Cheap Flights from Punta Cana to Chicago, IL from $112

Return flight: Chicago – Punta Cana

On Cheapflightsplus.com you will find 2 direct and 782 connecting flights from Punta Cana to Chicago. You can compare airfare deals from 21 airlines and multiple travel sites from $112, book and save on cheap plane tickets and last minute offers. Also check out PUJ-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Punta Cana to Chicago 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: $112 (one-way), $192 (round-trip).
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Full flight schedule will help you in detecting at what time planes fly from Punta Cana to Chicago. 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
13:50 — 17:44
13:50 — 17:44 UA1664 United Airlines
Punta Cana — Chicago
4h 54m
Find flight
from$155
17:08 — 21:14
17:08 — 21:14 F981 Frontier Airlines
Punta Cana — Chicago
5h 6m
Find flight
from$112
06:10 — 15:04
06:10 — 10:40 DM5802 Aero-Charter
Punta Cana — Toronto
3h 30m stop
14:10 — 15:04 AC507 Air Canada
Toronto — Chicago
9h 54m
including layover
Find flight
from$190
10:06 — 20:22
10:06 — 13:04 F921 Frontier Airlines
Punta Cana — Orlando
5h 19m stop
18:23 — 20:22 F93853 Frontier Airlines
Orlando — Chicago
11h 16m
including layover
Find flight
from$160
10:17 — 22:24
10:17 — 13:14 F9201 Frontier Airlines
Punta Cana — Tampa
7h 18m stop
20:32 — 22:24 F93899 Frontier Airlines
Tampa — Chicago
13h 7m
including layover
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from$160
11:20 — 19:17
11:20 — 15:14 F923 Frontier Airlines
Punta Cana — Philadelphia
2h 32m stop
17:48 — 19:27 F92111 Frontier Airlines
Philadelphia — Chicago
8h 57m
including layover
Find flight
from$156
11:20 — 23:51
11:20 — 15:14 F923 Frontier Airlines
Punta Cana — Philadelphia
7h 22m stop
22:38 — 23:51 F91617 Frontier Airlines
Philadelphia — Chicago
13h 31m
including layover
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from$160
13:01 — 14:16
+1 day
09:38 — 12:25 DM5100 Aero-Charter
Punta Cana — Miami
20h 5m stop
11:53 — 14:16 NK3201 Spirit Airlines
Miami — Chicago
26h 15m
including layover
Find flight
from$171
15:25 — 08:55
+1 day
15:25 — 18:10 NK784 Spirit Airlines
Punta Cana — Miami
12h 30m stop
06:40 — 08:55 NK1986 Spirit Airlines
Miami — Chicago
18h 30m
including layover
Find flight
from$156
15:54 — 23:29
15:24 — 19:30 F924 Frontier Airlines
Punta Cana — Atlanta
2h 5m stop
22:58 — 00:22 F93397 Frontier Airlines
Atlanta — Chicago
8h 35m
including layover
Find flight
from$147
16:06 — 23:29
16:06 — 20:00 F924 Frontier Airlines
Punta Cana — Atlanta
2h 5m stop
22:05 — 23:29 F91595 Frontier Airlines
Atlanta — Chicago
8h 23m
including layover
Find flight
from$147
16:06 — 10:25
+1 day
16:06 — 20:00 F924 Frontier Airlines
Punta Cana — Atlanta
13h 2m stop
09:02 — 10:25 F91441 Frontier Airlines
Atlanta — Chicago
19h 19m
including layover
Find flight
from$163
17:09 — 23:45
17:09 — 19:55 NK1049 Spirit Airlines
Punta Cana — Miami
1h 27m stop
21:22 — 23:45 NK2188 Spirit Airlines
Miami — Chicago
7h 36m
including layover
Find flight
from$198
19:42 — 08:01
+1 day
19:42 — 00:45 DM5960 Aero-Charter
Punta Cana — Montreal
5h 30m stop
06:15 — 08:01 AC3653 Air Canada
Montreal — Chicago
13h 19m
including layover
Find flight
from$189
20:00 — 08:19
+1 day
06:10 — 10:40 DM5802 Aero-Charter
Punta Cana — Toronto
7h stop
07:55 — 08:45 PD2387 Porter Airlines
Toronto — Chicago
13h 19m
including layover
Find flight
from$187
20:00 — 09:08
+1 day
06:10 — 10:40 DM5802 Aero-Charter
Punta Cana — Toronto
7h 45m stop
08:15 — 09:08 AC8901 Air Canada
Toronto — Chicago
14h 8m
including layover
Find flight
from$190
21:04 — 14:16
+1 day
21:04 — 23:40 F9141 Frontier Airlines
Punta Cana — Miami
12h 13m stop
11:53 — 14:16 NK3201 Spirit Airlines
Miami — Chicago
18h 12m
including layover
Find flight
from$167
06:10 — 20:11
06:10 — 10:40 DM5802 Aero-Charter
Punta Cana — Toronto
4h 20m stop
15:00 — 16:21 AC416 Air Canada
Toronto — Montreal
2h 20m stop
18:40 — 20:16 AC8965 Air Canada
Montreal — Chicago
15h 1m
including layover
Find flight
from$194
07:20 — 18:43
06:00 — 07:05 DM1000 Aero-Charter
Punta Cana — San Juan
2h 26m stop
10:51 — 13:54 NK3160 Spirit Airlines
San Juan — Orlando
2h 39m stop
16:33 — 18:43 NK506 Spirit Airlines
Orlando — Chicago
12h 23m
including layover
Find flight
from$205
09:38 — 12:08
+1 day
09:38 — 12:25 DM5100 Aero-Charter
Punta Cana — Miami
6h 44m stop
19:09 — 21:00 NK1906 Spirit Airlines
Miami — Houston
12h 23m stop
09:23 — 12:08 NK1145 Spirit Airlines
Houston — Chicago
27h 30m
including layover
Find flight
from$194
12:40 — 08:55
+1 day
12:40 — 15:30 NK1091 Spirit Airlines
Punta Cana — Orlando
4h 50m stop
20:20 — 21:36 NK1245 Spirit Airlines
Orlando — Miami
9h 4m stop
06:40 — 08:55 NK1986 Spirit Airlines
Miami — Chicago
21h 15m
including layover
Find flight
from$173
19:42 — 16:24
+1 day
19:42 — 00:45 DM5960 Aero-Charter
Punta Cana — Montreal
12h 25m stop
13:10 — 14:35 PD2466 Porter Airlines
Montreal — Toronto
1h stop
15:35 — 16:24 PD2393 Porter Airlines
Toronto — Chicago
21h 42m
including layover
Find flight
from$189
21:04 — 22:28
+1 day
21:04 — 23:40 F9141 Frontier Airlines
Punta Cana — Miami
17h 50m stop
17:30 — 19:34 NK3861 Spirit Airlines
Miami — Atlanta
1h 45m stop
21:19 — 22:28 NK1200 Spirit Airlines
Atlanta — Chicago
26h 24m
including layover
Find flight
from$194
*Departure and arrival times - local. Updated on June 5, 2025

