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Cheap flights from Chicago to Prince Edward Island from $164

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Prince Edward Island departing on 10/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chicago to Prince Edward Island

Cheap round-trip flights

Air Canada Logo
9:55 am - 5:33 pmORD-YYG
5h 38m1 stop
Air Canada Logo
11:25 am - 2:48 pmYYG-ORD
5h 23m1 stop
$362Air Canada
Find Deal
Sat, Oct 18 - Sat, Oct 25
Air Canada Logo
9:55 am - 5:33 pmORD-YYG
5h 38m1 stop
Air Canada Logo
5:05 am - 9:15 amYYG-ORD
6h 10m1 stop
$368Air Canada
Find Deal
Wed, Oct 22 - Wed, Oct 29
Air Canada Logo
9:55 am - 5:33 pmORD-YYG
5h 38m1 stop
Air Canada Logo
11:25 am - 7:24 pmYYG-ORD
9h 59m2 stops
$374Air Canada
Find Deal
Sat, Oct 18 - Sat, Oct 25
Porter Airlines Logo
9:35 am - 9:49 pmMDW-YYG
10h 14m2 stops
Porter Airlines Logo
6:40 am - 4:24 pmYYG-MDW
11h 44m2 stops
$381Porter Airlines
Find Deal
Mon, Oct 20 - Fri, Oct 24
Air Canada Logo
8:25 pm - 11:10 amORD-YYG
12h 45m1 stop
Air Canada Logo
5:05 am - 9:15 amYYG-ORD
6h 10m1 stop
$392Air Canada
Find Deal
Fri, Oct 24 - Wed, Oct 29
Porter Airlines Logo
11:00 am - 11:33 pmMDW-YQM
10h 33m2 stops
Porter Airlines Logo
6:40 am - 3:20 pmYQM-MDW
10h 40m2 stops
$419Porter Airlines
Find Deal
Wed, Nov 26 - Sun, Nov 30
United Airlines Logo
8:00 am - 5:40 pmORD-YYG
7h 40m1 stop
United Airlines Logo
5:05 am - 1:55 pmYYG-ORD
10h 50m2 stops
$459United Airlines
Find Deal
Thu, Nov 13 - Tue, Nov 18
United Airlines Logo
6:00 am - 5:33 pmORD-YYG
9h 33m2 stops
United Airlines Logo
5:05 am - 2:40 pmYYG-ORD
11h 35m2 stops
$469United Airlines
Find Deal
Wed, Oct 22 - Wed, Oct 29
Multiple Airlines Logo
6:26 pm - 6:18 pmMDW-YQM
21h 52m2 stops
Multiple Airlines Logo
7:00 pm - 10:05 amYQM-MDW
17h 05m1 stop
$575Multiple Airlines
Find Deal
Tue, Nov 4 - Mon, Nov 10
Multiple Airlines Logo
8:00 am - 5:40 pmORD-YYG
7h 40m1 stop
Multiple Airlines Logo
11:15 am - 7:30 pmYYG-ORD
10h 15m2 stops
$590Multiple Airlines
Find Deal
Thu, Nov 13 - Tue, Nov 18

Porter Airlines flights from Chicago to Prince Edward Island

Our best Porter Airlines deals on Chicago to Prince Edward Island flight tickets
Porter Airlines
Oct 20
MDW9:35 amChicago Midway
10h 14m
2 stops
YYG9:49 pmCharlottetown
Oct 24
YYG6:40 amCharlottetown
11h 44m
2 stops
MDW4:24 pmChicago Midway
$381
Find similar
Porter Airlines
Nov 26
MDW11:00 amChicago Midway
10h 33m
2 stops
YQM11:33 pmMoncton Intl
Nov 30
YQM6:40 amMoncton Intl
10h 40m
2 stops
MDW3:20 pmChicago Midway
$419
Find similar
Porter Airlines
Nov 26
MDW11:00 amChicago Midway
10h 33m
2 stops
YQM11:33 pmMoncton Intl
Nov 30
YQM7:00 pmMoncton Intl
17h 05m
1 stop
MDW10:05 amChicago Midway
$451
Find similar

