Cheap Flights from Punta Cana to Chicago, IL from $129

Return flight: Chicago – Punta Cana

On Cheapflightsplus.com you will find 1 direct and 71 connecting flights from Punta Cana to Chicago. You can compare airfare deals from 12 airlines and multiple travel sites from $129, 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: $129 (one-way), $221 (round-trip).
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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 Arrival Flight Details Flight Duration Price
14:50 — 18:00
14:50 — 18:00 UA1664 United Airlines
Punta Cana — Chicago
5h 10m
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from$201
10:15 — 20:44
10:15 — 11:16 F9240 Frontier Airlines
Punta Cana — San Juan
6h 25m stop
17:41 — 20:44 NK1531 Spirit Airlines
San Juan — Chicago
12h 29m
including layover
Find flight
from$268
11:50 — 12:15
+1 day
11:50 — 13:35 AV129 Avianca
Punta Cana — Bogota
17h 25m stop
07:00 — 12:15 AV262 Avianca
Bogota — Chicago
26h 25m
including layover
Find flight
from$509
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
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from$129
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
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from$175
13:00 — 09:42
+1 day
13:00 — 15:55 UA1614 United Airlines
Punta Cana — Washington D.C.
16h 29m stop
08:25 — 09:44 UA2440 United Airlines
Washington D.C. — Chicago
22h 42m
including layover
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from$297
14:50 — 09:13
+1 day
14:50 — 16:47 NK1091 Spirit Airlines
Punta Cana — Orlando
14h 38m stop
07:25 — 09:13 F91457 Frontier Airlines
Orlando — Chicago
20h 23m
including layover
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from$246
15:20 — 10:54
+1 day
15:20 — 18:55 AC945 Air Canada
Punta Cana — Montreal
14h 20m stop
09:15 — 10:54 AC8959 Air Canada
Montreal — Chicago
21h 34m
including layover
Find flight
from$383
15:20 — 14:45
+1 day
15:20 — 18:55 AC945 Air Canada
Punta Cana — Montreal
18h 15m stop
13:10 — 14:45 AC8961 Air Canada
Montreal — Chicago
25h 25m
including layover
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from$383
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$169
18:00 — 12:15
+1 day
18:00 — 19:40 AV253 Avianca
Punta Cana — Bogota
11h 20m stop
07:00 — 12:15 AV262 Avianca
Bogota — Chicago
20h 15m
including layover
Find flight
from$541
19:15 — 20:25
+1 day
18:41 — 21:58 UA1518 United Airlines
Punta Cana — Newark
20h 6m stop
18:25 — 20:07 UA254 United Airlines
Newark — Chicago
27h 10m
including layover
Find flight
from$206
19:15 — 08:47
+1 day
19:15 — 22:32 UA1518 United Airlines
Punta Cana — Newark
8h 28m stop
07:00 — 08:47 UA1215 United Airlines
Newark — Chicago
15h 32m
including layover
Find flight
from$646
20:35 — 12:00
+1 day
20:35 — 00:10 TS987 Air Transat
Punta Cana — Toronto
11h stop
11:10 — 12:00 TS7060 Air Transat
Toronto — Chicago
17h 25m
including layover
Find flight
from$457
21:05 — 12:10
+1 day
21:05 — 00:57 WS2341 WestJet
Punta Cana — Toronto
10h 23m stop
11:20 — 12:10 PD2387 Porter Airlines
Toronto — Chicago
17h 5m
including layover
Find flight
from$631
22:40 — 10:04
+1 day
22:40 — 02:25 AC1795 Air Canada
Punta Cana — Toronto
6h 35m stop
09:00 — 10:05 AC5143 Air Canada
Toronto — Chicago
13h 24m
including layover
Find flight
from$389
22:40 — 13:11
+1 day
22:40 — 02:25 AC1795 Air Canada
Punta Cana — Toronto
9h 55m stop
12:20 — 13:11 AC503 Air Canada
Toronto — Chicago
16h 31m
including layover
Find flight
from$389
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$214
13:05 — 08:45
+1 day
13:05 — 15:34 DM7000 Aero-Charter
Punta Cana — Cancun
6h 11m stop
21:45 — 23:43 Y41041 Volaris
Cancun — Guadalajara
5h 3m stop
04:46 — 08:45 Y41840 Volaris
Guadalajara — Chicago
21h 40m
including layover
Find flight
from$403
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$186
18:00 — 12:45
+1 day
18:00 — 19:40 AV253 Avianca
Punta Cana — Bogota
3h 35m stop
23:15 — 03:00 AV44 Avianca
Bogota — Mexico City
5h 30m stop
08:30 — 12:45 AM686 Aeromexico
Mexico City — Chicago
20h 45m
including layover
Find flight
from$502
20:35 — 14:02
+1 day
20:35 — 00:10 TS987 Air Transat
Punta Cana — Toronto
6h 50m stop
07:00 — 10:06 PD525 Porter Airlines
Toronto — Tampa
2h 13m stop
12:19 — 14:02 F91185 Frontier Airlines
Tampa — Chicago
19h 27m
including layover
Find flight
from$631
21:05 — 14:02
+1 day
21:05 — 00:57 WS2341 WestJet
Punta Cana — Toronto
6h 3m stop
07:00 — 10:06 PD525 Porter Airlines
Toronto — Tampa
2h 13m stop
12:19 — 14:02 F91185 Frontier Airlines
Tampa — Chicago
18h 57m
including layover
Find flight
from$631
*Departure and arrival times - local. Updated on February 23, 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 10:00 to 22:40 from 1 Punta Cana airport and arrive 10:00 to 22:40 to 7 Chicago airports. Average flight time is 5h 10m.

  • The fastest flight 5h 10m
  • Average flight time 5h 10m
  • The earliest flight 10:00
  • The latest flight 22:40
  • Distance 1970 ml

The cheapest months to travel to Chicago are february (from 129 $), december (from 201 $), january (from 291 $).

The most expensive months are november (from 319 $), january (from 291 $), december (from 201 $).

What is the lowest airfare Punta Cana to Chicago?

The cheapest plane ticket found by our users is $129. This airfare is for economy class on one-way F967 flight by Frontier Airlines for February 21, 2025 which leaves Punta Cana in Punta Cana at 12:17 am and arrives at Chicago Midway at 19:18.

Economy class
$129
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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 12 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by Air Canada - 25 departures per week at the price of from $ 338 . And the most expensive tickets are offered by LAN Airlines airline - from $ 1232.

Direct flights

There are 1 nonstop flights on the route. The fastest direct flight is UA1664 by United Airlines takes 5h 10m and the cheapest is F967 by Frontier Airlines for $201.

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Connecting Flights

There are 71 flights with layovers on the route. The fastest connecting flight is AC935 by Air Canada takes 8h 41m and the cheapest is F967 by Frontier Airlines for $129.

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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 $129
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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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How to book a plane 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 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.

    To find a plane ticket, please select dates.

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