Cheap flights from Punta Cana to Chicago

One-way fares from $249 · PUJ → CHI · prices found by travellers in the last 48 hours

Compare all dates Chicago → Punta Cana
Cheapest fare
$249

United Airlines · Wed, Dec 23

Cheapest month
December

from $249

Direct flights
Yes

Arajet and United Airlines

Flight time
5h 10m

3,170 km

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Cheapest month to fly from Punta Cana to Chicago

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

  1. November 2026 $277
  2. December 2026 Cheapest $249
  3. January 2027 $540

Cheapest dates in December 2026

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

United Airlines
Depart12:56 Wed, Dec 23PUJ → ORD 6h 15m · 1 stop
$249one way, per person
View deal
See every date in December 2026 →

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About flights from Punta Cana to Chicago

Punta Cana (PUJ) and Chicago (CHI) are about 3,170 km apart. Direct flights take around 5h 10m, and recent direct fares were with Arajet and United Airlines. Over the next few months, one-way fares start from $249, and December 2026 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 Punta Cana to Chicago?

The cheapest one-way fare we've seen recently is $249 with United Airlines, departing Wednesday, December 23, 2026. Over the coming months, the lowest fare in each month ranges from $249 to $540.

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

December 2026 currently has the lowest fares, from $249 one way.

Are there direct flights from Punta Cana to Chicago?

Yes. Recent direct fares were with Arajet and United Airlines.

How long is the flight from Punta Cana to Chicago?

A direct flight takes about 5h 10m. Punta Cana and Chicago are around 3,170 km apart.

Which airlines fly from Punta Cana to Chicago?

Recent fares on this route were with Arajet and United Airlines.

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