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Cheap flights Chicago to Punta Cana

1 passenger, economy

Cheap flights Chicago to Punta Cana

Compare prices, duration and stops

United Airlines
UA 1922
02:39
Chicago, О'Хара (ORD)
Mon, 14 sep
14h 1min
1 stop
16:40
Punta Cana (PUJ)
Mon, 14 sep
193 $
Arajet
DM 5421 🔥 Hot deal
10:30
Chicago, О'Хара (ORD)
Mon, 14 sep
4h 45min
Direct
15:15
Punta Cana (PUJ)
Mon, 14 sep
178 $
United Airlines
UA 1922
02:39
Chicago, О'Хара (ORD)
Tue, 15 sep
14h 1min
1 stop
16:40
Punta Cana (PUJ)
Tue, 15 sep
173 $
United Airlines
UA 2455
10:00
Chicago, О'Хара (ORD)
Tue, 15 sep
9h 30min
1 stop
19:30
Punta Cana (PUJ)
Tue, 15 sep
191 $
Air Canada
AC 520
13:45
Chicago, О'Хара (ORD)
Tue, 15 sep
30h 20min
1 stop
20:05
Punta Cana (PUJ)
Wed, 16 sep +1
197 $
Air Canada
AC 522
16:05
Chicago, О'Хара (ORD)
Tue, 15 sep
28h
1 stop
20:05
Punta Cana (PUJ)
Wed, 16 sep +1
180 $
United Airlines
UA 4114
15:40
Chicago, О'Хара (ORD)
Wed, 16 sep
52h 25min
2 stops
20:05
Punta Cana (PUJ)
Fri, 18 sep +1
229 $
Air Canada
AC 522
16:05
Chicago, О'Хара (ORD)
Thu, 17 sep
28h
1 stop
20:05
Punta Cana (PUJ)
Fri, 18 sep +1
197 $
Air Canada
AC 524
20:40
Chicago, О'Хара (ORD)
Fri, 18 sep
23h 25min
1 stop
20:05
Punta Cana (PUJ)
Sat, 19 sep +1
198 $
Arajet
DM 5421
17:12
Chicago, О'Хара (ORD)
Sat, 19 sep
4h 45min
Direct
21:57
Punta Cana (PUJ)
Sat, 19 sep
179 $
United Airlines
UA 2455
10:00
Chicago, О'Хара (ORD)
Sun, 20 sep
9h 30min
1 stop
19:30
Punta Cana (PUJ)
Sun, 20 sep
196 $
American Airlines
AA 2976
02:01
Chicago, О'Хара (ORD)
Mon, 21 sep
14h 51min
1 stop
16:52
Punta Cana (PUJ)
Mon, 21 sep
201 $
Arajet
DM 5421
10:30
Chicago, О'Хара (ORD)
Mon, 21 sep
4h 45min
Direct
15:15
Punta Cana (PUJ)
Mon, 21 sep
188 $
Air Canada
AC 522
16:05
Chicago, О'Хара (ORD)
Tue, 22 sep
28h
1 stop
20:05
Punta Cana (PUJ)
Wed, 23 sep +1
198 $
American Airlines
AA 3188
21:45
Chicago, О'Хара (ORD)
Sat, 17 oct
16h 54min
1 stop
14:39
Punta Cana (PUJ)
Sun, 18 oct +1
169 $
Arajet
DM 5421 Best price
16:27
Chicago, О'Хара (ORD)
Sat, 31 oct
4h 45min
Direct
21:12
Punta Cana (PUJ)
Sat, 31 oct
154 $
Air Canada
AC 8478
13:05
Chicago, О'Хара (ORD)
Tue, 15 dec
9h 40min
1 stop
22:45
Punta Cana (PUJ)
Tue, 15 dec
207 $
Frontier Airlines
F9 1901
12:15
Chicago, О'Хара (ORD)
Wed, 16 dec
9h 14min
2 stops
21:29
Punta Cana (PUJ)
Wed, 16 dec
398 $
American Airlines
AA 1212
12:29
Chicago, О'Хара (ORD)
Wed, 16 dec
7h 8min
1 stop
19:37
Punta Cana (PUJ)
Wed, 16 dec
396 $
Air Canada
AC 8478 🔥 Hot deal
13:05
Chicago, О'Хара (ORD)
Wed, 16 dec
28h 40min
1 stop
17:45
Punta Cana (PUJ)
Thu, 17 dec +1
193 $
Air Canada
AC 502 🔥 Hot deal
16:05
Chicago, О'Хара (ORD)
Wed, 16 dec
9h 35min
1 stop
01:40
Punta Cana (PUJ)
Thu, 17 dec +1
212 $
Air Canada
AC 8482
19:55
Chicago, О'Хара (ORD)
Wed, 16 dec
21h 50min
1 stop
17:45
Punta Cana (PUJ)
Thu, 17 dec +1
314 $
American Airlines
AA 2079
00:05
Chicago, О'Хара (ORD)
Thu, 17 dec
15h 53min
1 stop
15:58
Punta Cana (PUJ)
Thu, 17 dec
409 $
Frontier Airlines
F9 2292
03:23
Chicago, Чикаго-Мидвей (MDW)
Thu, 17 dec
44h 31min
2 stops
23:54
Punta Cana (PUJ)
Fri, 18 dec +1
402 $
Air Canada
AC 8478
13:05
Chicago, О'Хара (ORD)
Thu, 17 dec
9h 40min
1 stop
22:45
Punta Cana (PUJ)
Thu, 17 dec
309 $
Frontier Airlines
F9 2292
03:23
Chicago, Чикаго-Мидвей (MDW)
Fri, 18 dec
15h 17min
2 stops
18:40
Punta Cana (PUJ)
Fri, 18 dec
423 $
Arajet
DM 5481
11:45
Chicago, О'Хара (ORD)
Fri, 18 dec
4h 45min
Direct
16:30
Punta Cana (PUJ)
Fri, 18 dec
423 $
Air Canada
AC 510
02:50
Chicago, О'Хара (ORD)
Sat, 19 dec
24h 45min
2 stops
03:35
Punta Cana (PUJ)
Sun, 20 dec +1
401 $
Air Canada
AC 510
02:50
Chicago, О'Хара (ORD)
Sun, 20 dec
22h 50min
1 stop
01:40
Punta Cana (PUJ)
Mon, 21 dec +1
442 $
Frontier Airlines
F9 2114
01:45
Chicago, О'Хара (ORD)
Mon, 21 dec
14h 10min
1 stop
15:55
Punta Cana (PUJ)
Mon, 21 dec
427 $
American Airlines
AA 1560
03:36
Chicago, О'Хара (ORD)
Thu, 14 jan
15h 42min
1 stop
19:18
Punta Cana (PUJ)
Thu, 14 jan
237 $

