$407+ 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 1/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYG
Oct 25 — Nov 11
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Prince Edward Island 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 Prince Edward Island
Cheapest
Best
Last-minute
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 September 25, 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 September 25, 2026.
This Air Canada deal was found by Cheapflights users on 9/21. 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.
Fri 11/64:35 pm -
1 stop6h 31m
Fri 11/135:00 am -
1 stop6h 44m
Deal found 9/21![Multiple Airlines logo]()
$762
This Air Canada deal was found by Cheapflights users on 9/22. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/89:55 am -
1 stop6h 00m
Mon 10/125:25 am -
1 stop5h 35m
Deal found 9/22![Air Canada logo]()
$765
This Air Canada deal was found by Cheapflights users on 9/20. 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 10/242:52 pm -
1 stop7h 07m
Mon 10/265:00 am -
1 stop6h 23m
Deal found 9/20![Multiple Airlines logo]()
$774
This Air Canada deal was found by Cheapflights users on 9/21. 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 10/2410:50 am -
2 stops11h 09m
Mon 10/265:00 am -
1 stop6h 23m
Deal found 9/21![Air Canada logo]()
$795
This Mytrip deal was found by Cheapflights users on 9/25. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:20 pm -
2 stops15h 31m
Mon 11/1612:35 pm -
2 stops25h 05m
Deal found 9/25![Porter Airlines logo]()
$892
This FlightHub deal was found by Cheapflights users on 9/20. 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.
Sat 10/248:30 pm -
2 stops13h 21m
Mon 10/2612:35 pm -
2 stops22h 04m
Deal found 9/20![Porter Airlines logo]()
$911
This United deal was found by Cheapflights users on 9/22. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/89:55 am -
1 stop6h 00m
Mon 10/127:00 pm -
2 stops17h 12m
Deal found 9/22![Multiple Airlines logo]()
$924
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 September 25, 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 September 25, 2026.
This Air Canada deal was found by Cheapflights users on 9/21. 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 10/242:52 pm -
1 stop7h 07m
Mon 10/265:00 am -
1 stop6h 23m
Deal found 9/21![Multiple Airlines logo]()
$774
This Air Canada deal was found by Cheapflights users on 9/21. 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 10/2410:50 am -
2 stops11h 09m
Mon 10/265:00 am -
1 stop6h 23m
Deal found 9/21![Air Canada logo]()
$795
This FlightHub deal was found by Cheapflights users on 9/20. 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.
Sat 10/248:30 pm -
2 stops13h 21m
Mon 10/2612:35 pm -
2 stops22h 04m
Deal found 9/20![Porter Airlines logo]()
$911
This United Airlines deal was found by Cheapflights users on 9/21. 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 11/69:00 am -
2 stops14h 06m
Fri 11/1311:05 am -
1 stop5h 47m
Deal found 9/21![United Airlines logo]()
$981
This United deal was found by Cheapflights users on 9/22. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/89:55 am -
1 stop6h 00m
Mon 10/127:00 pm -
2 stops17h 12m
Deal found 9/22![Multiple Airlines logo]()
$924
This Mytrip deal was found by Cheapflights users on 9/21. 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 11/68:00 am -
2 stops25h 51m
Fri 11/1312:35 pm -
2 stops25h 05m
Deal found 9/21![Multiple Airlines logo]()
$947
Last-minute flights from Chicago to Prince Edward IslandDiscover last-minute flight deals from Chicago to Prince Edward Island. Data last updated September 25, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Prince Edward Island. Data last updated September 25, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 9/22. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/89:55 am -
1 stop6h 00m
Mon 10/125:25 am -
1 stop5h 35m
Deal found 9/22![Air Canada logo]()
$765
This United deal was found by Cheapflights users on 9/22. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/89:55 am -
1 stop6h 00m
Mon 10/127:00 pm -
2 stops17h 12m
Deal found 9/22![Multiple Airlines logo]()
$924
This United deal was found by Cheapflights users on 9/25. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/99:25 pm -
2 stops18h 30m
Tue 10/135:25 am -
1 stop5h 35m
Deal found 9/25![Multiple Airlines logo]()
$1,012
This Air Canada deal was found by Cheapflights users on 9/20. 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 10/242:52 pm -
1 stop7h 07m
Mon 10/265:00 am -
1 stop6h 23m
Deal found 9/20![Multiple Airlines logo]()
$774
This Air Canada deal was found by Cheapflights users on 9/21. 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 10/2410:50 am -
2 stops11h 09m
Mon 10/265:00 am -
1 stop6h 23m
Deal found 9/21![Air Canada logo]()
$795
This FlightHub deal was found by Cheapflights users on 9/20. 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.
