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 $274 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 february: one-way - $274, two-way – $470.
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
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from$274
8:56 am — 3:24 pm
8:56 am — 3:24 pm UA1270 United Airlines
Chicago — Punta Cana
4h 28m
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from$298
10:50 am — 11:54 am
+1 day
10:50 am — 2:06 pm UA2091 United Airlines
Chicago — Newark
16h 54m stop
7:00 am — 11:54 am UA2122 United Airlines
Newark — Punta Cana
23h 4m
including layover
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from$318
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$536
1:15 pm — 5:58 pm
+1 day
1:15 pm — 4:13 pm UA2431 United Airlines
Chicago — Washington D.C.
21h 4m stop
1:17 pm — 5:58 pm UA2055 United Airlines
Washington D.C. — Punta Cana
26h 43m
including layover
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from$293
1:15 pm — 1:41 pm
+1 day
1:15 pm — 4:13 pm UA2431 United Airlines
Chicago — Washington D.C.
16h 47m stop
9:00 am — 1:41 pm UA1661 United Airlines
Washington D.C. — Punta Cana
22h 26m
including layover
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from$317
2:20 pm — 11:54 am
+1 day
2:16 pm — 5:31 pm UA2115 United Airlines
Chicago — Newark
13h 25m stop
7:00 am — 11:54 am UA2122 United Airlines
Newark — Punta Cana
19h 34m
including layover
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from$303
2:20 pm — 4:15 pm
+1 day
2:16 pm — 5:31 pm UA2115 United Airlines
Chicago — Newark
17h 35m stop
11:10 am — 4:15 pm UA1514 United Airlines
Newark — Punta Cana
23h 55m
including layover
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from$334
3:51 pm — 5:58 pm
+1 day
3:51 pm — 6:43 pm UA2451 United Airlines
Chicago — Washington D.C.
18h 34m stop
1:17 pm — 5:58 pm UA2055 United Airlines
Washington D.C. — Punta Cana
24h 7m
including layover
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from$293
3:51 pm — 1:41 pm
+1 day
3:51 pm — 6:43 pm UA2451 United Airlines
Chicago — Washington D.C.
14h 17m stop
9:00 am — 1:41 pm UA1661 United Airlines
Washington D.C. — Punta Cana
19h 50m
including layover
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from$365
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$322
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$409
5:45 am — 4:15 pm
5:45 am — 8:44 am UA2622 United Airlines
Chicago — Houston
1h 20m stop
10:04 am — 4:15 pm UA420 United Airlines
Houston — Punta Cana
8h 30m
including layover
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from$298
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$278
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$293
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$552
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
Find flight
from$404
8:50 am — 5:58 pm
8:50 am — 11:48 am UA2490 United Airlines
Chicago — Washington D.C.
1h 29m stop
1:17 pm — 5:58 pm UA2055 United Airlines
Washington D.C. — Punta Cana
7h 8m
including layover
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from$278
9:45 pm — 4:15 pm
+1 day
9:45 pm — 0:58 am UA2415 United Airlines
Chicago — Newark
10h 12m stop
11:10 am — 4:15 pm UA1514 United Airlines
Newark — Punta Cana
16h 30m
including layover
Find flight
from$298
9:45 pm — 11:54 am
+1 day
9:45 pm — 0:58 am UA2415 United Airlines
Chicago — Newark
6h 2m stop
7:00 am — 11:54 am UA2122 United Airlines
Newark — Punta Cana
12h 9m
including layover
Find flight
from$298
*Departure and arrival times are local. Last updated on 01/22/2025

Flight Information

There are 2 flights 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 9:45 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 9:45 pm
  • Distance 1970 ml

The cheapest months for traveling to Punta Cana are december (from 200 $), november (from 215 $), january (from 274 $).

The most expensive and popular months are february (from 298 $), january (from 274 $), november (from 215 $).

The cheapest flight by United Airlines that our users were able to find is $274. This airfare is economy class on one-way UA1862 flight for January 22, 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 2 direct flights every day from Chicago. Airlines and fares are below:

See more direct flights

Connecting Flights

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

  • from $325
    Find
  • from $3281
    Find
  • from $138
    Find
  • OS - Austrian Airlines
    from $6070
    Find
  • AM - Aeromexico
    from $331
    Find
  • VB - VivaAerobus
    from $357
    Find
  • PD - Porter Airlines
    from $258
    Find
  • AV - Avianca
    from $416
    Find
  • Y4 - Volaris
    from $328
    Find
  • SN - Brussels Airlines
    from $3281
    Find
  • LH - Lufthansa
    from $3226
    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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  • 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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