Cheap Flights from Punta Cana to Chicago

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Flight deals from Punta Cana to Chicago

Looking for a cheap last-minute deal or the best return flight from Punta Cana to Chicago? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Punta Cana to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Punta Cana to Chicago flights are currently cheapest in August.

Direct flights from Punta Cana to Chicago

Alternative Punta Cana to Chicago routes

Looking for the cheapest, fastest or easiest route from Punta Cana to Chicago? You could fly into the following airports instead.

Punta Cana to Chicago: Flight information

The things to know before you go.
Cheapest flight found258 €
Cheapest month to flyAugust
Average flight time5 hrs
Most popular airlineAmerican Airlines
Average flights per week34

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

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Punta Cana to Chicago is 258 €. 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.
5 hours is the average flight time from Punta Cana to Chicago.
American Airlines, Qatar Airways and United fly direct from Punta Cana to Chicago.
As of June 2025, there are 34 flights per week flying from Punta Cana to Chicago.
The cheapest month to fly from Punta Cana to Chicago is usually June 2025.
If you're flying from Punta Cana Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from 258 €.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Punta Cana Airport to Chicago on Tuesday, 5 August 2025.
Yes – the average flight time is 5 hours.
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 Chicago 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 Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In June, the average temperature is usually around 19°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, United offers the cheapest flight tickets to Chicago.

Travelling from Punta Cana International Airport (PUJ) to Chicago: what you need to know

  • Around 4 hours 35 minutes is how long you'll be travelling on a direct flight from Punta Cana International Airport to Chicago.

  • The timezone in Chicago is UTC-5. The city is one hour behind Punta Cana, where Punta Cana International Airport is located.

  • With 16 flights a week between the two airports, Punta Cana International Airport (PUJ) to O'Hare International Airport (ORD) is the busiest route. United Airlines operates the earliest flight at 13:50. If you'd like to get more out of your day before you fly, the last departure from PUJ to ORD is with Frontier Airlines at 17:54.

  • Leave plenty of time to catch your PUJ to Chicago flight. A good rule of thumb is to arrive two hours before international departures and an hour ahead for domestic flights.

  • If you're travelling during a bank holiday or another peak period, allow for even more time. A good rule is two hours ahead of domestic flights and up to four hours before international departures. Lines at check-in and security will be longer.

  • Direct Punta Cana International Airport to Chicago tickets are available for booking. O'Hare International Airport (ORD) is where you'll be landing.

  • Top airlines that offer direct flights from Punta Cana International Airport to Chicago include:

  • We make it easy to book plane tickets from PUJ to Chicago with a stopover. To see all the options, uncheck 'Direct flights only.' Next, select a flight with a stop long enough to explore your chosen city. Major stopovers include:

    • Hartsfield-Jackson Atlanta International Airport (ATL)

    • Charlotte Douglas International Airport (CLT)

    • Miami International Airport (MIA)

  • PUJ is about 14 kilometres from central Punta Cana. If you're catching a cab, ride-sharing or driving from the centre, it'll take you 30 minutes or so to arrive, depending on the traffic.

  • Have an early flight from Punta Cana International Airport to Chicago? Avoid rushing to the airport (and catch some extra z's) by choosing one of these hotels near PUJ:

  • Of the departures from Punta Cana International Airport, 72.84% land on schedule at their destination.

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

  • 114 € is currently the lowest price for a one-way Punta Cana International Airport to Chicago flight. A return plane ticket starts from 258 €. These fares can change based on demand and availability.

  • To score cheap flights from PUJ to Chicago, reserve your trip two months before your departure.

  • June is the best month for picking up an awesome deal on Punta Cana International Airport to Chicago tickets. If you need to travel during a different time of year, the 'Whole month' tool will show you the lowest prices across every month.

  • Snapping up a cheap flight from PUJ to Chicago is a breeze with Price Alerts. Simply set up one of these automatic notifications and we'll get in touch as soon as a deal gets even better.

