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Charlottetown

$240+ 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 5/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYG
May 4 — May 111
Sun 5/4
Sun 5/11
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 April 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$504
(Mytrip)

One-way from

$249
(Yatra.com)
Provider with most accurate pricing for Chicago (CHI)-Charlottetown flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Charlottetown flights.
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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 April 29, 2025.

This Mytrip deal was found by Cheapflights users on 4/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/49:40 amMDW - YYG
2 stops25h 05mPorter Airlines
Fri 6/66:40 amYYG - MDW
3 stops12h 14mPorter Airlines
Deal found 4/27$453
This Mytrip deal was found by Cheapflights users on 4/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/49:40 amMDW - YYG
2 stops25h 05mMultiple Airlines
Fri 6/612:30 pmYYG - MDW
1 stop22h 15mMultiple Airlines
Deal found 4/27$457
This Air Canada deal was found by Cheapflights users on 4/29. 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.
Thu 6/58:40 amORD - YYG
1 stop4h 51mAir Canada
Wed 6/1111:25 amYYG - ORD
1 stop5h 22mAir Canada
Deal found 4/29$549
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/59:31 pmORD - YYG
2 stops16h 00mUnited Airlines
Wed 6/1111:25 amYYG - ORD
1 stop5h 22mUnited Airlines
Deal found 4/29$558
This United deal was found by Cheapflights users on 4/29. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1710:00 amORD - YYG
1 stop5h 34mMultiple Airlines
Tue 7/2211:25 amYYG - ORD
2 stops10h 04mMultiple Airlines
Deal found 4/29$567

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 April 29, 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

Wed 6/4

9:40 am-12:45 pm

2 stops25h 05m

Charlottetown

Fri 6/6

6:40 am-4:54 pm

3 stops12h 14m

$453

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Wed 6/4

9:40 am-12:45 pm

2 stops25h 05m

Charlottetown

Fri 6/6

12:30 pm-8:45 am

1 stop22h 15m

$457

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 6/5

8:40 am-3:31 pm

1 stop4h 51m

Charlottetown

Thu 6/12

4:25 pm-8:20 pm

1 stop5h 55m

$549

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 6/5

9:31 pm-3:31 pm

2 stops16h 00m

Charlottetown

Wed 6/11

11:25 am-2:47 pm

1 stop5h 22m

$558

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 7/17

10:00 am-5:34 pm

1 stop5h 34m

Charlottetown

Tue 7/22

11:25 am-7:29 pm

2 stops10h 04m

$567

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Thu 5/22

9:40 am-11:15 pm

2 stops11h 35m

$240

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Fri 6/13

9:40 am-11:15 pm

2 stops11h 35m

$249

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Mon 5/26

3:50 pm-12:02 am

1 stop6h 12m

$259

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Thu 5/22

9:40 am-11:10 am

1 stop23h 30m

$290

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Mon 5/26

5:05 am-11:15 pm

2 stops16h 10m

$296

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

Compare providers for flights from Chicago to Charlottetown

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Charlottetown in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Charlottetown flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Charlottetown flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Charlottetown flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Charlottetown flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Charlottetown flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 April 29, 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 April 29, 2025.
Porter Airlines
8.0
Very good
285 reviews

Entertainment

7.0

Boarding

8.2

Food

7.6

Crew

8.8

Overall

8.0

Comfort

8.1

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Porter Airlines
8.0
Very good
285 reviews
Porter Airlines
8.0
Very good
285 reviews

Entertainment

7.0

Boarding

8.2

Food

7.6

Crew

8.8

Overall

8.0

Comfort

8.1

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
United Airlines
7.4
Good
8,696 reviews
Porter Airlines
8.0
Very good
285 reviews

Entertainment

7.0

Boarding

8.2

Food

7.6

Crew

8.8

Overall

8.0

Comfort

8.1

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Air Canada
7.0
Good
9,242 reviews
Porter Airlines
8.0
Very good
285 reviews

Entertainment

7.0

Boarding

8.2

Food

7.6

Crew

8.8

Overall

8.0

Comfort

8.1

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you

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 $504, 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 $549 and $558, 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

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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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$265Average$646FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$299Average$719FlexibilityNo cancel feeOn-time69%

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