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Cheap Flights from Chicago to Punta Cana starting at S$ 108

Book one-way or return flights from Chicago to Punta Cana from as little as S$ 108. Choose from the popular airlines below and book your flight today!

  • One way
  • Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Searching for the best last minute flight from Chicago to Punta Cana? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Chicago to Punta Cana. Stay updated on price trends and snag the best deals for your upcoming trip.

Displayed prices are calculated based on the lowest average weekly prices of the corresponding route on Trip.com.
Alternative Routes from Chicago to Punta Cana

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Chicago to Punta Cana.

  • Cheapest
    Frontier Airlines
    ORD
    05:47
    4h 41m
    Direct
    PUJ
    11:28
    O'Hare International Airport - Punta Cana International Airport
    Mon, May 13Frontier Airlines
    S$ 108
  • Frontier Airlines
    MDW
    07:49
    6h 46m
    1 transfer
    PUJ
    15:35
    Midway International Airport - Punta Cana International Airport
    Wed, May 29Frontier Airlines
    S$ 132
  • Allegiant Air
    RFD
    19:01
    13h 47m
    1 transfer
    PUJ
    09:48
    Chicago Rockford International Airport - Punta Cana International Airport
    Mon, May 27Allegiant Air
    S$ 311
  • Allegiant Air
    RFD
    19:01
    13h 47m
    1 transfer
    PUJ
    09:48
    Chicago Rockford International Airport - Punta Cana International Airport
    Mon, May 27Allegiant Air
    S$ 311
    Find More Flights

Frequently Asked Questions

  • When to buy flight tickets from Chicago (CHI) to Punta Cana (PUJ) the cheapest?

    Airlines adjust prices for flights from Chicago to Punta Cana based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much is a flight from Chicago (CHI) to Punta Cana (PUJ) cost?

    According to Trip.com's data, the lowest price is around S$ 642.
  • How long is a flight from Chicago (CHI) to Punta Cana (PUJ)?

    It takes about 4 hours 36 minutes to fly from Chicago (CHI) to Punta Cana (PUJ).
  • What is the transportation method from the main airport to downtown in Punta Cana?

    • The distance from Punta Cana International Airport to downtown is about 3km, by taxi about 20 minutes.
  • What are the most popular airlines that fly from Chicago (CHI) to Punta Cana (PUJ)?

    Airlines with flights from Chicago (CHI) to Punta Cana (PUJ): Southwest Airlines, United Airlines, Frontier Airlines and American Airlines.
  • What's the most popular airline for direct flights from Chicago (CHI) to Punta Cana (PUJ)?

    United Airlines operates 2 direct flights from Chicago (CHI) to Punta Cana (PUJ).
  • How many airports in Punta Cana?

    There are 1 airports near Punta Cana: Punta Cana International Airport.

How to find a cheap flight from Chicago to Punta Cana

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Punta Cana. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com
Flight Information from Chicago to Punta Cana

Cheapest direct flight price

S$ 108

Cheapest return ticket price

S$ 244

Cheapest month

December

Peak season for travel

August

Flight distance

3,168.92km

Average flight time

4 hours 36 minutes

Popular airline

Frontier Airlines