$437+ 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 8/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYG
Apr 22 — Apr 291
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
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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 March 23, 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 March 23, 2026.
This Flightnetwork deal was found by Cheapflights users on 3/19. 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.
Sun 5/38:20 pm
ORD
- YYG
1 stop12h 35m
Multiple Airlines
Sun 5/1011:40 am
YYG
- ORD
1 stop9h 45m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$492
This Gotogate deal was found by Cheapflights users on 3/19. 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.
Fri 7/178:45 am
ORD
- YYG
1 stop4h 55m
Air Canada
Sun 7/265:20 am
YYG
- ORD
1 stop5h 40m
Air Canada
Deal found 3/19![Air Canada logo]()
$557
This Expedia deal was found by Cheapflights users on 3/18. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/28:45 am
ORD
- YYG
1 stop5h 02m
Air Canada
Sat 5/94:30 pm
YYG
- ORD
1 stop5h 38m
Air Canada
Deal found 3/18![Air Canada logo]()
$641
This Air Canada deal was found by Cheapflights users on 3/20. 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.
Wed 9/168:45 am
ORD
- YYG
1 stop4h 55m
Air Canada
Tue 9/224:30 pm
YYG
- ORD
1 stop5h 42m
Air Canada
Deal found 3/20![Air Canada logo]()
$653
This Air Canada deal was found by Cheapflights users on 3/22. 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.
Wed 9/168:45 am
ORD
- YYG
1 stop4h 55m
Air Canada
Sun 9/2011:20 am
YYG
- ORD
2 stops10h 56m
Air Canada
Deal found 3/22![Air Canada logo]()
$658
This Air Canada deal was found by Cheapflights users on 3/19. 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 12/39:50 am
ORD
- YYG
1 stop5h 35m
Air Canada
Sat 12/511:15 am
YYG
- ORD
2 stops11h 01m
Air Canada
Deal found 3/19![Air Canada logo]()
$663
This Air Canada deal was found by Cheapflights users on 3/18. 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 5/228:20 pm
ORD
- YYG
1 stop13h 02m
Air Canada
Sun 5/244:30 pm
YYG
- ORD
1 stop5h 38m
Air Canada
Deal found 3/18![Air Canada logo]()
$683
This Porter Airlines deal was found by Cheapflights users on 3/20. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/610:25 am
MDW
- YQM
1 stop22h 47m
Porter Airlines
Wed 6/106:15 am
YQM
- MDW
1 stop5h 25m
Porter Airlines
Deal found 3/20![Porter Airlines logo]()
$703
This oojo deal was found by Cheapflights users on 3/21. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/510:25 am
MDW
- YYG
2 stops28h 10m
Porter Airlines
Tue 5/125:20 pm
YYG
- MDW
2 stops18h 20m
Porter Airlines
Deal found 3/21![Porter Airlines logo]()
$744
This oojo deal was found by Cheapflights users on 3/22. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3010:25 am
MDW
- YQM
1 stop22h 47m
Porter Airlines
Sat 8/86:15 am
YQM
- MDW
1 stop5h 25m
Porter Airlines
Deal found 3/22![Porter Airlines logo]()
$797
This oojo deal was found by Cheapflights users on 3/21. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/110:25 am
MDW
- YQM
1 stop22h 47m
Porter Airlines
Mon 8/106:15 am
YQM
- MDW
1 stop5h 25m
Porter Airlines
Deal found 3/21![Porter Airlines logo]()
$802
This oojo deal was found by Cheapflights users on 3/18. 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.
Fri 5/223:20 pm
MDW
- YYG
2 stops23h 15m
Porter Airlines
Sun 5/245:20 pm
YYG
- MDW
2 stops18h 20m
Porter Airlines
Deal found 3/18![Porter Airlines logo]()
$804
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 March 23, 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 March 23, 2026.
This Expedia deal was found by Cheapflights users on 3/18. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/28:45 am
ORD
- YYG
1 stop5h 02m
Air Canada
Sat 5/911:25 am
YYG
- ORD
2 stops10h 00m
Air Canada
Deal found 3/18![Air Canada logo]()
$649
This Porter Airlines deal was found by Cheapflights users on 3/20. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/610:25 am
MDW
- YQM
1 stop22h 47m
Porter Airlines
Wed 6/106:15 am
YQM
- MDW
1 stop5h 25m
Porter Airlines
Deal found 3/20![Porter Airlines logo]()
$703
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 7/163:20 pm
MDW
- YYG
1 stop17h 35m
Multiple Airlines
Sun 7/1911:40 am
YYG
- MDW
2 stops8h 51m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$1,037
This Air Canada deal was found by Cheapflights users on 3/22. 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.
