$716+ Cheap flights from Chicago (CHI) to Charlottetown (YYG)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYG
Nov 3 — Nov 101
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Charlottetown with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Charlottetown
Cheapest
Best
Last-minute
Cheapest flights from Chicago to CharlottetownExplore 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 October 4, 2026.
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 October 4, 2026.
This Flightnetwork deal was found by Cheapflights users on 9/30. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:20 pm -
2 stops15h 31m
Sat 11/2112:35 pm -
2 stops25h 05m
Deal found 9/30![Porter Airlines logo]()
$716
This Air Canada deal was found by Cheapflights users on 10/4. 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.
Wed 11/184:30 pm -
1 stop6h 36m
Wed 11/2511:05 am -
1 stop5h 57m
Deal found 10/4![Air Canada logo]()
$730
This Flightnetwork deal was found by Cheapflights users on 9/30. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:20 pm -
2 stops15h 31m
Sat 11/2111:05 am -
1 stop5h 47m
Deal found 9/30![Multiple Airlines logo]()
$769
This Air Canada deal was found by Cheapflights users on 10/1. 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.
Sun 11/1510:15 am -
1 stop7h 00m
Sun 11/225:00 am -
1 stop6h 23m
Deal found 10/1![Air Canada logo]()
$820
This Air Canada deal was found by Cheapflights users on 9/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/144:30 pm -
1 stop6h 36m
Sat 11/2111:05 am -
1 stop5h 47m
Deal found 9/30![Air Canada logo]()
$865
This Porter Airlines deal was found by Cheapflights users on 10/4. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:20 pm -
2 stops15h 31m
Wed 11/2512:35 pm -
2 stops25h 05m
Deal found 10/4![Porter Airlines logo]()
$871
This Air Canada deal was found by Cheapflights users on 9/29. 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.
Sun 11/224:30 pm -
1 stop6h 36m
Sun 11/295:00 am -
1 stop6h 23m
Deal found 9/29![Air Canada logo]()
$898
This Mytrip deal was found by Cheapflights users on 10/4. 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 11/186:20 pm -
2 stops15h 31m
Wed 11/2512:35 pm -
3 stops29h 17m
Deal found 10/4![Multiple Airlines logo]()
$942
This Mytrip deal was found by Cheapflights users on 10/1. 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.
Sun 11/1512:20 pm -
2 stops21h 31m
Sun 11/2212:35 pm -
2 stops25h 05m
Deal found 10/1![Porter Airlines logo]()
$996
This Mytrip deal was found by Cheapflights users on 9/29. 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.
Sun 11/226:20 pm -
2 stops15h 31m
Sun 11/2912:35 pm -
2 stops31h 05m
Deal found 9/29![Porter Airlines logo]()
$1,052
Best flights from Chicago to CharlottetownDiscover carefully curated flight deals from Chicago to Charlottetown that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 4, 2026.
Discover carefully curated flight deals from Chicago to Charlottetown that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 4, 2026.
This Flightnetwork deal was found by Cheapflights users on 9/30. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:20 pm -
2 stops15h 31m
Sat 11/2112:35 pm -
2 stops25h 05m
Deal found 9/30![Porter Airlines logo]()
$716
This Air Canada deal was found by Cheapflights users on 10/4. 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.
Wed 11/184:30 pm -
1 stop6h 36m
Wed 11/2511:05 am -
1 stop5h 57m
Deal found 10/4![Air Canada logo]()
$730
This Flightnetwork deal was found by Cheapflights users on 9/30. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:20 pm -
2 stops15h 31m
Sat 11/2112:35 pm -
3 stops24h 32m
Deal found 9/30![Multiple Airlines logo]()
$776
This United Airlines deal was found by Cheapflights users on 10/1. 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.
Sun 11/155:55 am -
2 stops11h 20m
Sun 11/2211:05 am -
1 stop5h 57m
Deal found 10/1![United Airlines logo]()
$1,161
This Air Canada deal was found by Cheapflights users on 10/1. 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.
