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Cheap flights from Illinois to Charlottetown from C$ 900

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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YYG
28 Nov — 5 Dec1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Illinois to Charlottetown

Keep the following information in mind while searching for Illinois to Charlottetown flight deals. Data was last updated 29 October 2025.

Round-trip from

C$ 900
Air Canada
  • Air Canada
  • 11/12-18/12
  • 2 total stops
  • 12h 33m total
  • Illinois to Charlottetown
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Find flight deals from Illinois to Charlottetown

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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 29 October 2025.

Thu 11/123:55 p.m.ORD - YYG
1 stop6h 25mAir Canada
Thu 18/125:05 a.m.YYG - ORD
1 stop6h 08mAir Canada
Deal found 27/10C$ 900
Tue 25/1111:00 a.m.MDW - YYG
2 stops24h 02mPorter Airlines
Tue 2/121:45 p.m.YYG - MDW
2 stops22h 20mPorter Airlines
Deal found 28/10C$ 932
Tue 25/113:55 p.m.ORD - YYG
1 stop6h 25mAir Canada
Tue 2/126:30 p.m.YYG - ORD
1 stop16h 43mAir Canada
Deal found 28/10C$ 933
Tue 25/112:01 p.m.ORD - YYG
3 stops21h 01mMultiple Airlines
Tue 2/121:45 p.m.YYG - ORD
2 stops21h 32mMultiple Airlines
Deal found 28/10C$ 938
Tue 25/119:41 a.m.MDW - YYG
3 stops25h 21mMultiple Airlines
Tue 2/121:45 p.m.YYG - MDW
2 stops22h 20mMultiple Airlines
Deal found 28/10C$ 1,017
Thu 11/128:45 a.m.ORD - YYG
2 stops13h 35mUnited Airlines
Thu 18/125:05 a.m.YYG - ORD
1 stop6h 08mUnited Airlines
Deal found 27/10C$ 1,019
Fri 12/1211:00 a.m.MDW - YYG
2 stops24h 02mPorter Airlines
Fri 19/121:45 p.m.YYG - MDW
2 stops27h 35mPorter Airlines
Deal found 28/10C$ 1,041
Tue 25/113:55 p.m.ORD - YYG
1 stop6h 25mUnited Airlines
Tue 2/1211:15 a.m.YYG - ORD
2 stops14h 28mUnited Airlines
Deal found 28/10C$ 1,058
Sat 27/129:41 a.m.ORD - YYG
3 stops25h 21mMultiple Airlines
Mon 29/121:45 p.m.YYG - ORD
3 stops20h 46mMultiple Airlines
Deal found 26/10C$ 1,196
Fri 26/129:15 p.m.ORD - YYG
2 stops25h 05mUnited Airlines
Sun 28/126:30 p.m.YYG - ORD
2 stops27h 55mUnited Airlines
Deal found 27/10C$ 1,199
Fri 12/122:00 p.m.ORD - YYG
1 stop8h 20mAir Canada
Fri 19/125:05 a.m.YYG - ORD
1 stop9h 56mAir Canada
Deal found 28/10C$ 1,220
Fri 12/129:05 p.m.ORD - YYG
2 stops25h 15mUnited Airlines
Fri 19/1211:15 a.m.YYG - ORD
2 stops12h 24mUnited Airlines
Deal found 28/10C$ 1,248

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 29 October 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

MDW - YYG

MDWYYG

Chicago Midway

Tue 25/11

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

2 stops24h 02m

Charlottetown

Tue 2/12

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

2 stops22h 20m

C$ 932

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Tue 25/11

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

1 stop6h 25m

Charlottetown

Tue 2/12

6:30 p.m.-9:13 a.m.

1 stop16h 43m

C$ 933

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Tue 25/11

2:01 p.m.-1:02 p.m.

3 stops21h 01m

Charlottetown

Tue 2/12

1:45 p.m.-2:48 p.m.

3 stops27h 03m

C$ 975

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Tue 25/11

9:41 a.m.-1:02 p.m.

3 stops25h 21m

Charlottetown

Tue 2/12

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

2 stops22h 20m

C$ 1,017

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 11/12

8:45 a.m.-12:20 a.m.

2 stops13h 35m

Charlottetown

Thu 18/12

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

1 stop6h 08m

C$ 1,019

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Fri 12/12

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

2 stops24h 02m

Charlottetown

Fri 19/12

1:45 p.m.-3:20 p.m.

2 stops27h 35m

C$ 1,041

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Tue 25/11

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

1 stop6h 25m

Charlottetown

Tue 2/12

11:15 a.m.-11:43 p.m.

2 stops14h 28m

C$ 1,058

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 27/12

9:41 a.m.-1:02 p.m.

3 stops25h 21m

Charlottetown

Mon 29/12

1:45 p.m.-8:31 a.m.

3 stops20h 46m

C$ 1,196

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Fri 26/12

9:15 p.m.-12:20 a.m.

2 stops25h 05m

Charlottetown

Sun 28/12

6:30 p.m.-8:25 p.m.

2 stops27h 55m

C$ 1,199

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Fri 12/12

2:00 p.m.-12:20 a.m.

1 stop8h 20m

Charlottetown

Fri 19/12

5:05 a.m.-1:01 p.m.

1 stop9h 56m

C$ 1,220

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/10

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$ 231). Flying from Illinois to Charlottetown in December is currently the most expensive (average of C$ 465). 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 6h 25m. 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$ 231). Flying from Illinois to Charlottetown in December is currently the most expensive (average of C$ 465). 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?

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

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