What is the cheapest airline that flies from Chicago to Prince Edward Island?

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

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?

There are 2 operators available for flights from Chicago to Prince Edward Island as of September 2026.

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.

$355 Cheap Flights from Chicago to Prince Edward Island in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Prince Edward Island

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

2:20 pm - 11:59 pmORD Chicago O'Hare Intl-YYG Charlottetown Alexander B. Campbell

7h 39m1 stop Toronto Pearson Intl

5:25 am - 9:00 amYYG Charlottetown Alexander B. Campbell-ORD Chicago O'Hare Intl

5h 35m1 stop Toronto Pearson Intl

$513Air Canada

Thu, Oct 1 - Tue, Oct 6

3:45 pm - 11:59 pmORD Chicago O'Hare Intl-YYG Charlottetown Alexander B. Campbell

6h 14m1 stop Toronto Pearson Intl

12:30 pm - 6:30 pmYYG Charlottetown Alexander B. Campbell-ORD Chicago O'Hare Intl

8h 00m1 stop Toronto Pearson Intl

$697Air Canada

Wed, Oct 14 - Wed, Oct 21

3:20 pm - 4:35 pmMDW Chicago Midway-YYG Charlottetown Alexander B. Campbell

23h 15m2 stops Toronto Island Ottawa

5:20 pm - 2:35 pmYYG Charlottetown Alexander B. Campbell-MDW Chicago Midway

23h 15m2 stops Ottawa Toronto Island

$729Porter Airlines

Wed, Oct 14 - Wed, Oct 21

4:33 pm - 11:59 pmORD Chicago O'Hare Intl-YYG Charlottetown Alexander B. Campbell

5h 26m1 stop Toronto Pearson Intl

5:25 am - 9:00 amYYG Charlottetown Alexander B. Campbell-ORD Chicago O'Hare Intl

5h 35m1 stop Toronto Pearson Intl

$733Air Canada

Tue, Sep 29 - Fri, Oct 2

4:33 pm - 11:59 pmORD Chicago O'Hare Intl-YYG Charlottetown Alexander B. Campbell

5h 26m1 stop Toronto Pearson Intl

5:25 am - 9:00 amYYG Charlottetown Alexander B. Campbell-ORD Chicago O'Hare Intl

5h 35m1 stop Toronto Pearson Intl

$734Air Canada

Tue, Sep 29 - Fri, Oct 2

7:30 am - 11:59 pmORD Chicago O'Hare Intl-YYG Charlottetown Alexander B. Campbell

14h 29m2 stops Newark Toronto Pearson Intl

11:20 am - 9:32 pmYYG Charlottetown Alexander B. Campbell-ORD Chicago O'Hare Intl

12h 12m2 stops Montreal Pierre Elliott Trudeau Intl Newark

$794United Airlines

Wed, Oct 14 - Wed, Oct 21

9:25 pm - 5:55 pmORD Chicago O'Hare Intl-YYG Charlottetown Alexander B. Campbell

18h 30m2 stops Nashville Intl Toronto Pearson Intl

5:25 am - 9:00 amYYG Charlottetown Alexander B. Campbell-ORD Chicago O'Hare Intl

5h 35m1 stop Toronto Pearson Intl

$819Multiple Airlines

Wed, Oct 14 - Wed, Oct 21

3:20 pm - 4:35 pmMDW Chicago Midway-YYG Charlottetown Alexander B. Campbell

23h 15m2 stops Toronto Island Ottawa

5:20 pm - 2:35 pmYYG Charlottetown Alexander B. Campbell-MDW Chicago Midway

23h 15m2 stops Ottawa Toronto Island

$820Porter Airlines

Wed, Oct 14 - Wed, Oct 21

9:00 am - 11:59 pmORD Chicago O'Hare Intl-YYG Charlottetown Alexander B. Campbell

12h 59m2 stops Newark Toronto Pearson Intl

11:20 am - 2:52 pmYYG Charlottetown Alexander B. Campbell-ORD Chicago O'Hare Intl

5h 32m1 stop Montreal Pierre Elliott Trudeau Intl

$981United Airlines

Wed, Oct 14 - Wed, Oct 21

7:00 am - 5:55 pmORD Chicago O'Hare Intl-YYG Charlottetown Alexander B. Campbell

8h 55m2 stops Washington, D.C. Reagan-National Toronto Pearson Intl

11:20 am - 8:13 pmYYG Charlottetown Alexander B. Campbell-ORD Chicago O'Hare Intl

10h 53m2 stops Montreal Pierre Elliott Trudeau Intl Newark

$997United Airlines

Wed, Oct 14 - Wed, Oct 21

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WestJet flights from Chicago to Prince Edward Island

