Cheap Flights from Chicago, IL to Punta Cana from $117
On Cheapflightsplus.com you will find 1 direct and 116 connecting flights from Chicago to Punta Cana. You can compare airfare deals from 13 airlines and multiple travel sites from $117, book and save on cheap plane tickets and last minute offers. Also check out CHI-PUJ flight schedule to find best flight time, convenient departure and arrival airports.
Find One-Way and Round-Trip Chicago to Punta Cana Flight Deals
Best Flights from Chicago to Punta Cana Today
Price | Departure | Arrival | Flight Duration | Airline | Flight |
---|---|---|---|---|---|
from $211 | 10:43 Chicago O'Hare International | 17:11 Punta Cana Punta Cana | 4h 28m | United Airlines | UA1862 |
from $117 | 19:59 Chicago Midway | 11:57+1 день Punta Cana Punta Cana | 13h 58m layover 7h 28m - Philadelphia | Frontier Airlines | F91618 F922 |
from $232 | 10:59 Chicago Midway | 11:57+1 день Punta Cana Punta Cana | 22h 58m layover 16h 42m - Philadelphia | Frontier Airlines | F94368 F922 |
from $240 | 17:56 Chicago O'Hare International | 13:59+1 день Punta Cana Punta Cana | 18h 3m layover 12h 20m - Orlando | Frontier Airlines | F93044 NK1090 |
from $269 | 17:42 Chicago O'Hare International | 13:59+1 день Punta Cana Punta Cana | 18h 17m layover 12h 43m - Orlando | Spirit Airlines | NK507 NK1090 |
from $282 | 14:10 Chicago O'Hare International | 09:02+1 день Punta Cana Punta Cana | 16h 52m layover 11h 3m - San Juan | Spirit Airlines | NK491 F9241 |
from $175 | 21:44 Chicago Midway | 09:02+2 дня Punta Cana Punta Cana | 33h 18m layover 16h 47m - Atlanta 9h 42m - San Juan | Frontier Airlines | F92292 F92082 F9241 |
from $195 | 11:28 Chicago O'Hare International | 09:02+1 день Punta Cana Punta Cana | 19h 34m layover 3h 28m - Atlanta 9h 13m - San Juan | Frontier Airlines | F91596 F92082 F9241 |
from $195 | 10:00 Chicago Midway | 09:02+1 день Punta Cana Punta Cana | 21h 2m layover 5h 0m - Atlanta 9h 13m - San Juan | Frontier Airlines | F92144 F92082 F9241 |
from $220 | 20:13 Chicago Midway | 13:22+1 день Punta Cana Punta Cana | 15h 9m layover 5h 43m - Miami 2h 33m - San Juan | Frontier Airlines | F92110 F92284 F9239 |
from $239 | 18:48 Chicago O'Hare International | 13:59+1 день Punta Cana Punta Cana | 17h 11m layover 4h 27m - Denver 3h 28m - Orlando | Frontier Airlines | F91483 F91734 NK1090 |
from $239 | 22:00 Chicago Midway | 13:59+2 дня Punta Cana Punta Cana | 37h 59m layover 22h 30m - Las Vegas 3h 54m - Orlando | Frontier Airlines | F92329 F91876 NK1090 |
from $247 | 16:20 Chicago O'Hare International | 15:45+1 день Punta Cana Punta Cana | 21h 25m layover 2h 16m - Miami 9h 14m - Philadelphia | Spirit Airlines | NK1 NK1368 NK2163 |
from $270 | 17:56 Chicago O'Hare International | 09:02+1 день Punta Cana Punta Cana | 13h 6m layover 1h 12m - Orlando 4h 57m - San Juan | Frontier Airlines | F93044 F94726 F9241 |
