Air Transat Punta Cana to Chicago Flights

Cheapflightsplus.com will find cheap Air Transat flights from Punta Cana to Chicago. Compare airline ticket prices and book air tickets starting from $402 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of Air Transat, arrivals and departure details below.

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

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 january: one-way - $402, two-way – $689.
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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
11:55 pm — 12:10 pm
+1 day
11:55 pm — 3:30 am TS831 Air Transat
Punta Cana — Ottawa
2h 55m stop
6:25 am — 7:40 am TS7851 Air Transat
Ottawa — Toronto
3h 40m stop
11:20 am — 12:10 pm PD2387 Porter Airlines
Toronto — Chicago
14h 15m
including layover
Find flight
from$423
11:55 pm — 12:00 pm
+1 day
11:55 pm — 3:30 am TS831 Air Transat
Punta Cana — Ottawa
2h 55m stop
6:25 am — 7:40 am TS7851 Air Transat
Ottawa — Toronto
3h 30m stop
11:10 am — 12:00 pm TS7060 Air Transat
Toronto — Chicago
14h 5m
including layover
Find flight
from$446
11:55 pm — 1:11 pm
+1 day
11:55 pm — 3:30 am TS831 Air Transat
Punta Cana — Ottawa
2h 55m stop
6:25 am — 7:40 am TS7851 Air Transat
Ottawa — Toronto
4h 40m stop
12:20 pm — 1:11 pm AC503 Air Canada
Toronto — Chicago
15h 16m
including layover
Find flight
from$466
11:55 pm — 12:39 pm
+2 days
11:55 pm — 3:30 am TS831 Air Transat
Punta Cana — Ottawa
12h 50m stop
4:20 pm — 8:04 pm WS1262 WestJet
Ottawa — Fort Myers
14h 30m stop
10:34 am — 12:39 pm NK712 Spirit Airlines
Fort Myers — Chicago
38h 44m
including layover
Find flight
from$532
11:55 pm — 12:00 pm
+1 day
11:55 pm — 3:30 am TS831 Air Transat
Punta Cana — Ottawa
2h 55m stop
6:25 am — 7:40 am PD150 Porter Airlines
Ottawa — Toronto
3h 30m stop
11:10 am — 12:00 pm PD2387 Porter Airlines
Toronto — Chicago
14h 5m
including layover
Find flight
from$543
11:55 pm — 12:10 pm
+1 day
11:55 pm — 3:30 am TS831 Air Transat
Punta Cana — Ottawa
5h 5m stop
8:35 am — 9:43 am PD2206 Porter Airlines
Ottawa — Toronto
1h 37m stop
11:20 am — 12:10 pm PD2387 Porter Airlines
Toronto — Chicago
14h 15m
including layover
Find flight
from$543
11:55 pm — 12:10 pm
+1 day
11:55 pm — 3:30 am TS831 Air Transat
Punta Cana — Ottawa
6h stop
9:30 am — 10:38 am PD2210 Porter Airlines
Ottawa — Toronto
42m stop
11:20 am — 12:10 pm PD2387 Porter Airlines
Toronto — Chicago
14h 15m
including layover
Find flight
from$559
11:55 pm — 1:11 pm
+1 day
11:55 pm — 3:30 am TS831 Air Transat
Punta Cana — Ottawa
4h 55m stop
8:25 am — 9:45 am AC447 Air Canada
Ottawa — Toronto
2h 35m stop
12:20 pm — 1:11 pm AC503 Air Canada
Toronto — Chicago
15h 16m
including layover
Find flight
from$628
11:55 pm — 12:00 pm
+1 day
11:55 pm — 3:30 am TS831 Air Transat
Punta Cana — Ottawa
3h 30m stop
7:00 am — 8:08 am PD2202 Porter Airlines
Ottawa — Toronto
3h 2m stop
11:10 am — 12:00 pm PD2387 Porter Airlines
Toronto — Chicago
14h 5m
including layover
Find flight
from$648
11:55 pm — 1:11 pm
+1 day
11:55 pm — 3:30 am TS831 Air Transat
Punta Cana — Ottawa
2h 30m stop
6:00 am — 7:30 am AC441 Air Canada
Ottawa — Toronto
4h 50m stop
12:20 pm — 1:11 pm AC503 Air Canada
Toronto — Chicago
15h 16m
including layover
Find flight
from$655
8:35 pm — 12:39 pm
+2 days
8:35 pm — 0:10 am TS987 Air Transat
Punta Cana — Toronto
7h 5m stop
7:15 am — 10:35 am PD535 Porter Airlines
Toronto — Fort Myers
23h 59m stop
10:34 am — 12:39 pm NK712 Spirit Airlines
