CA $331 Cheap Flights from Chicago (MDW) to Charlottetown (YYG)

View CA $331 flight on Wed, Aug. 20, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Charlottetown, PE (YYG)

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Cheap flights from Chicago (MDW) to Charlottetown (YYG)

Prices were available within the past 7 days and start at CA $331 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Flight from Chicago to Charlottetown (MDW - YYG) route information
Origin airport
Midway Intl.
Destination airport
Charlottetown
Distance
2008 km

Chicago to Charlottetown Flights

The easy way to book your flights from Chicago to Charlottetown 

With Expedia, it’s simple to find and book flights to Charlottetown from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 11 airlines that cover this route. There are nonstop flights to Charlottetown, too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Chicago to Charlottetown today, tomorrow, or this week.  

 

Save dollars with cheap flights from Midway Intl., MDW to Charlottetown, YYG 

Sort your search results by price to find great deals on your flight from Chicago to Charlottetown—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Charlottetown from Chicago currently is just rising to .  

Here are more money-saving tips: 

  • Fly in when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Charlottetown  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Charlottetown from Chicago 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Charlottetown with Expedia today.

Frequently asked questions

How much is a flight from Midway Intl. Airport (MDW) to Charlottetown Airport?
If you're planning on travelling from Midway Airport to Charlottetown Airport (YYG), round-trip journeys start from . This price is based on airfares advertised within the last 7 days on Expedia for flights departing within the next year, so don't hang around. Book today and save yourself money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from MDW to YYG?
Most flights can be cancelled online, but every air carrier has a different set of terms and conditions. If you do need to cancel your flight, visit our Customer Service Portal and follow the instructions.
How do I find cheap flights from Midway Airport to YYG that have flexible change policies?
Many carriers will allow you to reschedule your flight without charging a fee. All you pay is the cost difference between flights. When searching for Midway Airport to Charlottetown Airport (YYG) flights, you'll see a "No change fees" filter for you to select.
How far is the flight from Midway Intl. Airport (MDW) to Charlottetown Airport?
The flight distance from Chicago to Charlottetown is 2,000 kilometres. Pack yourself a drink, a snack and an interesting book to read. Keep yourself occupied and the hours will zip by.
Which airlines fly direct from MDW to YYG?
Flying directly between Midway Intl. Airport (MDW) and Charlottetown Airport (YYG) isn't possible right now. However, you'll still be able to book a flight to Charlottetown with at least one stop.
Are Midway Airport to Charlottetown Airport flight tickets cheaper when they're purchased at the last minute?
Flight prices fluctuate, so not always. While last-minute deals between MDW and YYG are possible, it also makes sense to keep track of prices well before you fly. In fact, some air carriers publicize their prices up to a year prior to the departure date. Expedia is continuously updating the biggest bargains around, so keep checking and be ready to book when the fares dip.

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