Sat 7/188:45 am
ORD
- YYG
1 stop4h 55m
Air Canada
Sat 7/254:30 pm
YYG
- ORD
1 stop5h 35m
Air Canada
Deal found 3/22![Air Canada logo]()
$653
This Air Canada deal was found by Cheapflights users on 3/17. 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 7/178:45 am
ORD
- YYG
1 stop4h 55m
Air Canada
Mon 7/204:30 pm
YYG
- ORD
1 stop5h 35m
Air Canada
Deal found 3/17![Air Canada logo]()
$653
This Air Canada deal was found by Cheapflights users on 3/20. 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.
Fri 7/178:45 am
ORD
- YYG
1 stop4h 55m
Air Canada
Thu 7/2311:20 am
YYG
- ORD
1 stop5h 35m
Air Canada
Deal found 3/20![Air Canada logo]()
$653
This Porter Airlines deal was found by Cheapflights users on 3/17. 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.
Sat 6/610:25 am
MDW
- YQM
1 stop22h 47m
Porter Airlines
Sun 6/75:20 pm
YQM
- MDW
2 stops23h 15m
Porter Airlines
Deal found 3/17![Porter Airlines logo]()
$813
This Air Canada deal was found by Cheapflights users on 3/18. 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 9/168:45 am
ORD
- YYG
1 stop4h 55m
Air Canada
Sun 9/204:30 pm
YYG
- ORD
1 stop5h 42m
Air Canada
Deal found 3/18![Air Canada logo]()
$653
This oojo deal was found by Cheapflights users on 3/21. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/110:25 am
MDW
- YQM
2 stops28h 13m
Porter Airlines
Mon 8/106:15 am
YQM
- MDW
1 stop5h 25m
Porter Airlines
Deal found 3/21![Porter Airlines logo]()
$827
This Air Canada deal was found by Cheapflights users on 3/18. 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 5/228:20 pm
ORD
- YYG
1 stop13h 02m
Air Canada
Sun 5/244:30 pm
YYG
- ORD
1 stop5h 38m
Air Canada
Deal found 3/18![Air Canada logo]()
$683
This Porter Airlines deal was found by Cheapflights users on 3/17. 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.
Sat 5/3010:25 am
MDW
- YYG
2 stops28h 10m
Porter Airlines
Wed 6/35:20 pm
YYG
- MDW
2 stops23h 15m
Porter Airlines
Deal found 3/17![Porter Airlines logo]()
$867
This Mytrip deal was found by Cheapflights users on 3/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/49:35 am
MDW
- YYG
3 stops25h 27m
Multiple Airlines
Tue 4/71:45 pm
YYG
- MDW
3 stops21h 08m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$1,128
This oojo deal was found by Cheapflights users on 3/22. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/303:20 pm
MDW
- YQM
1 stop17h 52m
Porter Airlines
Sat 8/811:55 am
YQM
- MDW
2 stops28h 40m
Porter Airlines
Deal found 3/22![Porter Airlines logo]()
$925
This Mytrip deal was found by Cheapflights users on 3/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/171:00 pm
MDW
- YYG
3 stops21h 10m
Multiple Airlines
Wed 7/2211:50 am
YYG
- MDW
3 stops23h 50m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$1,251
This Porter Airlines deal was found by Cheapflights users on 3/18. 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.
Sun 5/310:25 am
MDW
- YYG
2 stops28h 10m
Porter Airlines
Sun 5/105:20 pm
YYG
- MDW
2 stops23h 15m
Porter Airlines
Deal found 3/18![Porter Airlines logo]()
$966
This Mytrip deal was found by Cheapflights users on 3/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/171:00 pm
MDW
- YYG
3 stops21h 10m
Multiple Airlines
Thu 7/2311:50 am
YYG
- MDW
3 stops23h 50m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$1,268
This Mytrip deal was found by Cheapflights users on 3/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1710:25 am
MDW
- YYG
2 stops28h 10m
Porter Airlines
Wed 7/2211:50 am
YYG
- MDW
3 stops23h 50m
Porter Airlines
Deal found 3/20![Porter Airlines logo]()
$1,112
This oojo deal was found by Cheapflights users on 3/17. 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.
