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Charlottetown

$180+ 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 6/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYG
Apr 29 — May 61
Tue 4/29
Tue 5/6
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 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$421
(Gotogate)

One-way from

$180
(Air Canada)
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 24, 2025.

This Mytrip deal was found by Cheapflights users on 4/23. 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.
Thu 5/229:40 amMDW - YYG
1 stop23h 30mMultiple Airlines
Mon 5/2612:30 pmYYG - MDW
1 stop22h 15mMultiple Airlines
Deal found 4/23$420
This Gotogate deal was found by Cheapflights users on 4/23. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/308:40 amORD - YYG
1 stop4h 51mAir Canada
Fri 6/64:25 pmYYG - ORD
1 stop5h 55mAir Canada
Deal found 4/23$421
This Mytrip deal was found by Cheapflights users on 4/23. 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.
Fri 5/304:43 pmORD - YYG
3 stops28h 47mMultiple Airlines
Fri 6/612:30 pmYYG - ORD
1 stop11h 35mMultiple Airlines
Deal found 4/23$439
This Mytrip deal was found by Cheapflights users on 4/23. 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.
Thu 5/229:40 amMDW - YYG
2 stops11h 35mPorter Airlines
Mon 5/266:40 amYYG - MDW
2 stops28h 05mPorter Airlines
Deal found 4/23$473
This United Airlines deal was found by Cheapflights users on 4/22. 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.
Fri 9/128:40 amORD - YYG
1 stop4h 52mUnited Airlines
Mon 9/154:20 pmYYG - ORD
1 stop5h 51mUnited Airlines
Deal found 4/22$506

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 24, 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

Thu 5/22

9:40 am-11:10 am

1 stop23h 30m

Charlottetown

Mon 5/26

12:30 pm-8:45 am

1 stop22h 15m

$420

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Fri 5/30

8:40 am-3:31 pm

1 stop4h 51m

Charlottetown

Fri 6/6

4:25 pm-8:20 pm

1 stop5h 55m

$421

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Fri 5/30

4:43 pm-12:45 pm

2 stops18h 02m

Charlottetown

Fri 6/6

12:30 pm-10:05 pm

1 stop11h 35m

$439

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Thu 5/22

9:40 am-11:15 pm

2 stops11h 35m

Charlottetown

Mon 5/26

6:40 am-8:45 am

2 stops28h 05m

$473

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Fri 9/12

8:40 am-3:32 pm

1 stop4h 52m

Charlottetown

Mon 9/15

4:20 pm-8:11 pm

1 stop5h 51m

$506

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 6/7

8:40 am-3:31 pm

1 stop4h 51m

$180

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 8/30

9:10 pm-5:34 pm

2 stops18h 24m

$234

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Sat 6/7

9:40 am-11:30 pm

2 stops11h 50m

$252

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Tue 9/9

9:15 am-12:45 pm

2 stops25h 30m

$327

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 8/30

5:54 pm-4:46 pm

3 stops20h 52m

$893

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

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 24, 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 24, 2025.
Porter Airlines
8.0
Very good
284 reviews

Comfort

8.1

Entertainment

7.0

Overall

8.0

Boarding

8.2

Food

7.6

Crew

8.8

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
284 reviews
Porter Airlines
8.0
Very good
284 reviews

Comfort

8.1

Entertainment

7.0

Overall

8.0

Boarding

8.2

Food

7.6

Crew

8.8

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
8,685 reviews
Porter Airlines
8.0
Very good
284 reviews

Comfort

8.1

Entertainment

7.0

Overall

8.0

Boarding

8.2

Food

7.6

Crew

8.8

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
9,195 reviews
Porter Airlines
8.0
Very good
284 reviews

Comfort

8.1

Entertainment

7.0

Overall

8.0

Boarding

8.2

Food

7.6

Crew

8.8

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 $421, Air Canada will fly you from Chicago to Charlottetown and back. In addition to Air Canada, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Porter Airlines and United Airlines - these airlines can fly you to your destination from $484 and $515, 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 $180. APG Airlines flights start at $252 while deals on Porter Airlines start at $262 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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$265Average$641FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$295Average$719FlexibilityNo cancel feeOn-time69%

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