Cheap flights from Punta Cana to Chicago

Punta Cana
PUJ
Chicago FSS
CHI

Flight deals from Punta Cana to Chicago

Below you can see the best deals on flights Punta Cana — Chicago for upcoming dates. Direct and connecting flights from various airlines — compare prices and choose the right ticket.

The lowest price for the next 2 months is on 19 September, from $127.

Top 10 cheap flights from Punta Cana to Chicago

DM
$ 217

Punta Cana — Chicago

19:30—23:40
3 Sep 2026
5 h 10 m
Direct flight
DL
DL
$ 237

Punta Cana — Chicago

16:04—22:36
4 Sep 2026
7 h 32 m
1 stop
DL
DL
$ 237

Punta Cana — Chicago

14:50—22:36
4 Sep 2026
8 h 46 m
1 stop
DL
DL
$ 237

Punta Cana — Chicago

16:04—23:57
4 Sep 2026
8 h 53 m
1 stop
DL
DL
$ 237

Punta Cana — Chicago

14:50—23:57
4 Sep 2026
10 h 7 m
1 stop
DL
DL
$ 237

Punta Cana — Chicago

13:10—22:36
4 Sep 2026
10 h 26 m
1 stop
DL
DL
$ 237

Punta Cana — Chicago

13:10—23:57
4 Sep 2026
11 h 47 m
1 stop
DL
DL
$ 237

Punta Cana — Chicago

16:04—23:57
3 Sep 2026
8 h 53 m
1 stop
DL
DL
$ 237

Punta Cana — Chicago

14:50—23:57
3 Sep 2026
10 h 7 m
1 stop
DL
DL
$ 237

Punta Cana — Chicago

13:10—23:57
3 Sep 2026
11 h 47 m
1 stop

Prices were found in the last 72 hours and may change — check the exact price when you continue.

About the Punta Cana — Chicago flight

Looking for cheap flights from Punta Cana to Chicago? Compare fares from different airlines, check the flight schedule and travel time — and book your Punta Cana — Chicago ticket online at the best price.

The route has direct flights — around 55 flights per week, flights are operated by Frontier Airlines, American Airlines, United Airlines, Arajet, a nonstop flight takes about 5 h 9 min, the distance between the cities is around 3,165 km.

Planning your trip? You may find our Chicago travel guide, how to get from the airport into town and Chicago weather forecast useful. To catch a low fare, use the low-price calendar and the monthly price chart on this page.

Facts about this route

from $127Min. price
SeptemberCheapest
AprilPeak season
YesDirect flights
3,165 kmDistance
5 h 9 minTravel time
4Airlines
55 / wkFlights

Flight schedule from Punta Cana to Chicago

The table shows direct flights from Punta Cana to Chicago on the selected date. The flight takes approximately 5 h 9 min. Regular flights are operated by Frontier Airlines, American Airlines, United Airlines and Arajet. Departures from Punta Cana International Airport airports, arrivals at O'Hare International Airport, Chicago Midway International Airport and Midway International Airport.

For each flight, the following details are shown: departure time (local), arrival city and airport, flight number and airline, terminal or gate, and status. Click on a flight to open its details and go to ticket search. To view flights on a different day, change the date above the table.

Today
Any time
Last update: 14 Aug 2026

Flight ticket prices by day: Punta Cana — Chicago

Below is a calendar of the lowest flight ticket prices for Punta Cana — Chicago by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from $127 in September, and the most expensive are around $276 in April. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.

 
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Prices by month

Average one-way fares from Punta Cana to Chicago by month. Tickets are usually cheapest in February (around $254) and priciest in July (about $320) — use the table and chart below to pick the best time to fly.

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
Jan$257lowMay$294mediumSep$294medium
Feb$254lowJun$311highOct$267low
Mar$276mediumJul$320highNov$257low
Apr$284mediumAug$311highDec$314high

Some values are estimated based on seasonality.

When to fly

Weather in Chicago: it is warmest in July (up to 27 °C on average) and coolest in January (around 0 °C). The driest month is November.

Tickets are usually cheapest in September and most expensive in April. Compare prices and weather by month in the charts below to pick the best time to fly.

Temperature · Chicago

Dry and wet days · Chicago

Wind speed and direction · Chicago

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How to get the best deal on a Punta Cana — Chicago ticket

  • Book ahead: fares for Punta Cana — Chicago are usually lower 3–8 weeks before departure than at the last minute.
  • Play with your dates — Tuesday, Wednesday and Saturday departures are often cheaper than Friday and Sunday.
  • The cheapest month to fly to Chicago is usually September — plan your trip around it if your dates are flexible.
  • Compare direct and connecting flights: nonstop is faster, while a connection is sometimes noticeably cheaper.
  • Watch the low-price calendar and the monthly price trend on this page — they make it easier to catch a good date.
  • Travelling light? Pick a cabin-baggage-only fare — tickets without checked luggage are noticeably cheaper.
  • Get to the airport in good time — about 2–3 hours before an international departure and roughly an hour before a domestic one.

