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Cheap flights from Chicago Midway Airport to Prince Edward Island from C$ 250

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 28/5. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYG
4 Jun — 11 Jun1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Midway to Prince Edward Island

Enter your travel dates to find the best prices.

Cheapest flights from Midway to Prince Edward Island
Explore the most affordable flight options available from Midway to Prince Edward Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 5 May 2026.

Thu 28/510:30 a.m.
MDW
-
YYG
1 stop22h 25m
Multiple Airlines
Thu 4/65:15 p.m.
YYG
-
MDW
2 stops42h 20m
Multiple Airlines
Deal found 30/4C$ 799
Wed 20/510:30 a.m.
MDW
-
YYG
2 stops28h 05m
Multiple Airlines
Sun 24/511:40 a.m.
YYG
-
MDW
1 stop24h 05m
Multiple Airlines
Deal found 3/5C$ 931
Thu 28/53:20 p.m.
MDW
-
YYG
2 stops23h 15m
Porter Airlines
Thu 4/65:15 p.m.
YYG
-
MDW
2 stops18h 20m
Porter Airlines
Deal found 30/4C$ 959
Wed 20/53:20 p.m.
MDW
-
YYG
2 stops23h 15m
Porter Airlines
Sun 24/55:20 p.m.
YYG
-
MDW
2 stops18h 25m
Porter Airlines
Deal found 1/5C$ 995
Tue 21/710:25 a.m.
MDW
-
YYG
2 stops28h 10m
Porter Airlines
Tue 28/711:50 a.m.
YYG
-
MDW
2 stops23h 50m
Porter Airlines
Deal found 1/5C$ 1,005
Wed 17/610:15 a.m.
MDW
-
YYG
2 stops28h 20m
Porter Airlines
Wed 24/611:50 a.m.
YYG
-
MDW
2 stops28h 45m
Porter Airlines
Deal found 3/5C$ 1,007
Sun 14/63:20 p.m.
MDW
-
YYG
2 stops23h 15m
Porter Airlines
Sun 21/611:50 a.m.
YYG
-
MDW
3 stops23h 50m
Porter Airlines
Deal found 30/4C$ 1,083

Find flight deals from Midway to Prince Edward Island

Keep the following information in mind while searching for Midway to Prince Edward Island flight deals. Data was last updated 5 May 2026.

Round-trip from

C$ 799

One-way from

C$ 250
Porter Airlines
  • Porter Airlines
  • 28/5-4/6
  • 3 total stops
  • 64h 45m total
  • Chicago to Prince Edward Island
Search Deals
28/5
  • 28/5
  • 1 total stop
  • 22h 25m total
  • Chicago to Prince Edward Island
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway 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 5 May 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Prince Edward Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Thu 28/5

10:30 a.m.-10:55 a.m.

1 stop22h 25m

Charlottetown

Thu 4/6

5:15 p.m.-9:35 a.m.

2 stops42h 20m

C$ 799

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Wed 20/5

3:20 p.m.-4:35 p.m.

2 stops23h 15m

Charlottetown

Sun 24/5

5:20 p.m.-9:45 a.m.

2 stops18h 25m

C$ 995

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Tue 21/7

10:25 a.m.-4:35 p.m.

2 stops28h 10m

Charlottetown

Tue 28/7

11:50 a.m.-9:40 a.m.

2 stops23h 50m

C$ 1,005

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Sun 14/6

3:20 p.m.-4:35 p.m.

2 stops23h 15m

Charlottetown

Sun 21/6

5:20 p.m.-2:35 p.m.

2 stops23h 15m

C$ 1,087

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Sun 9/8

10:25 a.m.-4:35 p.m.

2 stops28h 10m

Charlottetown

Thu 13/8

11:50 a.m.-9:40 a.m.

2 stops23h 50m

C$ 1,143

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Wed 10/6

10:15 a.m.-4:35 p.m.

2 stops28h 20m

Charlottetown

Sun 14/6

5:15 p.m.-2:35 p.m.

2 stops23h 20m

C$ 1,184

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Sat 15/8

10:25 a.m.-4:35 p.m.

2 stops28h 10m

Charlottetown

Tue 18/8

11:50 a.m.-2:35 p.m.

2 stops28h 45m

C$ 1,220

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Wed 10/6

1:21 p.m.-4:35 p.m.

3 stops25h 14m

Charlottetown

Sun 14/6

5:15 p.m.-9:35 a.m.

2 stops18h 20m

C$ 1,273

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Sat 15/8

9:59 a.m.-10:55 a.m.

3 stops22h 56m

Charlottetown

Tue 18/8

11:50 a.m.-9:40 a.m.

3 stops23h 50m

C$ 1,275
Quickest round-trip

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Wed 19/8

3:20 p.m.-12:04 p.m.

1 stop18h 44m

Charlottetown

Wed 26/8

5:20 p.m.-9:40 a.m.

2 stops18h 20m

C$ 1,275

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/5

Showing 1-10 of 15 resultsSorted by cheapest first
1
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Best time to book a flight from Midway to Prince Edward Island

Have a flexible travel schedule? Discover the best time to fly to Prince Edward Island from Midway 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 Midway Airport to Prince Edward Island
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Midway 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.

  • How long is the flight from Chicago Midway Airport to Prince Edward Island?

    Airlines like Porter Airlines fly from Chicago Midway Airport to Prince Edward Island in about 23h 15m. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 2020 km.

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

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

  • How can I find direct flights from Midway 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 Midway to Prince Edward Island.

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

    Yes. Cheapflights offers flight deals from Midway 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.

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Why should you use Cheapflights to find cheap flight tickets from Midway to Prince Edward Island?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Prince Edward Island from Midway.

Can Cheapflights find flights from Midway to Prince Edward Island with no change fees?

Certainly. Search results for flights to Prince Edward Island from Midway shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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