Cheap flights from Chicago to Punta Cana

One-way fares from $178 · CHI → PUJ · prices found by travellers in the last 48 hours

Compare all dates Punta Cana → Chicago
Cheapest fare
$178

American Airlines · Tue, Jan 19

Cheapest month
January

from $178

Direct flights
Yes

Arajet

Flight time
4h 45m

3,170 km

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Cheapest month to fly from Chicago to Punta Cana

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 $181
  2. December 2026 $332
  3. January 2027 Cheapest $178

Cheapest dates in January 2027

The lowest fares we've seen for each day, cheapest first.

American Airlines
Depart05:00 Tue, Jan 19ORD → PUJ 7h 27m · 1 stop
$178one way, per person
View deal
See every date in January 2027 →

Plan the rest of your trip to Punta Cana

Where to stay, what to do and getting around, from our travel partners.

Where to stay

Hotels in Punta CanaCompare places to stay on Booking.com Find hotels →

Things to do

Things to do in Punta CanaTours, attractions and day trips on Klook Explore →

Getting around

Airport transfer in Punta CanaPre-book a driver to meet you at arrivals, with Kiwitaxi Book a transfer → Car hire in Punta CanaCompare rental cars from major brands on EconomyBookings Compare cars →

About flights from Chicago to Punta Cana

Chicago (CHI) and Punta Cana (PUJ) are about 3,170 km apart. Direct flights take around 4h 45m, and recent direct fares were with Arajet. Over the next few months, one-way fares start from $178, and January 2027 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Chicago to Punta Cana?

The cheapest one-way fare we've seen recently is $178 with American Airlines, departing Tuesday, January 19, 2027. Over the coming months, the lowest fare in each month ranges from $178 to $332.

What is the cheapest month to fly from Chicago to Punta Cana?

January 2027 currently has the lowest fares, from $178 one way.

Are there direct flights from Chicago to Punta Cana?

Yes. Recent direct fares were with Arajet.

How long is the flight from Chicago to Punta Cana?

A direct flight takes about 4h 45m. Chicago and Punta Cana are around 3,170 km apart.

Which airlines fly from Chicago to Punta Cana?

Recent fares on this route were with Arajet, Frontier Airlines and American Airlines.

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