Skyscanner home

Cheap flights from Chicago to Punta Cana

Compare Chicago to Punta Cana flight deals

Find the cheapest month or even day of the year to fly to Punta Cana

Book the best Punta Cana fare with no extra fees

Flight deals from Chicago to Punta Cana Airport

Looking for a cheap last-minute deal or the best return flight from Chicago to Punta Cana Airport? If you want to travel next month, return fares start from $321. Find the lowest prices on one-way and return tickets right here.
Punta Cana.$145 per passenger.Departing Fri, 15 May.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Fri, 15 May, arriving in Punta Cana.Price includes taxes and charges.From $145, select.
Punta Cana.$195 per passenger.Departing Mon, 20 Apr.One-way flight with Arajet.Outbound direct flight with Arajet departs from Chicago O'Hare International on Mon, 20 Apr, arriving in Punta Cana.Price includes taxes and charges.From $195, select.
Punta Cana.$215 per passenger.Departing Mon, 1 Jun.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Mon, 1 Jun, arriving in Punta Cana.Price includes taxes and charges.From $215, select.
Punta Cana.$215 per passenger.Departing Mon, 14 Sep.One-way flight with Arajet.Outbound direct flight with Arajet departs from Chicago O'Hare International on Mon, 14 Sep, arriving in Punta Cana.Price includes taxes and charges.From $215, select.
Punta Cana.$221 per passenger.Departing Mon, 4 May.One-way flight with Arajet.Outbound direct flight with Arajet departs from Chicago O'Hare International on Mon, 4 May, arriving in Punta Cana.Price includes taxes and charges.From $221, select.
Punta Cana.$227 per passenger.Departing Mon, 23 Mar.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Mon, 23 Mar, arriving in Punta Cana.Price includes taxes and charges.From $227, select.
Punta Cana.$241 per passenger.Departing Mon, 7 Dec.One-way flight with Arajet.Outbound direct flight with Arajet departs from Chicago O'Hare International on Mon, 7 Dec, arriving in Punta Cana.Price includes taxes and charges.From $241, select.
Punta Cana.$241 per passenger.Departing Sat, 31 Oct.One-way flight with Arajet.Outbound direct flight with Arajet departs from Chicago O'Hare International on Sat, 31 Oct, arriving in Punta Cana.Price includes taxes and charges.From $241, select.
Punta Cana.$250 per passenger.Departing Mon, 2 Nov.One-way flight with Arajet.Outbound direct flight with Arajet departs from Chicago O'Hare International on Mon, 2 Nov, arriving in Punta Cana.Price includes taxes and charges.From $250, select.
Punta Cana.$250 per passenger.Departing Mon, 13 Jul.One-way flight with Arajet.Outbound direct flight with Arajet departs from Chicago O'Hare International on Mon, 13 Jul, arriving in Punta Cana.Price includes taxes and charges.From $250, select.
Punta Cana.$251 per passenger.Departing Fri, 14 Aug.One-way flight with Arajet.Outbound direct flight with Arajet departs from Chicago O'Hare International on Fri, 14 Aug, arriving in Punta Cana.Price includes taxes and charges.From $251, select.
Punta Cana.$279 per passenger.Departing Tue, 31 Mar.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Tue, 31 Mar, arriving in Punta Cana.Price includes taxes and charges.From $279, select.
Punta Cana.$290 per passenger.Departing Mon, 15 Jun.One-way flight with Arajet.Outbound direct flight with Arajet departs from Chicago O'Hare International on Mon, 15 Jun, arriving in Punta Cana.Price includes taxes and charges.From $290, select.

Find the cheapest month to fly from Chicago to Punta Cana

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Punta Cana flights are currently cheapest in May.
Mar
from $227
Apr
from $195
May
from $145
Jun
from $215
Jul
from $250
Aug
from $251
Sep
from $215
Oct
from $241
Nov
from $250
Dec
from $241
Jan
Find prices
Feb
Find prices

Direct flights from Chicago to Punta Cana

Chicago to Punta Cana: Alternative routes

Compare routes from Chicago to Punta Cana below. You may find an airport to fly into that's cheaper, faster, or easier than Punta Cana.