Fort Myers — Chicago
42h 4m
including layover
Find flight
from$402
8:35 pm — 10:40 am
+2 days
8:35 pm — 0:10 am TS987 Air Transat
Punta Cana — Toronto
7h 25m stop
7:35 am — 11:02 am WS1236 WestJet
Toronto — Fort Myers
21h 28m stop
8:30 am — 10:40 am NK570 Spirit Airlines
Fort Myers — Chicago
40h 5m
including layover
Find flight
from$408
8:35 pm — 12:00 pm
+1 day
8:35 pm — 0:10 am TS987 Air Transat
Punta Cana — Toronto
11h stop
11:10 am — 12:00 pm TS7060 Air Transat
Toronto — Chicago
17h 25m
including layover
Find flight
from$458
8:35 pm — 2:02 pm
+1 day
8:35 pm — 0:10 am TS987 Air Transat
Punta Cana — Toronto
6h 50m stop
7:00 am — 10:06 am PD525 Porter Airlines
Toronto — Tampa
2h 13m stop
12:19 pm — 2:02 pm F91185 Frontier Airlines
Tampa — Chicago
19h 27m
including layover
Find flight
from$632
8:35 pm — 10:36 am
+1 day
8:35 pm — 0:10 am TS987 Air Transat
Punta Cana — Toronto
6h 20m stop
6:30 am — 8:14 am WS6353 WestJet
Toronto — Minneapolis
36m stop
8:50 am — 10:36 am WS6390 WestJet
Minneapolis — Chicago
16h 1m
including layover
Find flight
from$668
9:15 pm — 12:00 pm
+1 day
9:15 pm — 0:45 am TS499 Air Transat
Punta Cana — Montreal
6h 10m stop
6:55 am — 8:20 am PD2452 Porter Airlines
Montreal — Toronto
2h 50m stop
11:10 am — 12:00 pm TS7060 Air Transat
Toronto — Chicago
16h 45m
including layover
Find flight
from$595
9:15 pm — 10:26 am
+1 day
9:15 pm — 0:45 am TS499 Air Transat
Punta Cana — Montreal
5h 15m stop
6:00 am — 8:20 am WS8220 WestJet
Montreal — Minneapolis
30m stop
8:50 am — 10:26 am WS7776 WestJet
Minneapolis — Chicago
15h 11m
including layover
Find flight
from$712
9:15 pm — 10:53 am
+1 day
9:15 pm — 0:45 am TS499 Air Transat
Punta Cana — Montreal
5h 15m stop
6:00 am — 7:50 am WS6324 WestJet
Montreal — New York
1h stop
8:50 am — 10:53 am WS7465 WestJet
New York — Chicago
15h 38m
including layover
Find flight
from$798
*Departure and arrival times are local. Last updated on 12/22/2024

Flight Information

There are 19 flights by Air Transat from Punta Cana to Chicago every week with departures from Punta Cana. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.

Departures start from 11:55 pm to 9:15 pm. Nonstop flight is 14h 5m. The time difference between Punta Cana and Chicago is 2h.

  • The fastest flight 14h 5m
  • Average flight time 15h 16m
  • The earliest flight 11:55 pm
  • The latest flight 9:15 pm
  • Distance 1970 ml

The cheapest months for traveling to Chicago are january (from 402 $), february (from 458 $), december (from 519 $).

The cheapest flight by Air Transat that our users were able to find is $402. This airfare is economy class on one-way TS987 flight for January 12, 2025 leaving Punta Cana in Punta Cana at 8:35 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides Air Transat there are other 15 airline carriers between Punta Cana and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from Punta Cana to Chicago.

Nonstop flights

There are 2 direct flights every day from Punta Cana. Airlines and fares are below:

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Connecting Flights

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

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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.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected airfare.
  • 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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