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Cheap flights Chicago to Punta Cana

1 passenger, economy

Cheap flights Chicago to Punta Cana

Compare prices, duration and stops

Arajet
DM 5421
17:12
Chicago, O'Hare International Airport (ORD)
Sat, 12 sep
4h 45min
Direct
21:57
Punta Cana (PUJ)
Sat, 12 sep
314 NZ$
United Airlines
UA 3335
19:01
Chicago, O'Hare International Airport (ORD)
Sat, 12 sep
25h 4min
1 stop
20:05
Punta Cana (PUJ)
Sun, 13 sep +1
430 NZ$
Air Canada
AC 8484
20:40
Chicago, O'Hare International Airport (ORD)
Sat, 12 sep
23h 25min
1 stop
20:05
Punta Cana (PUJ)
Sun, 13 sep +1
418 NZ$
United Airlines
UA 1922
02:39
Chicago, O'Hare International Airport (ORD)
Mon, 14 sep
14h 1min
1 stop
16:40
Punta Cana (PUJ)
Mon, 14 sep
331 NZ$
Arajet
DM 5421 🔥 Hot deal
10:30
Chicago, O'Hare International Airport (ORD)
Mon, 14 sep
4h 45min
Direct
15:15
Punta Cana (PUJ)
Mon, 14 sep
307 NZ$
United Airlines
UA 1922
02:39
Chicago, O'Hare International Airport (ORD)
Tue, 15 sep
14h 1min
1 stop
16:40
Punta Cana (PUJ)
Tue, 15 sep
297 NZ$
United Airlines
UA 2455
10:00
Chicago, O'Hare International Airport (ORD)
Tue, 15 sep
9h 30min
1 stop
19:30
Punta Cana (PUJ)
Tue, 15 sep
328 NZ$
Air Canada
AC 520
13:45
Chicago, O'Hare International Airport (ORD)
Tue, 15 sep
30h 20min
1 stop
20:05
Punta Cana (PUJ)
Wed, 16 sep +1
339 NZ$
Air Canada
AC 522
16:05
Chicago, O'Hare International Airport (ORD)
Tue, 15 sep
28h
1 stop
20:05
Punta Cana (PUJ)
Wed, 16 sep +1
310 NZ$
United Airlines
UA 4114
15:40
Chicago, O'Hare International Airport (ORD)
Wed, 16 sep
52h 25min
2 stops
20:05
Punta Cana (PUJ)
Fri, 18 sep +1
395 NZ$
Air Canada
AC 522
16:05
Chicago, O'Hare International Airport (ORD)
Thu, 17 sep
28h
1 stop
20:05
Punta Cana (PUJ)
Fri, 18 sep +1
339 NZ$
Air Canada
AC 524
20:40
Chicago, O'Hare International Airport (ORD)
Fri, 18 sep
23h 25min
1 stop
20:05
Punta Cana (PUJ)
Sat, 19 sep +1
340 NZ$
Arajet
DM 5421
17:12
Chicago, O'Hare International Airport (ORD)
Sat, 19 sep
4h 45min
Direct
21:57
Punta Cana (PUJ)
Sat, 19 sep
307 NZ$
United Airlines
UA 2455
10:00
Chicago, O'Hare International Airport (ORD)
Sun, 20 sep
9h 30min
1 stop
19:30
Punta Cana (PUJ)
Sun, 20 sep
338 NZ$
American Airlines
AA 2976
02:01
Chicago, O'Hare International Airport (ORD)
Mon, 21 sep
14h 51min
1 stop
16:52
Punta Cana (PUJ)
Mon, 21 sep
346 NZ$
Arajet
DM 5421
10:30
Chicago, O'Hare International Airport (ORD)
Mon, 21 sep
4h 45min
Direct
15:15
Punta Cana (PUJ)
Mon, 21 sep
324 NZ$
Air Canada
AC 522
16:05
Chicago, O'Hare International Airport (ORD)
Tue, 22 sep
28h
1 stop
20:05
Punta Cana (PUJ)
Wed, 23 sep +1
341 NZ$
American Airlines
AA 3188
21:45
Chicago, O'Hare International Airport (ORD)
Sat, 17 oct
16h 54min
1 stop
14:39
Punta Cana (PUJ)
Sun, 18 oct +1
291 NZ$
Arajet
DM 5421 Best price
16:27
Chicago, O'Hare International Airport (ORD)
Sat, 31 oct
4h 45min
Direct
21:12
Punta Cana (PUJ)
Sat, 31 oct
265 NZ$
Air Canada
AC 8478
13:05
Chicago, O'Hare International Airport (ORD)
Tue, 15 dec
9h 40min
1 stop
22:45
Punta Cana (PUJ)
Tue, 15 dec
356 NZ$
Frontier Airlines
F9 1901
12:15
Chicago, O'Hare International Airport (ORD)
Wed, 16 dec
9h 14min
2 stops
21:29
Punta Cana (PUJ)
Wed, 16 dec
685 NZ$
American Airlines
AA 1212
12:29
Chicago, O'Hare International Airport (ORD)
Wed, 16 dec
7h 8min
1 stop
19:37
Punta Cana (PUJ)
Wed, 16 dec
681 NZ$
Air Canada
AC 8478 🔥 Hot deal
13:05
Chicago, O'Hare International Airport (ORD)
Wed, 16 dec
28h 40min
1 stop
17:45
Punta Cana (PUJ)
Thu, 17 dec +1
331 NZ$
Air Canada
AC 502 🔥 Hot deal
16:05
Chicago, O'Hare International Airport (ORD)
Wed, 16 dec
9h 35min
1 stop
01:40
Punta Cana (PUJ)
Thu, 17 dec +1
365 NZ$
Air Canada
AC 8482
19:55
Chicago, O'Hare International Airport (ORD)
Wed, 16 dec
21h 50min
1 stop
17:45
Punta Cana (PUJ)
Thu, 17 dec +1
541 NZ$
American Airlines
AA 2079
00:05
Chicago, O'Hare International Airport (ORD)
Thu, 17 dec
15h 53min
1 stop
15:58
Punta Cana (PUJ)
Thu, 17 dec
703 NZ$
Frontier Airlines
F9 2292
03:23
Chicago, Chicago Midway International Airport (MDW)
Thu, 17 dec
44h 31min
2 stops
23:54
Punta Cana (PUJ)
Fri, 18 dec +1
692 NZ$
Air Canada
AC 8478
13:05
Chicago, O'Hare International Airport (ORD)
Thu, 17 dec
9h 40min
1 stop
22:45
Punta Cana (PUJ)
Thu, 17 dec
531 NZ$
Frontier Airlines
F9 2292
03:23
Chicago, Chicago Midway International Airport (MDW)
Fri, 18 dec
15h 17min
2 stops
18:40
Punta Cana (PUJ)
Fri, 18 dec
727 NZ$
Arajet
DM 5481
11:45
Chicago, O'Hare International Airport (ORD)
Fri, 18 dec
4h 45min
Direct
16:30
Punta Cana (PUJ)
Fri, 18 dec
727 NZ$
Air Canada
AC 510
02:50
Chicago, O'Hare International Airport (ORD)
Sat, 19 dec
24h 45min
2 stops
03:35
Punta Cana (PUJ)
Sun, 20 dec +1
690 NZ$
Air Canada
AC 510
02:50
Chicago, O'Hare International Airport (ORD)
Sun, 20 dec
22h 50min
1 stop
01:40
Punta Cana (PUJ)
Mon, 21 dec +1
761 NZ$
Frontier Airlines
F9 2114
01:45
Chicago, O'Hare International Airport (ORD)
Mon, 21 dec
14h 10min
1 stop
15:55
Punta Cana (PUJ)
Mon, 21 dec
734 NZ$
American Airlines
AA 1560
03:36
Chicago, O'Hare International Airport (ORD)
Thu, 14 jan
15h 42min
1 stop
19:18
Punta Cana (PUJ)
Thu, 14 jan
407 NZ$

