$355+ 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 9/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYG
Sep 16 — Sep 231
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
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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 August 17, 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 August 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
Sat 9/193:20 pm -
1 stop17h 35m
Sat 9/265:20 pm -
2 stops19h 40m
Deal found 8/13![Multiple Airlines logo]()
$483
This Mytrip deal was found by Cheapflights users on 8/14. 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.
Mon 9/285:35 pm -
3 stops20h 05m
Mon 10/511:40 am -
1 stop10h 08m
Deal found 8/14![Multiple Airlines logo]()
$556
This Mytrip deal was found by Cheapflights users on 8/13. 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 9/273:40 pm -
2 stops17h 15m
Sun 10/412:30 pm -
1 stop6h 28m
Deal found 8/13![Multiple Airlines logo]()
$580
This Mytrip deal was found by Cheapflights users on 8/14. 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.
Mon 9/288:40 pm -
3 stops17h 00m
Mon 10/511:20 am -
2 stops11h 09m
Deal found 8/14![Air Canada logo]()
$604
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
Mon 9/283:20 pm -
2 stops23h 15m
Mon 10/55:20 pm -
2 stops19h 40m
Deal found 8/14![Porter Airlines logo]()
$620
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Thu 9/33:20 pm -
2 stops23h 15m
Wed 9/95:20 pm -
2 stops19h 40m
Deal found 8/12![Porter Airlines logo]()
$665
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Wed 9/95:37 pm -
2 stops39h 18m
Wed 9/165:20 pm -
2 stops19h 40m
Deal found 8/12![Multiple Airlines logo]()
$673
This Mytrip deal was found by Cheapflights users on 8/16. 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 9/243:20 pm -
2 stops23h 15m
Mon 9/285:20 pm -
2 stops19h 40m
Deal found 8/16![Porter Airlines logo]()
$697
This Gotogate deal was found by Cheapflights users on 8/16. 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.
Wed 9/303:20 pm -
2 stops23h 15m
Wed 10/75:20 pm -
2 stops19h 40m
Deal found 8/16![Porter Airlines logo]()
$713
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 August 17, 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 August 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
Sat 9/193:20 pm -
1 stop17h 35m
Sat 9/265:20 pm -
2 stops19h 40m
Deal found 8/13![Multiple Airlines logo]()
$483
This Mytrip deal was found by Cheapflights users on 8/14. 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.
Mon 9/285:35 pm -
3 stops20h 05m
Mon 10/512:05 pm -
1 stop6h 53m
Deal found 8/14![Air Canada logo]()
$615
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
Mon 9/283:20 pm -
2 stops23h 15m
Mon 10/55:20 pm -
2 stops19h 40m
Deal found 8/14![Porter Airlines logo]()
$628
This Mytrip deal was found by Cheapflights users on 8/13. 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 9/278:40 pm -
1 stop12h 15m
Sun 10/45:20 pm -
3 stops28h 52m
Deal found 8/13![Multiple Airlines logo]()
$631
This Air Canada deal was found by Cheapflights users on 8/12. 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 9/38:40 am -
1 stop5h 00m
Wed 9/95:25 am -
1 stop6h 28m
Deal found 8/12![Air Canada logo]()
$643
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Thu 9/33:20 pm -
2 stops23h 15m
Wed 9/95:20 pm -
2 stops19h 40m
Deal found 8/12![Porter Airlines logo]()
$665
This Air Canada deal was found by Cheapflights users on 8/12. 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 9/169:55 am -
1 stop6h 00m
Tue 9/225:25 am -
1 stop6h 28m
Deal found 8/12![Air Canada logo]()
$649
This Mytrip deal was found by Cheapflights users on 8/15. 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.
Tue 9/297:25 am -
1 stop7h 10m
Tue 10/611:20 am -
1 stop5h 32m
Deal found 8/15![Multiple Airlines logo]()
$658
This Mytrip deal was found by Cheapflights users on 8/16. 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 9/243:20 pm -
2 stops23h 15m
Mon 9/285:20 pm -
2 stops19h 40m
Deal found 8/16![Porter Airlines logo]()
$697
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Wed 9/95:37 pm -
2 stops39h 18m
Wed 9/165:20 pm -
2 stops19h 40m
Deal found 8/12![Multiple Airlines logo]()
$673
This Air Canada deal was found by Cheapflights users on 8/12. 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 9/268:45 am -
1 stop4h 55m
Sat 10/311:20 am -
1 stop5h 32m
Deal found 8/12![Air Canada logo]()
$686
This Flightnetwork deal was found by Cheapflights users on 8/16. 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.