Sat 10/248:30 pm -
2 stops13h 21m
Mon 10/2612:35 pm -
2 stops22h 04m
Deal found 9/20![Porter Airlines logo]()
$911
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 September 25, 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 September 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/412:20 pm -
2 stops21h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Porter Airlines logo]()
$407
This Air Canada deal was found by Cheapflights users on 9/23. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2910:05 am -
1 stop7h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Air Canada logo]()
$459
This Air Canada deal was found by Cheapflights users on 9/23. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/310:05 am -
1 stop13h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Air Canada logo]()
$483
This Air Canada deal was found by Cheapflights users on 9/23. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3010:05 am -
1 stop7h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Air Canada logo]()
$493
This United Airlines deal was found by Cheapflights users on 9/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/17:00 am -
2 stops16h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![United Airlines logo]()
$517
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/45:20 pm -
3 stops16h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Multiple Airlines logo]()
$542
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3010:30 am -
3 stops23h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Multiple Airlines logo]()
$688
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/17:00 am -
3 stops26h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Multiple Airlines logo]()
$694
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/317:00 am -
3 stops26h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Multiple Airlines logo]()
$695
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2910:30 am -
3 stops23h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Multiple Airlines logo]()
$717
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 September 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $762 (Air Canada) |
One-way from | $407 (Kiwi.com) |
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 September 25, 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
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell
ORDYYG
Chicago O'Hare Intl
Mon 1/4
12:20 pm-11:51 am
2 stops21h 31m
Charlottetown Alexander B. Campbell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$407
Quickest round-trip
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell
ORDYYG
Chicago O'Hare Intl
Sun 1/3
10:05 am-1:06 am
1 stop13h 01m
Charlottetown Alexander B. Campbell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$483
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell
ORDYYG
Chicago O'Hare Intl
Fri 1/1
7:00 am-1:06 am
2 stops16h 06m
Charlottetown Alexander B. Campbell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$517
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell
ORDYYG
Chicago O'Hare Intl
Sun 1/3
6:00 am-1:06 am
2 stops17h 06m
Charlottetown Alexander B. Campbell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$517
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell
ORDYYG
Chicago O'Hare Intl
Wed 12/30
10:30 am-11:51 am
3 stops23h 21m
Charlottetown Alexander B. Campbell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$688
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell
ORDYYG
Chicago O'Hare Intl
Fri 1/1
7:00 am-11:51 am
3 stops26h 51m
Charlottetown Alexander B. Campbell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$694
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell
ORDYYG
Chicago O'Hare Intl
Sat 10/24
2:52 pm-11:59 pm
1 stop7h 07m
Charlottetown Alexander B. Campbell
Mon 10/26
5:00 am-9:23 am
1 stop6h 23m
$774
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell
ORDYYG
Chicago O'Hare Intl
Sat 10/24
10:50 am-11:59 pm
2 stops11h 09m
Charlottetown Alexander B. Campbell
Mon 10/26
5:00 am-9:23 am
1 stop6h 23m
$795
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell
ORDYYG
Chicago O'Hare Intl
Sat 10/24
8:30 pm-11:51 am
2 stops13h 21m
Charlottetown Alexander B. Campbell
Mon 10/26
12:35 pm-8:39 am
2 stops22h 04m
$911
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell
ORDYYG
Chicago O'Hare Intl
Thu 10/8
9:55 am-5:55 pm
1 stop6h 00m
Charlottetown Alexander B. Campbell
Mon 10/12
7:00 pm-10:12 am
2 stops17h 12m
$924
Showing 1-10 of 12 resultsSorted 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 September 25, 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.
Overall
7.1
Comfort
7.1
Boarding
7.3
Crew
7.8
Entertainment
6.8
Food
6.3
Reviews
1 / 20
6.0
GoodAnonymous,Aug 2026
PDX - YVR
Overall
7.1
Comfort
7.1
Boarding
7.3
Crew
7.8
Entertainment
6.8
Food
6.3
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 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 September 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 September 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$380 | Average$674 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$406 | Average$887 | FlexibilityNo cancel fee | On-time69% |