Cheap Flight Tickets from Chicago (MDW) to Punta Cana (PUJ), Starting at $156

Good to Know: Cheapest and Fastest MDW - PUJ Flights

Useful information for finding best airline tickets from Chicago Midway International to Punta Cana International on your next trip.

Cheapest Round Trip Flight

$156

WN Southwest Airlines • 1 stop • 27h 30m

Aug 20 – Aug 24

The cheapest round trip flight from Chicago to Punta Cana (MDW-PUJ-MDW) is currently $156

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Fastest Flight

10h 17m

The fastest nonstop flight from Chicago to Punta Cana (MDW-PUJ) takes 10h 17m

Top Airlines Flying from Chicago to Punta Cana

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

Latest Flight Deals from Chicago (MDW) to Punta Cana (PUJ)

Compare and book low fare round-trip air tickets from Chicago to Punta Cana. Ideal for travelers with confirmed return itineraries.

Aug 20 - Aug 24, Economy
WN
Chicago → Punta Cana
27h 30m
7:50 PM - 1:40 PM • 1 stop
WN
Chicago → Punta Cana
14h 5m
1:45 PM - 9:30 PM • 1 stop
$156
Southwest Airlines
Aug 20 - Aug 24, Economy
WN
Chicago → Punta Cana
32h 25m
4:55 PM - 1:40 PM • 2 stops
WN
Chicago → Punta Cana
12h 5m
2:35 PM - 9:00 PM • 1 stop
$158
Southwest Airlines
Aug 20 - Aug 24, Economy
WN
Chicago → Punta Cana
25h 55m
8:45 PM - 1:40 PM • 2 stops
WN
Chicago → Punta Cana
12h 5m
2:35 PM - 9:00 PM • 1 stop
$158
Southwest Airlines
Aug 20 - Aug 24, Economy
DL
Chicago → Punta Cana
12h 14m
6:05 AM - 2:39 PM • 1 stop
DL
Chicago → Punta Cana
14h 13m
4:04 PM - 11:57 PM • 1 stop
$500
Delta Airlines
Aug 20 - Aug 24, Economy
DL
Chicago → Punta Cana
28h 53m
5:10 PM - 11:43 AM • 1 stop
DL
Chicago → Punta Cana
12h 12m
4:04 PM - 10:36 PM • 1 stop
$500
Delta Airlines
Aug 20 - Aug 24, Economy
DL
Chicago → Punta Cana
10h 17m
6:05 AM - 1:22 PM • 1 stop
DL
Chicago → Punta Cana
12h 12m
4:04 PM - 10:36 PM • 1 stop
$500
Delta Airlines

Fly from Chicago to Punta Cana with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Punta Cana? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Chicago to Punta Cana Flights

What are the airports in Chicago?
ORD,MDW
What’s the most popular airline flying from MDW to PUJ?
The most popular airline flying from Chicago to Punta Cana are
Can I fly from MDW to PUJ non-stop?
NO
Which airlines fly nonstop between Chicago and Punta Cana?
The non-stop flights between Chicago and Punta Cana are .
What’s the earliest departure time from MDW to PUJ Airport?
The earliest flight leaves MDW at 6:05 am and lands in PUJ - Punta Cana International
What are the airports in Punta Cana?
PUJ
Can I make changes to my Chicago to Punta Cana flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from MDW to PUJ?
Read the fare rules of the Chicago to Punta Cana air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Chicago and Punta Cana?
operate flights between Chicago and Punta Cana
How long does a flight from Chicago to Punta Cana take?
It takes approximately 5 hour to fly non-stop from MDW to PUJ, which is 1965.7 miles by air.
Which airlines provide the cheapest flights from Chicago (MDW) to Punta Cana (PUJ) ?
In the past couple of days, the cheapest tickets to PUJ from MDW were found on WN : USD 156
Do I need a passport to fly between MDW and PUJ?
Yes
What’s the latest departure time from MDW to PUJ ?
The last flight leaves MDW at 8:45 pm

Chicago (MDW) to Punta Cana (PUJ): Airport Information

Origin Airport Chicago Midway International , Chicago, US
Destination Airport Punta Cana International , Punta Cana, DO
Distance 1966 miles

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