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Cheap flights Chicago — Punta Cana

Chicago (CHI, US) Punta Cana (PUJ, DO)
from $323 3 169 km ~4h 14m 10 flights found 5 airlines cheapest on Sunday
Reverse route
How many travellers?
Adults
12+ years
1
Children
2–11 years
0
Infants
under 2
0
Choose your departure date
Cheapest: $323 on 16.12.2026
Prices shown are from searches by other travellers over the last 24 hours. Missing a date? Click any day — we'll find tickets anyway.
November 2026
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December 2026
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January 2027
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Prices found for 9 of 90 days. Prices update as more travellers search. Click any date to search live.
Depart
—
Return
—
Cheapest flights found
16 Dec 2026, Wed
Frontier Airlines F9 2292
21:28
MDW Chicago Midway International Airport
04:25
PUJ Punta Cana International Airport
6h 57m 2 stops
Mytrip.com
$323
View this ticket
24 Dec 2026, Thu
Frontier Airlines F9 2292
15:52
MDW Chicago Midway International Airport
23:58
PUJ Punta Cana International Airport
8h 6m 3 stops
Aviakassa
$384
View this ticket
24 Dec 2026, Thu
Southwest Airlines WN 2670
04:10
MDW Chicago Midway International Airport
09:51
PUJ Punta Cana International Airport
5h 41m 1 stop
Kupi.com
$391
View this ticket
24 Dec 2026, Thu
United Airlines UA 1270
16:38
ORD O'Hare International Airport
21:15
PUJ Punta Cana International Airport
4h 37m Direct
Trip.com
$503
View this ticket
16 Dec 2026, Wed
United Airlines UA 1862
18:17
ORD O'Hare International Airport
22:57
PUJ Punta Cana International Airport
4h 40m Direct
Farera
$574
View this ticket
23 Dec 2026, Wed
United Airlines UA 1270
16:38
ORD O'Hare International Airport
21:15
PUJ Punta Cana International Airport
4h 37m Direct
Clickavia
$629
View this ticket
Route characteristics
Distance
3 169 km
Flight time
4h 14m
Time difference
+1h
Minimum price
from $323 (16.12.2026)
Average price
$386
Maximum price
$629
Departures per week
1
Cheapest day
Sunday
Departure airports (2)
MDW Chicago Midway International Airport ORD O'Hare International Airport
Arrival airports (1)
PUJ Punta Cana International Airport
Airlines (5)
AC Air Canada UA United Airlines F9 Frontier Airlines WN Southwest Airlines AA American Airlines
Agencies (8)
Trip.com Wingie Clickavia Mytrip.com Aviakassa Kupi.com Turna.com Farera
Prices by day of week
Wednesday
$323
avg $509
Thursday
$384
avg $426
Airlines — cheapest prices 5
Air Canada
Air Canada
2 flights · 2 days
$237
United Airlines
United Airlines
4 flights · 4 days
$257
Frontier Airlines
Frontier Airlines
Low-cost 2 flights · 2 days
$323
Southwest Airlines
Southwest Airlines
Low-cost 1 flights · 1 days
$391
American Airlines
American Airlines
1 flights · 1 days
$431
Where to buy tickets 8
Trip.com
2 tickets · 2 days
from $237
Wingie
1 tickets · 1 days
from $245
Clickavia
2 tickets · 2 days
from $257
Mytrip.com
1 tickets · 1 days
from $323
Aviakassa
1 tickets · 1 days
from $384
Kupi.com
1 tickets · 1 days
from $391
Turna.com
1 tickets · 1 days
from $431
Farera
1 tickets · 1 days
from $574
Airports

From — Chicago (2)

  • MDW Chicago Midway International Airport
  • ORD O'Hare International Airport

To — Punta Cana (1)

  • PUJ Punta Cana International Airport
Other destinations from Chicago
Las Vegas
US · Hub
Denver
US · Hub
Nashville
US
Fort Lauderdale
US
Minneapolis
US · Hub
St Louis
US
Atlanta
US · Hub
Philadelphia
US · Hub
Tampa
US
Baltimore
US
Phoenix
US
New Orleans
US
Frequently asked questions about the route Chicago — Punta Cana
How long is the flight from Chicago to Punta Cana?
Approximate flight time — 4h 14m. This is an average for a direct flight. With connections, the time may be longer.
What is the distance from Chicago to Punta Cana?
The straight-line distance — 3 169 km.
How much do flights from Chicago to Punta Cana cost?
The minimum price over 3 months — from $323 on 16.12.2026.
What is the average ticket price?
The average price — $386. Range: $323 — $629.
What is the time difference between Chicago and Punta Cana?
The difference — +1h.
From which airports does Chicago operate flights?
From Chicago: MDW (Chicago Midway International Airport), ORD (O'Hare International Airport).
To which airports in Punta Cana do flights arrive?
To Punta Cana: PUJ (Punta Cana International Airport).
Which airlines fly this route?
This route is served by 5 airlines: Air Canada, United Airlines, Frontier Airlines, Southwest Airlines, American Airlines.
Are there direct flights?
Yes, there are direct flights. Minimum direct price — from $503. Total direct flights found: 3.
Which day of the week is cheapest?
The cheapest day of the week — Sunday.
When is the best time to buy tickets?
Optimal — 1–3 months before departure. Check the calendar above — it shows the best dates.
How do I book flights?
Click "View this ticket" on any flight card — you'll be redirected to the booking page with this specific ticket pre-selected.
About the route Chicago — Punta Cana

Flights Chicago — Punta Cana is a popular route. The straight-line distance is 3 169 km. Flight time 4h 14m. Time difference +1h.

From Chicago (CHI) flights depart from 2 airports: MDW, ORD. To Punta Cana (PUJ) — 1 arrival airport: PUJ.

5 airlines operate on this route: Air Canada, United Airlines, Frontier Airlines, Southwest Airlines, American Airlines.

The minimum price for the next 3 months — from $323 (16.12.2026). The cheapest dates are highlighted in the calendar above.

The average ticket price — $386, ranging from $323 to $629. Book 1–3 months in advance to get the best deals.

Cheapest day to fly — Sunday.

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