$365+ Cheap flights from Chicago (CHI) to Prince Edward Island
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 1/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYG
Nov 29 — Dec 61
Round-trip
1 adult, Economy
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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 Prince Edward Island
Cheapest
Best
One-way
Cheapest flights from Chicago to Prince Edward IslandExplore the most affordable flight options available from Chicago to Prince Edward Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
Explore the most affordable flight options available from Chicago to Prince Edward Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
This oojo deal was found by Cheapflights users on 10/30. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/146:20 pm -
2 stops15h 30m
Mon 12/2112:35 pm -
2 stops31h 05m
Deal found 10/30![Porter Airlines logo]()
$804
This FlightHub deal was found by Cheapflights users on 10/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/216:20 pm -
2 stops15h 30m
Wed 12/2312:35 pm -
2 stops24h 59m
Deal found 10/30![Porter Airlines logo]()
$822
This Air Canada deal was found by Cheapflights users on 10/30. 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.
Mon 12/1411:05 am -
1 stop6h 10m
Mon 12/2111:05 am -
1 stop5h 57m
Deal found 10/30![Multiple Airlines logo]()
$871
This Mytrip deal was found by Cheapflights users on 10/30. 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.
Mon 12/219:07 am -
3 stops24h 43m
Wed 12/2312:35 pm -
3 stops24h 59m
Deal found 10/30![Multiple Airlines logo]()
$889
This Air Canada deal was found by Cheapflights users on 10/30. 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.
Mon 12/2112:50 pm -
1 stop10h 16m
Wed 12/2311:05 am -
1 stop5h 57m
Deal found 10/30![Air Canada logo]()
$916
This United Airlines deal was found by Cheapflights users on 10/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/217:04 am -
2 stops16h 02m
Wed 12/2311:05 am -
1 stop5h 57m
Deal found 10/30![United Airlines logo]()
$1,009
This United Airlines deal was found by Cheapflights users on 10/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1410:00 am -
2 stops13h 06m
Mon 12/215:00 am -
1 stop9h 13m
Deal found 10/30![United Airlines logo]()
$1,038
Best flights from Chicago to Prince Edward IslandDiscover carefully curated flight deals from Chicago to Prince Edward Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
Discover carefully curated flight deals from Chicago to Prince Edward Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
This Air Canada deal was found by Cheapflights users on 10/26. 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 1/1910:05 am -
1 stop7h 16m
Fri 1/225:00 am -
1 stop6h 45m
Deal found 10/26![Air Canada logo]()
$775
This Porter Airlines deal was found by Cheapflights users on 10/25. 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.
Tue 1/198:45 pm -
2 stops13h 06m
Fri 1/2212:35 pm -
2 stops25h 05m
Deal found 10/25![Porter Airlines logo]()
$823
This Air Canada deal was found by Cheapflights users on 10/27. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/42:00 pm -
2 stops9h 07m
Sun 4/115:00 am -
1 stop6h 05m
Deal found 10/27![Air Canada logo]()
$871
One-way flights from Chicago to Prince Edward IslandSearch for one-way flight options from Chicago to Prince Edward Island. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
Search for one-way flight options from Chicago to Prince Edward Island. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
This deal was found by Cheapflights users on 10/27. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/144:30 pm -
1 stop6h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Air Canada logo]()
$365
Find flight deals from Chicago to Prince Edward Island
Keep the following information in mind while searching for Chicago to Prince Edward Island flight deals. Data was last updated October 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $715 |
One-way from | $365 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Prince Edward Island 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 30, 2026.
Use the filters below to find and compare flights from Chicago to Prince Edward Island that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell
ORDYYG
Chicago O'Hare Intl
Thu 1/14
4:30 pm-1:06 am
1 stop6h 36m
Charlottetown Alexander B. Campbell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$365
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell
ORDYYG
Chicago O'Hare Intl
Tue 1/19
10:05 am-7:21 pm
1 stop7h 16m
Charlottetown Alexander B. Campbell
Fri 1/22
5:00 am-9:45 am
1 stop6h 45m
$775
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell
ORDYYG
Chicago O'Hare Intl
Tue 1/19
8:45 pm-11:51 am
2 stops13h 06m
Charlottetown Alexander B. Campbell
Fri 1/22
12:35 pm-11:40 am
2 stops25h 05m
$823
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell
ORDYYG
Chicago O'Hare Intl
Sun 4/4
2:00 pm-1:07 am
2 stops9h 07m
Charlottetown Alexander B. Campbell
Sun 4/11
5:00 am-9:05 am
1 stop6h 05m
$871
Sorted by cheapest first
Best time to book a flight from Chicago to Prince Edward Island
Have a flexible travel schedule? Discover the best time to fly to Prince Edward Island from Chicago with our price prediction graph.
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 Prince Edward Island
CHI-CAPE
ORD-YYG
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Prince Edward Island
Get insights into the airlines that provide service to Prince Edward Island. 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 Prince Edward Island. Reviews last updated October 30, 2026.
Peruse reviews from past customers who have flown with Air Canada from Chicago to Prince Edward Island to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.3
Crew
7.8
Comfort
7.1
Food
6.3
Entertainment
6.8
Overall
7.1
Reviews
1 / 20
6.0
GoodAnonymous,Aug 2026
PDX - YVR
Boarding
7.3
Crew
7.8
Comfort
7.1
Food
6.3
Entertainment
6.8
Overall
7.1
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 Prince Edward Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chicago to Prince Edward Island
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Complete your trip
Complete your trip to Prince Edward Island by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Chicago to Prince Edward Island, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Prince Edward Island flights
Browse other Chicago and Prince Edward Island flight options. Last updated on October 30, 2026.
Popular flight searches
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Top 2 airlines flying from Chicago to Prince Edward Island
Discover the top 2 airlines that operate flights from Chicago to Prince Edward Island. 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 30, 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% |