Sun 11/1510:15 am -
1 stop7h 00m
Sun 11/225:00 am -
1 stop6h 23m
Deal found 10/1![Air Canada logo]()
$820
This Air Canada deal was found by Cheapflights users on 10/3. 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.
Sun 3/214:30 pm -
1 stop6h 34m
Thu 3/2511:05 am -
1 stop5h 47m
Deal found 10/3![Air Canada logo]()
$889
This Mytrip deal was found by Cheapflights users on 9/29. 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.
Sun 11/226:20 pm -
2 stops15h 31m
Sun 11/2912:35 pm -
2 stops31h 05m
Deal found 9/29![Porter Airlines logo]()
$1,052
This United deal was found by Cheapflights users on 10/3. 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.
Sun 3/2110:25 am -
2 stops12h 39m
Thu 3/2511:05 am -
1 stop5h 47m
Deal found 10/3![Multiple Airlines logo]()
$1,089
This United Airlines deal was found by Cheapflights users on 10/4. 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.
Wed 11/187:00 am -
2 stops16h 06m
Wed 11/2511:05 am -
1 stop5h 57m
Deal found 10/4![United Airlines logo]()
$1,161
This United deal was found by Cheapflights users on 9/29. 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.
Sun 11/224:30 pm -
1 stop6h 36m
Sun 11/298:10 pm -
2 stops16h 57m
Deal found 9/29![Multiple Airlines logo]()
$1,145
Last-minute flights from Chicago to CharlottetownDiscover last-minute flight deals from Chicago to Charlottetown. Data last updated October 4, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Charlottetown. Data last updated October 4, 2026 and is based on user searches.
This Flightnetwork deal was found by Cheapflights users on 9/30. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:20 pm -
2 stops15h 31m
Sat 11/2112:35 pm -
2 stops25h 05m
Deal found 9/30![Porter Airlines logo]()
$716
This Flightnetwork deal was found by Cheapflights users on 9/30. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:20 pm -
2 stops15h 31m
Sat 11/2111:05 am -
1 stop5h 47m
Deal found 9/30![Multiple Airlines logo]()
$769
This Air Canada deal was found by Cheapflights users on 9/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/144:30 pm -
1 stop6h 36m
Sat 11/2111:05 am -
1 stop5h 47m
Deal found 9/30![Air Canada logo]()
$865
This Air Canada deal was found by Cheapflights users on 10/1. 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.
Sun 11/1510:15 am -
1 stop7h 00m
Sun 11/225:00 am -
1 stop6h 23m
Deal found 10/1![Air Canada logo]()
$820
This Mytrip deal was found by Cheapflights users on 10/1. 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.
Sun 11/1512:20 pm -
2 stops21h 31m
Sun 11/2212:35 pm -
2 stops25h 05m
Deal found 10/1![Porter Airlines logo]()
$996
This Air Canada deal was found by Cheapflights users on 10/4. 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.
Wed 11/184:30 pm -
1 stop6h 36m
Wed 11/2511:05 am -
1 stop5h 57m
Deal found 10/4![Air Canada logo]()
$730
This Porter Airlines deal was found by Cheapflights users on 10/4. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:20 pm -
2 stops15h 31m
Wed 11/2512:35 pm -
2 stops25h 05m
Deal found 10/4![Porter Airlines logo]()
$871
This Mytrip deal was found by Cheapflights users on 10/4. 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 11/186:20 pm -
2 stops15h 31m
Wed 11/2512:35 pm -
3 stops29h 17m
Deal found 10/4![Multiple Airlines logo]()
$942
This Air Canada deal was found by Cheapflights users on 9/29. 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.
Sun 11/224:30 pm -
1 stop6h 36m
Sun 11/295:00 am -
1 stop6h 23m
Deal found 9/29![Air Canada logo]()
$898
This Mytrip deal was found by Cheapflights users on 9/29. 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.
Sun 11/226:20 pm -
2 stops15h 31m
Sun 11/2912:35 pm -
2 stops31h 05m
Deal found 9/29![Porter Airlines logo]()
$1,052
Find 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 October 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $716 (Flightnetwork) |
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 7,457,451 searches. Data last updated October 4, 2026.