Flight Information

Below we will explain in detail what the flights cost on the destination from Punta Cana to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Punta Cana and Chicago is 3169 miles. Time difference between the cities is 2h. Airplanes depart 05:16 to 22:59 from 1 Punta Cana airport and arrive 05:16 to 22:59 to 7 Chicago airports. Average flight time is 5h.

  • The fastest flight 4h 54m
  • Average flight time 5h
  • The earliest flight 05:16
  • The latest flight 22:59
  • Distance 1970 ml

The cheapest months to travel to Chicago are december (from 144 $), june (from 144 $), august (from 150 $).

The most expensive months are january (from 355 $), february (from 326 $), november (from 326 $).

What is the lowest airfare Punta Cana to Chicago?

The cheapest plane ticket found by our users is $112. This airfare is for economy class on one-way F981 flight by Frontier Airlines for August 7, 2025 which leaves Punta Cana in Punta Cana at 17:08 am and arrives at Chicago O'Hare International at 21:14.

Economy class
$112
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Business class
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First class
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Popular Airlines on the Route

The flight Punta Cana — Chicago is served by 21 regular airline and 5 low-cost airlines. Most of the flights on this route are operated by Condor Airlines - 5 departures per week at the price of from $ 843 . And the most expensive tickets are offered by Lufthansa airline - from $ 4278.

Direct flights

There are 2 nonstop flights on the route. The fastest direct flight is UA1664 by United Airlines takes 4h 54m and the cheapest is F981 by Frontier Airlines for $112.

  • F9 - Frontier Airlines
    from $112
    Find
  • UA - United Airlines
    from $155
    Find
See more direct flights

Connecting Flights

There are 782 flights with layovers on the route. The fastest connecting flight is NK1049 by Spirit Airlines takes 7h 36m and the cheapest is F981 by Frontier Airlines for $147.

  • DE - Condor Airlines
    from $843
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  • AC - Air Canada
    from $261
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  • Q4 - Q4
    from $348
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  • UX - Air Europa
    from $3498
    Find
  • P5 - Copa Airlines Colombia
    from $502
    Find
  • 2W - Welcome Air Luftfahrt
    from $902
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  • SY - Sun Country Airlines
    from $234
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  • DM - Aero-Charter
    from $171
    Find
  • CM - Compania Panamena de Aviacion
    from $254
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  • DO - Air Vallee
    from $237
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  • UA - United Airlines
    from $213
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  • AM - Aeromexico
    from $300
    Find
See more connecting flights

Airports

You can fly from Punta Cana to Chicago from 1 airports (Punta Cana).

Punta Cana airports

  • Punta Cana-PUJ
    from $112
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Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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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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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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