Low price calendar

September 2026
Price chart (September 2026)
min: 173 $ · max: 229 $
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183 $
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193 $
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173 $
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229 $
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197 $
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198 $
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179 $
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188 $
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Cheap flights Chicago to Punta Cana

Arajet
Arajet
Mon, Fri, Sat
Price from
$154
United Airlines
United Airlines
Mon, Tue, Wed, Sat, Sun
Price from
$173
Air Canada
Air Canada
Tue, Wed, Thu, Fri, Sat, Sun
Price from
$180
American Airlines
American Airlines
Mon, Wed, Thu, Sat
Price from
$237
Frontier Airlines
Frontier Airlines
Mon, Wed, Thu, Fri
Price from
$398

Popular destinations from Chicago

All →
CHI
Chicago — Orlando
United States → United States
ORL
from
$21
CHI
Chicago — Orlando
United States → United States
MCO
from
$21
CHI
Chicago — Atlanta
United States → United States
ATL
from
$22
CHI
Chicago — Houston
United States → United States
IAH
from
$22
CHI
Chicago — Houston
United States → United States
HOU
from
$22
CHI
Chicago — New York
United States → United States
NYC
from
$23
CHI
Chicago — Denver
United States → United States
DEN
from
$24
CHI
Chicago — Fort Lauderdale
United States → United States
FLL
from
$24
CHI
Chicago — Miami
United States → United States
MIA
from
$25

Popular destinations to Punta Cana

All →
SJU
San Juan — Punta Cana
Puerto Rico → Dominican Republic
PUJ
from
$59
MIA
Miami — Punta Cana
United States → Dominican Republic
PUJ
from
$95
SAO
Sao Paulo — Punta Cana
Brazil → Dominican Republic
PUJ
from
$105
NYC
New York — Punta Cana
United States → Dominican Republic
PUJ
from
$106
YMQ
Montreal — Punta Cana
Canada → Dominican Republic
PUJ
from
$123
FLL
Fort Lauderdale — Punta Cana
United States → Dominican Republic
PUJ
from
$125
YTO
Toronto — Punta Cana
Canada → Dominican Republic
PUJ
from
$126
CUN
Cancun — Punta Cana
Mexico → Dominican Republic
PUJ
from
$135

Cheap flights Chicago to Punta Cana

Interesting facts about the route

Flight time

15h 17min

Distance

3 192 km

Average price

$207

Most frequent flight

AC 522

Passenger reviews

No reviews for this route yet

Internet abroad

eSIM · Dominican Republic

All plans

acuntel

2 GB

data

15

days

$12

Buy

acuntel

3 GB

data

30

days

$17

Buy

acuntel

5 GB

data

30

days

$26

Buy

acuntel

1 GB

data

7

days

$6

Buy

Frequently Asked Questions

The average ticket price Chicago Punta Cana is $207. The cheapest ticket costs $173, operated by United Airlines, flight 1922, departing Chicago on 15 September at 02:39, arriving Punta Cana on 15 September at 16:40.
The average flight time is 28 hours. The fastest flight takes 9 hours 30 minutes, flight 2455 operated by United Airlines, departing Chicago on 15 September at 10:00, arriving Punta Cana on 15 September at 19:30.
Flights on the Chicago - Punta Cana route are operated by the following airlines: American Airlines, Air Canada, Arajet, Frontier Airlines, United Airlines.
The distance from Chicago to Punta Cana is 3192 km.