from $270 | 17:56 Chicago O'Hare International | 13:22+1 день Punta Cana Punta Cana | 17h 26m layover 1h 12m - Orlando 9h 17m - San Juan | Frontier Airlines | F93044 F94726 F9239 |
from $281 | 20:54 Chicago Midway | 16:08+1 день Punta Cana Punta Cana | 17h 14m layover 6h 6m - Dallas 3h 15m - Miami | Frontier Airlines | F92881 NK971 NK783 |
Flight Schedule Chicago (Illinois) to Punta Cana
Departure | Arrival | Flight Details | Flight Duration | Price |
---|---|---|---|---|
10:43 — 17:11
|
10:43 — 17:11
UA1862
United Airlines
Chicago — Punta Cana
|
4h 28m |
Find flight
from$211 |
|
05:01 — 15:45
|
05:01 — 08:04
F92112
Frontier Airlines
Chicago — Philadelphia
2h 42m stop
10:46 — 15:45
NK2163
Spirit Airlines
Philadelphia — Punta Cana
|
8h 44m including layover |
Find flight
from$300 |
|
06:00 — 16:15
|
06:00 — 09:11
UA2343
United Airlines
Chicago — Newark
2h 5m stop
11:10 — 16:15
UA1514
United Airlines
Newark — Punta Cana
|
8h 15m including layover |
Find flight
from$288 |
|
07:09 — 20:34
|
06:30 — 11:42
Y42000
Volaris
Chicago — Cancun
4h 31m stop
16:34 — 20:34
DM7001
Aero-Charter
Cancun — Punta Cana
|
11h 25m including layover |
Find flight
from$345 |
|
09:50 — 23:50
|
09:50 — 12:25
AC8902
Air Canada
Chicago — Toronto
5h 30m stop
17:55 — 23:50
DM5801
Aero-Charter
Toronto — Punta Cana
|
12h including layover |
Find flight
from$363 |
|
09:50 — 21:50
|
09:50 — 12:30
AC8902
Air Canada
Chicago — Toronto
3h 55m stop
16:20 — 21:50
AC1796
Air Canada
Toronto — Punta Cana
|
10h including layover |
Find flight
from$395 |
|
11:04 — 21:50
|
10:51 — 13:42
AC4407
Air Canada
Chicago — Toronto
2h 38m stop
16:20 — 21:50
AC1796
Air Canada
Toronto — Punta Cana
|
8h 46m including layover |
Find flight
from$336 |
|
14:05 — 11:45
+1 day
|
14:05 — 16:46
AC504
Air Canada
Chicago — Toronto
13h 29m stop
06:15 — 11:45
AC1794
Air Canada
Toronto — Punta Cana
|
19h 40m including layover |
Find flight
from$336 |
|
14:10 — 09:02
+1 day
|
14:10 — 20:57
NK491
Spirit Airlines
Chicago — San Juan
11h 3m stop
08:00 — 09:02
F9241
Frontier Airlines
San Juan — Punta Cana
|
16h 52m including layover |
Find flight
from$282 |
|
15:35 — 23:45
+1 day
|
15:35 — 18:47
AC8962
Air Canada
Chicago — Montreal
23h 23m stop
18:10 — 23:45
AC1792
Air Canada
Montreal — Punta Cana
|
30h 10m including layover |
Find flight
from$300 |
|
16:00 — 11:45
+1 day
|
16:00 — 18:41
AC506
Air Canada
Chicago — Toronto
11h 34m stop
06:15 — 11:45
AC1794
Air Canada
Toronto — Punta Cana
|
17h 45m including layover |
Find flight
from$336 |
|
17:42 — 13:59
+1 day
|
17:42 — 21:31
NK507
Spirit Airlines
Chicago — Orlando
12h 43m stop
10:14 — 13:59
NK1090
Spirit Airlines
Orlando — Punta Cana
|
18h 17m including layover |
Find flight
from$269 |
|
17:56 — 13:59
+1 day
|
17:56 — 21:54
F93044
Frontier Airlines
Chicago — Orlando
12h 20m stop
10:14 — 13:59
NK1090
Spirit Airlines
Orlando — Punta Cana
|
18h 3m including layover |
Find flight
from$240 |
|
18:14 — 13:41
+1 day
|
18:08 — 21:01
UA444
United Airlines
Chicago — Washington D.C.
