Cheap Flights from Punta Cana to Chicago, IL from $212
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
Best Flights from Punta Cana to Chicago Today
Price | Departure | Arrival | Flight Duration | Airline | Flight |
---|---|---|---|---|---|
from $212 | 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 $220 | 15:24 Punta Cana Punta Cana | 10:40+1 день Chicago Midway | 20h 16m layover 14h 7m - Atlanta | Frontier Airlines | F924 F92291 |
from $283 | 12:40 Punta Cana Punta Cana | 23:11 Chicago O'Hare International | 11h 31m layover 5h 33m - Orlando | Spirit Airlines | NK1091 NK1114 |
from $290 | 12:10 Punta Cana Punta Cana | 21:33 Chicago O'Hare International | 10h 23m layover 2h 48m - Houston | United Airlines | UA1284 UA520 |
from $301 | 12:10 Punta Cana Punta Cana | 00:15 Chicago O'Hare International | 13h 5m layover 5h 40m - Houston | United Airlines | UA1284 UA532 |
from $301 | 16:35 Punta Cana Punta Cana | 16:52+1 день Chicago O'Hare International | 25h 17m layover 19h 11m - Washington D.C. | United Airlines | UA1463 UA1057 |
from $326 | 12:10 Punta Cana Punta Cana | 23:12 Chicago O'Hare International | 12h 2m layover 4h 33m - Houston | United Airlines | UA1284 UA787 |
from $326 | 16:15 Punta Cana Punta Cana | 08:39+1 день Chicago O'Hare International | 17h 24m layover 10h 29m - Newark | United Airlines | UA1518 UA2050 |
from $333 | 06:10 Punta Cana Punta Cana | 16:24 Chicago Midway | 11h 14m layover 4h 55m - Toronto | Aero-Charter | DM5802 PD2393 |
from $336 | 17:40 Punta Cana Punta Cana | 13:15+1 день Chicago O'Hare International | 20h 35m layover 11h 35m - Bogota | Avianca | AV253 AV262 |
from $351 | 13:55 Punta Cana Punta Cana | 00:20 Chicago O'Hare International | 11h 25m layover 3h 6m - Panama City | Compania Panamena de Aviacion | CM242 CM235 |
from $354 | 17:11 Punta Cana Punta Cana | 00:20+1 день Chicago O'Hare International | 32h 9m layover 23h 50m - Panama City | Compania Panamena de Aviacion | CM749 CM235 |
from $374 | 14:45 Punta Cana Punta Cana | 08:45+1 день Chicago Midway | 19h 0m layover 12h 27m - Toronto | WestJet | WS2405 PD2387 |
from $375 | 18:25 Punta Cana Punta Cana | 13:15+1 день Chicago O'Hare International | 19h 50m layover 10h 50m - Bogota | Avianca | AV137 AV262 |
from $236 | 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 $258 | 05:37 Punta Cana Punta Cana | 16:24 Chicago Midway | 11h 47m layover 2h 30m - Montreal 1h 3m - Toronto | Aero-Charter | DM5960 PD2466 PD2393 |
Flight Schedule Punta Cana to Chicago (Illinois)
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 |
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.
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 Canadafrom $429Find
- Q4 - Q4from $1016Find
- UX - Air Europafrom $5573Find
- 2W - Welcome Air Luftfahrtfrom $3631Find
- DM - Aero-Charterfrom $258Find
- CM - Compania Panamena de Aviacionfrom $351Find
- UA - United Airlinesfrom $290Find
- AM - Aeromexicofrom $605Find
- F9 - Frontier Airlinesfrom $220Find
- E9 - AJT Airfrom $4097Find
- AV - Aviancafrom $336Find
- LA - LAN Airlinesfrom $5037Find
Airports
You can fly from Punta Cana to Chicago from 1 airports (Punta Cana).
Punta Cana airports
- Punta Cana-PUJfrom $212Find
Chicago airports
- O'Hare International-ORDFind
- Midway-MDWFind
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
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.
- from $64Find
- from $64Find
- from $55Find
- from $57Find
- from $54Find
- from $66Find
How to book a plane ticket yourself?

- Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
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