Cheap flights from Chicago to Punta Cana

Flights overview

Useful information for finding cheap flights from Chicago to Punta Cana and booking your next trip
Cheapest round-trip flights $235
Arajet Nonstop 5 hr Sat, Apr 25 — Sat, May 2
The cheapest round-trip flight from Chicago to Punta Cana is currently $235
Cheapest one-way flight $103
Arajet Nonstop 5 hr Mon, Apr 13
The cheapest one-way flight from Chicago to Punta Cana is currently $103
Cheapest nonstop flights $255
Arajet Nonstop 5 hr Sat, Apr 11 — Sat, Apr 18
The cheapest nonstop round-trip flight from Chicago to Punta Cana is currently $255
Last-minute weekend getaway $375
Air Canada 1 stop 12 hr Thu, Mar 5 — Mon, Mar 9
The cheapest last-minute weekend getaway from Chicago to Punta Cana is currently $375
Cheapest business class flights $638
Frontier 1 stop 18 hr Mon, May 25 — Tue, Jun 2
The cheapest business class round-trip flight from Chicago to Punta Cana is currently $638
Fastest flight 4 hr 15 min The fastest nonstop flight from Chicago to Punta Cana takes 4 hr 15 min
Nonstop flights Every day There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from Chicago to Punta Cana is typically December. The most expensive month to fly is typically June.
December
Cheapest
Typical prices: $245–740
June
Most expensive
Typical prices: $310–455

Popular airlines from Chicago to Punta Cana

  • American
    Nonstop
    from $396
    Typical price: $340–630
    12 weekly nonstop flights
    ORD - PUJ Every day
    402 weekly connecting flights
    ORD - PUJ Every day
  • Southwest
    Nonstop
    from $411
    Typical price: $455–880
    1 weekly nonstop flight
    MDW - PUJ Every Sat
    652 weekly connecting flights
    MDW, ORD - PUJ Every day
  • United
    Nonstop
    from $406
    Typical price: $370–670
    8 weekly nonstop flights
    ORD - PUJ Every day
    125 weekly connecting flights
    ORD - PUJ Every day
  • Delta
    from $459
    Typical price: $425–1,050
    402 weekly connecting flights
    MDW, ORD - PUJ Every day
  • Arajet
    Nonstop
    from $235
    Typical price: $250–1,050
    2 weekly nonstop flights
    ORD - PUJ Every Mon, Sat
  • Air Canada
    from $412
    Typical price: $435–870
    63 weekly connecting flights
    ORD - PUJ Every day

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 27 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago United States 25 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee United States 1 hr 24 min 75 mi
  • Indianapolis International Airport (IND)
    Indianapolis United States 2 hr 59 min 165 mi

Popular airports near Punta Cana

  • Punta Cana International Airport (PUJ)
    Punta Cana Dominican Republic 12 min 1 mi
  • Las Américas International Airport (SDQ)
    Santo Domingo Dominican Republic 1 hr 52 min 85 mi
  • La Romana International Airport (LRM)
    La Romana Dominican Republic 54 min 36 mi
  • La Isabela International Airport (JBQ)
    Santo Domingo Dominican Republic 2 hr 26 min 105 mi

Frequently asked questions about flying from Chicago to Punta Cana

The cheapest flights from Chicago to Punta Cana are usually in December. Typical ticket prices in December range from $245 to $740.
The cheapest round-trip flight from Chicago to Punta Cana recently found on Google Flights was with Arajet from $235. The cheapest one-way flight was with Arajet from $103.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest American flight from Chicago to Punta Cana is $396, flying from May 11 to May 20.
  • The cheapest Southwest flight from Chicago to Punta Cana is $411, flying from Apr 27 to May 6.
  • The cheapest United flight from Chicago to Punta Cana is $406, flying from Apr 26 to May 5.
  • The cheapest Delta flight from Chicago to Punta Cana is $459, flying from Apr 13 to Apr 22.
  • The cheapest Arajet flight from Chicago to Punta Cana is $235, flying from Apr 25 to May 2.
  • The cheapest Air Canada flight from Chicago to Punta Cana is $412, flying from Mar 5 to Mar 13.
The cheapest round-trip flight from Chicago to Punta Cana starts at $235 from Sat, Apr 25 to Sat, May 2. The cheapest one-way flight starts at $103 and departs on Mon, Apr 13.
4 hr 15 min is the shortest flight time from Chicago to Punta Cana.
Punta Cana's climate is warm and tropical year-round. Most travelers arrive Dec–Apr, peaking in late-Dec. Punta Cana's Carnival celebrations (early Mar), the Punta Cana Food & Wine Festival (May/Jun) and the David Ortiz Golf Classic (Dec) bring large crowds to the area. It's hotter and more humid during hurricane season (Jun–Nov).
It's easy to use Google Flights to find the cheapest days to fly from Chicago to Punta Cana.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.
What counts as the best airline for your flights from Chicago to Punta Cana really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Chicago to Punta Cana.

