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Cheap flights from Chicago to Prince Edward Island from C$ 705

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 15/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYG
5 Apr — 12 Apr1
1 adult

Cheap 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 31 March 2025.

Round-trip from

C$ 705
Air Canada
  • Air Canada
  • 15/5-22/5
  • 2 total stops
  • 10h 38m total
  • Chicago to Prince Edward Island
Search Deals

Find flight deals from Chicago to Prince Edward Island

Cheapest flights from Chicago to Prince Edward Island
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 31 March 2025.

Thu 15/58:40 a.m.ORD - YYG
1 stop4h 51mAir Canada
Thu 22/54:25 p.m.YYG - ORD
1 stop5h 47mAir Canada
Deal found 31/3C$ 705
Wed 14/55:05 a.m.ORD - YYG
3 stops32h 26mMultiple Airlines
Wed 21/511:20 a.m.YYG - ORD
1 stop5h 27mMultiple Airlines
Deal found 30/3C$ 731
Thu 15/59:40 a.m.MDW - YYG
2 stops10h 14mPorter Airlines
Thu 22/56:40 a.m.YYG - MDW
2 stops11h 44mPorter Airlines
Deal found 31/3C$ 768
Sun 27/47:20 a.m.ORD - YYG
1 stop6h 08mUnited Airlines
Mon 5/511:20 a.m.YYG - ORD
1 stop5h 27mUnited Airlines
Deal found 30/3C$ 891

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 629,999 searches. Data last updated 31 March 2025.
Use the filters below to find and compare flights from Chicago to Prince Edward Island that are best for you.

Fly from

Chicago

Fly to

Prince Edward Island

Route

Depart

Return

Price

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 15/5

8:40 a.m.-3:31 p.m.

1 stop4h 51m

Charlottetown

Thu 22/5

4:25 p.m.-8:12 p.m.

1 stop5h 47m

C$ 705

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 14/5

5:05 a.m.-3:31 p.m.

3 stops32h 26m

Charlottetown

Wed 21/5

11:20 a.m.-2:47 p.m.

1 stop5h 27m

C$ 731

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Thu 15/5

9:40 a.m.-9:54 p.m.

2 stops10h 14m

Charlottetown

Thu 22/5

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

2 stops11h 44m

C$ 768

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sun 27/4

7:20 a.m.-3:28 p.m.

1 stop6h 08m

Charlottetown

Tue 6/5

11:20 a.m.-2:47 p.m.

1 stop5h 27m

C$ 891

Flights are sorted by cheapest round-trip flights first.

Deals found on 31/3

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.
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
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 31 March 2025.
Porter Airlines
7.9
Good
277 reviews
Check prices

Food

7.6

Crew

8.7

Overall

7.9

Comfort

8.1

Entertainment

6.9

Boarding

8.2

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
Porter Airlines
7.9
Good
277 reviews
Porter Airlines
7.9
Good
277 reviews
Check prices

Food

7.6

Crew

8.7

Overall

7.9

Comfort

8.1

Entertainment

6.9

Boarding

8.2

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
United Airlines
7.4
Good
8,614 reviews
Porter Airlines
7.9
Good
277 reviews
Check prices

Food

7.6

Crew

8.7

Overall

7.9

Comfort

8.1

Entertainment

6.9

Boarding

8.2

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
Air Canada
7.0
Good
9,012 reviews
Porter Airlines
7.9
Good
277 reviews
Check prices

Food

7.6

Crew

8.7

Overall

7.9

Comfort

8.1

Entertainment

6.9

Boarding

8.2

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?

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.

  • Can I find deals for flights from Chicago to Prince Edward Island that include hotel bookings?

    Yes. In addition to deals on Chicago to Prince Edward Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Prince Edward Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Prince Edward Island.

  • Can I find deals for business class flights from Chicago to Prince Edward Island?

    Yes. Cheapflights offers flight deals from Chicago to Prince Edward Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Prince Edward Island?

    Currently, June is the cheapest month in which you can book a flight from Chicago to Prince Edward Island (average of C$ 205). Flying from Chicago to Prince Edward Island in December is currently the most expensive (average of C$ 481). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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