Wed 9/303:20 pm -
2 stops23h 15m
Wed 10/75:20 pm -
2 stops19h 40m
Deal found 8/16![Porter Airlines logo]()
$744
This oojo deal was found by Cheapflights users on 8/12. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1611:45 am -
2 stops26h 50m
Tue 9/225:20 pm -
2 stops23h 15m
Deal found 8/12![Porter Airlines logo]()
$750
This Air Canada deal was found by Cheapflights users on 8/13. 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 9/192:15 pm -
1 stop7h 44m
Sat 9/2611:20 am -
2 stops11h 21m
Deal found 8/13![Air Canada logo]()
$767
This Gotogate deal was found by Cheapflights users on 8/12. 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.
Sat 9/1911:45 am -
2 stops26h 50m
Mon 9/215:20 pm -
2 stops19h 40m
Deal found 8/12![Porter Airlines logo]()
$755
This Air Canada deal was found by Cheapflights users on 8/16. 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.
Tue 9/229:55 am -
1 stop6h 00m
Wed 9/2312:30 pm -
1 stop6h 28m
Deal found 8/16![Air Canada logo]()
$777
This Booking.com deal was found by Cheapflights users on 8/13. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2711:45 am -
2 stops26h 50m
Sun 10/45:20 pm -
2 stops19h 40m
Deal found 8/13![Porter Airlines logo]()
$759
This Air Canada deal was found by Cheapflights users on 8/14. 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.
Tue 9/2210:40 am -
2 stops11h 19m
Fri 9/2511:20 am -
2 stops11h 21m
Deal found 8/14![Air Canada logo]()
$783
Last-minute flights from Chicago to CharlottetownDiscover last-minute flight deals from Chicago to Charlottetown. Data last updated August 17, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Charlottetown. Data last updated August 17, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Thu 9/33:20 pm -
2 stops23h 15m
Wed 9/95:20 pm -
2 stops19h 40m
Deal found 8/12![Porter Airlines logo]()
$665
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Wed 9/95:37 pm -
2 stops39h 18m
Wed 9/165:20 pm -
2 stops19h 40m
Deal found 8/12![Multiple Airlines logo]()
$673
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
Sat 9/193:20 pm -
1 stop17h 35m
Sat 9/265:20 pm -
2 stops19h 40m
Deal found 8/13![Multiple Airlines logo]()
$483
This Mytrip deal was found by Cheapflights users on 8/16. 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 9/243:20 pm -
2 stops23h 15m
Mon 9/285:20 pm -
2 stops19h 40m
Deal found 8/16![Porter Airlines logo]()
$697
This Mytrip deal was found by Cheapflights users on 8/13. 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 9/273:40 pm -
2 stops17h 15m
Sun 10/412:30 pm -
1 stop6h 28m
Deal found 8/13![Multiple Airlines logo]()
$580
This Mytrip deal was found by Cheapflights users on 8/14. 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.
Mon 9/285:35 pm -
3 stops20h 05m
Mon 10/511:40 am -
1 stop10h 08m
Deal found 8/14![Multiple Airlines logo]()
$556
This Mytrip deal was found by Cheapflights users on 8/14. 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.
Mon 9/288:40 pm -
3 stops17h 00m
Mon 10/511:20 am -
2 stops11h 09m
Deal found 8/14![Air Canada logo]()
$604
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
Mon 9/283:20 pm -
2 stops23h 15m
Mon 10/55:20 pm -
2 stops19h 40m
Deal found 8/14![Porter Airlines logo]()
$620
This Gotogate deal was found by Cheapflights users on 8/16. 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.