  • Snag an affordable flight from Punta Cana International Airport to Chicago with the help of our filters. Choose your preferred times, airlines and number of stops, then sort the results by 'Cheapest' to see the best deals.

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) is around 40 kilometres from the centre of Chicago. If you're getting a cab or a ride-share, the drive takes about 35 minutes.

  • Travelling to the centre by public transport takes around 55 minutes.

  • If you're arriving on a late flight from Punta Cana International Airport to Chicago, few things beat the convenience of staying close to the terminal. Collect your bags from the carousel and then be showered and snoozing not long after at one of these hotels near ORD:

  • Travel at your own speed with an O'Hare International Airport rental car. Book your wheels from Routes Car Rentals, Dollar or Budget and find adventure across Chicago and beyond.

  • To secure the lowest price, reserve your ride from O'Hare International Airport around four weeks ahead of your flight from PUJ to Chicago.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • After your flight from Punta Cana International Airport to Chicago has hit the tarmac, you can reach the city centre in about 20 minutes by car. Central Chicago is roughly 19 kilometres from Chicago Midway International Airport (MDW).

  • Travelling by public transport will take about 45 minutes.

  • You'll find some comfortable places to park your luggage (and yourself) near MDW. Unwind and get cosy after your PUJ to Chicago flight at one of these perfectly located options:

  • Forget about public transport schedules or waiting in a long cab line. Grab a Chicago Midway International Airport rental car and go in any direction that inspires you. Compare availability and rates from Dollar, Hertz and Budget.

  • Avoid paying extra. Securing your ride four weeks before your arrival at MDW can help you lock in a better rate.

  • You can find Chicago Midway International Airport at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Hop off your flight from Punta Cana International Airport to Chicago and make your way to your hotel or start sightseeing right away. The centre of Chicago is around 137 kilometres from Chicago Rockford International Airport (RFD) and typically takes 1 hour 25 minutes to reach driving.

  • Public transport can get you there in about 4 hours 15 minutes.

  • If you don't want to make the trip into the centre, find a hotel close to RFD. Get settled at one of these options after your PUJ to Chicago flight:

  • Be in control of the next leg of your journey with a Chicago Rockford International Airport rental car. Budget, Alamo and National are dependable companies for booking.

  • Booking a couple of weeks ahead of your flight from Punta Cana International Airport to Chicago is a good move. In addition to better deals, you might find it easier to get the make and model you prefer at RFD.

  • Chicago Rockford International Airport can be found at 2 Airport Cir.

Best time to go to Chicago

  • Visit Chicago in peak season if you like a lively atmosphere, but remember that prices may be higher. Alternatively, book flights from Punta Cana International Airport to Chicago in the off-season when prices are cheaper and crowds are smaller.

  • Before locking in your Punta Cana International Airport to Chicago plane ticket, think about what kind of weather you prefer. July is the warmest month in Chicago, with temperatures ranging from 15ºC (59ºF) to 29ºC (84ºF).

  • Look for cheap tickets from PUJ to Chicago in January if you like travelling in cooler conditions. Temperatures are at their lowest then, ranging between -12ºC (10ºF) and 3ºC (37ºF) on average.

More about Chicago

  • Once you've booked your flight from Punta Cana International Airport to Chicago, choose a hotel that puts you where you want to be. Make one of these accommodation options your base for exploring Chicago:

  • There are so many things to see and do in this city it can be hard to know where to start. Art Institute of Chicago, Millennium Park and LandShark Beer Garden at Navy Pier are popular attractions which should be on every Chicago itinerary.

Explore more of United States

  • You've seen Chicago, now it's time to discover other parts of United States. Journey around 451 kilometres south-east to Columbus to tick off its top attractions. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, there's plenty to keep you on the go.

  • Indianapolis is another well-known destination in United States and is around 257 kilometres south-east of Chicago. No trip is complete without visiting The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

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