Cheap Flights from Chicago, IL to Punta Cana from $117

Return flight: Punta Cana – Chicago

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

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $117 (one-way), $201 (round-trip).
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Full flight schedule will help you in detecting at what time planes fly from Chicago to Punta Cana. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
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
*Departure and arrival times - local. Updated on February 24, 2025

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.

Economy class
$117
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Business class
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First class
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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.

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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.

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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-ORD
    from $195
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  • Midway-MDW
    from $117
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
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Punta Cana airports

  • Punta Cana-PUJ
    Find

How to book a plane ticket yourself?

How to book an air 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.

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