Cheap Flights from Punta Cana to Chicago, IL from $129
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
Best Flights from Punta Cana to Chicago Today
Price | Departure | Arrival | Flight Duration | Airline | Flight |
---|---|---|---|---|---|
from $201 | 14:50 Punta Cana Punta Cana | 18:00 Chicago O'Hare International | 5h 10m | United Airlines | UA1664 |
from $129 | 12:17 Punta Cana Punta Cana | 19:18 Chicago Midway | 9h 1m layover 3h 12m - Miami | Frontier Airlines | F967 F92109 |
from $169 | 17:51 Punta Cana Punta Cana | 00:59+1 день Chicago O'Hare International | 9h 8m layover 2h 59m - Orlando | Frontier Airlines | F921 F93043 |
from $206 | 19:15 Punta Cana Punta Cana | 20:25+1 день Chicago O'Hare International | 27h 10m layover 20h 6m - Newark | United Airlines | UA1518 UA254 |
from $246 | 14:50 Punta Cana Punta Cana | 09:13+1 день Chicago Midway | 20h 23m layover 14h 38m - Orlando | Spirit Airlines | NK1091 F91457 |
from $268 | 10:15 Punta Cana Punta Cana | 20:44 Chicago O'Hare International | 12h 29m layover 6h 25m - San Juan | Frontier Airlines | F9240 NK1531 |
from $268 | 10:15 Punta Cana Punta Cana | 00:58+1 день Chicago O'Hare International | 16h 43m layover 10h 43m - San Juan | Frontier Airlines | F9240 NK492 |
from $269 | 14:50 Punta Cana Punta Cana | 00:59+1 день Chicago O'Hare International | 12h 9m layover 6h 12m - Orlando | Spirit Airlines | NK1091 F93043 |
from $297 | 17:25 Punta Cana Punta Cana | 09:42+1 день Chicago O'Hare International | 18h 17m layover 12h 4m - Washington D.C. | United Airlines | UA1463 UA2440 |
from $297 | 13:00 Punta Cana Punta Cana | 09:42+1 день Chicago O'Hare International | 22h 42m layover 16h 29m - Washington D.C. | United Airlines | UA1614 UA2440 |
from $338 | 10:50 Punta Cana Punta Cana | 10:54+1 день Chicago O'Hare International | 26h 4m layover 18h 45m - Montreal | Air Canada | AC1791 AC8959 |
from $338 | 10:50 Punta Cana Punta Cana | 14:45+1 день Chicago O'Hare International | 29h 55m layover 22h 40m - Montreal | Air Canada | AC1791 AC8961 |
from $348 | 10:50 Punta Cana Punta Cana | 19:55 Chicago O'Hare International | 11h 5m layover 3h 50m - Montreal | Air Canada | AC1791 AC8967 |
from $383 | 15:20 Punta Cana Punta Cana | 10:54+1 день Chicago O'Hare International | 21h 34m layover 14h 20m - Montreal | Air Canada | AC945 AC8959 |
from $186 | 17:33 Punta Cana Punta Cana | 10:55+1 день Chicago Midway | 19h 22m layover 4h 13m - San Juan 8h 22m - Atlanta | Frontier Airlines | F9238 F92081 F92143 |
from $214 | 10:00 Punta Cana Punta Cana | 09:13+1 день Chicago Midway | 25h 13m layover 5h 42m - Lake Saint Louis 8h 55m - Orlando | Frontier Airlines | F97 F92636 F91457 |
Flight Schedule Punta Cana to Chicago (Illinois)
Departure | Arrival | Flight Details | Flight Duration | Price |
---|---|---|---|---|
14:50 — 18:00
|
14:50 — 18:00
UA1664
United Airlines
Punta Cana — Chicago
|
5h 10m |
Find flight
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 |
Find flight
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 |
Find flight
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 |
Find flight
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 |
Find flight
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 |
Find flight
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 |
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.
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.
- from $201Find
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.
- from $338Find
- from $129Find
- from $542Find
- from $206Find
- from $631Find
- from $457Find
- Q4 - Q4from $525Find
- AV - Aviancafrom $502Find
- LA - LAN Airlinesfrom $1232Find
- DM - Aero-Charterfrom $403Find
- X1 - Computer Reservations Systemfrom $537Find
- NK - Spirit Airlinesfrom $246Find
Airports
You can fly from Punta Cana to Chicago from 1 airports (Punta Cana).
Punta Cana airports
- Punta Cana-PUJfrom $129Find
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 12 airlines that use 1 aircraft brands. They range from huge modern airplanes to small-sized.
- Boeing 737-900from $201Find
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.
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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»
- 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.