Cheap Flights from Punta Cana to Chicago, IL from $212

Return flight: Chicago – Punta Cana

On Cheapflightsplus.com you will find 178 connecting flights from Punta Cana to Chicago. You can compare airfare deals from 16 airlines and multiple travel sites from $212, 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: $212 (one-way), $364 (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
06:10 — 16:24
20:00 — 00:30 DM5802 Aero-Charter
Punta Cana — Toronto
4h 55m stop
15:35 — 16:24 PD2393 Porter Airlines
Toronto — Chicago
11h 14m
including layover
Find flight
from$333
06:10 — 16:24
20:00 — 00:30 DM5802 Aero-Charter
Punta Cana — Toronto
4h 55m stop
15:35 — 16:24 TS7314 Air Transat
Toronto — Chicago
11h 14m
including layover
Find flight
from$380
11:50 — 13:15
+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$457
11:53 — 00:20
11:53 — 13:37 CM178 Compania Panamena de Aviacion
Punta Cana — Panama City
5h 8m stop
18:45 — 00:20 CM235 Compania Panamena de Aviacion
Panama City — Chicago
13h 27m
including layover
Find flight
from$429
12:40 — 23:11
12:40 — 15:30 NK1091 Spirit Airlines
Punta Cana — Orlando
5h 33m stop
15:08 — 17:17 NK1114 Spirit Airlines
Orlando — Chicago
11h 31m
including layover
Find flight
from$283
13:55 — 00:20
13:55 — 15:39 CM242 Compania Panamena de Aviacion
Punta Cana — Panama City
3h 6m stop
18:45 — 00:20 CM235 Compania Panamena de Aviacion
Panama City — Chicago
11h 25m
including layover
Find flight
from$351
13:55 — 23:47
13:55 — 15:39 CM242 Compania Panamena de Aviacion
Punta Cana — Panama City
2h 26m stop
18:10 — 23:52 CM844 Compania Panamena de Aviacion
Panama City — Chicago
10h 52m
including layover
Find flight
from$429
14:45 — 08:45
+1 day
14:45 — 19:28 WS2405 WestJet
Punta Cana — Toronto
12h 27m stop
07:55 — 08:45 PD2387 Porter Airlines
Toronto — Chicago
19h
including layover
Find flight
from$374
15:24 — 10:40
+1 day
16:06 — 20:00 F924 Frontier Airlines
Punta Cana — Atlanta
14h 7m stop
12:47 — 13:47 F92291 Frontier Airlines
Atlanta — Chicago
20h 16m
including layover
Find flight
from$220
15:25 — 08:55
+1 day
15:25 — 18:10 NK784 Spirit Airlines
Punta Cana — Miami
12h 30m stop
06:40 — 08:55 NK1986 Spirit Airlines
Miami — Chicago
18h 30m
including layover
Find flight
from$212
16:15 — 08:39
+1 day
16:15 — 20:31 UA1518 United Airlines
Punta Cana — Newark
10h 29m stop
07:00 — 08:39 UA2050 United Airlines
Newark — Chicago
17h 24m
including layover
Find flight
from$326
16:35 — 16:52
+1 day
16:35 — 20:28 UA1463 United Airlines
Punta Cana — Washington D.C.
19h 11m stop
15:39 — 16:52 UA1057 United Airlines
Washington D.C. — Chicago
25h 17m
including layover
Find flight
from$301
17:11 — 00:20
+1 day
17:11 — 18:55 CM749 Compania Panamena de Aviacion
Punta Cana — Panama City
23h 50m stop
18:45 — 00:20 CM235 Compania Panamena de Aviacion
Panama City — Chicago
32h 9m
including layover
Find flight
from$354
17:40 — 13:15
+1 day
17:40 — 19:25 AV253 Avianca
Punta Cana — Bogota
11h 35m stop
07:00 — 13:15 AV262 Avianca
Bogota — Chicago
20h 35m
including layover
Find flight
from$336
18:25 — 13:15
+1 day
18:25 — 20:10 AV137 Avianca
Punta Cana — Bogota
10h 50m stop
07:00 — 13:15 AV262 Avianca
Bogota — Chicago
19h 50m
including layover
Find flight
from$375
18:58 — 00:20
+1 day
18:36 — 20:20 CM351 Compania Panamena de Aviacion
Punta Cana — Panama City
22h 3m stop
18:45 — 00:20 CM235 Compania Panamena de Aviacion
Panama City — Chicago
30h 22m
including layover
Find flight
from$585
05:37 — 16:24
19:42 — 00:45 DM5960 Aero-Charter
Punta Cana — Montreal
2h 30m stop
13:10 — 14:35 PD2466 Porter Airlines
Montreal — Toronto
1h 3m stop
15:35 — 16:24 PD2393 Porter Airlines
Toronto — Chicago
11h 47m
including layover
Find flight
from$258
12:40 — 08:55
+1 day
12:40 — 15:30 NK1091 Spirit Airlines
Punta Cana — Orlando
2h 40m stop
20:20 — 21:36 NK1245 Spirit Airlines
Orlando — Miami
11h 14m stop
06:40 — 08:55 NK1986 Spirit Airlines
Miami — Chicago
21h 15m
including layover
Find flight
from$236
14:10 — 13:15
+1 day
14:10 — 15:45 AV221 Avianca
Punta Cana — Medellin
2h 4m stop
17:49 — 18:48 AV9343 Avianca
Medellin — Bogota
12h 12m stop
07:00 — 13:15 AV262 Avianca
Bogota — Chicago
24h 5m
including layover
Find flight
from$406
*Departure and arrival times - local. Updated on August 17, 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 05:37 to 22:30 from 1 Punta Cana airport and arrive 05:37 to 22:30 to 7 Chicago airports. Average flight time is 24h 5m.

