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Cheap flights from Chicago to Prince Edward Island from C$ 283

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 22/2. 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

Enter your travel dates to find the best prices.
Air Canada Logo
8:45 a.m. - 3:37 p.m.
ORD
-
YYG
4h 52m1 stop
Air Canada Logo
4:20 p.m. - 8:08 p.m.
YYG
-
ORD
5h 48m1 stop
C$ 751Air Canada
Wed, 27 May - Wed, 10 Jun
Air Canada Logo
8:45 a.m. - 3:37 p.m.
ORD
-
YYG
4h 52m1 stop
Air Canada Logo
4:20 p.m. - 8:08 p.m.
YYG
-
ORD
5h 48m1 stop
C$ 752Air Canada
Sat, 30 May - Sat, 6 Jun
Air Canada Logo
4:15 p.m. - 12:22 a.m.
ORD
-
YYG
6h 07m1 stop
Air Canada Logo
11:15 a.m. - 2:55 p.m.
YYG
-
ORD
5h 40m1 stop
C$ 757Air Canada
Sat, 4 Apr - Thu, 9 Apr
Air Canada Logo
8:45 a.m. - 3:37 p.m.
ORD
-
YYG
4h 52m1 stop
Air Canada Logo
11:20 a.m. - 8:16 p.m.
YYG
-
ORD
10h 56m2 stops
C$ 759Air Canada
Wed, 27 May - Wed, 10 Jun
Air Canada Logo
3:55 p.m. - 12:20 a.m.
ORD
-
YYG
6h 25m1 stop
Air Canada Logo
5:05 a.m. - 9:13 a.m.
YYG
-
ORD
6h 08m1 stop
C$ 764Air Canada
Sat, 21 Feb - Sat, 28 Feb
Multiple Airlines Logo
7:20 a.m. - 12:05 p.m.
ORD
-
YYG
26h 45m2 stops
Multiple Airlines Logo
12:55 p.m. - 2:17 p.m.
YYG
-
ORD
27h 22m3 stops
C$ 782Multiple Airlines
Thu, 5 Feb - Mon, 9 Feb
Multiple Airlines Logo
7:20 a.m. - 12:05 p.m.
ORD
-
YYG
26h 45m2 stops
Multiple Airlines Logo
12:55 p.m. - 10:42 p.m.
YYG
-
ORD
11h 47m2 stops
C$ 795Multiple Airlines
Thu, 5 Feb - Mon, 9 Feb
Porter Airlines Logo
9:40 a.m. - 11:35 p.m.
MDW
-
YYG
11h 55m2 stops
Porter Airlines Logo
6:40 a.m. - 4:24 p.m.
YYG
-
MDW
11h 44m2 stops
C$ 827Porter Airlines
Sat, 30 May - Sat, 6 Jun
Porter Airlines Logo
11:00 a.m. - 12:05 p.m.
MDW
-
YYG
23h 05m2 stops
Porter Airlines Logo
12:55 p.m. - 10:05 a.m.
YYG
-
MDW
23h 10m3 stops
C$ 867Porter Airlines
Thu, 5 Feb - Mon, 9 Feb
Porter Airlines Logo
11:00 a.m. - 12:05 p.m.
MDW
-
YYG
23h 05m3 stops
Porter Airlines Logo
12:55 p.m. - 10:05 a.m.
YYG
-
MDW
23h 10m3 stops
C$ 876Porter Airlines
Thu, 5 Feb - Mon, 9 Feb

Air Canada flights from Chicago to Prince Edward Island

Our best Air Canada deals on Chicago to Prince Edward Island flight tickets
Air Canada
27 May
ORD8:45 a.m.Chicago O'Hare Intl
4h 52m
1 stop
YYG3:37 p.m.Charlottetown
10 Jun
YYG4:20 p.m.Charlottetown
5h 48m
1 stop
ORD8:08 p.m.Chicago O'Hare Intl
C$ 751
Air Canada
30 May
ORD8:45 a.m.Chicago O'Hare Intl
4h 52m
1 stop
YYG3:37 p.m.Charlottetown
6 Jun
YYG4:20 p.m.Charlottetown
5h 48m
1 stop
ORD8:08 p.m.Chicago O'Hare Intl
C$ 752
Air Canada
4 Apr
ORD4:15 p.m.Chicago O'Hare Intl
6h 07m
1 stop
YYG12:22 a.m.Charlottetown
9 Apr
YYG11:15 a.m.Charlottetown
5h 40m
1 stop
ORD2:55 p.m.Chicago O'Hare Intl
C$ 757

