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

PUJ 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 25m B6WNY2 → WN Orlando (MCO) to Chicago flights
ATL Atlanta 6h 36m DLF9 → AFAMDL Atlanta (ATL) to Chicago flights
MIA Miami 6h 42m AADMLA → EJALXJWN Miami (MIA) to Chicago flights
CLT Charlotte 6h 47m AA → EJAWN Charlotte (CLT) to Chicago flights
BWI Baltimore 6h 51m WN → WN Baltimore (BWI) to Chicago flights
PHL Philadelphia 7h 15m AAF9 → UWDWN Philadelphia (PHL) to Chicago flights
FLL Fort Lauderdale 7h 33m ADB6 → WN Fort Lauderdale (FLL) to Chicago flights
BOS Boston 7h 51m B6 → WN Boston (BOS) to Chicago flights
CUN Cancún 8h 2m ARDM → WN Cancún (CUN) to Chicago flights
DEN Denver 9h 50m UA → WN Denver (DEN) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Punta Cana to Chicago
Connecting service available through multiple hubs.
1 Airlines 1,968 mi 4h 45m nonstop -1h behind

PUJ–MDW 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 45m.

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

Airline Landscape

Carriers that operated nonstop PUJ–MDW service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
WN Southwest Airlines 0 – – – – –
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 PUJ to MDW.
1-STOP
One-Stop Connections
15
Hubs
~6h
Fastest
~21h
Longest
MCO ~6h 25m ATL ~6h 36m MIA ~6h 42m CLT ~6h 47m BWI ~6h 51m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,316
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
PUJ → MDW
85%
Generally reliable. Most flights run on time.
Arriving
85%
Return
MDW → PUJ
68%
Moderate delays possible. Allow buffer time.
Departing
68%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →
Alternatives

Other ways to reach Chicago from Punta Cana

Nearby airports with service to Chicago Midway International Airport.
Metric PUJ→MDW SJU→MDW
Distance from PUJ – 155 mi
Nonstop airlines – 1
Weekly flights – –
Flight time 4h 45m 4h 50m
San Juan (SJU) to Chicago flights
Airports within 200 miles of PUJ with service to Chicago Midway International Airport.
Know before you go

Travel Essentials

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

When it's 6:00 PM in Punta Cana, it's 5:00 PM in Chicago.
Distance & Flight Time
1,968 mi / 3,168 km
Nonstop flight time is approximately 4h 45m gate to gate.
Facts

PUJ–MDW Quick Facts

Key statistics for the Punta Cana to Chicago route.
Route details
Distance1,968 mi / 3,168 km
Flight time4h 45m
Time difference-1 hour
Airlines (nonstop)1
1-stop connectionsAvailable
Origin: PUJ
Full namePunta Cana International Airport
IATA / ICAOPUJ / MDPC
TimezoneAmerica/Santo_Domingo
Passengers/yr10.1M
Elevation47 ft / 14 m
Destination: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
FAQ

Frequently Asked Questions

Common questions about PUJ to MDW flights.
Nonstop flights from Punta Cana International Airport to Chicago Midway International Airport take about 4h 45m gate to gate. The route covers 1,968 miles.
1 airline operated the nonstop from PUJ to MDW: 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 45m.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Orlando, Hartsfield Jackson Atlanta and Miami.
On a single ticket, yes. Your bags are checked through to MDW 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.
Chicago is 1 hour behind Punta Cana.
Yes, return flights from MDW to PUJ are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include SJU. 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 PUJ to MDW

Punta Cana International Airport (PUJ) and Chicago Midway International Airport (MDW) 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.

PUJ to MDW Flight Duration and Schedule

Nonstop flight time from PUJ to MDW is about 4 hours 45 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 Miami. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include San Juan (SJU).