United Airlines Chicago to Punta Cana Flights

Cheapflightsplus.com will find cheap United Airlines flights from Chicago to Punta Cana. Compare airline ticket prices and book air tickets starting from $213 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of United Airlines, arrivals and departure details below.

Find Cheap Airfare Chicago (IL) — Punta Cana by United Airlines

To find cheap tickets choose a day of your departure with attractive price on the graph below and click «Find flights». For round trip flights please click «Check prices for return flight». The cheapest airfare is in march: one-way - $213, two-way – $365.
Direct flights
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Below is a detailed 2025 flight schedule for today, tomorrow and all other days. It may vary depending on season and a day of the week of your desired trip. We recommend booking your itinerary at least 2 weeks prior your travel to get the best price and availability by the airline.
Departure Arrival Flight Details Flight Time Price
10:43 am — 5:11 pm
10:43 am — 5:11 pm UA1862 United Airlines
Chicago — Punta Cana
4h 28m
Find flight
from$213
11:53 am — 11:54 am
+1 day
11:53 am — 3:08 pm UA2488 United Airlines
Chicago — Newark
15h 52m stop
7:00 am — 11:54 am UA2122 United Airlines
Newark — Punta Cana
22h 1m
including layover
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from$571
1:20 pm — 5:58 pm
+1 day
1:20 pm — 4:16 pm UA2649 United Airlines
Chicago — Washington D.C.
21h 1m stop
1:17 pm — 5:58 pm UA2055 United Airlines
Washington D.C. — Punta Cana
26h 38m
including layover
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from$393
1:20 pm — 1:41 pm
+1 day
1:20 pm — 4:16 pm UA2649 United Airlines
Chicago — Washington D.C.
16h 44m stop
9:00 am — 1:41 pm UA1661 United Airlines
Washington D.C. — Punta Cana
22h 21m
including layover
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from$488
4:10 pm — 5:58 pm
+1 day
4:10 pm — 7:01 pm UA587 United Airlines
Chicago — Washington D.C.
18h 16m stop
1:17 pm — 5:58 pm UA2055 United Airlines
Washington D.C. — Punta Cana
23h 48m
including layover
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from$342
4:10 pm — 1:41 pm
+1 day
4:10 pm — 7:01 pm UA587 United Airlines
Chicago — Washington D.C.
13h 59m stop
9:00 am — 1:41 pm UA1661 United Airlines
Washington D.C. — Punta Cana
19h 31m
including layover
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from$436
4:40 pm — 11:54 am
+1 day
4:40 pm — 7:55 pm UA2850 United Airlines
Chicago — Newark
11h 5m stop
7:00 am — 11:54 am UA2122 United Airlines
Newark — Punta Cana
17h 14m
including layover
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from$592
6:00 am — 4:15 pm
6:00 am — 9:11 am UA2343 United Airlines
Chicago — Newark
2h 5m stop
11:10 am — 4:15 pm UA1514 United Airlines
Newark — Punta Cana
8h 15m
including layover
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from$292
6:09 pm — 2:08 pm
+1 day
6:20 pm — 9:41 pm UA534 United Airlines
Chicago — Newark
11h 42m stop
11:10 am — 4:15 pm UA1514 United Airlines
Newark — Punta Cana
17h 59m
including layover
Find flight
from$313
6:14 pm — 1:41 pm
+1 day
6:08 pm — 9:01 pm UA444 United Airlines
Chicago — Washington D.C.
11h 51m stop
9:00 am — 1:41 pm UA1661 United Airlines
Washington D.C. — Punta Cana
17h 27m
including layover
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from$292
6:14 pm — 5:58 pm
+1 day
6:08 pm — 9:01 pm UA444 United Airlines
Chicago — Washington D.C.
16h 8m stop
1:17 pm — 5:58 pm UA2055 United Airlines
Washington D.C. — Punta Cana
21h 44m
including layover
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from$312
6:35 pm — 4:15 pm
+1 day
6:35 pm — 9:42 pm UA739 United Airlines
Chicago — Houston
12h 22m stop
10:04 am — 4:15 pm UA420 United Airlines
Houston — Punta Cana
19h 40m
including layover
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from$395
7:10 am — 4:15 pm
7:10 am — 10:19 am UA563 United Airlines
Chicago — Newark
51m stop
11:10 am — 4:15 pm UA1514 United Airlines
Newark — Punta Cana
7h 5m
including layover
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from$587
7:55 pm — 4:15 pm
+1 day
7:55 pm — 10:59 pm UA483 United Airlines
Chicago — Houston
11h 5m stop
10:04 am — 4:15 pm UA420 United Airlines
Houston — Punta Cana
18h 20m
including layover
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from$430
8:15 pm — 2:08 pm
+1 day
8:15 pm — 11:28 pm UA1655 United Airlines
Chicago — Newark
9h 39m stop
9:07 am — 2:08 pm UA1514 United Airlines
Newark — Punta Cana
15h 53m
including layover
Find flight
from$505
8:15 pm — 11:54 am
+1 day
8:15 pm — 11:28 pm UA1655 United Airlines
Chicago — Newark
7h 32m stop
7:00 am — 11:54 am UA2122 United Airlines
Newark — Punta Cana
13h 39m
including layover
Find flight
from$565
9:40 pm — 11:54 am
+1 day
9:40 pm — 0:45 am UA1633 United Airlines
Chicago — Newark
6h 15m stop
7:00 am — 11:54 am UA2122 United Airlines
Newark — Punta Cana
12h 14m
including layover
Find flight
from$505
9:40 pm — 2:08 pm
+1 day
9:40 pm — 0:45 am UA1633 United Airlines
Chicago — Newark
8h 22m stop
9:07 am — 2:08 pm UA1514 United Airlines
Newark — Punta Cana
14h 28m
including layover
Find flight
from$565
*Departure and arrival times are local. Last updated on 02/24/2025

Flight Information

There is 1 flight by United Airlines from Chicago to Punta Cana every week with departures from Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee. All flights arrive at Punta Cana.

Departures start from 10:43 am to 9:40 pm. Nonstop flight is 4h 28m. The time difference between Chicago and Punta Cana is 2h.

  • The fastest flight 4h 28m
  • Average flight time 4h 28m
  • The earliest flight 10:43 am
  • The latest flight 9:40 pm
  • Distance 1970 ml

The cheapest months for traveling to Punta Cana are december (from 213 $), november (from 229 $), january (from 291 $).

The most expensive and popular months are february (from 317 $), january (from 291 $), november (from 229 $).

The cheapest flight by United Airlines that our users were able to find is $213. This airfare is economy class on one-way UA1862 flight for February 21, 2025 leaving O'Hare International in Chicago at 10:43 am, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides United Airlines there are other 12 airline carriers between Chicago and Punta Cana. Please review schedules and prices from the most popular airlines to find the best airfare deals from Chicago to Punta Cana.

Nonstop flights

There are 1 direct flights every day from Chicago. Airlines and fares are below:

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Connecting Flights

List of flights with layovers (1 and more stops):

  • from $304
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  • from $3495
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  • from $118
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  • OS - Austrian Airlines
    from $6464
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  • AM - Aeromexico
    from $353
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  • VB - VivaAerobus
    from $380
    Find
  • PD - Porter Airlines
    from $340
    Find
  • AV - Avianca
    from $413
    Find
  • Y4 - Volaris
    from $349
    Find
  • SN - Brussels Airlines
    from $3495
    Find
  • LH - Lufthansa
    from $3274
    Find
See more connecting flights

How to book an air 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.
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  • 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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