Punta Cana

1km from central Punta Cana
ClosestCheapest
from $145
Search flights

La Romana

57km from central Punta Cana
Search flights

Chicago to Punta Cana: Flight information

The things to know before you go.
Cheapest flight found$145
Cheapest month to flyMay
Average flight time4 hrs, 33 mins
Most popular airlineAmerican Airlines
Average flights per week36

Check out these Punta Cana hotels

Ready to plan your stay? Other travellers rate these Punta Cana hotels for cleanliness, service and location.
Secrets Tides Punta Cana All Inclusive - Adults Only
34.74 km from city centre
$1,105
Per night
Tortuga Bay Hotel
4.13 km from city centre
$2,142
Per night
Hotel Casa Don Luis Cap Cana by Faranda Boutique
6.00 km from city centre
$533
Per night
Secrets Tides Punta Cana All Inclusive - Adults Only
34.74 km from city centre
$1,105
Per night
Tortuga Bay Hotel
4.13 km from city centre
$2,142
Per night
Hotel Casa Don Luis Cap Cana by Faranda Boutique
6.00 km from city centre
$533
Per night
Explore top-rated hotels

Finding cheap flights from Chicago to Punta Cana: Frequently asked questions

The best price we found for a return flight from Chicago to Punta Cana is $321. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
4 hours and 33 minutes is the average flight time from Chicago to Punta Cana.
American Airlines, United and Frontier Airlines fly direct from Chicago to Punta Cana.
As of March 2026, there are 36 flights per week flying from Chicago to Punta Cana.
The cheapest month to fly from Chicago to Punta Cana is usually April.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Punta Cana Airport on Friday, 17 April 2026.
Yes – the average flight time is 4 hours and 33 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Punta Cana but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Punta Cana is around 40 days in advance, so don’t leave your flight to the last minute.

Flying from Chicago to Punta Cana International Airport (PUJ): What you need to know

  • Get your holiday planning underway by working out where you'll board your flight from Chicago to Punta Cana International Airport (PUJ). Chicago O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are the two main airports in Chicago.

  • The average duration of a direct Chicago to Punta Cana International Airport flight is 4 hours 35 minutes.

  • The timezone in Punta Cana is UTC-4, which is two hours ahead of Chicago. Punta Cana International Airport is located in Punta Cana.

  • The most popular route is Chicago O'Hare International Airport (ORD) to Punta Cana International Airport (PUJ). Pick from 22 direct services every week.

  • For stress-free travel, arrive at the airport two hours ahead of international flights and an hour before domestic departures. This ensures you have enough time to board your flight from Chicago to PUJ.

  • With more people on the move during busy months like July, get to the terminal earlier than usual. Two hours for domestic flights and as much as four for international journeys will help you stay ahead of the crowds. Remember things also get busy during major holidays like Christmas and local events or festivals.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Fly without interruptions from Chicago O'Hare International Airport (ORD). Direct flights from Chicago to Punta Cana International Airport (PUJ) can be booked from here.

  • These are some of the well-known airlines offering direct flights from Chicago to Punta Cana International Airport leaving from ORD:

  • American Airlines is the airline most travellers choose for flights from ORD to PUJ.

  • American Airlines is the top performer for punctuality on this route.

  • Stopovers are the perfect opportunity to break up your journey and maybe even visit a new city. When searching for cheap flights from Chicago to PUJ departing from Chicago O'Hare International Airport (ORD), deselect the 'Direct flights only' box to discover where you can stop along the way. Top options include:

    • Atlanta Hartsfield-Jackson International Airport (ATL)

    • Charlotte Douglas International Airport (CLT)

    • Orlando International Airport (MCO)

  • Located around 27 kilometres from central Chicago, ORD can be reached in about 30 minutes by car, depending on traffic. The journey on public transport takes roughly 45 minutes.

  • Looking for a convenient hotel close to Chicago O'Hare International Airport? If you've booked an early flight from Chicago to Punta Cana International Airport, these accommodation options will put you moments from your departure gate:

  • 70% of flights that depart Chicago O'Hare International Airport land at their destination on schedule.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • You can book a direct Chicago to Punta Cana International Airport (PUJ) plane ticket with departures from Chicago Midway International Airport (MDW). Work out whether leaving from MDW works best for your plans.

  • From MDW, direct flights from Chicago to PUJ are available with Southwest Airlines.

