Cheap Flights from Punta Cana to Chicago, IL from $197

Return flight: Chicago – Punta Cana
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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 $197, 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: $197 (one-way), $338 (round-trip).
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Best Flights from Punta Cana to Chicago Today

Take a look at the list of non stop flights and flights with layovers from Punta Cana to Chicago with the lowest price of $197. Take a look at the list of flights with layovers from Punta Cana to Chicago from $197. There’re no direct flights. The fastest connecting flight – 8h 3m.
Price Departure Arrival Flight Duration Airline Flight
from $197
Find flight
15:25
Punta Cana
Punta Cana
 08:55+1 день
Chicago
O'Hare International
 18h 30m
layover
12h 30m - Miami
 Spirit Airlines
NK784
NK1986
from $203
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15:24
Punta Cana
Punta Cana
 10:40+1 день
Chicago
Midway
 20h 16m
layover
14h 7m - Atlanta
 Frontier Airlines
F924
F92291
from $219
Find flight
12:40
Punta Cana
Punta Cana
 08:55+1 день
Chicago
O'Hare International
 21h 15m
layover
2h 40m - Orlando
11h 14m - Miami
 Spirit Airlines
NK1091
NK1245
NK1986
from $239
Find flight
05:37
Punta Cana
Punta Cana
 16:24
Chicago
Midway
 11h 47m
layover
2h 30m - Montreal
1h 3m - Toronto
 Aero-Charter
DM5960
PD2466
PD2393
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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on September 15, 2025
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
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$239
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$308
12:10 — 21:33
12:10 — 15:52 UA1284 United Airlines
Punta Cana — Houston
2h 48m stop
18:40 — 21:33 UA520 United Airlines
Houston — Chicago
10h 23m
including layover
Find flight
from$269
12:10 — 00:15
12:10 — 15:52 UA1284 United Airlines
Punta Cana — Houston
5h 40m stop
21:32 — 00:15 UA532 United Airlines
Houston — Chicago
13h 5m
including layover
Find flight
from$279
12:10 — 23:12
12:10 — 15:52 UA1284 United Airlines
Punta Cana — Houston
4h 33m stop
21:32 — 00:15 UA787 United Airlines
Houston — Chicago
12h 2m
including layover
Find flight
from$302
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$219
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$263
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$325
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$203
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$197
15:25 — 23:13
15:25 — 18:10 NK784 Spirit Airlines
Punta Cana — Miami
2h 39m stop
21:35 — 23:58 NK1219 Spirit Airlines
Miami — Chicago
8h 48m
including layover
Find flight
from$231
15:25 — 20:28
+1 day
15:25 — 18:10 NK784 Spirit Airlines
Punta Cana — Miami
14h 45m stop
08:55 — 09:57 NK1639 Spirit Airlines
Miami — Orlando
8h 23m stop
18:20 — 20:28 NK1114 Spirit Airlines
Orlando — Chicago
30h 3m
including layover
Find flight
from$248
15:25 — 15:31
+1 day
15:25 — 18:10 NK784 Spirit Airlines
Punta Cana — Miami
14h 45m stop
08:55 — 09:57 NK1639 Spirit Airlines
Miami — Orlando
3h 26m stop
13:23 — 15:31 NK1369 Spirit Airlines
Orlando — Chicago
25h 6m
including layover
Find flight
from$273
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$302
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$279
*Departure and arrival times - local. Updated on September 15, 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 197 $), august (from 203 $), october (from 239 $).

The most expensive months are january (from 800 $), december (from 661 $), february (from 623 $).

What is the lowest airfare Punta Cana to Chicago?

The cheapest plane ticket found by our users is $197. 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
$197
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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 $ 398 . And the most expensive tickets are offered by Air Europa airline - from $ 10011.

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 $197.

  • AC - Air Canada
    from $398
    Find
  • Q4 - Q4
    from $942
    Find
  • UX - Air Europa
    from $5164
    Find
  • 2W - Welcome Air Luftfahrt
    from $3364
    Find
  • DM - Aero-Charter
    from $239
    Find
  • CM - Compania Panamena de Aviacion
    from $325
    Find
  • UA - United Airlines
    from $269
    Find
  • AM - Aeromexico
    from $560
    Find
  • F9 - Frontier Airlines
    from $203
    Find
  • E9 - AJT Air
    from $3796
    Find
  • AV - Avianca
    from $382
    Find
  • LA - LAN Airlines
    from $4668
    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 $197
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Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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  • Dupage County-DPA
    Find
  • 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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Airplanes

There are flights to Chicago from Punta Cana by 16 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top International Destinations from Punta Cana

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

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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