Cheap flights from Punta Cana to Chicago

Flights overview

Useful information for finding cheap flights from Punta Cana to Chicago and booking your next trip
Cheapest round-trip flights $385
Arajet Nonstop 6 hr Sat, May 23 — Sat, May 30
The cheapest round-trip flight from Punta Cana to Chicago is currently $385
Cheapest one-way flight $212
Frontier 1 stop 27 hr Fri, May 29
The cheapest one-way flight from Punta Cana to Chicago is currently $212
Cheapest nonstop flights $437
Arajet Nonstop 6 hr Sat, Jul 25 — Mon, Aug 3
The cheapest nonstop round-trip flight from Punta Cana to Chicago is currently $437
Last-minute weekend getaway $591
American Nonstop 6 hr Thu, May 7 — Mon, May 11
The cheapest last-minute weekend getaway from Punta Cana to Chicago is currently $591
Cheapest business class flights $742
Frontier 1 stop 9 hr Thu, May 21 — Fri, May 29
The cheapest business class round-trip flight from Punta Cana to Chicago is currently $742
Fastest flight 4 hr 40 min The fastest nonstop flight from Punta Cana to Chicago takes 4 hr 40 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 Punta Cana to Chicago is typically July. The most expensive month to fly is typically March.
July
Cheapest
Typical prices: $270–420
March
Most expensive
Typical prices: $350–610

Popular airlines from Punta Cana to Chicago

  • American
    Nonstop
    from $578
    Typical price: $385–770
    12 weekly nonstop flights
    PUJ - ORD Every day
    373 weekly connecting flights
    PUJ - ORD Every day
  • Southwest
    Nonstop
    from $658
    Typical price: $520–1,100
    1 weekly nonstop flight
    PUJ - MDW Every Sat
    695 weekly connecting flights
    PUJ - MDW, ORD Every day
  • United
    Nonstop
    from $606
    Typical price: $420–840
    7 weekly nonstop flights
    PUJ - ORD Every day
    187 weekly connecting flights
    PUJ - ORD Every day
  • Delta
    from $677
    Typical price: $500–1,100
    358 weekly connecting flights
    PUJ - MDW, ORD Every day
  • Arajet
    Nonstop
    from $437
    Typical price: $290–980
    1 weekly nonstop flight
    PUJ - ORD Every Sun
  • Frontier
    from $414
    Typical price: $395–840
    46 weekly connecting flights
    PUJ - MDW, ORD Every day

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 51 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 25 min 105 mi

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 26 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 23 min 75 mi
  • Indianapolis International Airport (IND)
    Indianapolis United States 2 hr 58 min 165 mi

Frequently asked questions about flying from Punta Cana to Chicago

The cheapest flights from Punta Cana to Chicago are usually in July. Typical ticket prices in July range from $270 to $420.
The cheapest round-trip flight from Punta Cana to Chicago recently found on Google Flights was with Arajet from $385. The cheapest one-way flight was with Frontier from $212.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest American flight from Punta Cana to Chicago is $578, flying from May 28 to Jun 6.
  • The cheapest Southwest flight from Punta Cana to Chicago is $658, flying from Jul 23 to Jul 29.
  • The cheapest United flight from Punta Cana to Chicago is $606, flying from May 28 to Jun 5.
  • The cheapest Delta flight from Punta Cana to Chicago is $677, flying from Jul 9 to Jul 16.
  • The cheapest Arajet flight from Punta Cana to Chicago is $437, flying from Aug 1 to Aug 10.
  • The cheapest Frontier flight from Punta Cana to Chicago is $414, flying from May 16 to May 23.
The cheapest round-trip flight from Punta Cana to Chicago starts at $385 from Sat, May 23 to Sat, May 30. The cheapest one-way flight starts at $212 and departs on Fri, May 29.
4 hr 40 min is the shortest flight time from Punta Cana to Chicago.
Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.
It's easy to use Google Flights to find the cheapest days to fly from Punta Cana to Chicago.
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 Punta Cana to Chicago 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 Punta Cana to Chicago.

