$207+ Cheap flights from Chicago (CHI) to Prince Edward Island
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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYG
Sep 11 — Sep 181
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
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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 August 12, 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 August 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/103:20 pm -
1 stop17h 54m
Mon 9/146:15 am -
1 stop6h 45m
Deal found 8/7![Porter Airlines logo]()
$446
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/1011:45 am -
1 stop21h 29m
Mon 9/146:15 am -
1 stop6h 45m
Deal found 8/7![Multiple Airlines logo]()
$485
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 9/243:20 pm -
1 stop17h 54m
Thu 10/16:15 am -
1 stop6h 45m
Deal found 8/10![Porter Airlines logo]()
$494
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/213:20 pm -
2 stops23h 15m
Mon 9/285:20 pm -
2 stops19h 40m
Deal found 8/7![Porter Airlines logo]()
$515
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 9/1011:45 am -
2 stops26h 50m
Wed 9/165:20 pm -
2 stops19h 40m
Deal found 8/11![Porter Airlines logo]()
$546
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Sun 9/611:45 am -
1 stop21h 29m
Sun 9/136:15 am -
1 stop6h 45m
Deal found 8/10![Porter Airlines logo]()
$598
This Porter Airlines deal was found by Cheapflights users on 8/10. 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 9/111:45 am -
1 stop21h 29m
Sat 9/56:15 am -
1 stop6h 45m
Deal found 8/10![Porter Airlines logo]()
$632
This Air Canada deal was found by Cheapflights users on 8/7. 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 9/162:15 pm -
1 stop7h 44m
Tue 9/225:25 am -
1 stop6h 28m
Deal found 8/7![Air Canada logo]()
$636
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 -
1 stop18h 24m
Wed 9/911:40 am -
1 stop28h 55m
Deal found 8/12![Multiple Airlines logo]()
$643
This Air Canada deal was found by Cheapflights users on 8/11. 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 9/103:45 pm -
1 stop6h 14m
Wed 9/1612:30 pm -
1 stop6h 28m
Deal found 8/11![Air Canada logo]()
$649
This Air Canada deal was found by Cheapflights users on 8/7. 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 9/48:40 pm -
1 stop12h 55m
Fri 9/115:25 am -
1 stop5h 35m
Deal found 8/7![Air Canada logo]()
$657
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 August 12, 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 August 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/103:20 pm -
1 stop17h 54m
Mon 9/146:15 am -
1 stop6h 45m
Deal found 8/7![Porter Airlines logo]()
$446
This Air Canada deal was found by Cheapflights users on 8/7. 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 9/219:30 am -
1 stop6h 25m
Mon 9/285:25 am -
1 stop5h 35m
Deal found 8/7![Air Canada logo]()
$636
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 9/243:20 pm -
1 stop17h 54m
Thu 10/16:15 am -
1 stop6h 45m
Deal found 8/10![Porter Airlines logo]()
$494
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/213:20 pm -
2 stops23h 15m
Mon 9/285:20 pm -
2 stops19h 40m
Deal found 8/7![Porter Airlines logo]()
$515
This Air Canada deal was found by Cheapflights users on 8/8. 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 9/162:15 pm -
1 stop7h 44m
Tue 9/225:25 am -
1 stop6h 28m
Deal found 8/8![Air Canada logo]()
$636
This Air Canada deal was found by Cheapflights users on 8/11. 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 9/103:45 pm -
1 stop6h 14m
Wed 9/1612:30 pm -
1 stop6h 28m
Deal found 8/11![Air Canada logo]()
$649
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Sun 9/611:45 am -
1 stop21h 29m
Sun 9/136:15 am -
1 stop6h 45m
Deal found 8/10![Porter Airlines logo]()
$598
This Air Canada deal was found by Cheapflights users on 8/10. 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 10/229:50 am -
1 stop6h 05m
Sun 10/255:00 am -
1 stop6h 23m
Deal found 8/10![Air Canada logo]()
$705
This Porter Airlines deal was found by Cheapflights users on 8/8. 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 9/13:20 pm -
2 stops23h 13m
Sat 9/56:15 am -
1 stop6h 45m
Deal found 8/8![Porter Airlines logo]()
$641
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 9/311:45 am -
1 stop21h 59m
Wed 9/95:20 pm -
2 stops19h 40m
Deal found 8/12![Porter Airlines logo]()
$660
This Air Canada deal was found by Cheapflights users on 8/7. 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
Fri 9/2511:20 am -
2 stops11h 21m
Deal found 8/7![Air Canada logo]()
$751
This FlightHub deal was found by Cheapflights users on 8/11. 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.
