Cheap Flights from Punta Cana to Chicago, IL from $142

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On Cheapflightsplus.com you will find 3 direct and 627 connecting flights from Punta Cana to Chicago. You can compare airfare deals from 18 airlines and multiple travel sites from $142, 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: $142 (one-way), $244 (round-trip).

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Best Flights from Punta Cana to Chicago Today

Take a look at the list of non stop flights and flights with layovers from Punta Cana to Chicago with the lowest price of $142. The fastest direct flight takes 5h 10m and the fastest connecting – 7h 34m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $142 Find flight	18:45 Punta Cana Punta Cana	21:59 Chicago O'Hare International	5h 14m	Frontier Airlines	F981
from $241 Find flight	14:50 Punta Cana Punta Cana	18:00 Chicago O'Hare International	5h 10m	United Airlines	UA1664
from $155 Find flight	12:17 Punta Cana Punta Cana	19:18 Chicago Midway	9h 1m layover 3h 12m - Miami	Frontier Airlines	F967 F92109
from $179 Find flight	11:56 Punta Cana Punta Cana	23:29 Chicago Midway	13h 33m layover 7h 38m - Atlanta	Frontier Airlines	F924 F92779
from $231 Find flight	17:51 Punta Cana Punta Cana	09:13+1 день Chicago Midway	17h 22m layover 11h 25m - Orlando	Frontier Airlines	F921 F91457
from $244 Find flight	14:30 Punta Cana Punta Cana	17:47+1 день Chicago O'Hare International	29h 17m layover 22h 49m - San Juan	Frontier Airlines	F9240 NK851
from $248 Find flight	17:25 Punta Cana Punta Cana	23:15 Chicago O'Hare International	7h 50m layover 1h 49m - Washington D.C.	United Airlines	UA1463 UA1738
from $248 Find flight	13:00 Punta Cana Punta Cana	23:15 Chicago O'Hare International	12h 15m layover 6h 14m - Washington D.C.	United Airlines	UA1614 UA1738
from $248 Find flight	19:15 Punta Cana Punta Cana	07:44+1 день Chicago O'Hare International	14h 29m layover 7h 28m - Newark	United Airlines	UA1518 UA2164
from $248 Find flight	18:41 Punta Cana Punta Cana	07:44+1 день Chicago O'Hare International	15h 3m layover 8h 2m - Newark	United Airlines	UA1526 UA2164
from $248 Find flight	19:15 Punta Cana Punta Cana	09:30+1 день Chicago O'Hare International	16h 15m layover 9h 18m - Newark	United Airlines	UA1518 UA2100
from $248 Find flight	18:41 Punta Cana Punta Cana	08:59+1 день Chicago O'Hare International	16h 18m layover 9h 17m - Newark	United Airlines	UA1518 UA1044
from $221 Find flight	18:37 Punta Cana Punta Cana	21:29+1 день Chicago Midway	28h 52m layover 2h 31m - San Juan 19h 4m - Atlanta	Frontier Airlines	F9238 F92081 F92779
from $234 Find flight	14:30 Punta Cana Punta Cana	23:47 Chicago O'Hare International	11h 17m layover 1h 35m - San Juan 2h 12m - Philadelphia	Frontier Airlines	F9240 F94461 F92111
from $234 Find flight	14:30 Punta Cana Punta Cana	00:20+1 день Chicago Midway	11h 50m layover 1h 35m - San Juan 2h 50m - Philadelphia	Frontier Airlines	F9240 F94461 F94367
from $252 Find flight	16:51 Punta Cana Punta Cana	13:44+1 день Chicago O'Hare International	22h 53m layover 12h 35m - Miami 2h 8m - Newark	Spirit Airlines	NK784 NK371 NK329

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on May 09, 2025

Flight Schedule Punta Cana to Chicago (Illinois)

