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Charlottetown

$230+ Cheap flights from Chicago (CHI) to Charlottetown (YYG)

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 8/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYG
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
1 adult, Economy
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Cheap flight deals from Chicago to Charlottetown

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Charlottetown (YYG). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated junio 12, 2025.

Round-trip from

$499
(FlightHub)

One-way from

$230
(Air Canada)
From Chicago (CHI) to Charlottetown
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One-way flight from Chicago (CHI) to Charlottetown
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Find flight deals from Chicago to Charlottetown

Cheapest flights from Chicago to Charlottetown
Explore the most affordable flight options available from Chicago to Charlottetown. Find the lowest fares from popular airlines and budget airlines, with prices last updated on junio 12, 2025.

This FlightHub deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/239:40 amMDW - YYG
2 stops11h 50mPorter Airlines
vie. 8/296:40 amYYG - MDW
2 stops11h 44mPorter Airlines
Deal found 6/11$499
This Air Canada deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/228:40 amORD - YYG
1 stop4h 52mAir Canada
mar. 9/304:20 pmYYG - ORD
1 stop5h 51mAir Canada
Deal found 6/11$504
This Mytrip deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/25:51 amORD - YYG
2 stops15h 24mMultiple Airlines
lun. 7/712:30 pmYYG - ORD
2 stops37h 15mMultiple Airlines
Deal found 6/11$531
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/233:50 pmORD - YYG
1 stop6h 14mUnited Airlines
vie. 8/294:20 pmYYG - ORD
2 stops21h 28mUnited Airlines
Deal found 6/11$566
This WestJet deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 7/205:30 pmORD - YYG
2 stops46h 45mWestJet
lun. 7/285:35 pmYYG - ORD
2 stops24h 58mWestJet
Deal found 6/11$1,473

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago 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 2,558,603 searches. Data last updated junio 12, 2025.
Use the filters below to find and compare flights from Chicago to Charlottetown that are best for you.

Fly from

Chicago

Fly to

Charlottetown

Route

Depart

Return

Price

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

sáb. 8/23

9:40 am-11:30 pm

2 stops11h 50m

Charlottetown

vie. 8/29

6:40 am-4:24 pm

2 stops11h 44m

$499

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

lun. 9/22

8:40 am-3:32 pm

1 stop4h 52m

Charlottetown

mar. 9/30

4:20 pm-8:11 pm

1 stop5h 51m

$504

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

mié. 7/2

5:51 am-11:15 pm

2 stops15h 24m

Charlottetown

lun. 7/7

12:30 pm-11:45 pm

2 stops37h 15m

$531

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

sáb. 8/23

3:50 pm-12:04 am

1 stop6h 14m

Charlottetown

vie. 8/29

4:20 pm-11:48 am

2 stops21h 28m

$566

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

dom. 7/20

5:30 pm-6:15 pm

2 stops46h 45m

Charlottetown

lun. 7/28

5:35 pm-4:33 pm

2 stops24h 58m

$1,473

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

jue. 8/14

8:40 am-3:30 pm

1 stop4h 50m

$230

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

sáb. 7/26

9:40 am-11:30 pm

2 stops11h 50m

$264

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

dom. 7/27

7:00 am-5:34 pm

2 stops8h 34m

$270

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

sáb. 7/26

9:40 am-11:30 pm

2 stops11h 50m

$280

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

sáb. 7/26

5:05 am-12:45 pm

3 stops29h 40m

$337

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Best time to book a flight from Chicago to Charlottetown

Have a flexible travel schedule? Discover the best time to fly to Charlottetown from Chicago 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 Chicago to Charlottetown

What is the cheapest time of day to fly from CHI to YYG?

Find hourly flight availability from Chicago to Charlottetown. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated junio 12, 2025.

When flying from Chicago to Charlottetown, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 17% versus a flight in the morning.

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 junio 12, 2025.
Porter Airlines
8.0
Very good
288 reviews

Entertainment

7.0

Overall

8.0

Boarding

8.2

Food

7.6

Crew

8.7

Comfort

8.1

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

Entertainment

7.0

Overall

8.0

Boarding

8.2

Food

7.6

Crew

8.7

Comfort

8.1

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

Entertainment

7.0

Overall

8.0

Boarding

8.2

Food

7.6

Crew

8.7

Comfort

8.1

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

Entertainment

7.0

Overall

8.0

Boarding

8.2

Food

7.6

Crew

8.7

Comfort

8.1

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

Entertainment

7.0

Overall

8.0

Boarding

8.2

Food

7.6

Crew

8.7

Comfort

8.1

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 Chicago 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 Chicago?

    Located just 3.3 mi from the city center, Charlottetown is the airport most travelers will use when flying to Charlottetown from Chicago. Booking flights from Chicago to Charlottetown (YYG) should be relatively easy as there are 0 daily inbound flights from Chicago from 2 different airlines.

  • What are the cheapest airlines flying from Chicago to Charlottetown round-trip?

    Currently priced at $499, Porter Airlines will fly you from Chicago to Charlottetown and back. In addition to Porter Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Air Canada and United Airlines - these airlines can fly you to your destination from $504 and $566, respectively.

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

    To fly one-way, consider booking your trip with Air Canada, which is currently one of the cheapest options available, starting at $230. Porter Airlines flights start at $264 while deals on United Airlines start at $270 one-way.

  • Can I find deals for flights from Chicago to Charlottetown that include hotel bookings?

    Yes. In addition to deals on Chicago to Charlottetown flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Charlottetown?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Charlottetown.

  • Can I find deals for business class flights from Chicago to Charlottetown?

    Yes. Cheapflights offers flight deals from Chicago 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

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Alternative routes for Chicago to Charlottetown

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Charlottetown flights

Top 2 airlines flying from Chicago to Charlottetown

Discover the top 2 airlines that operate flights from Chicago to Charlottetown. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$241Average$719FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$252Average$580FlexibilityNo cancel feeOn-time67%

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