11h 51m stop
09:00 — 13:41
UA1661
United Airlines
Washington D.C. — Punta Cana
|
17h 27m including layover |
Find flight
from$288 |
|
19:59 — 11:57
+1 day
|
18:48 — 21:52
F91618
Frontier Airlines
Chicago — Philadelphia
7h 28m stop
06:45 — 11:31
F922
Frontier Airlines
Philadelphia — Punta Cana
|
13h 58m including layover |
Find flight
from$117 |
|
01:00 — 20:34
|
01:00 — 05:41
AM689
Aeromexico
Chicago — Mexico City
4h 54m stop
10:35 — 13:52
Y4124
Volaris
Mexico City — Cancun
2h 42m stop
16:34 — 20:34
DM7001
Aero-Charter
Cancun — Punta Cana
|
17h 34m including layover |
Find flight
from$349 |
|
01:15 — 20:34
|
01:15 — 05:50
VB187
VivaAerobus
Chicago — Mexico City
4h 45m stop
10:35 — 13:52
Y4124
Volaris
Mexico City — Cancun
2h 42m stop
16:34 — 20:34
DM7001
Aero-Charter
Cancun — Punta Cana
|
17h 19m including layover |
Find flight
from$376 |
|
02:42 — 20:34
|
02:42 — 07:11
Y41703
Volaris
Chicago — Guadalajara
1h 59m stop
09:10 — 12:59
Y41046
Volaris
Guadalajara — Cancun
3h 35m stop
16:34 — 20:34
DM7001
Aero-Charter
Cancun — Punta Cana
|
15h 52m including layover |
Find flight
from$368 |
|
05:05 — 20:34
|
05:05 — 09:10
NK19
Spirit Airlines
Chicago — Miami
1h 27m stop
10:37 — 12:27
NK1610
Spirit Airlines
Miami — Cancun
4h 7m stop
16:34 — 20:34
DM7001
Aero-Charter
Cancun — Punta Cana
|
13h 29m including layover |
Find flight
from$345 |
|
07:20 — 21:50
|
07:20 — 10:32
AC8958
Air Canada
Chicago — Montreal
2h 43m stop
13:10 — 14:36
AC413
Air Canada
Montreal — Toronto
1h 39m stop
16:20 — 21:50
AC1796
Air Canada
Toronto — Punta Cana
|
12h 30m including layover |
Find flight
from$338 |
|
10:00 — 09:02
+1 day
|
10:00 — 12:56
F92144
Frontier Airlines
Chicago — Atlanta
5h stop
17:56 — 22:47
F92082
Frontier Airlines
Atlanta — San Juan
9h 13m stop
08:00 — 09:02
F9241
Frontier Airlines
San Juan — Punta Cana
|
21h 2m including layover |
Find flight
from$195 |
|
11:28 — 09:02
+1 day
|
11:28 — 14:28
F91596
Frontier Airlines
Chicago — Atlanta
3h 28m stop
17:56 — 22:47
F92082
Frontier Airlines
Atlanta — San Juan
9h 13m stop
08:00 — 09:02
F9241
Frontier Airlines
San Juan — Punta Cana
|
19h 34m including layover |
Find flight
from$195 |
|
13:05 — 03:38
+1 day
|
11:15 — 13:57
PD2388
Porter Airlines
Chicago — Toronto
2h 23m stop
18:10 — 19:25
PD2485
Porter Airlines
Toronto — Montreal
2h 5m stop
21:30 — 03:38
DM5901
Aero-Charter
Montreal — Punta Cana
|
12h 33m including layover |
Find flight
from$336 |
|
13:05 — 03:38
+1 day
|
11:15 — 13:57
PD2388
Porter Airlines
Chicago — Toronto
58m stop
16:50 — 18:05
PD2483
Porter Airlines
Toronto — Montreal
3h 30m stop
21:30 — 03:38
DM5901
Aero-Charter
Montreal — Punta Cana
|
12h 33m including layover |
Find flight
from$336 |
|
15:35 — 11:45
+1 day
|
15:35 — 18:47
AC8962
Air Canada
Chicago — Montreal
3h 28m stop
21:15 — 22:50
AC431
Air Canada
Montreal — Toronto
6h 25m stop
06:15 — 11:45
AC1794
Air Canada
Toronto — Punta Cana
|
18h 10m including layover |
Find flight
from$338 |
|
16:20 — 15:45
+1 day
|
13:40 — 17:46
NK1
Spirit Airlines
Chicago — Miami
2h 16m stop
21:32 — 00:16
NK1368
Spirit Airlines
Miami — Philadelphia
9h 14m stop
11:03 — 15:55
NK2163
Spirit Airlines
Philadelphia — Punta Cana
|
21h 25m including layover |
Find flight
from$247 |
|
18:48 — 13:59
+1 day
|
18:48 — 20:32
F91483
Frontier Airlines
Chicago — Denver
4h 27m stop
00:59 — 06:46
F91734
Frontier Airlines
Denver — Orlando
3h 28m stop
10:14 — 13:59
NK1090
Spirit Airlines
Orlando — Punta Cana
|
17h 11m including layover |
Find flight
from$239 |
|
19:59 — 13:22
+1 day
|
19:59 — 23:12
F91618
Frontier Airlines
Chicago — Philadelphia
5h 53m stop
05:05 — 10:10
F91016
Frontier Airlines
Philadelphia — San Juan
2h 10m stop
12:20 — 13:22
F9239
Frontier Airlines
San Juan — Punta Cana
|
15h 23m including layover |
Find flight
from$230 |
|
20:13 — 13:22
+1 day
|
20:13 — 00:17
F92110
Frontier Airlines
Chicago — Miami
5h 43m stop
06:00 — 09:47
F92284
Frontier Airlines
Miami — San Juan
2h 33m stop
12:20 — 13:22
F9239
Frontier Airlines
San Juan — Punta Cana
|
15h 9m including layover |
Find flight
from$220 |
|
20:54 — 16:08
+1 day
|
20:54 — 23:24
F92881
Frontier Airlines
Chicago — Dallas
6h 6m stop
05:30 — 09:25
NK971
Spirit Airlines
Dallas — Miami
3h 15m stop
