International route
Cheap flights from Chicago to Punta Cana
O'Hare International Airport (ORD) to Punta Cana International Airport (PUJ). 1,983 miles, 4h 20m nonstop.
ORD to PUJ at a glance
Computed from airline schedules and the fares we track for this route. Refreshed several times a day.
- Distance
- 1,983 milesgreat-circle
- Typical flight time
- 4h 20mnonstop, gate to gate
- Nonstop airlines
- AAUA2 airlinesAmerican, United
- Nonstop flights per day
- 2all airlines combined
- Cheapest month
- October 2026over the next six months
- Best day to fly
- Tuesday19% less than Sunday
- Time difference
- 1h aheadPunta Cana vs Chicago
Chicago to Punta Cana
Round trips from $230
Per traveler, taxes and fees included. Lowest fare we found departs Wed, Oct 7.
Cheapest month: October 2026
See fares on these datesLock any fare free — pay only when you accept your last-minute deal
Or ask an agent on WhatsAppChicago to Punta Cana fares by month
Lowest round-trip economy fare per traveler in each of the next six months, taxes and fees included. Select a month to search that date.
Airlines flying Chicago to Punta Cana
2 airlines fly nonstop with 2 departures a day combined, plus 11 more with one stop.
- AAAmerican AirlinesoneworldNonstop · 1 flight a day · first checked bag from $40
- UAUnited AirlinesStar AllianceNonstop · 1 flight a day · first checked bag from $40
- ACAir CanadaStar AllianceConnecting via YYZ, YUL · first checked bag from $35
- MXBreeze AirwaysLow-costConnecting via PVD, RDU, BDL, ORF · first checked bag from $45
- DLDelta Air LinesSkyTeamConnecting via ATL, MSP, DTW, JFK, BOS · first checked bag from $35
- F9Frontier AirlinesLow-costConnecting via PHL · first checked bag from $55
- B6JetBlueConnecting via JFK, BOS, MCO, SJU · first checked bag from $40
- WNSouthwest AirlinesLow-costConnecting via DAL, MCO, ATL, BNA, STL, AUS · first checked bag from $35
- NKSpirit AirlinesLow-costConnecting via DTW, ATL, IAH · first checked bag from $55
- SYSun Country AirlinesLow-costConnecting via MSP · first checked bag from $45
- VBVivaLow-costConnecting via CUN · first checked bag from $45
- Y4VolarisLow-costConnecting via CUN · first checked bag from $45
- WSWestJetConnecting via YYZ · first checked bag from $35
Connecting options
Hubs where one airline can carry you on both legs, most choices first.
- Atlanta (ATL)DLWNNK3 airlines
- Minneapolis (MSP)DLSY2 airlines
- Detroit (DTW)DLNK2 airlines
- New York (JFK)DLB62 airlines
- Boston (BOS)DLB62 airlines
Which airport should I use?
Chicago has 2 airports. Fares can differ by $50 to $150 round trip between them, so check the alternatives before you book.
Other departure airports near Chicago
Tips for this route
- Only American and United fly this route nonstop, which keeps nonstop fares firm. A one-stop itinerary through ATL or MSP is usually cheaper if you can spare the extra three to five hours.
- October 2026 is the cheapest month to fly over the next six months, with round trips from $230; September 2026 is the most expensive at $288 and up, a difference of $58 per traveler.
- Departing on a Tuesday averages 19% less than a Sunday on this route. If your dates are flexible, shift the outbound by a day or two and check the calendar view before you book.
- Book 6 to 12 weeks ahead; fares climb in the last three weeks and around holidays.
Destination guide
Punta Cana: All-inclusive beaches on the Caribbean's east coast
Punta Cana is the Caribbean's all-inclusive capital: 30 miles of palm-lined beach, more than 100 resorts and nonstops from over 25 US cities. Fares from the East Coast are often lower than to Florida in winter.
Best time to visit: December–April is dry season and peak pricing. May–June and November have good weather at lower rates; August–October is the wettest and cheapest stretch and hurricane season.
Flying the other way? Punta Cana to ChicagoFares, airlines and tips for PUJ to ORD.Ready to compare live fares?
See every airline on ORD–PUJ side by side with bags and seat rules spelled out.
Search Chicago to Punta CanaChicago to Punta Cana: common questions
How long is the flight from Chicago to Punta Cana?
A nonstop flight from Chicago (ORD) to Punta Cana (PUJ) takes about 4h 20m gate to gate, covering 1,983 miles. Connecting itineraries add the layover, typically 2 to 5 hours more in total.
Which airlines fly nonstop from ORD to PUJ?
American Airlines and United Airlines operate nonstop flights from Chicago (ORD) to Punta Cana (PUJ), with 2 nonstop departures a day between them. One-stop options connect through ATL, MSP and DTW.
What is the cheapest month to fly from Chicago to Punta Cana?
Over the next six months, October 2026 has the lowest round-trip fares from Chicago (ORD) to Punta Cana (PUJ), starting at $230 per traveler including taxes and fees. Within any month, Tuesday departures average the lowest prices.
How far in advance should I book Chicago to Punta Cana flights?
Book 6 to 12 weeks ahead; fares climb in the last three weeks and around holidays. Air1 Tickets includes free cancellation within 24 hours of booking on every fare, so you can lock in a good price and keep looking.
What is the time difference between Chicago and Punta Cana?
Punta Cana is 1 hour ahead of Chicago. ORD is on America/Chicago time and PUJ on America/Santo Domingo time. Departure and arrival times in search results are always shown in local time at each airport.
Related routes
Other popular city pairs from the same departure city and to the same destination, with the lowest round-trip fares we found.
More flights from Chicago
All routesMore flights to Punta Cana
All routes- Toronto to Punta CanaYYZ → PUJfrom $247
- Montreal to Punta CanaYUL → PUJfrom $240
- New York to Punta CanaJFK → PUJfrom $209
- Calgary to Punta CanaYYC → PUJfrom $292
- Halifax to Punta CanaYHZ → PUJfrom $220
- Ottawa to Punta CanaYOW → PUJfrom $241
- Quebec City to Punta CanaYQB → PUJfrom $201
- Hamilton to Punta CanaYHM → PUJfrom $194