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Cheap flights from Illinois to Charlottetown from C$ 321

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 27/7. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YYG
17 Jun — 24 Jun1
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 12 June 2025.

Round-trip from

C$ 649

One-way from

C$ 321
Porter Airlines
  • Porter Airlines
  • 8/9-12/9
  • 4 total stops
  • 22h 18m total
  • Illinois to Charlottetown
Search Deals
Air Canada
  • Air Canada
  • 27/7
  • 1 total stop
  • 5h 39m 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 12 June 2025.

Mon 8/99:15 a.m.MDW - YYG
2 stops10h 34mPorter Airlines
Fri 12/96:40 a.m.YYG - MDW
2 stops11h 44mPorter Airlines
Deal found 12/6C$ 649
Mon 22/98:40 a.m.ORD - YYG
1 stop4h 52mAir Canada
Tue 30/94:20 p.m.YYG - ORD
1 stop5h 51mAir Canada
Deal found 11/6C$ 689
Wed 2/75:51 a.m.ORD - YYG
2 stops15h 24mMultiple Airlines
Mon 7/712:30 p.m.YYG - ORD
2 stops37h 15mMultiple Airlines
Deal found 11/6C$ 726
Sat 23/83:50 p.m.ORD - YYG
1 stop6h 14mUnited Airlines
Fri 29/84:20 p.m.YYG - ORD
2 stops21h 28mUnited Airlines
Deal found 11/6C$ 774
Wed 16/711:24 a.m.STL - YYG
2 stops27h 31mMultiple Airlines
Sat 19/76:40 a.m.YYG - STL
3 stops29h 12mMultiple Airlines
Deal found 10/6C$ 950
Sun 17/84:45 p.m.STL - YYG
2 stops39h 50mUnited Airlines
Tue 26/812:30 p.m.YYG - STL
2 stops30h 03mUnited Airlines
Deal found 12/6C$ 995
Sun 17/84:00 p.m.STL - YYG
1 stop6h 04mAir Canada
Tue 26/84:20 p.m.YYG - STL
1 stop5h 40mAir Canada
Deal found 12/6C$ 1,046
Sun 20/75:30 p.m.ORD - YYG
2 stops46h 45mWestJet
Mon 28/75:35 p.m.YYG - ORD
2 stops24h 58mWestJet
Deal found 11/6C$ 2,014

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 12 June 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

Mon 8/9

9:15 a.m.-9:49 p.m.

2 stops10h 34m

Charlottetown

Fri 12/9

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

2 stops11h 44m

C$ 649

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Mon 22/9

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

1 stop4h 52m

Charlottetown

Tue 30/9

4:20 p.m.-8:11 p.m.

1 stop5h 51m

C$ 689

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 2/7

5:51 a.m.-11:15 p.m.

2 stops15h 24m

Charlottetown

Mon 7/7

12:30 p.m.-11:45 p.m.

2 stops37h 15m

C$ 726

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 23/8

3:50 p.m.-12:04 a.m.

1 stop6h 14m

Charlottetown

Fri 29/8

4:20 p.m.-11:48 a.m.

2 stops21h 28m

C$ 774

St. LouisCharlottetown

STL - YYG

STLYYG

Lambert-St Louis

Wed 16/7

11:24 a.m.-4:55 p.m.

2 stops27h 31m

Charlottetown

Sat 19/7

6:40 a.m.-9:52 a.m.

3 stops29h 12m

C$ 950

St. LouisCharlottetown

STL - YYG

STLYYG

Lambert-St Louis

Sun 17/8

4:45 p.m.-10:35 a.m.

2 stops39h 50m

Charlottetown

Tue 26/8

12:30 p.m.-4:33 p.m.

2 stops30h 03m

C$ 995

St. LouisCharlottetown

STL - YYG

STLYYG

Lambert-St Louis

Sun 17/8

4:00 p.m.-12:04 a.m.

1 stop6h 04m

Charlottetown

Tue 26/8

4:20 p.m.-8:00 p.m.

1 stop5h 40m

C$ 1,046

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sun 20/7

5:30 p.m.-6:15 p.m.

2 stops46h 45m

Charlottetown

Mon 28/7

5:35 p.m.-4:33 p.m.

2 stops24h 58m

C$ 2,014

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sun 27/7

9:55 a.m.-5:34 p.m.

1 stop5h 39m

C$ 321

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Sun 27/7

9:40 a.m.-12:45 p.m.

2 stops25h 05m

C$ 345

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/6

Showing 1-10 of 16 results
1
2

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 12 June 2025.
Peruse reviews from past customers who have flown with Porter Airlines, United Airlines and WestJet from Illinois to Charlottetown to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
288 reviews
Check prices

Overall

8.0

Entertainment

7.0

Comfort

8.1

Food

7.6

Boarding

8.2

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Porter Airlines
8.0
Very good
288 reviews
Porter Airlines
8.0
Very good
288 reviews
Check prices

Overall

8.0

Entertainment

7.0

Comfort

8.1

Food

7.6

Boarding

8.2

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
United Airlines
7.4
Good
8,790 reviews
Porter Airlines
8.0
Very good
288 reviews
Check prices

Overall

8.0

Entertainment

7.0

Comfort

8.1

Food

7.6

Boarding

8.2

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
WestJet
7.2
Good
2,868 reviews
Porter Airlines
8.0
Very good
288 reviews
Check prices

Overall

8.0

Entertainment

7.0

Comfort

8.1

Food

7.6

Boarding

8.2

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Air Canada
7.1
Good
9,537 reviews
Porter Airlines
8.0
Very good
288 reviews
Check prices

Overall

8.0

Entertainment

7.0

Comfort

8.1

Food

7.6

Boarding

8.2

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

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$ 321 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$ 345 and C$ 369, 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

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