12:40 — 16:08
NK783
Spirit Airlines
Miami — Punta Cana
|
17h 14m including layover |
Find flight
from$281 |
|
21:44 — 09:02
+2 days
|
21:44 — 00:40
F92292
Frontier Airlines
Chicago — Atlanta
16h 47m stop
17:27 — 22:18
F92082
Frontier Airlines
Atlanta — San Juan
9h 42m stop
08:00 — 09:02
F9241
Frontier Airlines
San Juan — Punta Cana
|
33h 18m including layover |
Find flight
from$175 |
|
21:44 — 13:59
+1 day
|
21:44 — 00:40
F92292
Frontier Airlines
Chicago — Atlanta
5h 20m stop
06:00 — 07:52
F94556
Frontier Airlines
Atlanta — Orlando
2h 22m stop
10:14 — 13:59
NK1090
Spirit Airlines
Orlando — Punta Cana
|
14h 15m including layover |
Find flight
from$328 |
|
22:00 — 13:59
+2 days
|
22:00 — 23:59
F92329
Frontier Airlines
Chicago — Las Vegas
22h 30m stop
22:29 — 06:20
F91876
Frontier Airlines
Las Vegas — Orlando
3h 54m stop
10:14 — 13:59
NK1090
Spirit Airlines
Orlando — Punta Cana
|
37h 59m including layover |
Find flight
from$239 |
Flight Information
Below we will explain in detail what the flights cost on the destination from Chicago to Punta Cana depends on and how to choose the most interesting flight option for you.
Distance between Chicago and Punta Cana is 3169 miles. Time difference between the cities is 2h. Airplanes depart 01:00 to 22:00 from 7 Chicago airports and arrive 01:00 to 22:00 to 1 Punta Cana airport. Average flight time is 4h 28m.
- The fastest flight 4h 28m
- Average flight time 4h 28m
- The earliest flight 01:00
- The latest flight 22:00
- Distance 1970 ml
The cheapest months to travel to Punta Cana are december (from 117 $), february (from 175 $), november (from 227 $).
The most expensive months are january (from 288 $), november (from 227 $), february (from 175 $).
What is the lowest airfare Chicago to Punta Cana?
The cheapest plane ticket found by our users is $117. This airfare is for economy class on one-way F91618 flight by Frontier Airlines for February 21, 2025 which leaves Midway in Chicago at 19:59 am and arrives at Punta Cana Punta Cana at 11:57.
Popular Airlines on the Route
The flight Chicago — Punta Cana is served by 13 regular airlines and 5 low-cost airlines. Most of the flights on this route are operated by Air Canada - 57 departures per week at the price of from $ 300 . And the most expensive tickets are offered by SWISS International Air Lines airline - from $ 6829.
Direct flights
There are 1 nonstop flights on the route. The fastest direct flight is UA1862 by United Airlines takes 4h 28m and the cheapest is F91618 by Frontier Airlines for $211.
- from $211Find
Connecting Flights
There are 116 flights with layovers on the route. The fastest connecting flight is UA563 by United Airlines takes 7h 5m and the cheapest is F91618 by Frontier Airlines for $117.
- from $300Find
- from $288Find
- from $3454Find
- from $117Find
- OS - Austrian Airlinesfrom $6389Find
- AM - Aeromexicofrom $349Find
- VB - VivaAerobusfrom $376Find
- PD - Porter Airlinesfrom $336Find
- AV - Aviancafrom $408Find
- Y4 - Volarisfrom $345Find
- SN - Brussels Airlinesfrom $3454Find
- LH - Lufthansafrom $3236Find
Airports
You can fly from Chicago to Punta Cana from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).
Chicago airports
- O'Hare International-ORDfrom $195Find
- Midway-MDWfrom $117Find
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Punta Cana airports
- Punta Cana-PUJFind
Airplanes
There are flights to Punta Cana from Chicago by 13 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.
Top Domestic Destinations from Chicago
You may also consider searching for discounted plane tickets to some other popular places from Chicago within United States.
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Top International Destinations from Chicago
Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.
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How to book a plane ticket yourself?

- Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
- Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
- Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
- Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
- That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
To find a plane ticket, please select dates.