Use the filters below to find and compare flights from Chicago to Charlottetown that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell
ORDYYG
Chicago O'Hare Intl
Sat 11/14
6:20 pm-11:51 am
2 stops15h 31m
Charlottetown Alexander B. Campbell
Sat 11/21
12:35 pm-11:40 am
2 stops25h 05m
$716
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell
ORDYYG
Chicago O'Hare Intl
Wed 11/18
4:30 pm-1:06 am
1 stop6h 36m
Charlottetown Alexander B. Campbell
Wed 11/25
11:05 am-3:02 pm
1 stop5h 57m
$730
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell
ORDYYG
Chicago O'Hare Intl
Sat 11/14
6:20 pm-11:51 am
2 stops15h 31m
Charlottetown Alexander B. Campbell
Sat 11/21
12:35 pm-11:07 am
3 stops24h 32m
$776
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell
ORDYYG
Chicago O'Hare Intl
Sun 11/15
10:15 am-7:15 pm
1 stop7h 00m
Charlottetown Alexander B. Campbell
Sun 11/22
5:00 am-9:23 am
1 stop6h 23m
$820
Quickest round-trip
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell
ORDYYG
Chicago O'Hare Intl
Sun 3/21
4:30 pm-1:04 am
1 stop6h 34m
Charlottetown Alexander B. Campbell
Thu 3/25
11:05 am-2:52 pm
1 stop5h 47m
$889
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell
ORDYYG
Chicago O'Hare Intl
Sun 11/22
6:20 pm-11:51 am
2 stops15h 31m
Charlottetown Alexander B. Campbell
Sun 11/29
12:35 pm-5:40 pm
2 stops31h 05m
$1,052
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell
ORDYYG
Chicago O'Hare Intl
Sun 3/21
10:25 am-1:04 am
2 stops12h 39m
Charlottetown Alexander B. Campbell
Thu 3/25
11:05 am-2:52 pm
1 stop5h 47m
$1,089
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell
ORDYYG
Chicago O'Hare Intl
Sun 11/22
4:30 pm-1:06 am
1 stop6h 36m
Charlottetown Alexander B. Campbell
Sun 11/29
8:10 pm-11:07 am
2 stops16h 57m
$1,145
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell
ORDYYG
Chicago O'Hare Intl
Sun 11/15
5:55 am-7:15 pm
2 stops11h 20m
Charlottetown Alexander B. Campbell
Sun 11/22
11:05 am-3:02 pm
1 stop5h 57m
$1,161
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell
ORDYYG
Chicago O'Hare Intl
Wed 11/18
7:00 am-1:06 am
2 stops16h 06m
Charlottetown Alexander B. Campbell
Wed 11/25
11:05 am-3:02 pm
1 stop5h 57m
$1,161
Sorted by cheapest first
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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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 FlightHub the most. FlightHub 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.
CHI-YYG
ORD-YYG
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
CHI-YYG
ORD-YYG
No data available for this route at this time. Please check back soon.
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 October 4, 2026.
Get a feel of what it's like to fly with 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.
Entertainment
6.8
Overall
7.1
Crew
7.8
Food
6.3
Comfort
7.1
Boarding
7.3
Reviews
1 / 20
6.0
GoodAnonymous,Aug 2026
PDX - YVR
Entertainment
6.8
Overall
7.1
Crew
7.8
Food
6.3
Comfort
7.1
Boarding
7.3
Reviews
1 / 20
6.0
GoodAnonymous,Aug 2026
PDX - YVR
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.
Traveling to a place near Charlottetown?
Book flights to Charlottetown if you plan to visit one of these locationsSummerside
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Chicago and Charlottetown flights
Browse other Chicago and Charlottetown flight options. Last updated on October 4, 2026.
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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 7,457,451 searches. Data last updated October 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$380 | Average$683 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$406 | Average$887 | FlexibilityNo cancel fee | On-time69% |