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	Flight Details	Flight Duration	Price
14:50 — 18:00	14:50 — 18:00 UA1664 United Airlines Punta Cana — Chicago	5h 10m	Find flight from$241
16:30 — 19:40	16:30 — 19:40 UA1863 United Airlines Punta Cana — Chicago	5h 10m	Find flight from$255
18:45 — 21:59	18:45 — 21:59 F981 Frontier Airlines Punta Cana — Chicago	5h 14m	Find flight from$142
11:56 — 23:29	11:56 — 15:03 F924 Frontier Airlines Punta Cana — Atlanta 7h 38m stop 22:28 — 23:29 F92779 Frontier Airlines Atlanta — Chicago	13h 33m including layover	Find flight from$179
12:17 — 19:18	12:17 — 13:56 F967 Frontier Airlines Punta Cana — Miami 3h 12m stop 17:08 — 19:18 F92109 Frontier Airlines Miami — Chicago	9h 1m including layover	Find flight from$155
12:17 — 08:51 +1 day	12:17 — 13:56 F967 Frontier Airlines Punta Cana — Miami 16h 34m stop 06:30 — 08:51 NK1838 Spirit Airlines Miami — Chicago	22h 34m including layover	Find flight from$211
13:00 — 23:15	13:00 — 15:55 UA1614 United Airlines Punta Cana — Washington D.C. 6h 14m stop 22:16 — 23:20 UA1738 United Airlines Washington D.C. — Chicago	12h 15m including layover	Find flight from$248
13:00 — 09:34 +1 day	13:00 — 15:55 UA1614 United Airlines Punta Cana — Washington D.C. 16h 25m stop 08:20 — 09:34 UA599 United Airlines Washington D.C. — Chicago	22h 34m including layover	Find flight from$248
15:20 — 23:00	18:41 — 21:58 UA1518 United Airlines Punta Cana — Newark 2h 48m stop 21:29 — 23:00 UA1308 United Airlines Newark — Chicago	9h 40m including layover	Find flight from$255
17:51 — 00:59 +1 day	17:51 — 20:00 F921 Frontier Airlines Punta Cana — Orlando 2h 59m stop 22:59 — 00:59 F93043 Frontier Airlines Orlando — Chicago	9h 8m including layover	Find flight from$203
19:15 — 07:44 +1 day	18:41 — 21:58 UA1518 United Airlines Punta Cana — Newark 7h 28m stop 06:00 — 07:44 UA2164 United Airlines Newark — Chicago	14h 29m including layover	Find flight from$248
19:15 — 09:30 +1 day	18:41 — 21:58 UA1518 United Airlines Punta Cana — Newark 9h 18m stop 08:00 — 09:44 UA2100 United Airlines Newark — Chicago	16h 15m including layover	Find flight from$248
10:00 — 09:13 +1 day	10:00 — 13:00 F97 Frontier Airlines Punta Cana — Lake Saint Louis 5h 42m stop 18:42 — 22:30 F92636 Frontier Airlines Lake Saint Louis — Orlando 8h 55m stop 07:25 — 09:13 F91457 Frontier Airlines Orlando — Chicago	25h 13m including layover	Find flight from$257
11:56 — 09:52 +1 day	11:56 — 14:50 F924 Frontier Airlines Punta Cana — Atlanta 7h 9m stop 21:59 — 23:43 F94026 Frontier Airlines Atlanta — Orlando 7h 47m stop 07:30 — 09:52 F92041 Frontier Airlines Orlando — Chicago	23h 56m including layover	Find flight from$264
14:30 — 23:47	14:30 — 15:28 F9240 Frontier Airlines Punta Cana — San Juan 1h 35m stop 17:03 — 20:07 F94461 Frontier Airlines San Juan — Philadelphia 2h 12m stop 22:19 — 23:47 F92111 Frontier Airlines Philadelphia — Chicago	11h 17m including layover	Find flight from$234
14:30 — 00:20 +1 day	14:30 — 15:28 F9240 Frontier Airlines Punta Cana — San Juan 1h 35m stop 17:03 — 20:07 F94461 Frontier Airlines San Juan — Philadelphia 2h 50m stop 22:57 — 00:20 F94367 Frontier Airlines Philadelphia — Chicago	11h 50m including layover	Find flight from$234
16:51 — 13:44 +1 day	16:51 — 18:30 NK784 Spirit Airlines Punta Cana — Miami 12h 35m stop 07:05 — 10:00 NK371 Spirit Airlines Miami — Newark 2h 8m stop 12:08 — 13:44 NK329 Spirit Airlines Newark — Chicago	22h 53m including layover	Find flight from$252
17:33 — 10:55 +1 day	17:33 — 18:34 F9238 Frontier Airlines Punta Cana — San Juan 4h 13m stop 22:47 — 01:38 F92081 Frontier Airlines San Juan — Atlanta 8h 22m stop 10:00 — 10:55 F92143 Frontier Airlines Atlanta — Chicago	19h 22m including layover	Find flight from$224
18:37 — 21:29 +1 day	18:37 — 19:37 F9238 Frontier Airlines Punta Cana — San Juan 2h 31m stop 22:08 — 01:19 F92081 Frontier Airlines San Juan — Atlanta 19h 4m stop 20:23 — 21:29 F92779 Frontier Airlines Atlanta — Chicago	28h 52m including layover	Find flight from$221