Thu 9/103:20 pm -
2 stops23h 13m
Tue 9/1511:55 am -
2 stops25h 05m
Deal found 8/11![Porter Airlines logo]()
$681
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 9/39:50 am -
1 stop6h 05m
Wed 9/911:20 am -
2 stops11h 21m
Deal found 8/12![Air Canada logo]()
$770
This oojo deal was found by Cheapflights users on 8/7. 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 9/163:20 pm -
2 stops23h 15m
Tue 9/225:20 pm -
2 stops23h 15m
Deal found 8/7![Porter Airlines logo]()
$747
This Porter Airlines deal was found by Cheapflights users on 8/7. 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.
Fri 10/93:20 pm -
2 stops23h 15m
Tue 10/135:20 pm -
2 stops19h 40m
Deal found 8/7![Porter Airlines logo]()
$848
Last-minute flights from Chicago to Prince Edward IslandDiscover last-minute flight deals from Chicago to Prince Edward Island. Data last updated August 12, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Prince Edward Island. Data last updated August 12, 2026 and is based on user searches.
This Porter Airlines deal was found by Cheapflights users on 8/10. 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 9/111:45 am -
1 stop21h 29m
Sat 9/56:15 am -
1 stop6h 45m
Deal found 8/10![Porter Airlines logo]()
$632
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 -
1 stop18h 24m
Wed 9/911:40 am -
1 stop28h 55m
Deal found 8/12![Multiple Airlines logo]()
$643
This Air Canada deal was found by Cheapflights users on 8/7. 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 9/48:40 pm -
1 stop12h 55m
Fri 9/115:25 am -
1 stop5h 35m
Deal found 8/7![Air Canada logo]()
$657
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Sun 9/611:45 am -
1 stop21h 29m
Sun 9/136:15 am -
1 stop6h 45m
Deal found 8/10![Porter Airlines logo]()
$598
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/103:20 pm -
1 stop17h 54m
Mon 9/146:15 am -
1 stop6h 45m
Deal found 8/7![Porter Airlines logo]()
$446
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/1011:45 am -
1 stop21h 29m
Mon 9/146:15 am -
1 stop6h 45m
Deal found 8/7![Multiple Airlines logo]()
$485
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 9/1011:45 am -
2 stops26h 50m
Wed 9/165:20 pm -
2 stops19h 40m
Deal found 8/11![Porter Airlines logo]()
$546
This Air Canada deal was found by Cheapflights users on 8/11. 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 9/103:45 pm -
1 stop6h 14m
Wed 9/1612:30 pm -
1 stop6h 28m
Deal found 8/11![Air Canada logo]()
$649
This Air Canada deal was found by Cheapflights users on 8/7. 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 9/162:15 pm -
1 stop7h 44m
Tue 9/225:25 am -
1 stop6h 28m
Deal found 8/7![Air Canada logo]()
$636
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/213:20 pm -
2 stops23h 15m
Mon 9/285:20 pm -
2 stops19h 40m
Deal found 8/7![Porter Airlines logo]()
$515
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 9/243:20 pm -
1 stop17h 54m
Thu 10/16:15 am -
1 stop6h 45m
Deal found 8/10![Porter Airlines logo]()
$494
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 August 12, 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 August 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 9/253:20 pm -
2 stops23h 13m
Deal found 8/11![Porter Airlines logo]()
$207
This Air Canada deal was found by Cheapflights users on 8/9. 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 9/212:15 pm -
1 stop7h 44m
Deal found 8/9![Air Canada logo]()
$296
This United deal was found by Cheapflights users on 8/9. 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.