Low price calendar

September 2026
Price chart (September 2026)
min: 297 NZ$ · max: 395 NZ$
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314 NZ$
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331 NZ$
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Good deal
297 NZ$
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395 NZ$
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339 NZ$
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340 NZ$
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Good deal
307 NZ$
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338 NZ$
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324 NZ$
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341 NZ$
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Cheap flights Chicago to Punta Cana

Arajet
Arajet
Mon, Fri, Sat
Price from
NZ$265
United Airlines
United Airlines
Mon, Tue, Wed, Sat, Sun
Price from
NZ$297
Air Canada
Air Canada
Tue, Wed, Thu, Fri, Sat, Sun
Price from
NZ$310
American Airlines
American Airlines
Mon, Wed, Thu, Sat
Price from
NZ$407
Frontier Airlines
Frontier Airlines
Mon, Wed, Thu, Fri
Price from
NZ$685

Popular destinations from Chicago

All →
CHI
Chicago — Orlando
United States → United States
ORL
from
NZ$37
CHI
Chicago — Orlando
United States → United States
MCO
from
NZ$37
CHI
Chicago — Atlanta
United States → United States
ATL
from
NZ$38
CHI
Chicago — Houston
United States → United States
IAH
from
NZ$38
CHI
Chicago — Houston
United States → United States
HOU
from
NZ$38
CHI
Chicago — New York
United States → United States
NYC
from
NZ$40
CHI
Chicago — Denver
United States → United States
DEN
from
NZ$41
CHI
Chicago — Fort Lauderdale
United States → United States
FLL
from
NZ$42
CHI
Chicago — Miami
United States → United States
MIA
from
NZ$43

Popular destinations to Punta Cana

All →
SJU
San Juan — Punta Cana
Puerto Rico → Dominican Republic
PUJ
from
NZ$101
MIA
Miami — Punta Cana
United States → Dominican Republic
PUJ
from
NZ$164
SAO
Sao Paulo — Punta Cana
Brazil → Dominican Republic
PUJ
from
NZ$180
NYC
New York — Punta Cana
United States → Dominican Republic
PUJ
from
NZ$182
YMQ
Montreal — Punta Cana
Canada → Dominican Republic
PUJ
from
NZ$212
FLL
Fort Lauderdale — Punta Cana
United States → Dominican Republic
PUJ
from
NZ$215
YTO
Toronto — Punta Cana
Canada → Dominican Republic
PUJ
from
NZ$216
CUN
Cancun — Punta Cana
Mexico → Dominican Republic
PUJ
from
NZ$233

Cheap flights Chicago to Punta Cana

Interesting facts about the route

Flight time

15h 17min

Distance

3 192 km

Average price

NZ$356

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

NZ$21

Buy

acuntel

3 GB

data

30

days

NZ$29

Buy

acuntel

5 GB

data

30

days

NZ$45

Buy

acuntel

1 GB

data

7

days

NZ$10

Buy

Frequently Asked Questions

The average ticket price Chicago Punta Cana is NZ$356. The cheapest ticket costs NZ$297, 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 23 hours 25 minutes. The fastest flight takes 4 hours 45 minutes, flight 5421 operated by Arajet, departing Chicago on 12 September at 17:12, arriving Punta Cana on 12 September at 21:57.
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.