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on May 9, 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 00:50 to 23:55 from 1 Punta Cana airport and arrive 00:50 to 23:55 to 7 Chicago airports. Average flight time is 5h 10m.

The fastest flight 5h 10m
Average flight time 5h 10m
The earliest flight 00:50
The latest flight 23:55
Distance 1970 ml

The cheapest months to travel to Chicago are december (from 142 $), february (from 155 $), january (from 248 $).

The most expensive months are november (from 252 $), january (from 248 $), february (from 155 $).

What is the lowest airfare Punta Cana to Chicago?

The cheapest plane ticket found by our users is $142. This airfare is for economy class on one-way F981 flight by Frontier Airlines for December 12, 2024 which leaves Punta Cana in Punta Cana at 18:45 am and arrives at Chicago O'Hare International at 21:59.

Economy class

$142

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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 18 regular airlines and 5 low-cost airlines. Most of the flights on this route are operated by Air Canada - 201 departures per week at the price of from $ 406 . And the most expensive tickets are offered by Lufthansa airline - from $ 7492.

Direct flights

There are 3 nonstop flights on the route. The fastest direct flight is UA1664 by United Airlines takes 5h 10m and the cheapest is F981 by Frontier Airlines for $142.

F9 - Frontier Airlines

from $142

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UA - United Airlines

from $241

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Connecting Flights

There are 627 flights with layovers on the route. The fastest connecting flight is UA1614 by United Airlines takes 7h 34m and the cheapest is F981 by Frontier Airlines for $155.

AC - Air Canada

from $406

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Q4 - Q4

from $510

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P5 - Copa Airlines Colombia

from $527

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DM - Aero-Charter

from $332

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CM - Compania Panamena de Aviacion

from $275

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H2 - Sky Airline

from $765

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UA - United Airlines

from $248

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G3 - Gol Transportes Aereos

from $2231

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LX - SWISS International Air Lines

from $4919

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F8 - Freedom Airlines

from $424

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F9 - Frontier Airlines

from $155

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LA - LAN Airlines

from $311

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Airports

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

Punta Cana airports

Punta Cana-PUJ

from $142
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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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Airplanes

There are flights to Chicago from Punta Cana by 18 airlines that use 1 aircraft brands. They range from huge modern airplanes to small-sized.

Boeing 737-900

from $241

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Top International Destinations from Punta Cana

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.

Punta Cana — Miami

from $64

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Punta Cana — New York

from $64

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Punta Cana — Chicago

from $55

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Punta Cana — Boston

from $57

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Punta Cana — Atlanta

from $54

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Punta Cana — Orlando

from $66

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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.
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