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Cheap flights from Illinois to Charlottetown from C$ 848

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 18/1. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YYG
14 Jan — 21 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Illinois to Charlottetown

Enter your travel dates to find the best prices.

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 15 December 2025.

Tue 30/123:55 p.m.ORD - YYG
1 stop6h 25mAir Canada
Wed 7/15:05 a.m.YYG - ORD
1 stop6h 08mAir Canada
Deal found 14/12C$ 1,033
Tue 30/1210:00 a.m.ORD - YYG
1 stop5h 40mAir Canada
Mon 5/15:05 a.m.YYG - ORD
1 stop16h 35mAir Canada
Deal found 14/12C$ 1,066
Tue 30/128:30 p.m.ORD - YYG
2 stops11h 58mAir Canada
Thu 8/15:05 a.m.YYG - ORD
1 stop6h 08mAir Canada
Deal found 14/12C$ 1,086
Tue 30/128:30 p.m.ORD - YYG
2 stops11h 58mAir Canada
Tue 6/16:30 p.m.YYG - ORD
2 stops26h 21mAir Canada
Deal found 14/12C$ 1,152
Tue 30/123:55 p.m.ORD - YYG
1 stop6h 25mAir Canada
Wed 31/125:05 a.m.YYG - ORD
1 stop9h 56mAir Canada
Deal found 13/12C$ 1,170
Tue 30/123:55 p.m.ORD - YYG
1 stop6h 25mUnited Airlines
Wed 31/126:30 p.m.YYG - ORD
2 stops26h 22mUnited Airlines
Deal found 13/12C$ 1,296
Tue 30/1210:00 a.m.ORD - YYG
1 stop5h 40mAir Canada
Sun 4/15:05 a.m.YYG - ORD
1 stop9h 00mAir Canada
Deal found 14/12C$ 1,426
Tue 30/1211:00 a.m.MDW - YYG
2 stops24h 02mPorter Airlines
Thu 8/112:55 p.m.YYG - MDW
2 stops23h 10mPorter Airlines
Deal found 14/12C$ 1,436
Tue 30/1211:00 a.m.MDW - YYG
2 stops24h 02mPorter Airlines
Wed 7/112:55 p.m.YYG - MDW
2 stops23h 10mPorter Airlines
Deal found 14/12C$ 1,472
Tue 30/124:15 p.m.MDW - YYG
2 stops18h 47mPorter Airlines
Sun 4/11:45 p.m.YYG - MDW
2 stops22h 20mPorter Airlines
Deal found 14/12C$ 1,475
Wed 31/1211:00 a.m.MDW - YYG
2 stops24h 02mPorter Airlines
Thu 8/112:55 p.m.YYG - MDW
2 stops23h 10mPorter Airlines
Deal found 14/12C$ 1,641
Wed 31/1211:00 a.m.MDW - YYG
2 stops24h 02mPorter Airlines
Wed 7/112:55 p.m.YYG - MDW
2 stops23h 10mPorter Airlines
Deal found 14/12C$ 1,677

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 15 December 2025.

Round-trip from

C$ 848
Air Canada
  • Air Canada
  • 18/1-19/1
  • 2 total stops
  • 11h 48m total
  • 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 629,999 searches. Data last updated 15 December 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 18/1

10:00 a.m.-5:40 p.m.

1 stop5h 40m

Charlottetown

Mon 19/1

5:05 a.m.-9:13 a.m.

1 stop6h 08m

C$ 848

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 22/1

3:55 p.m.-12:20 a.m.

1 stop6h 25m

Charlottetown

Mon 26/1

11:15 a.m.-7:45 p.m.

2 stops10h 30m

C$ 859

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 12/2

8:00 a.m.-5:40 p.m.

1 stop7h 40m

Charlottetown

Tue 17/2

11:15 a.m.-7:45 p.m.

2 stops10h 30m

C$ 861

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Thu 12/2

11:00 a.m.-1:02 p.m.

2 stops24h 02m

Charlottetown

Tue 17/2

1:45 p.m.-10:05 a.m.

2 stops22h 20m

C$ 989

St. LouisCharlottetown

STL - YYG

STLYYG

Lambert-St Louis

Mon 19/1

6:40 p.m.-5:40 p.m.

2 stops21h 00m

Charlottetown

Fri 23/1

11:15 a.m.-12:29 p.m.

2 stops27h 14m

C$ 1,257

St. LouisCharlottetown

STL - YYG

STLYYG

Lambert-St Louis

Mon 19/1

4:05 p.m.-12:20 a.m.

1 stop6h 15m

Charlottetown

Fri 23/1

5:05 a.m.-2:30 p.m.

2 stops11h 25m

C$ 1,275

St. LouisCharlottetown

STL - YYG

STLYYG

Lambert-St Louis

Sun 31/5

2:20 p.m.-12:02 a.m.

1 stop7h 42m

Charlottetown

Fri 5/6

4:20 p.m.-8:05 p.m.

1 stop5h 45m

C$ 1,451

St. LouisCharlottetown

STL - YYG

STLYYG

Lambert-St Louis

Sun 31/5

6:49 p.m.-3:37 p.m.

2 stops18h 48m

Charlottetown

Fri 5/6

4:20 p.m.-4:26 p.m.

2 stops26h 06m

C$ 1,454

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Tue 30/12

11:00 a.m.-1:02 p.m.

2 stops24h 02m

Charlottetown

Wed 7/1

12:55 p.m.-10:05 a.m.

2 stops23h 10m

C$ 1,472

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Tue 30/12

4:15 p.m.-1:02 p.m.

2 stops18h 47m

Charlottetown

Sun 4/1

1:45 p.m.-10:05 a.m.

2 stops22h 20m

C$ 1,475

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/12

Showing 1-10 of 18 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 C$ 227). Flying from Illinois to Charlottetown in December is currently the most expensive (average of C$ 713). 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?

    Charlottetown (YYG) is the airport you will fly into if you book a flight from Illinois to Charlottetown. It is only a 5.3 km journey from Charlottetown (YYG) to Charlottetown’s city centre.

  • How long is the flight from Illinois to Charlottetown?

    Departing from Illinois to Charlottetown will take you 5h 40m. Illinois and Charlottetown are separated by a distance of 2025 km. This flight may include one or multiple stops.

  • What are the most popular routes from Illinois to Charlottetown?

    Most travellers choose Chicago O'Hare Intl - Charlottetown, Chicago Midway - Charlottetown or Lambert-St Louis - Charlottetown when deciding on the best route from Illinois to Charlottetown.

  • 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 C$ 227). Flying from Illinois to Charlottetown in December is currently the most expensive (average of C$ 713). 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

Travelling to a place near Charlottetown?

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Alternative routes for Illinois to Charlottetown

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