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Cheap flights from Illinois to Charlottetown from C$ 437

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
31 May — 7 Jun1
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 1 May 2026.

Sun 24/510:30 a.m.
MDW
-
YYG
1 stop22h 25m
Multiple Airlines
Sat 30/55:20 p.m.
YYG
-
MDW
2 stops18h 25m
Multiple Airlines
Deal found 27/4C$ 660
Thu 28/510:30 a.m.
MDW
-
YYG
1 stop22h 25m
Multiple Airlines
Thu 4/65:15 p.m.
YYG
-
MDW
2 stops42h 20m
Multiple Airlines
Deal found 30/4C$ 801
Wed 16/98:45 a.m.
ORD
-
YYG
1 stop4h 55m
Air Canada
Sun 20/94:30 p.m.
YYG
-
ORD
1 stop5h 42m
Air Canada
Deal found 27/4C$ 827
Wed 16/98:45 a.m.
ORD
-
YYG
1 stop4h 55m
Air Canada
Tue 22/911:20 a.m.
YYG
-
ORD
1 stop5h 32m
Air Canada
Deal found 30/4C$ 842
Sat 29/88:45 a.m.
ORD
-
YYG
1 stop4h 55m
Air Canada
Sat 5/94:30 p.m.
YYG
-
ORD
1 stop5h 35m
Air Canada
Deal found 26/4C$ 847
Wed 10/69:15 p.m.
ORD
-
YYG
1 stop24h 47m
Air Canada
Wed 17/611:20 a.m.
YYG
-
ORD
1 stop5h 30m
Air Canada
Deal found 26/4C$ 858
Wed 10/68:20 p.m.
ORD
-
YYG
2 stops17h 21m
Multiple Airlines
Wed 17/611:40 a.m.
YYG
-
ORD
1 stop12h 25m
Multiple Airlines
Deal found 26/4C$ 863
Sat 15/88:45 a.m.
ORD
-
YYG
1 stop4h 55m
Air Canada
Fri 21/811:20 a.m.
YYG
-
ORD
1 stop5h 35m
Air Canada
Deal found 27/4C$ 868
Thu 28/58:45 a.m.
ORD
-
YYG
1 stop4h 56m
Air Canada
Fri 29/55:15 a.m.
YYG
-
ORD
1 stop5h 45m
Air Canada
Deal found 26/4C$ 874
Wed 24/63:45 p.m.
ORD
-
YYG
1 stop6h 14m
Air Canada
Tue 30/65:20 a.m.
YYG
-
ORD
1 stop5h 40m
Air Canada
Deal found 26/4C$ 881
Sun 16/88:45 a.m.
ORD
-
YYG
1 stop4h 55m
Air Canada
Sat 22/84:30 p.m.
YYG
-
ORD
1 stop5h 35m
Air Canada
Deal found 30/4C$ 883
Wed 27/52:15 p.m.
STL
-
YYG
1 stop7h 47m
Air Canada
Thu 28/54:30 p.m.
YYG
-
STL
1 stop5h 55m
Air Canada
Deal found 30/4C$ 943

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 1 May 2026.

Round-trip from

C$ 660

One-way from

C$ 437
Porter Airlines
  • Porter Airlines
  • 24/5-30/5
  • 3 total stops
  • 40h 50m total
  • Illinois to Charlottetown
Search Deals
Air Canada
  • Air Canada
  • 8/6
  • 1 total stop
  • 7h 47m 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 1 May 2026.
Use the filters below to find and compare flights from Illinois to Charlottetown that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Thu 28/5

10:30 a.m.-10:55 a.m.

1 stop22h 25m

Charlottetown

Thu 4/6

5:15 p.m.-9:35 a.m.

2 stops42h 20m

C$ 801

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 16/9

8:45 a.m.-3:40 p.m.

1 stop4h 55m

Charlottetown

Sun 20/9

4:30 p.m.-8:12 p.m.

1 stop5h 42m

C$ 827

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Mon 21/9

8:45 a.m.-3:40 p.m.

1 stop4h 55m

Charlottetown

Thu 24/9

4:30 p.m.-8:12 p.m.

1 stop5h 42m

C$ 842
Quickest round-trip

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 29/8

8:45 a.m.-3:40 p.m.

1 stop4h 55m

Charlottetown

Sat 5/9

4:30 p.m.-8:05 p.m.

1 stop5h 35m

C$ 847

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 10/6

8:20 p.m.-3:41 p.m.

2 stops17h 21m

Charlottetown

Wed 17/6

11:40 a.m.-10:05 p.m.

1 stop12h 25m

C$ 863

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 15/8

8:45 a.m.-3:40 p.m.

1 stop4h 55m

Charlottetown

Fri 21/8

11:20 a.m.-2:55 p.m.

1 stop5h 35m

C$ 868

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sun 16/8

8:45 a.m.-3:40 p.m.

1 stop4h 55m

Charlottetown

Sat 22/8

4:30 p.m.-8:05 p.m.

1 stop5h 35m

C$ 868

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 28/5

8:45 a.m.-3:41 p.m.

1 stop4h 56m

Charlottetown

Fri 29/5

5:15 a.m.-9:00 a.m.

1 stop5h 45m

C$ 874

St. LouisCharlottetown

STL - YYG

STLYYG

Lambert-St Louis

Wed 27/5

2:15 p.m.-12:02 a.m.

1 stop7h 47m

Charlottetown

Thu 28/5

4:30 p.m.-8:25 p.m.

1 stop5h 55m

C$ 943

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 13/6

5:05 a.m.-10:55 a.m.

3 stops27h 50m

Charlottetown

Sat 20/6

11:50 a.m.-11:59 p.m.

3 stops14h 09m

C$ 963

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/4

Showing 1-10 of 23 resultsSorted by cheapest first
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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
No data available for this route at this time. Please check back soon.

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 4h 55m. 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.

See more FAQs

Travelling to a place near Charlottetown?

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