Air Canada Chicago to Punta Cana Flights

Cheapflightsplus.com will find cheap Air Canada flights from Chicago to Punta Cana. Compare airline ticket prices and book air tickets starting from $304 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of Air Canada, arrivals and departure details below.

Find Cheap Airfare Chicago (IL) — Punta Cana by Air Canada

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 - $304, two-way – $521.
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
11:04 am — 11:45 am
+1 day
10:51 am — 1:42 pm AC4407 Air Canada
Chicago — Toronto
16h 33m stop
6:15 am — 11:45 am AC1794 Air Canada
Toronto — Punta Cana
22h 41m
including layover
Find flight
from$339
11:04 am — 9:50 pm
10:51 am — 1:42 pm AC4407 Air Canada
Chicago — Toronto
2h 38m stop
4:20 pm — 9:50 pm AC1796 Air Canada
Toronto — Punta Cana
8h 46m
including layover
Find flight
from$339
1:04 pm — 11:45 am
+1 day
12:52 pm — 3:45 pm AC4899 Air Canada
Chicago — Toronto
14h 30m stop
6:15 am — 11:45 am AC1794 Air Canada
Toronto — Punta Cana
20h 41m
including layover
Find flight
from$431
1:04 pm — 1:50 pm
+1 day
12:52 pm — 3:45 pm AC4899 Air Canada
Chicago — Toronto
16h 45m stop
8:30 am — 1:50 pm AC934 Air Canada
Toronto — Punta Cana
22h 46m
including layover
Find flight
from$431
2:05 pm — 1:50 pm
+1 day
2:05 pm — 4:46 pm AC504 Air Canada
Chicago — Toronto
15h 44m stop
8:30 am — 1:50 pm AC934 Air Canada
Toronto — Punta Cana
21h 45m
including layover
Find flight
from$339
2:05 pm — 9:50 pm
+1 day
2:05 pm — 4:46 pm AC504 Air Canada
Chicago — Toronto
23h 34m stop
4:20 pm — 9:50 pm AC1796 Air Canada
Toronto — Punta Cana
29h 45m
including layover
Find flight
from$339
3:35 pm — 11:45 pm
+1 day
3:35 pm — 6:47 pm AC8962 Air Canada
Chicago — Montreal
23h 23m stop
6:10 pm — 11:45 pm AC1792 Air Canada
Montreal — Punta Cana
30h 10m
including layover
Find flight
from$304
4:00 pm — 9:50 pm
+1 day
4:00 pm — 6:41 pm AC506 Air Canada
Chicago — Toronto
21h 39m stop
4:20 pm — 9:50 pm AC1796 Air Canada
Toronto — Punta Cana
27h 50m
including layover
Find flight
from$339
4:00 pm — 11:45 am
+1 day
4:00 pm — 6:41 pm AC506 Air Canada
Chicago — Toronto
11h 34m stop
6:15 am — 11:45 am AC1794 Air Canada
Toronto — Punta Cana
17h 45m
including layover
Find flight
from$339
5:01 pm — 11:45 am
+1 day
4:52 pm — 7:45 pm AC5014 Air Canada
Chicago — Toronto
10h 30m stop
6:15 am — 11:45 am AC1794 Air Canada
Toronto — Punta Cana
16h 44m
including layover
Find flight
from$400
5:01 pm — 1:50 pm
+1 day
4:52 pm — 7:45 pm AC5014 Air Canada
Chicago — Toronto
12h 45m stop
8:30 am — 1:50 pm AC934 Air Canada
Toronto — Punta Cana
18h 49m
including layover
Find flight
from$400
6:39 pm — 1:50 pm
+1 day
6:38 pm — 9:25 pm AC4994 Air Canada
Chicago — Toronto
11h 5m stop
8:30 am — 1:50 pm AC934 Air Canada
Toronto — Punta Cana
17h 11m
including layover
Find flight
from$431
6:39 pm — 9:50 pm
+1 day
6:38 pm — 9:25 pm AC4994 Air Canada
Chicago — Toronto
18h 55m stop
4:20 pm — 9:50 pm AC1796 Air Canada
Toronto — Punta Cana
25h 11m
including layover
Find flight
from$431
8:30 pm — 1:50 pm
+1 day
8:25 pm — 11:06 pm AC510 Air Canada
Chicago — Toronto
9h 19m stop
8:30 am — 1:50 pm AC934 Air Canada
Toronto — Punta Cana
15h 20m
including layover
Find flight
from$339
8:30 pm — 9:50 pm
+1 day
8:25 pm — 11:06 pm AC510 Air Canada
Chicago — Toronto
17h 9m stop
4:20 pm — 9:50 pm AC1796 Air Canada
Toronto — Punta Cana
23h 20m
including layover
Find flight
from$339
9:50 am — 11:50 pm
9:50 am — 12:25 pm AC8902 Air Canada
Chicago — Toronto
5h 30m stop
5:55 pm — 11:50 pm DM5801 Aero-Charter
Toronto — Punta Cana
12h
including layover
Find flight
from$368
9:50 am — 9:50 pm
9:50 am — 12:30 pm AC8902 Air Canada
Chicago — Toronto
3h 55m stop
4:20 pm — 9:50 pm AC1796 Air Canada
Toronto — Punta Cana
10h
including layover
Find flight
from$400
3:35 pm — 11:45 am
+1 day
3:35 pm — 6:47 pm AC8962 Air Canada
Chicago — Montreal
3h 28m stop
9:15 pm — 10:50 pm AC431 Air Canada
Montreal — Toronto
6h 25m stop
6:15 am — 11:45 am AC1794 Air Canada
Toronto — Punta Cana
18h 10m
including layover
Find flight
from$342
7:20 am — 9:50 pm
7:20 am — 10:32 am AC8958 Air Canada
Chicago — Montreal
2h 43m stop
1:10 pm — 2:36 pm AC413 Air Canada
Montreal — Toronto
1h 39m stop
4:20 pm — 9:50 pm AC1796 Air Canada
Toronto — Punta Cana
12h 30m
including layover
Find flight
from$342
7:20 am — 9:50 pm
7:20 am — 10:32 am AC8958 Air Canada
Chicago — Montreal
1h 43m stop
12:15 pm — 1:41 pm AC411 Air Canada
Montreal — Toronto
2h 39m stop
4:20 pm — 9:50 pm AC1796 Air Canada
Toronto — Punta Cana
12h 30m
including layover
Find flight
from$372
*Departure and arrival times are local. Last updated on 02/24/2025

Flight Information

There are 58 flights by Air Canada 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 11:04 am to 9:50 am. Nonstop flight is 7h 25m. The time difference between Chicago and Punta Cana is 2h.

  • The fastest flight 7h 25m
  • Average flight time 19h 45m
  • The earliest flight 11:04 am
  • The latest flight 9:50 am
  • Distance 1970 ml

The cheapest months for traveling to Punta Cana are november (from 304 $), february (from 368 $), january (from 370 $).

The most expensive and popular months are december (from 381 $), january (from 370 $), february (from 368 $).

The cheapest flight by Air Canada that our users were able to find is $304. This airfare is economy class on one-way AC8962 flight for February 21, 2025 leaving O'Hare International in Chicago at 3:35 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides Air Canada 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:

See more direct flights

Connecting Flights

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

  • from $292
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  • from $3495
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  • from $118
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  • OS - Austrian Airlines
    from $6464
    Find
  • AM - Aeromexico
    from $353
    Find
  • 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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