Wed 9/303:20 pm -
2 stops23h 15m
Wed 10/75:20 pm -
2 stops19h 40m
Deal found 8/16![Porter Airlines logo]()
$713
One-way flights from Chicago to CharlottetownSearch for one-way flight options from Chicago to Charlottetown. Find affordable one-way fares based on user searches. Data last updated August 17, 2026.
Search for one-way flight options from Chicago to Charlottetown. Find affordable one-way fares based on user searches. Data last updated August 17, 2026.
This Flightnetwork deal was found by Cheapflights users on 8/14. 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.
Tue 9/299:55 am -
1 stop6h 00m
Deal found 8/14![Air Canada logo]()
$355
This Flightnetwork deal was found by Cheapflights users on 8/14. 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.
Tue 9/2911:45 am -
2 stops9h 35m
Deal found 8/14![Porter Airlines logo]()
$1,042
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 August 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $483 (Kiwi.com) |
One-way from | $355 (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 2,558,603 searches. Data last updated August 17, 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
MDW Chicago Midway - YYG Charlottetown
MDWYYG
Chicago Midway
Sat 9/19
3:20 pm-10:55 am
1 stop17h 35m
Charlottetown
Sat 9/26
5:20 pm-11:00 am
2 stops19h 40m
$483
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown
ORDYYG
Chicago O'Hare Intl
Mon 9/28
5:35 pm-3:40 pm
3 stops20h 05m
Charlottetown
Mon 10/5
12:05 pm-4:58 pm
1 stop6h 53m
$615
ChicagoCharlottetown
MDW Chicago Midway - YYG Charlottetown
MDWYYG
Chicago Midway
Mon 9/28
3:20 pm-4:35 pm
2 stops23h 15m
Charlottetown
Mon 10/5
5:20 pm-11:00 am
2 stops19h 40m
$628
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown
ORDYYG
Chicago O'Hare Intl
Sun 9/27
8:40 pm-10:55 am
1 stop12h 15m
Charlottetown
Sun 10/4
5:20 pm-8:12 pm
3 stops28h 52m
$631
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown
ORDYYG
Chicago O'Hare Intl
Thu 9/3
8:40 am-3:40 pm
1 stop5h 00m
Charlottetown
Wed 9/9
5:25 am-9:53 am
1 stop6h 28m
$643
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown
ORDYYG
Chicago O'Hare Intl
Wed 9/16
9:55 am-5:55 pm
1 stop6h 00m
Charlottetown
Tue 9/22
5:25 am-9:53 am
1 stop6h 28m
$649
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown
ORDYYG
Chicago O'Hare Intl
Tue 9/29
7:25 am-4:35 pm
1 stop7h 10m
Charlottetown
Tue 10/6
11:20 am-2:52 pm
1 stop5h 32m
$658
ChicagoCharlottetown
MDW Chicago Midway - YYG Charlottetown
MDWYYG
Chicago Midway
Thu 9/3
3:20 pm-4:35 pm
2 stops23h 15m
Charlottetown
Wed 9/9
5:20 pm-11:00 am
2 stops19h 40m
$665
ChicagoCharlottetown
MDW Chicago Midway - YYG Charlottetown
MDWYYG
Chicago Midway
Wed 9/9
5:37 pm-10:55 am
2 stops39h 18m
Charlottetown
Wed 9/16
5:20 pm-11:00 am
2 stops19h 40m
$673
Quickest round-trip
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown
ORDYYG
Chicago O'Hare Intl
Sat 9/26
8:45 am-3:40 pm
1 stop4h 55m
Charlottetown
Sat 10/3
11:20 am-2:52 pm
1 stop5h 32m
$686
Showing 1-10 of 20 resultsSorted 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 August.
| 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
MDW-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
MDW-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 August 17, 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.
Food
6.3
Boarding
7.3
Comfort
7.1
Crew
7.8
Overall
7.1
Entertainment
6.8
Reviews
1 / 20
6.0
GoodAnonymous,Aug 2026
PDX - YVR
Food
6.3
Boarding
7.3
Comfort
7.1
Crew
7.8
Overall
7.1
Entertainment
6.8
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 August 17, 2026.
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Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on August 17, 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 2,558,603 searches. Data last updated August 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$380 | Average$656 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$682 | Average$887 | FlexibilityNo cancel fee | On-time69% |