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Cheap flights from Illinois to Charlottetown from C$ 643

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YYG
28 Feb — 7 Mar1
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 29 January 2026.

Thu 9/49:50 a.m.
ORD
-
YYG
1 stop5h 47m
Air Canada
Sun 12/45:15 a.m.
YYG
-
ORD
1 stop5h 55m
Air Canada
Deal found 26/1C$ 839
Fri 29/55:35 p.m.
MDW
-
YYG
2 stops21h 00m
Multiple Airlines
Wed 3/611:40 a.m.
YYG
-
MDW
1 stop24h 00m
Multiple Airlines
Deal found 28/1C$ 847
Wed 10/62:15 p.m.
ORD
-
YYG
1 stop7h 47m
Air Canada
Mon 15/612:30 p.m.
YYG
-
ORD
1 stop6h 29m
Air Canada
Deal found 27/1C$ 870
Fri 29/58:45 a.m.
ORD
-
YYG
1 stop4h 52m
Air Canada
Wed 3/64:20 p.m.
YYG
-
ORD
1 stop21h 00m
Air Canada
Deal found 29/1C$ 872
Fri 29/58:45 a.m.
ORD
-
YYG
1 stop4h 52m
Multiple Airlines
Wed 3/65:15 a.m.
YYG
-
ORD
1 stop6h 33m
Multiple Airlines
Deal found 27/1C$ 885
Mon 13/78:45 a.m.
ORD
-
YYG
1 stop4h 45m
Air Canada
Thu 16/74:20 p.m.
YYG
-
ORD
1 stop5h 45m
Air Canada
Deal found 27/1C$ 901
Thu 18/63:45 p.m.
ORD
-
YYG
1 stop6h 14m
Air Canada
Thu 2/74:20 p.m.
YYG
-
ORD
1 stop5h 45m
Air Canada
Deal found 28/1C$ 908
Wed 16/910:00 a.m.
ORD
-
YYG
1 stop5h 34m
Air Canada
Sun 20/95:25 a.m.
YYG
-
ORD
1 stop7h 28m
Air Canada
Deal found 26/1C$ 914
Thu 26/211:05 a.m.
MDW
-
YYG
2 stops24h 00m
Porter Airlines
Thu 5/31:45 p.m.
YYG
-
MDW
2 stops22h 20m
Porter Airlines
Deal found 28/1C$ 939
Wed 8/44:15 p.m.
MDW
-
YYG
2 stops18h 47m
Porter Airlines
Sun 12/41:45 p.m.
YYG
-
MDW
2 stops22h 20m
Porter Airlines
Deal found 28/1C$ 973
Thu 12/211:05 a.m.
MDW
-
YYG
2 stops24h 00m
Porter Airlines
Tue 17/21:45 p.m.
YYG
-
MDW
2 stops22h 25m
Porter Airlines
Deal found 27/1C$ 1,028
Fri 29/55:35 p.m.
MDW
-
YYG
3 stops21h 00m
Porter Airlines
Wed 3/65:20 p.m.
YYG
-
MDW
2 stops18h 20m
Porter Airlines
Deal found 28/1C$ 1,100

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 29 January 2026.

Round-trip from

C$ 839

One-way from

C$ 643
Air Canada
  • Air Canada
  • 9/4-12/4
  • 2 total stops
  • 11h 42m total
  • Illinois to Charlottetown
Search Deals
Air Canada
  • Air Canada
  • 8/6
  • 2 total stops
  • 9h 02m 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 29 January 2026.
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

Thu 9/4

9:50 a.m.-5:37 p.m.

1 stop5h 47m

Charlottetown

Sun 12/4

5:15 a.m.-9:10 a.m.

1 stop5h 55m

C$ 839

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Fri 29/5

5:35 p.m.-4:35 p.m.

2 stops21h 00m

Charlottetown

Wed 3/6

11:40 a.m.-9:40 a.m.

1 stop24h 00m

C$ 847

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 10/6

3:45 p.m.-12:02 a.m.

1 stop6h 17m

Charlottetown

Mon 15/6

11:20 a.m.-8:16 p.m.

2 stops10h 56m

C$ 870

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Fri 29/5

8:45 a.m.-3:37 p.m.

1 stop4h 52m

Charlottetown

Wed 3/6

4:20 p.m.-11:20 a.m.

1 stop21h 00m

C$ 872

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Fri 29/5

8:45 a.m.-3:37 p.m.

1 stop4h 52m

Charlottetown

Wed 3/6

5:15 a.m.-9:48 a.m.

1 stop6h 33m

C$ 885

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Mon 13/7

8:45 a.m.-3:30 p.m.

1 stop4h 45m

Charlottetown

Thu 16/7

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

1 stop5h 45m

C$ 901

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 15/7

8:45 a.m.-3:30 p.m.

1 stop4h 45m

Charlottetown

Sat 18/7

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

1 stop5h 45m

C$ 901

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Thu 26/2

11:05 a.m.-1:05 p.m.

2 stops24h 00m

Charlottetown

Thu 5/3

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

2 stops22h 20m

C$ 939

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Wed 8/4

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

2 stops18h 47m

Charlottetown

Sun 12/4

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

2 stops27h 35m

C$ 973

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Thu 12/2

11:05 a.m.-1:05 p.m.

2 stops24h 00m

Charlottetown

Tue 17/2

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

2 stops22h 25m

C$ 1,028

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/1

Showing 1-10 of 17 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$ 228). Flying from Illinois to Charlottetown in January is currently the most expensive (average of C$ 739). 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 47m. 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$ 228). Flying from Illinois to Charlottetown in January is currently the most expensive (average of C$ 739). 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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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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Fly with Cheapflights

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How does Cheapflights help users find flights from Illinois to Charlottetown?

Cheapflights makes it easy to find Illinois to Charlottetown flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Illinois to Charlottetown?

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Users can book flights with no change fees policies with our dedicated filters. Book flights from Illinois to Charlottetown flexibly with Cheapflights today.

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