Flights from Chicago to Puerto Plata (MDW → POP)

MDW
Chicago
Chicago Midway International, USA
POP
Puerto Plata
Gregorio Luperon International, Dominican Republic
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No direct flights found. Here are the 6 fastest 1-stop options.
viaCharlotte(CLT)
MDW→CLT+1h 30mCLT→POP
4h 57m
viaAtlanta(ATL)
MDW→ATL+1h 30mATL→POP
5h 3m
viaMiami(MIA)
MDW→MIA+1h 30mMIA→POP
5h 9m
viaNew York(EWR)
MDW→EWR+1h 30mEWR→POP
5h 36m
viaMontego Bay(MBJ)
MDW→MBJ+1h 30mMBJ→POP
5h 39m
viaBoston(BOS)
MDW→BOS+1h 30mBOS→POP
6h 5m
Search all options on Kiwi.com → Total times include an estimated 90-minute layover. Actual times vary by airline and connection.

Frequently asked questions

Are there direct flights from Chicago to Puerto Plata? Currently, there are no direct flights from MDW to POP. You may need to connect through another airport.

Related guides for this route

Sibling pages from across Flightmaps — fares, visa rules, country aggregations, and per-airline routes for Chicago → Puerto Plata.

Cheap flights from Chicago to Puerto Plata Cheapest month to fly to Puerto Plata Flights from USA Flights to Dominican Republic Visa-free with USA passport All airports in Dominican Republic

Try a nearby airport to Chicago

Flights to Puerto Plata (POP) from other airports within 350 km of Chicago. Often unlocks cheaper fares or better times.

ORD → POP 25 km from MDW Chicago → Puerto Plata USA · 282 destinations SBN → POP 119 km from MDW South Bend → Puerto Plata USA · 22 destinations RFD → POP 121 km from MDW Rockford → Puerto Plata USA · 8 destinations MKE → POP 130 km from MDW Milwaukee → Puerto Plata USA · 34 destinations BMI → POP 175 km from MDW Bloomington → Puerto Plata USA · 6 destinations

Or try a nearby airport to Puerto Plata

Flights from Chicago (MDW) to other airports within 350 km of Puerto Plata.

MDW → STI 39 km from POP Chicago → Santiago Dominican Republic · 11 destinations MDW → AZS 102 km from POP Chicago → El Catey/Samana Dominican Republic · 5 destinations MDW → JBQ 145 km from POP Chicago → Santo Domingo Dominican Republic · 6 destinations MDW → CAP 171 km from POP Chicago → Cap Haitien Haiti · 11 destinations MDW → SDQ 174 km from POP Chicago → Santo Domingo Dominican Republic · 49 destinations

Other flights from Chicago (MDW)

Aguascalientes (AGU) Albany (ALB) Albuquerque (ABQ) Asheville (AVL) Atlanta (ATL) Austin (AUS) Baltimore (BWI) Birmingham (BHM) All 97 destinations →

Other flights from Puerto Plata (POP)

Atlanta (ATL) Boston (BOS) Calgary (YYC) Charlotte (CLT) Frankfurt (FRA) Halifax (YHZ) London (YXU) Miami (MIA) All 18 destinations →