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Charlottetown

$613+ Cheap flights from Illinois to Charlottetown (YYG)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/15. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YYG
Jan 15 — Jan 221
Thu 1/15
Thu 1/22
1 adult, Economy
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Cheap flight deals from Illinois to Charlottetown

Cheapest flights from Illinois to Charlottetown
Explore the most affordable flight options available from Illinois to Charlottetown. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 16, 2025.

This Air Canada deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3010:00 amORD - YYG
1 stop5h 40mAir Canada
Thu 1/85:05 amYYG - ORD
1 stop6h 08mAir Canada
Deal found 12/14$750
This Air Canada deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/303:55 pmORD - YYG
1 stop6h 25mAir Canada
Tue 1/66:30 pmYYG - ORD
1 stop16h 43mAir Canada
Deal found 12/14$774
This Air Canada deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/308:30 pmORD - YYG
2 stops11h 58mAir Canada
Wed 1/75:05 amYYG - ORD
1 stop6h 08mAir Canada
Deal found 12/14$789
This Air Canada deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3010:00 amORD - YYG
1 stop5h 40mAir Canada
Sun 1/45:05 amYYG - ORD
1 stop9h 00mAir Canada
Deal found 12/14$1,036
This Porter Airlines deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3011:00 amMDW - YYG
2 stops24h 02mPorter Airlines
Thu 1/812:55 pmYYG - MDW
2 stops23h 10mPorter Airlines
Deal found 12/14$1,043
This Porter Airlines deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3011:00 amMDW - YYG
2 stops24h 02mPorter Airlines
Wed 1/712:55 pmYYG - MDW
2 stops23h 10mPorter Airlines
Deal found 12/14$1,069
This Porter Airlines deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/304:15 pmMDW - YYG
2 stops18h 47mPorter Airlines
Sun 1/41:45 pmYYG - MDW
2 stops22h 20mPorter Airlines
Deal found 12/14$1,071
This Porter Airlines deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:00 amMDW - YYG
2 stops24h 02mPorter Airlines
Thu 1/812:55 pmYYG - MDW
2 stops23h 10mPorter Airlines
Deal found 12/14$1,192
This Porter Airlines deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:00 amMDW - YYG
2 stops24h 02mPorter Airlines
Wed 1/712:55 pmYYG - MDW
2 stops23h 10mPorter Airlines
Deal found 12/14$1,218
This Porter Airlines deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:00 amMDW - YYG
2 stops24h 02mPorter Airlines
Sun 1/41:45 pmYYG - MDW
2 stops22h 20mPorter Airlines
Deal found 12/14$1,219
This Porter Airlines deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3011:00 amMDW - YYG
2 stops24h 02mPorter Airlines
Mon 1/51:45 pmYYG - MDW
2 stops22h 20mPorter Airlines
Deal found 12/14$1,309
This Porter Airlines deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:00 amMDW - YYG
2 stops24h 02mPorter Airlines
Mon 1/51:45 pmYYG - MDW
2 stops22h 20mPorter Airlines
Deal found 12/14$1,457

Find flight deals from Illinois to Charlottetown

Keep the following information in mind while searching for Illinois to Charlottetown flight deals. Data was last updated December 16, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$613
(Air Canada)
Provider with most accurate pricing for Chicago (CHI)-Charlottetown flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Charlottetown flights.
Search Deals
From Illinois to Charlottetown
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Charlottetown that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 16, 2025.
Use the filters below to find and compare flights from Illinois to Charlottetown that are best for you.

Fly from

Illinois

Fly to

Charlottetown

Route

Depart

Return

Price

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sun 3/15

8:00 am-5:40 pm

1 stop7h 40m

Charlottetown

Sat 3/21

11:15 am-2:55 pm

1 stop5h 40m

$613

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 1/22

8:00 am-5:40 pm

1 stop7h 40m

Charlottetown

Mon 1/26

11:15 am-7:45 pm

2 stops10h 30m

$625

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 2/12

8:00 am-5:40 pm

1 stop7h 40m

Charlottetown

Tue 2/17

11:15 am-7:45 pm

2 stops10h 30m

$625

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Thu 2/12

11:00 am-1:02 pm

2 stops24h 02m

Charlottetown

Tue 2/17

1:45 pm-10:05 am

2 stops22h 20m

$718

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Sun 3/15

4:15 pm-1:02 pm

2 stops18h 47m

Charlottetown

Sat 3/21

1:45 pm-10:05 am

2 stops22h 20m

$784

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Tue 12/30

11:00 am-1:02 pm

2 stops24h 02m

Charlottetown

Wed 1/7

12:55 pm-10:05 am

2 stops23h 10m

$1,069

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Tue 12/30

4:15 pm-1:02 pm

2 stops18h 47m

Charlottetown

Sun 1/4

1:45 pm-10:05 am

2 stops22h 20m

$1,071

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Thu 1/1

4:15 pm-1:02 pm

2 stops18h 47m

Charlottetown

Thu 1/8

12:55 pm-10:05 am

2 stops23h 10m

$1,078

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Thu 1/1

4:15 pm-1:02 pm

2 stops18h 47m

Charlottetown

Wed 1/7

12:55 pm-10:05 am

2 stops23h 10m

$1,104

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Thu 1/1

4:15 pm-1:02 pm

2 stops18h 47m

Charlottetown

Sun 1/4

1:45 pm-3:20 pm

2 stops27h 35m

$1,105

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 14 results
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Best time to book a flight from Illinois to Charlottetown

Have a flexible travel schedule? Discover the best time to fly to Charlottetown from Illinois with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Charlottetown

What is the cheapest month to book a flight from Illinois to Charlottetown?

Currently, June is the cheapest month in which you can book a flight from Illinois to Charlottetown (average of $165). Flying from Illinois to Charlottetown in December is currently the most expensive (average of $518). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Illinois to Charlottetown. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Charlottetown from Illinois?

    Most people fly into Charlottetown (YYG) if they book a flight to Charlottetown from Illinois. Charlottetown is conveniently located just 3.3 mi from Charlottetown’s city center.

  • How long is the flight from Illinois to Charlottetown?

    For as low as $613, Air Canada can have you in Charlottetown from Illinois in 7h 40m. The distance between Illinois and Charlottetown is about 1258 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Illinois to Charlottetown that include hotel bookings?

    Yes. In addition to deals on Illinois to Charlottetown flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Charlottetown?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Charlottetown.

  • Can I find deals for business class flights from Illinois to Charlottetown?

    Yes. Cheapflights offers flight deals from Illinois to Charlottetown by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Illinois to Charlottetown?

    Currently, June is the cheapest month in which you can book a flight from Illinois to Charlottetown (average of $165). Flying from Illinois to Charlottetown in December is currently the most expensive (average of $518). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Charlottetown?

Book flights to Charlottetown if you plan to visit one of these locations
Summerside

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Alternative routes for Illinois to Charlottetown

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Illinois to Charlottetown

Discover the top 2 airlines that operate flights from Illinois to Charlottetown. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$236Average$555FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$295Average$738FlexibilityNo cancel feeOn-time69%

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