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Cheap flights from Punta Cana to Chicago

Compare Punta Cana to Chicago flight deals

Find the cheapest month or even day of the year to fly 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 Airport to Chicago? If you want to travel next month, return fares start from P24,714. Find the lowest prices on one-way and return tickets right here.
Chicago.P10,361 per passenger.Departing Thu, 22 Oct.One-way flight with Arajet.Outbound direct flight with Arajet departs from Punta Cana on Thu, 22 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From P10,361, select.
Chicago.P11,485 per passenger.Departing Sun, 23 Aug.One-way flight with Arajet.Outbound direct flight with Arajet departs from Punta Cana on Sun, 23 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From P11,485, select.
Chicago.P12,789 per passenger.Departing Thu, 24 Sep.One-way flight with Arajet.Outbound direct flight with Arajet departs from Punta Cana on Thu, 24 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From P12,789, select.
Chicago.P13,233 per passenger.Departing Thu, 9 Jul.One-way flight with Arajet.Outbound direct flight with Arajet departs from Punta Cana on Thu, 9 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From P13,233, select.
Chicago.P13,847 per passenger.Departing Sat, 5 Dec.One-way flight with Arajet.Outbound direct flight with Arajet departs from Punta Cana on Sat, 5 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From P13,847, select.
Chicago.P14,492 per passenger.Departing Sun, 22 Nov.One-way flight with Arajet.Outbound direct flight with Arajet departs from Punta Cana on Sun, 22 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From P14,492, select.
Chicago.P15,590 per passenger.Departing Tue, 9 Jun.One-way flight with Air Canada.Outbound indirect flight with Air Canada, departs from Punta Cana on Tue, 9 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From P15,590, select.
Chicago.P16,873 per passenger.Departing Sun, 28 Mar.One-way flight with Arajet.Outbound direct flight with Arajet departs from Punta Cana on Sun, 28 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From P16,873, select.
Chicago.P18,079 per passenger.Departing Sat, 27 Jun.One-way flight with Arajet.Outbound direct flight with Arajet departs from Punta Cana on Sat, 27 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From P18,079, select.
Chicago.P21,036 per passenger.Departing Sat, 6 Feb.One-way flight with Delta.Outbound indirect flight with Delta, departs from Punta Cana on Sat, 6 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From P21,036, select.
Chicago.P21,650 per passenger.Departing Fri, 15 Jan.One-way flight with Delta.Outbound indirect flight with Delta, departs from Punta Cana on Fri, 15 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From P21,650, select.
Chicago.P24,976 per passenger.Departing Tue, 12 Jan.One-way flight with United.Outbound direct flight with United departs from Punta Cana on Tue, 12 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From P24,976, select.

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 October.
Jun
from P15,590
Jul
from P13,233
Aug
from P11,485
Sep
from P12,789
Oct
from P10,361
Nov
from P14,492
Dec
from P13,847
Jan
from P21,650
Feb
from P21,036
Mar
from P16,873
Apr
Find prices
May
Find prices

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.

Chicago Midway

14km from central Chicago
Closest
from P19,248
Search flights

Chicago O'Hare International

25km from central Chicago
Cheapest
from P10,361
Search flights

Chicago Dupage County

51km from central Chicago
Search flights

Chicago Rockford

126km from central Chicago
from P24,541
Search flights

Punta Cana to Chicago: Flight information

The things to know before you go.
Cheapest flight foundP10,361
Cheapest month to flyOctober
Average flight time5 hrs, 2 mins
Most popular airlineAmerican Airlines
Average flights per week38

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 P19,142. 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 and 2 minutes 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 2026, there are 38 flights per week flying from Punta Cana to Chicago.
The cheapest month to fly from Punta Cana to Chicago is usually October.
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 P19,142.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Punta Cana Airport to Chicago on Thursday, 22 October 2026.
Yes – the average flight time is 5 hours and 2 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 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, Arajet offers the cheapest flight tickets to Chicago.

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

  • Take a direct flight from Punta Cana International Airport to Chicago and you'll be travelling for around 4 hours 35 minutes.

  • Punta Cana International Airport is located in Punta Cana. Based in the UTC-6 timezone, Chicago is two hours behind Punta Cana.

  • Choose from 22 services a week between Punta Cana International Airport (PUJ) and Chicago O'Hare International Airport (ORD). This is the most popular flight route.

  • For a smooth journey, arrive at the airport two hours ahead of international flights and one hour before domestic departures. That way, you can comfortably board your PUJ to Chicago flight.

  • Travelling during a popular month such as March? Major public holidays and other popular periods can mean longer lines and delays at security. Play things extra safe and get there up to four hours before an international flight and two hours before a domestic departure.

