- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Flights from Punta Cana to Chicago, IL depart on average 51 times per day, taking around 5h 0m. Cheap flight tickets for this journey start at $371 if you book in advance.
There are 2 flights per day. The earliest flight runs at 04:30, the last at 23:20. The fastest flight covers the 1966 miles (3164 km) distance in 5h 9m. September is the cheapest month to fly.
Distance 1966 miles (3164 km) |
Average flight duration 5h 0m |
Cheapest ticket price $371 |
Flights per day 51 |
Direct flights 2 |
Fastest flight 5h 9m |
First flight 4:30 AM |
Last flight 11:20 PM |
Cheapest Month Sep |
Cheapest Day Fri |
High Season Oct - Dec |
Low Season Jul - Sep |
Best time to book 63 days |
The table below shows live departures for Punta Cana to Chicago, IL flights for today, Tuesday, August 4. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 4:30 PM Punta Cana | 9h23 | 1:53 AM Chicago, IL | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
The Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers, and celery salt.
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
Find answers to the most common questions about traveling from Punta Cana to Chicago, IL by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

Most Punta Cana to Chicago, IL flights use the Punta Cana to O'Hare International Airport airport pair. Use this guide to compare Punta Cana and Chicago, IL airports on this route, check city-centre transport, alongside checking practicalities like airport facilities and services.
Punta Cana is 4 km from Punta Cana city centre. Public transport options include:
Punta Cana has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Shower, Lounge, Lost and Found Office, and Car Rental.
Food options include: Restaurants available, including local and intertiol cuisine, top options are Wendy's and than's Famous
Free Wi-Fi available throughout the airport. ATMs are located in the arrivals and departures areas.
Lost and found is available at the station.
Available at Punta Cana: Parking, Taxis, WC.
Available at Punta Cana: Car Rental.
Accessibility facilities are available at Punta Cana: Elevators, ramps.
Nearby hotels include Hotels nearby, Four Points by Sheraton within walking distance..
O'Hare International Airport is 3 km from Chicago city centre. Public transport options include:
O'Hare International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Shower, Lounge, Lost and Found Office, and Car Rental.
Food options include: Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
Free Wi-Fi available throughout the airport. ATMs are located throughout all terminals.
Lost and found is available at the station.
Available at O'Hare International Airport: Parking, Taxis, WC.
Available at O'Hare International Airport: Car Rental.
Accessibility facilities are available at O'Hare International Airport: Elevators, ramps, toilets.
Nearby hotels include Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby..
Here are some other resources that might have the information you need