$172 Find Cheap Flights from Chicago to Punta Cana - Compare and Save

These are the earliest and latest flight times available from Chicago to Punta Cana:

• Earliest: departs at 4:20 am and lands at 9:01 am
• Latest: departs at 11:10 am and lands at 3:51 pm.

The flight takes about 4h 41m.

Three cabin classes are available on flights from Chicago to Punta Cana:

• Economy Class
• Business Class
• First Class

A nonstop flight from Chicago to Punta Cana takes 4h 41m, covering 1,967 miles.

Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

Round-trip flights from Chicago to Punta Cana range from $408 to $735, with an average of $557 over the past 12 months. Anything below $408 counts as a good deal.

Last-minute fares on this route (booked within two weeks of departure) run 3% above the $557 route average. Book 3 weeks before departure for the lowest fares.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $336 round-trip via Boston Logan Intl (BOS), compared to $559 for nonstop.

American Airlines is slightly above the route average for timely arrivals, while United Airlines has a lower on-time arrival rate. On-time arrival rates on Chicago to Punta Cana flights are:

• American Airlines: 83% on time
• United Airlines: 81% on time
• Frontier: 70% on time

Overall, flights on this route are punctual 79% of the time on average.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $25–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

Morning is the busiest departure period on Chicago to Punta Cana flights, with 100% of flights leaving in that window. Afternoon departures account for 0%, evening flights for 0%, and night flights for 0%.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $376 to $3,177. That means the highest observed fare was about 8x higher than the lowest one.

Two airlines offer in-flight Wi-Fi on Chicago to Punta Cana flights:

• American Airlines
• JetBlue

Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

One-way fares from Chicago to Punta Cana are currently lower than usual. Average one-way flight prices are about $177, which is 33% below the typical average for this route.

Punta Cana Airport (PUJ) hosts 5 major car rental companies, with daily rates averaging $31 for economy cars. Top options include:

• Infinity Car Rental
• Go Rentals
• Alamo
• Zezgo
• America Car Rental

Flights from Chicago to Punta Cana may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Punta Cana (PUJ).

Morning flights have the fewest delays on this route.

A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago to Punta Cana route, 21% of flights were delayed in the past 3 months, with delays averaging 2h 20m.

One-stop flights from Chicago to Punta Cana most commonly connect through:

• Atlanta Hartsfield-Jackson (ATL) - 16% of one-stop connections
• New York John F Kennedy Intl (JFK) - 14% of one-stop connections
• Toronto Pearson Intl (YYZ) - 13% of one-stop connections
• Chicago O'Hare Intl (ORD) - 13% of one-stop connections

Yes. Flexible dates can save you up to 20% on flights from Chicago to Punta Cana. Monday is the cheapest departure day at $511 round-trip on average, while Thursday is the most expensive at $633, a difference of $122.

KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

4 airlines operate flights between Chicago and Punta Cana. The airlines offering nonstop flights on this route include:

• American Airlines
• United Airlines
• Arajet
• Southwest

Flying via Washington, D.C. Dulles Intl (IAD) gives the shortest average 1-stop total travel time at 7h 20m, compared with 7h 22m via Orlando (MCO) and 7h 33m via Baltimore/Washington (BWI).

Punta Cana is 1 hour ahead of Chicago (Atlantic Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

Some of the most popular sights in Punta Cana are Playa Juanillo and Luna del Caribe Dinner Theater. These are among the most viewed places in Punta Cana on KAYAK.

Among airlines operating Chicago to Punta Cana flights:

• American Airlines: offers extra legroom; offers free seat selection
• United Airlines: offers extra legroom; offers free seat selection
• Southwest: offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

Here are some options for this route, based on selected ticket types and cabin classes:

• Arajet: a cabin bag and a checked bag in Economy Class
• American Airlines: a cabin bag and a checked bag in Economy Class
• United Airlines: a cabin bag and a checked bag in Economy Class

Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Yes. If you’re traveling with your baby to Punta Cana, use the baby changing facilities in most washrooms or use the baby care room to breastfeed and a washing area at Concourse C. In most restaurants at MDW, kids have their menus and are also supplied with high chairs. The Family Lanes at MDW allows families with small children to go through the security checkpoint easily.

To get to Santa Domingo and other locations from PUJ are buses, airport transfer services, free hotel shuttles, car rentals, and taxi and ride apps. To get to Punta Cana from PUJ either use, the Punta Cana Airport shuttle that costs around RD$110 ($2) to around RD$810 ($15) for a 7min ride, taxis that charge around RD$1080 ($20), a taxi that costs around RD$400 ($8) or car rentals that cost around RD$1080 ($20) per day.

PUJ is well equipped to cater to the needs of travelers with disabilities and special needs. Wheelchair users receive VIP treatment at PUJ through priority check-in upon request and dedicated queues for wheelchair users at the Arrivals area and Departures area. The airport has access ramps all over to ensure wheelchair users in PUJ have an easy time navigating the airport.

PUJ allows customers to sleep within the terminals like Terminals A and B, on benches, and on the grass. For undisturbed sleep, book a room at nearby hotels like Four Points by Sheraton.