Airlines

Flights on the Punta Cana — Chicago route are operated by 4 airlines; Frontier Airlines runs the most flights (around 38% of all flights). Compare carriers, flight shares and schedules below.

  • Frontier AirlinesF9
    7x/week
    WebsiteFleet: 15329M pax/year
    • Direct flight PUJ → ORD7x/week
    38.2%Open →
  • American AirlinesAA
    5x/week
    WebsiteFleet: 965211M pax/year
    • Direct flight PUJ → ORD5x/week
      Duration
      5h 16m
      Days
      MTWTFSS
    25.5%Open →
  • United AirlinesUA
    4x/week
    WebsiteFleet: 956165M pax/year
    • Direct flight PUJ → ORD4x/week
      Duration
      5h 4m
      Days
      MTWTFSS
    21.8%Open →
  • ArajetDM
    3x/week
    WebsiteFleet: 101M pax/year
    • Direct flight PUJ → ORD3x/week
      Duration
      5h 10m
      Days
      MTWTFSS
    14.5%Open →

Cities and airports on the Punta Cana — Chicago route

Flights Punta Cana — Chicago depart from Punta Cana International Airport and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.

Departure

Punta Cana

PUJ
Dominican Republic
About the cityHow to get thereWeatherAll about the country Dominican Republic
Arrival

Chicago

CHI
United States
About the cityHow to get thereWeatherAll about the country United States
Departure airports
Arrival airports

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Frequently asked questions about the Punta Cana — Chicago flight

How long is the flight from Punta Cana to Chicago?

A nonstop Punta Cana — Chicago flight takes about 5 h 9 min — the distance between the cities is around 3,165 km.

How far is it from Punta Cana to Chicago?

The distance from Punta Cana to Chicago is about 3,165 km, which a nonstop flight covers in around 5 h 9 min.

Are there direct flights from Punta Cana to Chicago?

Yes, there are nonstop flights Punta Cana — Chicago — around 55 flights per week.

Which airlines fly from Punta Cana to Chicago?

Airlines operating Punta Cana — Chicago include Frontier Airlines, American Airlines, United Airlines, Arajet. See the full list with schedules in the "Airlines" section on this page.

Which airports do Punta Cana — Chicago flights use?

Flights from Punta Cana depart from Punta Cana International Airport, and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport. If a city has more than one airport, check which one your ticket uses before you travel.

How much is a ticket from Punta Cana to Chicago?

The price of a Punta Cana — Chicago ticket depends on your travel date, season and demand: it is usually cheapest to fly in September, and most expensive in April. Tickets typically cost between $127 and $276. Check the current lowest fare and low-price calendar on this page.

When is the best time to book flights Punta Cana — Chicago?

Flights Punta Cana — Chicago are usually cheaper when booked in advance — a few weeks before departure and away from peak dates; the most budget-friendly month to fly is September. Compare prices by month in the price trend chart on this page.

How can I find the cheapest flights from Punta Cana to Chicago?

To catch a low fare Punta Cana — Chicago, book a few weeks in advance, keep your dates flexible, and compare airlines and connecting options. The low-price calendar and monthly price chart on this page show the cheapest days and months at a glance: the most budget-friendly month to fly is usually September.

How early should I arrive at the airport?

For international flights, plan to be at the airport about 2–3 hours before departure, and around an hour before a domestic flight. Allow extra time during busy travel seasons and at large hubs, where check-in and security lines can be longer.

Where else you can fly from Punta Cana

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New York CityPanama CitySan JuanLimaMiamiAtlantaBuenos AiresMontrealTorontoBogotaOrlandoPhiladelphiaCharlotteBostonFort LauderdaleMedellínMexico CityDallasSao PauloParisMinneapolisOttawaFrankfurt am MainMadridWashington, D.C.DenverCancunHoustonCordobaHalifaxSantiagoQuebec CityKingstonSt. LouisLondonTampaMunichClevelandMendozaDetroit

Where else you can fly from Chicago

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New York CityTorontoDetroitWashington, D.C.AtlantaMinneapolisLos AngelesSeattleBostonDallasHoustonOrlandoDenverNashvilleLondonIndianapolisSan DiegoMontrealMilwaukeeSt. LouisCharlottePhiladelphiaColumbusKansas CityMiamiPhoenixLas VegasCincinnatiGrand RapidsDes MoinesRaleighSan FranciscoMadisonDaytonGreen BayTampaPittsburghLouisvilleKnoxvilleRochester

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