In terms of nonstop flights, American is the most popular. American offers 12 nonstop flights and 402 connecting flights per week. American flies from Chicago O'Hare International Airport (ORD) to Punta Cana International Airport (PUJ) .

In terms of flights, Southwest is the most popular. Southwest offers 1 nonstop flights and 652 connecting flights per week. Southwest flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Punta Cana International Airport (PUJ) .

Other popular airlines flying from Chicago to Punta Cana are:
  • United offers 8 nonstop flights and 125 connecting flights per week. United flies from Chicago O'Hare International Airport (ORD) to Punta Cana International Airport (PUJ) .
  • Delta offers 402 connecting flights per week. Delta flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Punta Cana International Airport (PUJ) .
  • Arajet offers 2 nonstop flights per week. Arajet flies from Chicago O'Hare International Airport (ORD) to Punta Cana International Airport (PUJ) .
  • Air Canada offers 63 connecting flights per week. Air Canada flies from Chicago O'Hare International Airport (ORD) to Punta Cana International Airport (PUJ) .
The number of connecting flights refers to distinct flights with at least one stop between Chicago and Punta Cana.
The cheapest round-trip flight from Chicago to Punta Cana recently found on Google Flights was with Arajet from $235. The cheapest one-way flight was with Arajet from $103.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest American flight from Chicago to Punta Cana is $396, flying from May 11 to May 20.
  • The cheapest Southwest flight from Chicago to Punta Cana is $411, flying from Apr 27 to May 6.
  • The cheapest United flight from Chicago to Punta Cana is $406, flying from Apr 26 to May 5.
  • The cheapest Delta flight from Chicago to Punta Cana is $459, flying from Apr 13 to Apr 22.
  • The cheapest Arajet flight from Chicago to Punta Cana is $235, flying from Apr 25 to May 2.
  • The cheapest Air Canada flight from Chicago to Punta Cana is $412, flying from Mar 5 to Mar 13.
Southwest, American, United, Frontier and Arajet fly direct from Chicago to Punta Cana.
  • There are 12 American direct flights from Chicago to Punta Cana per week. Flights are available every day.
  • There are 1 Southwest direct flights from Chicago to Punta Cana per week. Flights are available on Saturday.
  • There are 8 United direct flights from Chicago to Punta Cana per week. Flights are available every day.
  • There are 2 Arajet direct flights from Chicago to Punta Cana per week. Flights are available on Monday and Saturday.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
The cheapest last-minute deal between Chicago and Punta Cana at price $375 is offered by Air Canada from Thu, Mar 5 to Mon, Mar 9.
Southwest, American, United, Frontier and Arajet fly direct from Chicago to Punta Cana.
  • There are 12 American direct flights from Chicago to Punta Cana per week. Flights are available every day.
  • There are 1 Southwest direct flights from Chicago to Punta Cana per week. Flights are available on Saturday.
  • There are 8 United direct flights from Chicago to Punta Cana per week. Flights are available every day.
  • There are 2 Arajet direct flights from Chicago to Punta Cana per week. Flights are available on Monday and Saturday.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
There are direct flights from Chicago to Punta Cana on a daily basis.
The cheapest direct (nonstop) round-trip flights between Chicago and Punta Cana start at $255 from Sat, Apr 11 to Sat, Apr 18 with Arajet.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Chicago to Punta Cana, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
The cheapest business class round-trip flights between Chicago and Punta Cana start at $638 from Mon, May 25 to Tue, Jun 2 with Frontier.
The cheapest economy class round-trip flights between Chicago and Punta Cana start at $235 from Sat, Apr 25 to Sat, May 2.
To book business class trips from Chicago to Punta Cana, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.
The best last-minute getaway deal for the next weekend between Chicago and Punta Cana starts at $375 from Thu, Mar 5 to Mon, Mar 9 with Air Canada.
The cheapest last-minute deal between Chicago and Punta Cana at price $375 is offered by Air Canada from Thu, Mar 5 to Mon, Mar 9.
To find last-minute flight deals from Chicago to Punta Cana, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.

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