Thu 7/1610:25 am
MDW
- YYG
2 stops28h 10m
Porter Airlines
Sun 7/1911:50 am
YYG
- MDW
2 stops23h 50m
Porter Airlines
Deal found 3/17![Porter Airlines logo]()
$1,115
This Mytrip deal was found by Cheapflights users on 3/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1710:25 am
MDW
- YYG
2 stops28h 10m
Porter Airlines
Thu 7/2311:50 am
YYG
- MDW
3 stops23h 50m
Porter Airlines
Deal found 3/20![Porter Airlines logo]()
$1,129
Last-minute flights from Chicago to Prince Edward IslandDiscover last-minute flight deals from Chicago to Prince Edward Island. Data last updated March 23, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Prince Edward Island. Data last updated March 23, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 3/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/227:30 am
MDW
- YQM
2 stops27h 30m
Multiple Airlines
Sun 3/296:55 pm
YQM
- MDW
1 stop17h 10m
Multiple Airlines
Deal found 3/21![Multiple Airlines logo]()
$1,565
This oojo deal was found by Cheapflights users on 3/21. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/224:15 pm
MDW
- YQM
2 stops29h 15m
Porter Airlines
Sun 3/291:40 pm
YQM
- MDW
2 stops22h 25m
Porter Airlines
Deal found 3/21![Porter Airlines logo]()
$1,826
This Porter Airlines deal was found by Cheapflights users on 3/19. 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 4/111:00 am
MDW
- YYG
2 stops24h 02m
Porter Airlines
Sat 4/41:45 pm
YYG
- MDW
2 stops22h 30m
Porter Airlines
Deal found 3/19![Porter Airlines logo]()
$1,053
This Mytrip deal was found by Cheapflights users on 3/19. 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 4/111:00 am
MDW
- YYG
2 stops24h 02m
Multiple Airlines
Sat 4/41:45 pm
YYG
- MDW
3 stops24h 44m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$1,347
This Mytrip deal was found by Cheapflights users on 3/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/49:35 am
MDW
- YYG
3 stops25h 27m
Multiple Airlines
Tue 4/71:45 pm
YYG
- MDW
3 stops21h 08m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$1,128
This Porter Airlines deal was found by Cheapflights users on 3/22. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/412:55 pm
MDW
- YYG
2 stops22h 07m
Porter Airlines
Tue 4/71:45 pm
YYG
- MDW
2 stops22h 30m
Porter Airlines
Deal found 3/22![Porter Airlines logo]()
$1,350
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 March 23, 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 March 23, 2026.
This oojo deal was found by Cheapflights users on 3/21. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/23:20 pm
MDW
- YQM
1 stop17h 52m
Porter Airlines
Deal found 3/21![Porter Airlines logo]()
$437
This FlightHub deal was found by Cheapflights users on 3/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/110:25 am
MDW
- YQM
1 stop22h 47m
Porter Airlines
Deal found 3/21![Porter Airlines logo]()
$460
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 March 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $492 (Flightnetwork) |
One-way from | $437 (oojo) |
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 March 23, 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 - YYG
ORDYYG
Chicago O'Hare Intl
Sat 5/2
8:45 am-3:47 pm
1 stop5h 02m
Charlottetown
Sat 5/9
11:25 am-7:25 pm
2 stops10h 00m
$649
Quickest round-trip
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Sat 7/18
8:45 am-3:40 pm
1 stop4h 55m
Charlottetown
Sat 7/25
4:30 pm-8:05 pm
1 stop5h 35m
$653
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Fri 7/17
8:45 am-3:40 pm
1 stop4h 55m
Charlottetown
Mon 7/20
4:30 pm-8:05 pm
1 stop5h 35m
$653
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Fri 7/17
8:45 am-3:40 pm
1 stop4h 55m
Charlottetown
Thu 7/23
11:20 am-2:55 pm
1 stop5h 35m
$653
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Wed 9/16
8:45 am-3:40 pm
1 stop4h 55m
Charlottetown
Sun 9/20
4:30 pm-8:12 pm
1 stop5h 42m
$653
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Fri 5/22
8:20 pm-11:22 am
1 stop13h 02m
Charlottetown
Sun 5/24
4:30 pm-8:08 pm
1 stop5h 38m
$683
ChicagoMoncton
MDW - YQM
MDWYQM
Chicago Midway
Sat 6/6
10:25 am-11:12 am
1 stop22h 47m
Moncton Intl
Wed 6/10
6:15 am-9:40 am
1 stop5h 25m
$703
ChicagoMoncton
MDW - YQM
MDWYQM
Chicago Midway
Sat 6/6
10:25 am-11:12 am
1 stop22h 47m
Moncton Intl
Sun 6/7
5:20 pm-2:35 pm
2 stops23h 15m
$813
ChicagoMoncton
MDW - YQM
MDWYQM
Chicago Midway
Sat 8/1
10:25 am-4:38 pm
2 stops28h 13m
Moncton Intl
Mon 8/10
6:15 am-9:40 am
1 stop5h 25m
$827
ChicagoCharlottetown
MDW - YYG
MDWYYG
Chicago Midway
Sat 5/30
10:25 am-4:35 pm
2 stops28h 10m
Charlottetown
Wed 6/3
5:20 pm-2:35 pm
2 stops23h 15m
$867
Showing 1-10 of 21 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
MDW-YQM
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
ORD-YYG
MDW-YQM
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 March 23, 2026.
Peruse reviews from past customers who have flown with United Airlines and 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
7.4
Crew
8.1
Entertainment
7.1
Food
6.6
Comfort
7.3
Boarding
7.7
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
Overall
7.4
Crew
8.1
Entertainment
7.1
Food
6.6
Comfort
7.3
Boarding
7.7
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
Overall
7.4
Crew
8.1
Entertainment
7.1
Food
6.6
Comfort
7.3
Boarding
7.7
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
Related info for your journey
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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 March 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$236 | Average$570 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$241 | Average$738 | FlexibilityNo cancel fee | On-time69% |