Chicago to Punta Cana

Cheap Flights from Chicago to Punta Cana

Find flight deals from Chicago to Punta Cana

Compare prices, find the best time to fly, and save money.

Round-trip from

$574

American Airlines

2 stops

Chicago to Punta Cana

One-way from

$359

United Airlines

Nonstop

Chicago to Punta Cana

Popular in

December

Highest demand for flights based on searches. Prices may increase by up to 15%.

Cheapest in

Nov

Lowest prices on average. 15% potential savings. best time to book.

What is the cheapest month to fly?

Currently, Nov is the cheapest month to book a flight from Chicago to Punta Cana. Prices can fluctuate, so booking in advance is recommended.

$482
Jan
$366
Feb
$644
Mar
$616
Apr
$736
May
$682
Jun
$413
Jul
$449
Aug
$426
Sep
$773
Oct
$359
Nov
$551
Dec

What is the cheapest day to fly?

Travelers seeking maximum savings should consider departing on weekdays. Monday often offers the lowest fares.

$666
Mon
$480
Tue
$733
Wed
$376
Thu
$482
Fri
$511
Sat
$360
Sun

Best time of day to fly?

Flying early in the morning can often save you money compared to midday flights.

$649
6am-12pm
$618
12pm-6pm
$486
6pm-12am
$467
12am-6am

Flight Schedule: Chicago to Punta Cana

AirlineDepartureArrivalDuration
American Airlines08:00 AM01:30 PM4h 00m
United Airlines02:15 PM07:45 PM4h 30m
Delta Air Lines10:30 PM03:00 AM (+1)5h 00m

Stopover Options

Cheapest Stopover

Muscat (MCT)

Flights with a stop here start from $323.

Most Popular Stopover

Bahrain (BAH)

Travelers often choose to connect through Bahrain (BAH).

Airlines Flying This Route

Return Flight: Punta Cana to Chicago

Planning your return trip? Flights from Punta Cana to Chicago are also available with competitive pricing. It's often cheaper to book a round-trip ticket, but if you need flexibility, one-way fares are a great option.

Punta Cana to Chicago Flights

Frequently Asked Questions

How long is the flight from Chicago to Punta Cana?

The average flight time is approximately 6h 34 m, though this varies based on wind speeds and the specific flight path utilized by the airline.

What is the best price for this route?

Our data shows that Nov is typically the cheapest month to fly this route, with prices starting from $359. Booking 30-60 days in advance often yields the best savings.

Are there direct flights available?

Yes, there are typically direct flights available for this route daily. However, connecting flights with stops in major hubs like Dubai or Doha may sometimes offer better value.

What are the baggage allowance policies?

Most international airlines on this route offer 23-30kg of checked baggage for Economy class. Low-cost carriers may charge extra for checked bags, so always verify before booking.

Do I need a visa for travel?

Visa requirements depend on your nationality. Travelers should check with the embassy of Punta Cana for specific entry requirements before their trip.

What time of day is cheapest to fly?

Early morning flights (before 8 AM) are often less expensive than flights during peak daytime hours. Red-eye flights can also offer significant discounts.

Can I cancel or change my flight?

Cancellation policies vary by airline and ticket class. Basic Economy tickets are often non-refundable, while Standard or Flex tickets allow changes for a fee. Check the specific fare rules during checkout.

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Top Tours & Activities in Punta Cana

Discover the best experiences and adventures near you.

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Relax on pristine beaches and enjoy water sports including snorkeling, swimming, and beach activities in Romania.

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Explore the vibrant capital city of Palau with guided tours of iconic landmarks, museums, and local markets.

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Relax on pristine beaches and enjoy water sports including snorkeling, swimming, and beach activities in Russia.

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Relax on pristine beaches and enjoy water sports including snorkeling, swimming, and beach activities in Switzerland.

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Malta Beach & Water Activities
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Relax on pristine beaches and enjoy water sports including snorkeling, swimming, and beach activities in Malta.

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Luxembourg 2-Day Adventure Package
2 Days / 1 Night
Multi-Day Adventure

Luxembourg 2-Day Adventure Package

Experience the best of Luxembourg over two days with accommodation, meals, and a comprehensive itinerary of top attractions.

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