Mon 9/216:00 am -
2 stops9h 55m
Deal found 8/9![Multiple Airlines logo]()
$364
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 9/256:46 pm -
3 stops44h 34m
Deal found 8/11![Multiple Airlines logo]()
$399
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 9/2811:15 am -
3 stops27h 20m
Deal found 8/9![Multiple Airlines logo]()
$423
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 August 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $446 (Kiwi.com) |
One-way from | $207 (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 2,558,603 searches. Data last updated August 12, 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
ChicagoMoncton
MDW Chicago Midway - YQM Moncton Intl
MDWYQM
Chicago Midway
Thu 9/10
3:20 pm-11:14 am
1 stop17h 54m
Moncton Intl
Mon 9/14
6:15 am-11:00 am
1 stop6h 45m
$446
ChicagoMoncton
MDW Chicago Midway - YQM Moncton Intl
MDWYQM
Chicago Midway
Thu 9/24
3:20 pm-11:14 am
1 stop17h 54m
Moncton Intl
Thu 10/1
6:15 am-11:00 am
1 stop6h 45m
$494
ChicagoCharlottetown
MDW Chicago Midway - YYG Charlottetown
MDWYYG
Chicago Midway
Mon 9/21
3:20 pm-4:35 pm
2 stops23h 15m
Charlottetown
Mon 9/28
5:20 pm-11:00 am
2 stops19h 40m
$515
ChicagoMoncton
MDW Chicago Midway - YQM Moncton Intl
MDWYQM
Chicago Midway
Sun 9/6
11:45 am-11:14 am
1 stop21h 29m
Moncton Intl
Sun 9/13
6:15 am-11:00 am
1 stop6h 45m
$598
Quickest round-trip
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown
ORDYYG
Chicago O'Hare Intl
Mon 9/21
9:30 am-5:55 pm
1 stop6h 25m
Charlottetown
Mon 9/28
5:25 am-9:00 am
1 stop5h 35m
$636
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown
ORDYYG
Chicago O'Hare Intl
Wed 9/16
2:15 pm-11:59 pm
1 stop7h 44m
Charlottetown
Tue 9/22
5:25 am-9:53 am
1 stop6h 28m
$636
ChicagoMoncton
MDW Chicago Midway - YQM Moncton Intl
MDWYQM
Chicago Midway
Tue 9/1
3:20 pm-4:33 pm
2 stops23h 13m
Moncton Intl
Sat 9/5
6:15 am-11:00 am
1 stop6h 45m
$641
ChicagoCharlottetown
ORD Chicago O'Hare Intl - YYG Charlottetown
ORDYYG
Chicago O'Hare Intl
Thu 9/10
3:45 pm-11:59 pm
1 stop6h 14m
Charlottetown
Wed 9/16
12:30 pm-4:58 pm
1 stop6h 28m
$649
ChicagoCharlottetown
MDW Chicago Midway - YYG Charlottetown
MDWYYG
Chicago Midway
Thu 9/3
11:45 am-11:44 am
1 stop21h 59m
Charlottetown
Wed 9/9
5:20 pm-11:00 am
2 stops19h 40m
$660
ChicagoMoncton
MDW Chicago Midway - YQM Moncton Intl
MDWYQM
Chicago Midway
Thu 9/10
3:20 pm-4:33 pm
2 stops23h 13m
Moncton Intl
Tue 9/15
11:55 am-11:00 am
2 stops25h 05m
$681
Showing 1-10 of 19 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.
MDW-YQM
ORD-YYG
MDW-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
MDW-YQM
ORD-YYG
MDW-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 August 12, 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.
Entertainment
6.8
Crew
7.8
Overall
7.1
Comfort
7.1
Boarding
7.3
Food
6.3
Reviews
1 / 20
6.0
GoodAnonymous,Aug 2026
PDX - YVR
Entertainment
6.8
Crew
7.8
Overall
7.1
Comfort
7.1
Boarding
7.3
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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Chicago and Prince Edward Island flights
Browse other Chicago and Prince Edward Island flight options. Last updated on August 12, 2026.
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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 2,558,603 searches. Data last updated August 12, 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% |