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Charlottetown

$203+ 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 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYG
août 4 — août 111
lun. 8/4
lun. 8/11
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 juillet 30, 2025.

Round-trip from

$414
(Mytrip)

One-way from

$203
(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 juillet 30, 2025.

This Mytrip deal was found by Cheapflights users on 7/29. 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.
ven. 9/129:35 amMDW - YYG
2 stops10h 14mPorter Airlines
ven. 9/196:40 amYYG - MDW
2 stops11h 44mPorter Airlines
Deal found 7/29$414
This Air Canada deal was found by Cheapflights users on 7/29. 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.
ven. 9/128:40 amORD - YYG
1 stop4h 52mAir Canada
lun. 9/154:20 pmYYG - ORD
1 stop5h 51mAir Canada
Deal found 7/29$450
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/226:44 pmORD - YYG
2 stops38h 26mMultiple Airlines
ven. 9/265:35 pmYYG - ORD
1 stop25h 08mMultiple Airlines
Deal found 7/29$546
This Mytrip deal was found by Cheapflights users on 7/30. 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.
lun. 8/259:40 amMDW - YYG
2 stops11h 40mMultiple Airlines
jeu. 8/286:40 amYYG - MDW
2 stops11h 44mMultiple Airlines
Deal found 7/30$567
This United Airlines deal was found by Cheapflights users on 7/27. 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.
jeu. 9/118:40 amORD - YYG
1 stop4h 52mUnited Airlines
jeu. 9/184:20 pmYYG - ORD
2 stops8h 55mUnited Airlines
Deal found 7/27$636
This Mytrip deal was found by Cheapflights users on 7/30. 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.
dim. 8/249:15 amMDW - YYG
3 stops29h 31mWestJet
mer. 8/275:35 pmYYG - MDW
3 stops26h 02mWestJet
Deal found 7/30$2,651

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 juillet 30, 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

ven. 9/12

9:35 am-9:49 pm

2 stops10h 14m

Charlottetown

ven. 9/19

6:40 am-4:24 pm

2 stops11h 44m

$414

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

ven. 9/12

8:40 am-3:32 pm

1 stop4h 52m

Charlottetown

lun. 9/15

4:20 pm-8:11 pm

1 stop5h 51m

$450

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

lun. 9/22

6:44 pm-11:10 am

2 stops38h 26m

Charlottetown

ven. 9/26

5:35 pm-4:43 pm

1 stop25h 08m

$546

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

lun. 8/25

9:40 am-11:20 pm

2 stops11h 40m

Charlottetown

jeu. 8/28

6:40 am-4:24 pm

2 stops11h 44m

$567

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

jeu. 9/11

8:40 am-3:32 pm

1 stop4h 52m

Charlottetown

jeu. 9/18

4:20 pm-11:15 pm

2 stops8h 55m

$636

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

dim. 8/24

9:15 am-4:46 pm

3 stops29h 31m

Charlottetown

mer. 8/27

5:35 pm-5:37 pm

3 stops26h 02m

$2,651

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

ven. 9/12

8:40 am-3:32 pm

1 stop4h 52m

$203

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

ven. 9/12

5:20 pm-12:45 pm

2 stops17h 25m

$243

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

ven. 9/12

6:30 am-9:49 pm

2 stops13h 19m

$251

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

ven. 9/12

1:43 pm-12:45 pm

3 stops21h 02m

$370

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

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 juillet 30, 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 juillet 30, 2025.
Get a feel of what it's like to fly with Porter Airlines, United Airlines, and Air Canada from Chicago to Charlottetown by reading reviews from past customers. 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

Food

7.6

Boarding

8.2

Comfort

8.0

Crew

8.7

Overall

8.0

Entertainment

7.0

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

Food

7.6

Boarding

8.2

Comfort

8.0

Crew

8.7

Overall

8.0

Entertainment

7.0

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
8,896 reviews
Porter Airlines
8.0
Very good
318 reviews

Food

7.6

Boarding

8.2

Comfort

8.0

Crew

8.7

Overall

8.0

Entertainment

7.0

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
9,837 reviews
Porter Airlines
8.0
Very good
318 reviews

Food

7.6

Boarding

8.2

Comfort

8.0

Crew

8.7

Overall

8.0

Entertainment

7.0

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 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 $414, 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 $450 and $636, respectively.

  • 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

Traveling to a place near Charlottetown?

Book flights to Charlottetown if you plan to visit one of these locations
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Alternative routes for Chicago to Charlottetown

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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 juillet 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$230Average$555FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$241Average$735FlexibilityNo cancel feeOn-time69%

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