Chicago (MDW) to Punta Cana (PUJ) flights
One airline flies nonstop from Chicago (MDW) to Punta Cana (PUJ): Southwest Airlines. The two airports are 1,969 miles (3,168 km) apart. There are also 26 ways to fly it with one stop, through Charlotte, Cincinnati and Indianapolis and more.
Airlines flying nonstop from MDW to PUJ
- Southwest AirlinesNot in an allianceWho books it
MDW to PUJ with one stop
26 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Charlotte (CLT)Southwest Airlines, then American Airlines
- Via Cincinnati (CVG)Southwest Airlines, then Frontier Airlines
- Via Indianapolis (IND)Southwest Airlines, then American Airlines
- Via Raleigh/Durham (RDU)Southwest Airlines, then American Airlines and Breeze Airways
- Via Columbus (CMH)Southwest Airlines the whole way
- Via Atlanta (ATL)Delta Air Lines and Frontier Airlines the whole way
- Via Nashville (BNA)Southwest Airlines the whole way
- Via Orlando (MCO)Southwest Airlines the whole way
- Via Pittsburgh (PIT)Southwest Airlines, then American Airlines and Breeze Airways
- Via Cleveland (CLE)Southwest Airlines, then Frontier Airlines
- Via Detroit (DTW)Delta Air Lines the whole way
- Via Fort Lauderdale (FLL)Southwest Airlines, then JetBlue Airways
- Via Miami (MIA)Southwest Airlines, then American Airlines, LATAM Airlines and 1 more
- Via Tampa (TPA)Southwest Airlines, then Breeze Airways
- Via Milwaukee (MKE)Southwest Airlines, then Sun Country Airlines
MDW to PUJ: common questions
Which airlines fly nonstop from MDW to PUJ?
Southwest Airlines flies nonstop from Chicago (MDW) to Punta Cana (PUJ).
How far is Chicago from Punta Cana by plane?
Chicago (MDW) and Punta Cana (PUJ) are 1,969 miles (3,168 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does MDW to PUJ cost?
It depends on the program: each prices the route from its own chart or dynamically. The Award Flight Pricer compares 30+ programs for MDW to PUJ with taxes and fees.
Where can I connect between Chicago and Punta Cana?
The most direct connections are through Charlotte (CLT), Cincinnati (CVG), Indianapolis (IND), Raleigh/Durham (RDU) and Columbus (CMH). On 10 of them the same airline flies both flights, for example Southwest Airlines through Columbus.
More routes
Routes are scheduled nonstop flights. The route data is refreshed monthly; this list was last checked November 11, 2026. Seasonal routes and new launches can be missing or end early, so confirm with the airline before you book. Distances are great-circle, the shortest path between the two airports.