Cheap flights from Chicago to Punta Cana

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

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Flight deals from Chicago to Punta Cana

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

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 April.

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.

Chicago to Punta Cana: Flight information

The things to know before you go.
Cheapest flight found$131
Cheapest month to flyApril
Average flight time4 hrs, 32 mins
Most popular airlineAmerican Airlines
Average flights per week46

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 $285. 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 32 minutes is the average flight time from Chicago to Punta Cana.
American Airlines, Southwest Airlines and United fly direct from Chicago to Punta Cana.
As of February 2026, there are 88 flights per week flying from Chicago to Punta Cana.
The cheapest month to fly from Chicago to Punta Cana is usually September.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Punta Cana Airport on Saturday, 12 September 2026.
Yes – the average flight time is 4 hours and 32 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.
The cheapest airline that flies to Punta Cana is Arajet .

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

  • Set your travel plans in motion by considering where you'll board your flight from Chicago to Punta Cana International Airport (PUJ). O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are the two main airports in Chicago.

  • Expect to be in the air for 4 hours 35 minutes. That's the average journey time for a direct Chicago to Punta Cana International Airport flight.

  • Punta Cana International Airport is located in Punta Cana. The city operates on the UTC-4 timezone and is one hour ahead of Chicago.

  • O'Hare International Airport (ORD) to Punta Cana International Airport (PUJ) is the most popular route. There are 16 direct departures a week to pick from. If you prefer a later start to the day, take the last flight with United Airlines at 10:43am. Opt for the first ORD to PUJ departure operated by Frontier Airlines at 6am if getting there sooner works for you.

  • Arriving two hours before an international flight and one hour ahead of a domestic departure are golden rules for hassle-free flying. Be at the airport on time to board your flight from Chicago to PUJ.

  • Delays at security and check-in are more likely if you're jetting off during high season, so give yourself even more breathing space. The recommendation for peak periods? Get there up to four hours ahead for international flights and at least two hours for domestic departures.

Airports in Chicago

O'Hare International Airport (ORD)

  • You can find a direct flight from Chicago to Punta Cana International Airport (PUJ) departing from O'Hare International Airport (ORD).

  • At ORD, you'll find a variety of carriers that operate direct flights from Chicago to Punta Cana International Airport, including:

  • The airline with the highest booking numbers between ORD and PUJ is American Airlines.

  • The carrier with the most consistent on-time arrival rate on this route is American Airlines.

  • We make it a piece of cake to book cheap flights from Chicago to PUJ that include a stopover. To explore all your options departing from O'Hare International Airport (ORD), deselect 'Direct flights only.' Next, pick a flight offering a stop long enough to tour the city of your choice. Popular stopovers between ORD and PUJ include:

    • Hartsfield-Jackson Atlanta International Airport (ATL)

    • Charlotte Douglas International Airport (CLT)

    • Orlando International Airport (MCO)

  • ORD is about 40 kilometres from central Chicago. If you're catching a cab, ride-sharing or driving from the centre, it'll take 35 minutes or so to get there, depending on traffic conditions. If you're planning to take public transport, expect the journey time to be around 55 minutes.

  • Searching for a comfortable hotel near O'Hare International Airport? If you're catching an early flight from Chicago to Punta Cana International Airport, these stays will have you sleeping moments from your departure gate:

  • Of the flights that depart from O'Hare International Airport, 74.85% arrive on time at their destination.

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

Chicago Midway International Airport (MDW)

  • Think about kicking off your journey from Chicago Midway International Airport (MDW). You can book a direct Chicago to Punta Cana International Airport (PUJ) plane ticket from this hub.

  • Southwest Airlines has direct flights from Chicago to PUJ out of MDW. Book your favourite window seat and get to your destination in a single journey.

  • On the MDW to PUJ route, Southwest Airlines is the go-to airline for most travellers on this route.

  • Choose Southwest Airlines for the most punctual service. Its flights between Chicago Midway International Airport and Punta Cana International Airport touch down as scheduled 83.33% of the time.

  • Add another location to your travels or just take a moment to recharge with a stopover. If you'd like to split up your flight from Chicago to Punta Cana International Airport, check out these options when setting off from Chicago Midway International Airport:

    • Hartsfield-Jackson Atlanta International Airport (ATL)

    • Orlando International Airport (MCO)

    • Fort Lauderdale-Hollywood International Airport (FLL)

  • You can get to MDW from central Chicago in approximately 20 minutes by car, depending on traffic. The ride on public transport takes roughly 45 minutes to cover the 19 kilometres or so.

  • Want to treat yourself to an extra night away before boarding your Chicago to PUJ flight? Kick back in a hotel near Chicago Midway International Airport before your holiday officially begins. Here's where you can stay:

  • 77.88% of all departures from Chicago Midway International Airport arrive according to schedule.

  • MDW is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • From central Chicago, RFD is around 137 kilometres away. It'll take you roughly 1 hour 25 minutes to get to the airport by car and 4 hours 15 minutes or so if you're on public transport.

  • Make catching an early Chicago to Punta Cana International Airport flight the easiest part of your journey. Stay at one of these hotels close to Chicago Rockford International Airport and get to your departure gate with time to spare:

  • Flights that depart from RFD arrive at their final stop within the expected time frame 76.19% of the time.

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

About Punta Cana International Airport (PUJ)

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

  • $131 is the best price for a one-way ticket from Chicago to Punta Cana International Airport. Return flights start from $285. These fares may change based on availability and demand.

  • To find cheap flights from Chicago to PUJ, book in advance. Airlines generally offer lower fares when tickets are first released.

  • If you're flexible with your travel dates, use the 'Whole month' tool. It'll give you the cheapest price across each month when searching for your Chicago to Punta Cana International Airport ticket.

  • Never miss a deal on plane tickets from Chicago to PUJ by setting up a Price Alert. We'll send you an email or push notification on the app when prices go down.

  • Tailor your travel plans using filters. Select your departure and arrival times, total journey duration and airlines. You can also sort the results by 'Best,' 'Cheapest' or 'Fastest' flights from Chicago to Punta Cana International Airport.

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

  • Think about your travel style when deciding the best time to fly. May is the quietest month to visit Punta Cana. July is when most people book flights from Chicago to Punta Cana International Airport (PUJ), which may be perfect if you're chasing more action.

  • Book a Chicago to PUJ plane ticket departing in September if you want to explore the city during its warmest month. Expect temperatures in Punta Cana to range from 25ºC (77ºF) to 32ºC (90ºF).

  • If you want 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

  • Santo Domingo is just one of the many cities in the Dominican Republic waiting to be discovered after you've seen Punta Cana. Around 161 kilometres away to the west, its top attractions include Alcazar de Colon, The Cathedral of the Americas and República Dominicana - Santo Domingod.

  • If you're ready to explore another well-known destination in the Dominican Republic, consider Santo Domingo Este, roughly 153 kilometres west of Punta Cana. Lago los tres ojos, Los Corales Park and National Aquarium are the start of reasons to visit.

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