United Airlines flights from Chicago to Prince Edward Island

Our best United Airlines deals on Chicago to Prince Edward Island flight tickets
United Airlines
Nov 13
ORD8:00 amChicago O'Hare Intl
7h 40m
1 stop
YYG5:40 pmCharlottetown
Nov 18
YYG5:05 amCharlottetown
10h 50m
2 stops
ORD1:55 pmChicago O'Hare Intl
$459
Find similar
United Airlines
Oct 22
ORD6:00 amChicago O'Hare Intl
9h 33m
2 stops
YYG5:33 pmCharlottetown
Oct 29
YYG5:05 amCharlottetown
11h 35m
2 stops
ORD2:40 pmChicago O'Hare Intl
$469
Find similar
United Airlines
Oct 28
ORD10:00 amChicago O'Hare Intl
5h 40m
1 stop
YYG5:40 pmCharlottetown
Oct 31
YYG11:15 amCharlottetown
12h 23m
2 stops
ORD9:38 pmChicago O'Hare Intl
$594
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated September 26, 2025.
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

Price

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 10/18

9:55 am-5:33 pm

1 stop5h 38m

Charlottetown

Sat 10/25

11:25 am-2:48 pm

1 stop5h 23m

$362

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 10/22

9:55 am-5:33 pm

1 stop5h 38m

Charlottetown

Wed 10/29

5:05 am-9:15 am

1 stop6h 10m

$368

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 10/18

9:55 am-5:33 pm

1 stop5h 38m

Charlottetown

Sat 10/25

11:25 am-7:24 pm

2 stops9h 59m

$374

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Mon 10/20

9:35 am-9:49 pm

2 stops10h 14m

Charlottetown

Fri 10/24

6:40 am-4:24 pm

2 stops11h 44m

$381

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Fri 10/24

8:25 pm-11:10 am

1 stop12h 45m

Charlottetown

Wed 10/29

5:05 am-9:15 am

1 stop6h 10m

$392

ChicagoMoncton

MDW - YQM

MDWYQM

Chicago Midway

Wed 11/26

11:00 am-11:33 pm

2 stops10h 33m

Moncton Intl

Sun 11/30

6:40 am-3:20 pm

2 stops10h 40m

$419

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 11/13

8:00 am-5:40 pm

1 stop7h 40m

Charlottetown

Tue 11/18

5:05 am-1:55 pm

2 stops10h 50m

$459

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 10/22

6:00 am-5:33 pm

2 stops9h 33m

Charlottetown

Wed 10/29

5:05 am-2:40 pm

2 stops11h 35m

$469

ChicagoMoncton

MDW - YQM

MDWYQM

Chicago Midway

Tue 11/4

6:26 pm-6:18 pm

2 stops21h 52m

Moncton Intl

Mon 11/10

7:00 pm-10:05 am

1 stop17h 05m

$575

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 11/13

8:00 am-5:40 pm

1 stop7h 40m

Charlottetown

Tue 11/18

11:15 am-7:30 pm

2 stops10h 15m

$590

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Prince Edward Island from

How to get the cheapest flight ticket from Chicago to Prince Edward Island

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Prince Edward Island?

According to our data, Thursday is the cheapest day to fly to Prince Edward Island from Chicago. The lowest ticket price found for a Thursday departure recently was $265. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Prince Edward Island on Sunday is $838.

What is the cheapest time of day to depart on your flight to Prince Edward Island?

According to our data, the cheapest time of day to fly to Prince Edward Island is in the morning. momondo users have found flights departing from Chicago to Prince Edward Island in the morning for as low as $502. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights in the afternoon are often more expensive with an average ticket price of $560.

Can stopping save me money on Chicago to Prince Edward Island flights?

You could potentially save up to 1% on your flight if you consider stops on a Chicago to Prince Edward Island flight.

Cheap Chicago to Prince Edward Island flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Prince Edward Island

Direct flights

None
There are no direct flights from Chicago to Prince Edward Island. There are no popular flight routes from Chicago to Prince Edward Island.
Search flight deals

  • When did momondo last update prices for flights from Chicago to Prince Edward Island?

    Prices for flights from Chicago to Prince Edward Island refresh daily.

  • How many operators does momondo search for flights from Chicago to Prince Edward Island?

  • How old do you have to be to fly from Chicago to Prince Edward Island?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Prince Edward Island.

  • What documentation or ID do you need to fly to Prince Edward Island?

    The necessary travel and health documents for your Prince Edward Island trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Chicago to Prince Edward Island

Compare and see reviews for airlines that fly from Chicago to Prince Edward Island with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom $236Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights
United AirlinesPriceFrom $295Free CancellationRating
7.4
8,928 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Prince Edward Island?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Prince Edward Island from Chicago.

Can I find flights from Chicago to Prince Edward Island with flexible booking policies on momondo?

Flights from Chicago to Prince Edward Island with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Prince Edward Island?

momondo provides multiple filters to help you find the best flight to Prince Edward Island from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Prince Edward Island right now. Can momondo alert me if prices change?

Price alerts on flights to Prince Edward Island from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Prince Edward Island trip

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