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Cheap flights from Chicago to Prince Edward Island from $203

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 9/12. 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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Find the cheapest flights from Chicago to Prince Edward Island

Cheap round-trip flights

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
$414Porter Airlines
Find Deal
Fri, Sep 12 - Fri, Sep 19
Air Canada Logo
8:40 am - 3:32 pmORD-YYG
4h 52m1 stop
Air Canada Logo
11:25 am - 2:55 pmYYG-ORD
5h 30m1 stop
$450Air Canada
Find Deal
Fri, Sep 12 - Fri, Sep 19
Porter Airlines Logo
9:40 am - 11:20 pmMDW-YYG
11h 40m2 stops
Porter Airlines Logo
6:40 am - 4:24 pmYYG-MDW
11h 44m2 stops
$508Porter Airlines
Find Deal
Thu, Aug 21 - Mon, Aug 25
Porter Airlines Logo
10:45 am - 12:29 amMDW-YQM
11h 44m2 stops
Porter Airlines Logo
7:00 am - 4:24 pmYQM-MDW
11h 24m2 stops
$519Porter Airlines
Find Deal
Fri, Aug 29 - Fri, Sep 5
Air Canada Logo
8:40 am - 3:30 pmORD-YYG
4h 50m1 stop
Air Canada Logo
4:20 pm - 8:16 pmYYG-ORD
5h 56m1 stop
$523Air Canada
Find Deal
Wed, Aug 20 - Wed, Aug 27
Porter Airlines Logo
9:40 am - 11:20 pmMDW-YYG
11h 40m2 stops
Porter Airlines Logo
6:40 am - 4:24 pmYYG-MDW
11h 44m2 stops
$532Porter Airlines
Find Deal
Wed, Aug 20 - Sun, Aug 24
Porter Airlines Logo
9:40 am - 11:20 pmMDW-YYG
11h 40m2 stops
Porter Airlines Logo
6:40 am - 4:24 pmYYG-MDW
11h 44m2 stops
$533Porter Airlines
Find Deal
Mon, Aug 18 - Fri, Aug 22
Air Canada Logo
8:40 am - 3:30 pmORD-YYG
4h 50m1 stop
Air Canada Logo
11:25 am - 7:29 pmYYG-ORD
10h 04m2 stops
$535Air Canada
Find Deal
Wed, Aug 20 - Wed, Aug 27
Porter Airlines Logo
9:40 am - 11:20 pmMDW-YYG
11h 40m2 stops
Porter Airlines Logo
6:40 am - 4:24 pmYYG-MDW
11h 44m2 stops
$543Porter Airlines
Find Deal
Mon, Aug 25 - Thu, Aug 28
Logo
6:44 pm - 11:10 amORD-YYG
38h 26m2 stops
Logo
5:35 pm - 4:43 pmYYG-ORD
25h 08m1 stop
$546
Find Deal
Mon, Sep 22 - Fri, Sep 26

Porter Airlines flights from Chicago to Prince Edward Island

Our best Porter Airlines deals on Chicago to Prince Edward Island flight tickets
Porter Airlines
Sep 12
MDW9:35 amChicago Midway
10h 14m
2 stops
YYG9:49 pmCharlottetown
Sep 19
YYG6:40 amCharlottetown
11h 44m
2 stops
MDW4:24 pmChicago Midway
$414
Find similar
Porter Airlines
Aug 21
MDW9:40 amChicago Midway
11h 40m
2 stops
YYG11:20 pmCharlottetown
Aug 25
YYG6:40 amCharlottetown
11h 44m
2 stops
MDW4:24 pmChicago Midway
$508
Find similar
Porter Airlines
Aug 29
MDW10:45 amChicago Midway
11h 44m
2 stops
YQM12:29 amMoncton Intl
Sep 5
YQM7:00 amMoncton Intl
11h 24m
2 stops
MDW4:24 pmChicago Midway
$519
Find similar