In terms of nonstop flights, American is the most popular. American offers 12 nonstop flights and 373 connecting flights per week. American flies from Punta Cana International Airport (PUJ) to Chicago O'Hare International Airport (ORD) .

In terms of flights, Southwest is the most popular. Southwest offers 1 nonstop flights and 695 connecting flights per week. Southwest flies from Punta Cana International Airport (PUJ) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .

Other popular airlines flying from Punta Cana to Chicago are:
  • United offers 7 nonstop flights and 187 connecting flights per week. United flies from Punta Cana International Airport (PUJ) to Chicago O'Hare International Airport (ORD) .
  • Delta offers 358 connecting flights per week. Delta flies from Punta Cana International Airport (PUJ) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
  • Arajet offers 1 nonstop flights per week. Arajet flies from Punta Cana International Airport (PUJ) to Chicago O'Hare International Airport (ORD) .
  • Frontier offers 46 connecting flights per week. Frontier flies from Punta Cana International Airport (PUJ) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
The number of connecting flights refers to distinct flights with at least one stop between Punta Cana and Chicago.
The cheapest round-trip flight from Punta Cana to Chicago recently found on Google Flights was with Arajet from $385. The cheapest one-way flight was with Frontier from $212.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest American flight from Punta Cana to Chicago is $578, flying from May 28 to Jun 6.
  • The cheapest Southwest flight from Punta Cana to Chicago is $658, flying from Jul 23 to Jul 29.
  • The cheapest United flight from Punta Cana to Chicago is $606, flying from May 28 to Jun 5.
  • The cheapest Delta flight from Punta Cana to Chicago is $677, flying from Jul 9 to Jul 16.
  • The cheapest Arajet flight from Punta Cana to Chicago is $437, flying from Aug 1 to Aug 10.
  • The cheapest Frontier flight from Punta Cana to Chicago is $414, flying from May 16 to May 23.
Southwest, American, United and Arajet fly direct from Punta Cana to Chicago.
  • There are 12 American direct flights from Punta Cana to Chicago per week. Flights are available every day.
  • There are 1 Southwest direct flights from Punta Cana to Chicago per week. Flights are available on Saturday.
  • There are 7 United direct flights from Punta Cana to Chicago per week. Flights are available every day.
  • There are 1 Arajet direct flights from Punta Cana to Chicago per week. Flights are available on Sunday.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
The cheapest last-minute deal between Punta Cana and Chicago at price $591 is offered by American from Thu, May 7 to Mon, May 11.
Southwest, American, United and Arajet fly direct from Punta Cana to Chicago.
  • There are 12 American direct flights from Punta Cana to Chicago per week. Flights are available every day.
  • There are 1 Southwest direct flights from Punta Cana to Chicago per week. Flights are available on Saturday.
  • There are 7 United direct flights from Punta Cana to Chicago per week. Flights are available every day.
  • There are 1 Arajet direct flights from Punta Cana to Chicago per week. Flights are available on Sunday.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
There are direct flights from Punta Cana to Chicago on a daily basis.
The cheapest direct (nonstop) round-trip flights between Punta Cana and Chicago start at $437 from Sat, Jul 25 to Mon, Aug 3 with Arajet.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Punta Cana to Chicago, 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 Punta Cana and Chicago start at $742 from Thu, May 21 to Fri, May 29 with Frontier.
The cheapest economy class round-trip flights between Punta Cana and Chicago start at $385 from Sat, May 23 to Sat, May 30.
To book business class trips from Punta Cana to Chicago, 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 Punta Cana and Chicago starts at $591 from Thu, May 7 to Mon, May 11 with American.
The cheapest last-minute deal between Punta Cana and Chicago at price $591 is offered by American from Thu, May 7 to Mon, May 11.
To find last-minute flight deals from Punta Cana to Chicago, 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.

Search more flights

Popular trips from Punta Cana

  1. New York
    $303
    Sep 17 — Sep 26
    Nonstop 4 hr 20 min Arajet
  2. London
    $956
    Jun 1 — Jun 9
    1 stop 14 hr 5 min Air Europa
  3. Paris
    $953
    Jun 1 — Jun 10
    1 stop 12 hr 55 min Air Europa
  4. Singapore
    May 9 — May 18

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