Porter Airlines flights from Chicago to Prince Edward Island

Our best Porter Airlines deals on Chicago to Prince Edward Island flight tickets
Porter Airlines
30 May
MDW9:40 a.m.Chicago Midway
11h 55m
2 stops
YYG11:35 p.m.Charlottetown
6 Jun
YYG6:40 a.m.Charlottetown
11h 44m
2 stops
MDW4:24 p.m.Chicago Midway
C$ 827
Porter Airlines
5 Feb
MDW11:00 a.m.Chicago Midway
23h 05m
2 stops
YYG12:05 p.m.Charlottetown
9 Feb
YYG12:55 p.m.Charlottetown
23h 10m
3 stops
MDW10:05 a.m.Chicago Midway
C$ 867
Porter Airlines
5 Feb
MDW11:00 a.m.Chicago Midway
23h 05m
3 stops
YYG12:05 p.m.Charlottetown
9 Feb
YYG12:55 p.m.Charlottetown
23h 10m
3 stops
MDW10:05 a.m.Chicago Midway
C$ 876

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 96,600 searches. Data last updated 8 January 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

Price

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 27/5

8:45 a.m.-3:37 p.m.

1 stop4h 52m

Charlottetown

Wed 10/6

4:20 p.m.-8:08 p.m.

1 stop5h 48m

C$ 751

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 30/5

8:45 a.m.-3:37 p.m.

1 stop4h 52m

Charlottetown

Sat 6/6

4:20 p.m.-8:08 p.m.

1 stop5h 48m

C$ 752

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 4/4

4:15 p.m.-12:22 a.m.

1 stop6h 07m

Charlottetown

Thu 9/4

11:15 a.m.-2:55 p.m.

1 stop5h 40m

C$ 757

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 27/5

8:45 a.m.-3:37 p.m.

1 stop4h 52m

Charlottetown

Wed 10/6

11:20 a.m.-8:16 p.m.

2 stops10h 56m

C$ 759

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 21/2

3:55 p.m.-12:20 a.m.

1 stop6h 25m

Charlottetown

Sat 28/2

5:05 a.m.-9:13 a.m.

1 stop6h 08m

C$ 764

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 5/2

7:20 a.m.-12:05 p.m.

2 stops26h 45m

Charlottetown

Mon 9/2

12:55 p.m.-2:17 p.m.

3 stops27h 22m

C$ 782

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 5/2

7:20 a.m.-12:05 p.m.

2 stops26h 45m

Charlottetown

Mon 9/2

12:55 p.m.-10:42 p.m.

2 stops11h 47m

C$ 795

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Sat 30/5

9:40 a.m.-11:35 p.m.

2 stops11h 55m

Charlottetown

Sat 6/6

6:40 a.m.-4:24 p.m.

2 stops11h 44m

C$ 827

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Thu 5/2

11:00 a.m.-12:05 p.m.

2 stops23h 05m

Charlottetown

Mon 9/2

12:55 p.m.-10:05 a.m.

3 stops23h 10m

C$ 867

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Thu 5/2

11:00 a.m.-12:05 p.m.

3 stops23h 05m

Charlottetown

Mon 9/2

12:55 p.m.-10:05 a.m.

3 stops23h 10m

C$ 876

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 airline that flies from Chicago to Prince Edward Island?

Porter Airlines and Air Canada are the most popular carriers operating from Chicago to Prince Edward Island

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

Fastest flight time

4h 52m

Direct flights

None
The fastest flight from Chicago to Prince Edward Island takes 4h 52m
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 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.

Why use momondo?

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

Finding the right flight to Prince Edward Island from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognizable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Prince Edward Island quick and easy, saving you time and money.

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

Yes. All flights to Prince Edward Island from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo helps you find the best flight between Chicago and Prince Edward Island by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are not ready to book a flight from Chicago to Prince Edward Island now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Prince Edward Island and let you know when they change.

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