  • The fastest flight 8h 3m
  • Average flight time 24h 5m
  • The earliest flight 05:37
  • The latest flight 22:30
  • Distance 1970 ml

The cheapest months to travel to Chicago are july (from 212 $), august (from 220 $), october (from 258 $).

The most expensive months are january (from 864 $), december (from 713 $), february (from 672 $).

What is the lowest airfare Punta Cana to Chicago?

The cheapest plane ticket found by our users is $212. This airfare is for economy class on one-way NK784 flight by Spirit Airlines for July 29, 2025 which leaves Punta Cana in Punta Cana at 15:25 am and arrives at Chicago O'Hare International at 08:55.

Economy class
$212
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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 16 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by Air Canada - 66 departures per week at the price of from $ 429 . And the most expensive tickets are offered by Air Europa airline - from $ 10804.

Direct flights

There’re no direct flights on this route. Try flights with stops.

Connecting Flights

There are 178 flights with layovers on the route. The fastest connecting flight is X11730 by Computer Reservations System takes 8h 3m and the cheapest is NK784 by Spirit Airlines for $212.

  • AC - Air Canada
    from $429
    Find
  • Q4 - Q4
    from $1016
    Find
  • UX - Air Europa
    from $5573
    Find
  • 2W - Welcome Air Luftfahrt
    from $3631
    Find
  • DM - Aero-Charter
    from $258
    Find
  • CM - Compania Panamena de Aviacion
    from $351
    Find
  • UA - United Airlines
    from $290
    Find
  • AM - Aeromexico
    from $605
    Find
  • F9 - Frontier Airlines
    from $220
    Find
  • E9 - AJT Air
    from $4097
    Find
  • AV - Avianca
    from $336
    Find
  • LA - LAN Airlines
    from $5037
    Find
See more connecting flights

Airports

You can fly from Punta Cana to Chicago from 1 airports (Punta Cana).

Punta Cana airports

  • Punta Cana-PUJ
    from $212
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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
    Find
  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
    Find

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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