Chicago to Punta Cana (MDW–PUJ) — Airlines, Schedules & Connections

MDW Airport Page →
1,968 mi airlines charter/private
On-time Some delays Frequent delays
Connecting Flight Schedule 15 1-stop flights Verified 1mo ago
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop

No flights match your filters.

No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.

Last scheduled nonstop: Aug 2026.

✦ 1-Stop connections via 10 hubs
MCO Orlando 6h 5m WN → B6WN Orlando (MCO) to Punta Cana flights
ATL Atlanta 6h 15m AFAMDL → DLF9 Atlanta (ATL) to Punta Cana flights
FLL Fort Lauderdale 6h 16m WN → ADB6 Fort Lauderdale (FLL) to Punta Cana flights
CLT Charlotte 6h 17m LXJWN → AA Charlotte (CLT) to Punta Cana flights
BWI Baltimore 6h 30m WN → WN Baltimore (BWI) to Punta Cana flights
MIA Miami 7h 12m EJAWN → AADMLA Miami (MIA) to Punta Cana flights
CUN Cancún 7h 31m WN → ARDM Cancún (CUN) to Punta Cana flights
DEN Denver 9h 46m WN → UA Denver (DEN) to Punta Cana flights
BOS Boston 14h 11m WN → B6 Boston (BOS) to Punta Cana flights
PHL Philadelphia 14h 45m EJAWN → AAF9 Philadelphia (PHL) to Punta Cana flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Chicago to Punta Cana
Connecting service available through multiple hubs.
1 Airlines 1,968 mi 4h 25m nonstop +1h ahead

MDW–PUJ had nonstop service from Southwest Airlines, last on the schedule in August 2026. There's no nonstop on it right now, so today you'd fly it with one stop. The connecting options below are sorted by layover. Nonstop, it's about 1,968 miles in 4h 25m.

Also explore Browse available seat maps MDW Routes PUJ Routes MDW Live Flights PUJ Live Flights MDW Delays
All flights from Punta Cana (PUJ) Punta Cana to Chicago flights
Carriers on this route

Airline Landscape

Carriers that operated nonstop MDW–PUJ service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
WN Southwest Airlines 0 – – 74% – –
Alliance coverage
Unaffiliated: WN (0 flights/wk, 0%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.
Connections

Connection Landscape

1-stop and 2-stop options for MDW to PUJ.
1-STOP
One-Stop Connections
15
Hubs
~6h
Fastest
~24h
Longest
MCO ~6h 5m ATL ~6h 15m FLL ~6h 16m CLT ~6h 17m BWI ~6h 30m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,383
Candidates
Two-stop connections loaded in the connections tab above.
Connections computed from published schedules with minimum connection time verification. Use the interactive explorer above the fold to filter by airline, tier, and layover time.
Reliability

On-Time Performance

What to expect at each end of your journey.
Outbound
MDW → PUJ
74%
Moderate delays possible. Allow buffer time.
Departing
74%
Return
PUJ → MDW
79%
Generally reliable. Most flights run on time.
Arriving
79%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →
Alternatives

Other ways to reach Punta Cana from Chicago

Nearby airports with service to Punta Cana International Airport.
Metric MDW→PUJ ORD→PUJ MKE→PUJ
Distance from MDW – 15 mi 81 mi
Nonstop airlines – 6 1
Weekly flights – 12 –
Flight time 4h 25m 4h 4h 35m
Departure OTP 74% – –
Chicago (ORD) to Punta Cana flights · Milwaukee (MKE) to Punta Cana flights
Airports within 200 miles of MDW with service to Punta Cana International Airport.
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
+1h
Punta Cana is 1 hour ahead of Chicago.
MDW: CDT · PUJ: AST

When it's 6:00 PM in Chicago, it's 7:00 PM in Punta Cana.
Distance & Flight Time
1,968 mi / 3,168 km
Nonstop flight time is approximately 4h 25m gate to gate.
Visa & Entry

US passport holders enter the Dominican Republic visa-free for stays up to 30 days. A tourist card is included in the airline ticket price, so no separate purchase is needed. Passport must be valid for the duration of the stay. Extensions can be obtained at the migration office. Overstaying results in a fee calculated by length of the overstay, payable at the airport on departure.

Verify entry requirements with official sources before travel.
Facts

MDW–PUJ Quick Facts

Key statistics for the Chicago to Punta Cana route.
Route details
Distance1,968 mi / 3,168 km
Flight time4h 25m
Time difference+1 hour
Airlines (nonstop)1
1-stop connectionsAvailable
Origin: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: PUJ
Full namePunta Cana International Airport
IATA / ICAOPUJ / MDPC
TimezoneAmerica/Santo_Domingo
Passengers/yr10.1M
Elevation47 ft / 14 m
FAQ

Frequently Asked Questions

Common questions about MDW to PUJ flights.
Nonstop flights from Chicago Midway International Airport to Punta Cana International Airport take about 4h 25m gate to gate. The route covers 1,968 miles.
1 airline operated the nonstop from MDW to PUJ: Southwest Airlines. The last scheduled nonstop was in August 2026. There's no nonstop right now, so today you'd fly it with one stop. See the connection options above, ranked by layover.
Not right now. The last scheduled nonstop was in August 2026. You can still fly it with one stop, and the connecting options above are sorted by layover. Nonstop, the hop took about 4h 25m.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Orlando, Hartsfield Jackson Atlanta and Fort Lauderdale Hollywood.
On a single ticket, yes. Your bags are checked through to PUJ and move between planes without you. On two separate tickets you collect your bags at the connecting airport and recheck them, so build in extra layover time.
Punta Cana is 1 hour ahead of Chicago.
Yes, return flights from PUJ to MDW are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include ORD and MKE. See the Alternatives section for a full comparison.
Click the 'Search Flights' button to check availability and prices on Google Flights. You can also compare airlines and schedules on this page to find the best option.
See the On-Time Performance section for the latest delay data at both airports. This shows departure and arrival reliability to help you plan.
Route data is updated regularly from official airline schedules. On-time performance data comes from recent airport delay snapshots.

Flights from MDW to PUJ

Chicago Midway International Airport (MDW) and Punta Cana International Airport (PUJ) had nonstop service from Southwest Airlines, last on the schedule in August 2026. The nonstop is dormant right now, so the way to fly it today is one connection, and the options above are sorted by layover.

MDW to PUJ Flight Duration and Schedule

Nonstop flight time from MDW to PUJ is about 4 hours 25 minutes gate to gate. The route covers a distance of 1,968 miles (3,168 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Orlando, Hartsfield Jackson Atlanta and Fort Lauderdale Hollywood. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD) and Milwaukee (MKE).