Cheap flights from Chicago to Punta Cana from $121
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 7/12. 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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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 $490.
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 $497. 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 $589.
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 $277. 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 $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 7 weeks ahead of your departure date. In general, you can expect to find flights to Punta Cana for around $550 when searching 7 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 $452 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.
What is the cheapest airline that flies from Chicago to Punta Cana?
Southwest, United Airlines, and Spirit Airlines are the most popular carriers operating from Chicago to Punta Cana
What airlines fly to Punta Cana?
American Airlines, Frontier and United Airlines are the top three most popular airlines that fly to Punta Cana from Chicago according to our data. American Airlines is the first choice among our users, with 36% of people opting to fly with this airline when traveling to Punta Cana. Keep in mind that there are 11 different airlines that fly to Punta Cana on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago to Punta Cana on average per day?
The number of flights available between Chicago and Punta Cana is 2 per day as of June 2025. 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 June 2025, there are 20 flights per week flying from Chicago to Punta Cana. The most common day of the week flights depart is Wed, with 20% of flights taking off on this day.
When to book flights from Chicago to Punta Cana
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
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?
As of June 2025, there are 10 operators available to choose from 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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago to Punta Cana is Boeing 737-900 (30.30% of total bookings). The next most popular plane models are Airbus A321neo (18.64%), Airbus A321-100/200 (15.84%), and Boeing 737-800 (15.17%).
What is the most popular airline from Chicago to Punta Cana?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Punta Cana is Frontier (36% of total bookings). The next most popular airlines are American Airlines (33%), United Airlines (22%), and Southwest (4%).
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 | ||
|---|---|---|---|---|---|
| PriceFrom $224 | Free Cancellation | Rating 5.9 3,295 reviews | |||
| PriceFrom $240 | Free Cancellation | Rating 7.3 26 reviews | |||
| PriceFrom $270 | Free Cancellation | Rating 6.3 8,052 reviews | |||
| PriceFrom $335 | Free Cancellation | Rating 7.1 9,537 reviews | |||
| PriceFrom $343 | Free Cancellation | Rating 7.4 8,790 reviews | |||
| PriceFrom $383 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $387 | Free Cancellation | Rating 8.0 7,946 reviews | |||
| PriceFrom $488 | Free Cancellation | Rating 7.5 1,451 reviews | |||
| PriceFrom $495 | Free Cancellation | Rating 8.0 4,287 reviews | |||
| PriceFrom $615 | Free Cancellation | Rating 6.7 2,345 reviews |
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. 4,287 users have rated Southwest on momondo, with an average score of 8.0/10.
United Airlines Flights From Chicago to Punta Cana
Across 8,790 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Chicago to Punta Cana about 6 times each week, with ticket deals ranging from $343 to $640. Price data is based on momondo searches in the last 72 hours.
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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.