How much is a ticket from Chicago Midway to Punta Cana?

Flight prices from Chicago to Punta Cana change depending on demand and time of booking.

Select your dates to check current offers.

Flying at off-peak hours — such as early morning or late evening — can help you save. Also, the best deals tend to appear in the weeks leading up to departure.

Which departure and arrival airports are available?

Between Chicago and Punta Cana, flight options may depend on the combination of airports available.

• Airports in Chicago: Chicago is connected by 3 airports - Midway, O'Hare, Rockford.
• Airports in Punta Cana: Punta Cana is the only active airport in the area.

Sometimes flying into a nearby city can be more cost-effective. When a city has multiple airports, it’s worth comparing different flight combinations.

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Other popular destinations

Looking for alternatives in Dominican Republic? Travelers also liked: La Romana, Puerto Plata, Punta Cana, Santiago, Santo Domingo.

If you have a preferred time to leave or arrive, filters can help you show only the matching flights. You can also filter by your favorite airline and see only those deals.