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

  • A number of airlines operate direct flights from Punta Cana International Airport to Chicago. Some of the most popular are:

  • We make it simple to book plane tickets from PUJ to Chicago with a stopover. To see all the options, uncheck 'Direct flights only.' Then, pick a flight offering a stop long enough to tour the city of your choice. Well-traveled stopover hubs include:

    • Atlanta Hartsfield-Jackson International Airport (ATL)

    • Charlotte Douglas International Airport (CLT)

    • Miami International Airport (MIA)

  • PUJ is around 14 kilometers from central Punta Cana. If you're ride-sharing, driving or catching a taxi from the centre, it'll take you 20 minutes or so to get there, depending on the traffic. If you're taking public transport, expect the trip time to be around 30 minutes.

  • Want a relaxed start to your travels? Stay near PUJ. Whether you're boarding an early flight from Punta Cana International Airport to Chicago or want to avoid feeling rushed, these hotels have you covered:

  • When it comes to the on-time performance of Punta Cana International Airport, 74% of flights stick to their scheduled arrival time.

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

  • P10,361 is currently the best price for a one-way Punta Cana International Airport to Chicago flight. Return plane tickets start from P19,142. These prices can change based on demand and availability.

  • Get cheap flights from PUJ to Chicago by booking one month ahead. According to our research, that's the best time for bagging a bargain.

  • Plan your trip for June. That's the best month for landing the biggest deals on Punta Cana International Airport to Chicago tickets. If your travel dates are flexible, use the 'Whole month' tool to find the lowest price across each month.

  • Stay on top of deals for cheap flights from PUJ to Chicago by creating a Price Alert. You'll get an email or push notification on the app when a new discounted fare appears.

  • Tailor your trip with filters. Choose your preferred departure and arrival times, total journey duration and airlines. You can also sort your results by 'Fastest,' 'Best' or 'Cheapest' flights from Punta Cana International Airport to Chicago.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Chicago O'Hare International Airport (ORD) is around 27 kilometers from the centre of Chicago. If you're grabbing a taxi or a ride-share, the drive will take roughly 30 minutes.

  • It'll take around 45 minutes if you're travelling on public transport.

  • Consider booking a hotel near ORD if you're coming in on a late flight from Punta Cana International Airport to Chicago. Choose one of these options and make your first night all about catching up on rest:

  • To get the best deal, book your ride from Chicago O'Hare International Airport about four weeks in advance of your flight from PUJ to Chicago.

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

Chicago Midway International Airport (MDW)

  • Central Chicago is around 16 kilometers from Chicago Midway International Airport (MDW). After your flight from Punta Cana International Airport to Chicago has hit the runway and you've made your way out of the airport, expect a drive of around 25 minutes.

  • If you're catching public transport, it'll take about 30 minutes.

  • There are some great places to park your luggage (and yourself) near MDW. Kick back and get cosy after your PUJ to Chicago flight at any of these perfectly located options:

  • Get what you want, not just what's left over. Booking your ride from MDW four weeks ahead of time often means better prices and a bigger choice of vehicles.

  • Chicago Midway International Airport can be found at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Chicago Rockford International Airport (RFD) is about 145 kilometers from central Chicago. It takes about 1 hour 40 minutes to get to the city centre in a taxi or ride-share after your flight from Punta Cana International Airport to Chicago.

  • The journey will take about 2 hours if you use public transport.

  • If you don't want to travel into the centre, head for a hotel near RFD. Make yourself comfy at one of these stays after your PUJ to Chicago flight:

  • Rental companies sometimes offer discounts on early bookings, so secure your vehicle from RFD in advance of your flight from Punta Cana International Airport to Chicago. A bit of planning goes a long way for your wallet.

  • The address for Chicago Rockford International Airport is 2 Airport Cir.

Best time to go to Chicago

  • January is the quietest month for flights from Punta Cana International Airport to Chicago, while July is the most popular. Choose the best time to visit Chicago based on whether you like a lively atmosphere or a more laid-back vibe.

  • When booking your Punta Cana International Airport to Chicago plane ticket, think about the weather you're most comfortable in. July is the warmest month in Chicago, with temperatures ranging from 16ºC (61ºF) to 28ºC (82ºF).

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

More about Chicago

Explore more of the United States

  • Chicago has plenty to offer, but there are so many other parts of the United States just waiting to be discovered. About 451 kilometers southeast of Chicago, a trip to Columbus will keep you busy. Don't miss top attractions like Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theatre.

  • If you're looking to explore another side of the United States, consider Indianapolis, roughly 257 kilometers southeast of Chicago. Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis are among the biggest draws.

Plan the rest of your trip from Punta Cana to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.