Air Canada flights from Chicago to Prince Edward Island

Our best Air Canada deals on Chicago to Prince Edward Island flight tickets
Air Canada
Sep 12
ORD8:40 amChicago O'Hare Intl
4h 52m
1 stop
YYG3:32 pmCharlottetown
Sep 19
YYG11:25 amCharlottetown
5h 30m
1 stop
ORD2:55 pmChicago O'Hare Intl
$450
Find similar
Air Canada
Aug 20
ORD8:40 amChicago O'Hare Intl
4h 50m
1 stop
YYG3:30 pmCharlottetown
Aug 27
YYG4:20 pmCharlottetown
5h 56m
1 stop
ORD8:16 pmChicago O'Hare Intl
$523
Find similar
Air Canada
Aug 20
ORD8:40 amChicago O'Hare Intl
4h 50m
1 stop
YYG3:30 pmCharlottetown
Aug 27
YYG11:25 amCharlottetown
10h 04m
2 stops
ORD7:29 pmChicago O'Hare Intl
$535
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 July 31, 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

MDW - YYG

MDWYYG

Chicago Midway

Fri 9/12

9:35 am-9:49 pm

2 stops10h 14m

Charlottetown

Fri 9/19

6:40 am-4:24 pm

2 stops11h 44m

$414

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Fri 9/12

8:40 am-3:32 pm

1 stop4h 52m

Charlottetown

Fri 9/19

11:25 am-2:55 pm

1 stop5h 30m

$450

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Thu 8/21

9:40 am-11:20 pm

2 stops11h 40m

Charlottetown

Mon 8/25

6:40 am-4:24 pm

2 stops11h 44m

$508

ChicagoMoncton

MDW - YQM

MDWYQM

Chicago Midway

Fri 8/29

10:45 am-12:29 am

2 stops11h 44m

Moncton Intl

Fri 9/5

7:00 am-4:24 pm

2 stops11h 24m

$519

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 8/20

8:40 am-3:30 pm

1 stop4h 50m

Charlottetown

Wed 8/27

4:20 pm-8:16 pm

1 stop5h 56m

$523

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Wed 8/20

9:40 am-11:20 pm

2 stops11h 40m

Charlottetown

Sun 8/24

6:40 am-4:24 pm

2 stops11h 44m

$532

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Mon 8/18

9:40 am-11:20 pm

2 stops11h 40m

Charlottetown

Fri 8/22

6:40 am-4:24 pm

2 stops11h 44m

$533

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 8/20

8:40 am-3:30 pm

1 stop4h 50m

Charlottetown

Wed 8/27

11:25 am-7:29 pm

2 stops10h 04m

$535

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Mon 8/25

9:40 am-11:20 pm

2 stops11h 40m

Charlottetown

Thu 8/28

6:40 am-4:24 pm

2 stops11h 44m

$543

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Mon 9/22

6:44 pm-11:10 am

2 stops38h 26m

Charlottetown

Fri 9/26

5:35 pm-4:43 pm

1 stop25h 08m

$546

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

Best Price Found

$203

Fastest flight time

4h 50m

Direct flights

None

Airports in Prince Edward Island

2 airports
The best one-way flight to Prince Edward Island from Chicago in the past 72 hours is $203. The best round-trip flight deal from Chicago to Prince Edward Island found on momondo in the last 72 hours is $414.
The fastest flight from Chicago to Prince Edward Island takes 4h 50m
There are no direct flights from Chicago to Prince Edward Island. Popular non-direct routes for this connection are Chicago Midway Airport - Charlottetown Airport, Chicago O'Hare Intl Airport - Charlottetown Airport and Chicago Midway Airport - Moncton Intl Airport.
There are 2 airports near Prince Edward Island: Moncton Intl (YQM), Charlottetown (YYG)
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 $230Free CancellationRating
7.1
9,851 reviews
Search Air Canada flights
United AirlinesPriceFrom $241Free CancellationRating
7.4
8,900 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.

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