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Cheap flights from Illinois to Charlottetown from C$ 281

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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YYG
5 Aug — 12 Aug1
1 adult

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 31 July 2025.

Round-trip from

C$ 573

One-way from

C$ 281
Porter Airlines
  • Porter Airlines
  • 12/9-19/9
  • 4 total stops
  • 21h 58m total
  • Illinois to Charlottetown
Search Deals
Air Canada
  • Air Canada
  • 12/9
  • 1 total stop
  • 4h 52m total
  • Illinois to Charlottetown
Search Deals

Find 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 31 July 2025.

Fri 12/99:35 a.m.MDW - YYG
2 stops10h 14mPorter Airlines
Fri 19/96:40 a.m.YYG - MDW
2 stops11h 44mPorter Airlines
Deal found 29/7C$ 573
Fri 12/98:40 a.m.ORD - YYG
1 stop4h 52mAir Canada
Fri 19/911:25 a.m.YYG - ORD
1 stop5h 30mAir Canada
Deal found 29/7C$ 623
Mon 22/96:44 p.m.ORD - YYG
2 stops38h 26mMultiple Airlines
Fri 26/95:35 p.m.YYG - ORD
1 stop25h 08mMultiple Airlines
Deal found 29/7C$ 756
Thu 21/89:40 a.m.MDW - YYG
2 stops11h 40mMultiple Airlines
Mon 25/86:40 a.m.YYG - MDW
2 stops11h 44mMultiple Airlines
Deal found 30/7C$ 783
Mon 11/83:20 p.m.STL - YYG
2 stops22h 10mUnited Airlines
Thu 14/811:25 a.m.YYG - STL
2 stops8h 42mUnited Airlines
Deal found 29/7C$ 1,669
Mon 11/89:15 a.m.STL - YYG
1 stop6h 19mAir Canada
Thu 14/85:25 a.m.YYG - STL
1 stop16h 20mAir Canada
Deal found 29/7C$ 1,948

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 31 July 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

Fri 12/9

9:35 a.m.-9:49 p.m.

2 stops10h 14m

Charlottetown

Fri 19/9

6:40 a.m.-4:24 p.m.

2 stops11h 44m

C$ 573

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Fri 12/9

8:40 a.m.-3:32 p.m.

1 stop4h 52m

Charlottetown

Fri 19/9

11:25 a.m.-2:55 p.m.

1 stop5h 30m

C$ 623

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Mon 22/9

6:44 p.m.-11:10 a.m.

2 stops38h 26m

Charlottetown

Fri 26/9

5:35 p.m.-4:43 p.m.

1 stop25h 08m

C$ 756

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Thu 21/8

9:40 a.m.-11:20 p.m.

2 stops11h 40m

Charlottetown

Mon 25/8

6:40 a.m.-4:24 p.m.

2 stops11h 44m

C$ 783

St. LouisCharlottetown

STL - YYG

STLYYG

Lambert-St Louis

Mon 11/8

3:20 p.m.-3:30 p.m.

2 stops22h 10m

Charlottetown

Thu 14/8

11:25 a.m.-6:07 p.m.

2 stops8h 42m

C$ 1,669

St. LouisCharlottetown

STL - YYG

STLYYG

Lambert-St Louis

Mon 11/8

9:15 a.m.-5:34 p.m.

1 stop6h 19m

Charlottetown

Thu 14/8

5:25 a.m.-7:45 p.m.

1 stop16h 20m

C$ 1,948

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Fri 12/9

8:40 a.m.-3:32 p.m.

1 stop4h 52m

C$ 281

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Fri 12/9

5:20 p.m.-12:45 p.m.

2 stops17h 25m

C$ 336

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Fri 12/9

6:30 a.m.-9:49 p.m.

2 stops13h 19m

C$ 347

St. LouisCharlottetown

STL - YYG

STLYYG

Lambert-St Louis

Sat 13/9

7:55 p.m.-11:10 a.m.

3 stops37h 15m

C$ 410

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/7

Showing 1-10 of 13 results
1
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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$ 205). Flying from Illinois to Charlottetown in December is currently the most expensive (average of C$ 481). 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.

Reviews of airlines servicing Charlottetown

Get insights into the airlines that provide service to Charlottetown. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Charlottetown. Reviews last updated 31 July 2025.
Check out reviews from past customers who have flown with Porter Airlines,United Airlines, andAir Canada from Illinois to Charlottetown to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
318 reviews
Check prices

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.7

Entertainment

7.0

Food

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Porter Airlines
8.0
Very good
318 reviews
Porter Airlines
8.0
Very good
318 reviews
Check prices

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.7

Entertainment

7.0

Food

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
United Airlines
7.4
Good
8,900 reviews
Porter Airlines
8.0
Very good
318 reviews
Check prices

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.7

Entertainment

7.0

Food

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Air Canada
7.1
Good
9,851 reviews
Porter Airlines
8.0
Very good
318 reviews
Check prices

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.7

Entertainment

7.0

Food

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

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.

  • What are the cheapest airlines to fly from Illinois to Charlottetown one-way?

    C$ 281 is the cheapest one-way deal found within the past few days, from Air Canada. You may also be able to find cheap deals on Porter Airlines and United Airlines, with prices starting from C$ 336 and C$ 536, respectively.

  • 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$ 205). Flying from Illinois to Charlottetown in December is currently the most expensive (average of C$ 481). 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
Pictou

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Alternative routes for Illinois to Charlottetown

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