  • On the MDW to PUJ route, Southwest Airlines is the favourite choice for most passengers.

  • Among the carriers operating flights between Chicago Midway International Airport and Punta Cana International Airport, Southwest Airlines leads in on-time performance.

  • Make the most of your holiday with a stopover on your flight from Chicago to Punta Cana International Airport. Check out these connections between Chicago Midway International Airport and PUJ:

    • Atlanta Hartsfield-Jackson International Airport (ATL)

    • Orlando International Airport (MCO)

    • Fort Lauderdale-Hollywood International Airport (FLL)

  • Using public transport, you can travel from central Chicago to MDW in around 30 minutes. The airport is roughly 16 kilometres away, and making the trip by car takes approximately 25 minutes.

  • Catching an early morning flight? You might like to check in to one of these hotels near Chicago Midway International Airport the day before your Chicago to PUJ flight:

  • When it comes to flight punctuality, Chicago Midway International Airport has an on-time arrival performance of 76%.

  • MDW is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • The journey to RFD from central Chicago is around 2 hours on public transport. If you prefer to travel by car, it'll take you about 1 hour 40 minutes to cover the 145 kilometres or so.

  • Take the uncertainty out of departure day — stay near Chicago Rockford International Airport and know you'll make it to your boarding gate with time to spare. Get settled at one of these hotels the day before if you've booked an early Chicago to Punta Cana International Airport flight:

  • Airports have an on-time performance rating that tracks how often flights reach their destinations within the expected time frame. At RFD, that figure is 71%.

  • Chicago Rockford International Airport is located at 2 Airport Cir.

About Punta Cana International Airport (PUJ)

Getting from Punta Cana International Airport (PUJ) to central Punta Cana

  • Punta Cana International Airport is around 11 kilometres from the centre of Punta Cana. It takes around 20 minutes or so to drive to the city.

  • If you're travelling by public transport, expect a journey time of roughly 30 minutes.

How to find the cheapest flights from Chicago to Punta Cana International Airport (PUJ)

  • The cheapest price we've found for a one-way ticket from Chicago to Punta Cana International Airport is $145. For a return flight on this route, the best price is $321. Depending on the availability and when you book, these fares can change.

  • Don't leave everything to the last minute. You're more likely to find cheap flights from Chicago to PUJ if you book in advance. Airlines often have some great early bird rates.

  • Cheap Chicago to Punta Cana International Airport tickets are easier to find when your travel dates are flexible. Use the 'Whole month' search function to compare fares throughout the month and then fly out on the cheapest day.

  • You don't need to check back in every day to find out if fares have dropped when you create a Price Alert. We'll let you know when a lower fare pops up on plane tickets from Chicago to PUJ.

  • Hunt for savings on a flight from Chicago to Punta Cana International Airport with the help of the filters. Choose your ideal departure and arrival times, number of stops and airlines. You can also sort your results by 'Fastest,' 'Best' or 'Cheapest.'

The best time to fly from Chicago to Punta Cana International Airport (PUJ)

  • December is the quietest month for flights from Chicago to Punta Cana International Airport (PUJ), while March is the busiest. Find the best time to visit Punta Cana based on whether you prefer a laid-back vibe or a lively atmosphere.

  • The warmest month in Punta Cana is September, with temperatures ranging between 25ºC (77ºF) and 32ºC (90ºF). Book your Chicago to PUJ plane ticket then if that's your idea of comfortable weather.

  • If you'd rather travel in cooler conditions, look for a cheap ticket from Chicago to Punta Cana International Airport in March when temperatures are between 22ºC (72ºF) and 28ºC (82ºF).

More about Punta Cana

Explore more of the Dominican Republic

  • You've visited Punta Cana, now it's time to explore other corners of the Dominican Republic. Journey about 161 kilometres west to Santo Domingo to check off its leading attractions. From Catedral Primada de las Americas to Alcazar de Colon and The Cathedral of the Americas, your itinerary will be busy.

  • Around 153 kilometres west of Punta Cana, Santo Domingo Este is another essential stop in the Dominican Republic. Experience this destination's highlights firsthand at Lago los tres ojos, National Aquarium and La Cueva del Eden.

More travel options

Plan the rest of your trip from Chicago to Punta Cana

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.