to our data, the average ticket price to Punta Cana on Thursday is $586.

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 $555 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 $545 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 $453 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 July 2025, prices for Chicago to Punta Cana flights are approximately 21% 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

$114

Fastest flight time

4h 30m

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 $114. The best round-trip flight deal from Chicago to Punta Cana found on momondo in the last 72 hours is $245.
The fastest flight from Chicago to Punta Cana takes 4h 30m
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 30m.

  • 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 $223Free CancellationRating
5.9
3,271 reviews
Search Frontier flights
ArajetPriceFrom $235Free CancellationRating
7.1
32 reviews
Search Arajet flights
Spirit AirlinesPriceFrom $270Free CancellationRating
6.3
8,055 reviews
Search Spirit Airlines flights
Air CanadaPriceFrom $335Free CancellationRating
7.1
9,695 reviews
Search Air Canada flights
United AirlinesPriceFrom $343Free CancellationRating
7.4
8,846 reviews
Search United Airlines flights
American AirlinesPriceFrom $371Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $387Free CancellationRating
8.0
7,951 reviews
Search Delta flights
Copa AirlinesPriceFrom $488Free CancellationRating
7.5
1,475 reviews
Search Copa Airlines flights
SouthwestPriceFrom $495Free CancellationRating
8.0
4,249 reviews
Search Southwest flights
AviancaPriceFrom $615Free CancellationRating
6.7
2,374 reviews
Search Avianca flights
  • Southwest Flights From Chicago to Punta Cana

    Across 5 Southwest flights from Chicago to Punta Cana this week, the average price was $742, with the best Southwest deals starting from $495 round-trip. 4,249 users have rated Southwest on momondo, with an average score of 8.0/10.

  • United Airlines Flights From Chicago to Punta Cana

    Across 8,846 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Chicago to Punta Cana about 7 times each week, with ticket deals ranging from $343 to $638. 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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1 adult
Tue 7/15
Tue 7/22

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