Our best WestJet deals on Chicago to Prince Edward Island flight tickets

WestJet

Nov 23

MDW10:34 amChicago Midway

29h 31m

2 stops

YQM6:05 pmMoncton Intl

Nov 26

YQM6:55 pmMoncton Intl

17h 29m

2 stops

MDW10:24 amChicago Midway

$2,543

WestJet

Nov 23

MDW10:34 amChicago Midway

29h 31m

2 stops

YQM6:05 pmMoncton Intl

Nov 26

YQM6:55 pmMoncton Intl

17h 29m

2 stops

MDW10:24 amChicago Midway

$2,710

WestJet

Nov 23

MDW10:34 amChicago Midway

29h 31m

2 stops

YQM6:05 pmMoncton Intl

Nov 26

YQM6:55 pmMoncton Intl

17h 29m

2 stops

MDW10:24 amChicago Midway

$2,741

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 14

MDW3:20 pmChicago Midway

23h 15m

2 stops

YYG4:35 pmCharlottetown Alexander B. Campbell

Oct 21

YYG5:20 pmCharlottetown Alexander B. Campbell

23h 15m

2 stops

MDW2:35 pmChicago Midway

$729

Porter Airlines

Oct 14

MDW3:20 pmChicago Midway

23h 15m

2 stops

YYG4:35 pmCharlottetown Alexander B. Campbell

Oct 21

YYG5:20 pmCharlottetown Alexander B. Campbell

23h 15m

2 stops

MDW2:35 pmChicago Midway

$820

Porter Airlines

Oct 1

MDW3:20 pmChicago Midway

23h 15m

2 stops

YYG4:35 pmCharlottetown Alexander B. Campbell

Oct 6

YYG5:20 pmCharlottetown Alexander B. Campbell

23h 15m

2 stops

MDW2:35 pmChicago Midway

$956

momondo Fare Finder

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

Cheapest round-trip

ChicagoCharlottetown

ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell

ORDYYG

Chicago O'Hare Intl

Thu 10/1

2:20 pm-11:59 pm

1 stop7h 39m

Charlottetown Alexander B. Campbell

Tue 10/6

5:25 am-9:00 am

1 stop5h 35m

$513

ChicagoCharlottetown

ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell

ORDYYG

Chicago O'Hare Intl

Wed 10/14

3:45 pm-11:59 pm

1 stop6h 14m

Charlottetown Alexander B. Campbell

Wed 10/21

12:30 pm-6:30 pm

1 stop8h 00m

$697

ChicagoCharlottetown

MDW Chicago Midway - YYG Charlottetown Alexander B. Campbell

MDWYYG

Chicago Midway

Wed 10/14

3:20 pm-4:35 pm

2 stops23h 15m

Charlottetown Alexander B. Campbell

Wed 10/21

5:20 pm-2:35 pm

2 stops23h 15m

$729

Quickest round-trip

ChicagoCharlottetown

ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell

ORDYYG

Chicago O'Hare Intl

Tue 9/29

4:33 pm-11:59 pm

1 stop5h 26m

Charlottetown Alexander B. Campbell

Fri 10/2

5:25 am-9:00 am

1 stop5h 35m

$733

ChicagoCharlottetown

ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell

ORDYYG

Chicago O'Hare Intl

Tue 9/29

4:33 pm-11:59 pm

1 stop5h 26m

Charlottetown Alexander B. Campbell

Fri 10/2

5:25 am-9:00 am

1 stop5h 35m

$734

ChicagoCharlottetown

ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell

ORDYYG

Chicago O'Hare Intl

Wed 10/14

7:30 am-11:59 pm

2 stops14h 29m

Charlottetown Alexander B. Campbell

Wed 10/21

11:20 am-9:32 pm

2 stops12h 12m

$794

ChicagoCharlottetown

ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell

ORDYYG

Chicago O'Hare Intl

Wed 10/14

9:25 pm-5:55 pm

2 stops18h 30m

Charlottetown Alexander B. Campbell

Wed 10/21

5:25 am-9:00 am

1 stop5h 35m

$819

ChicagoCharlottetown

MDW Chicago Midway - YYG Charlottetown Alexander B. Campbell

MDWYYG

Chicago Midway

Wed 10/14

3:20 pm-4:35 pm

2 stops23h 15m

Charlottetown Alexander B. Campbell

Wed 10/21

5:20 pm-2:35 pm

2 stops23h 15m

$820

ChicagoCharlottetown

ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell

ORDYYG

Chicago O'Hare Intl

Wed 10/14

9:00 am-11:59 pm

2 stops12h 59m

Charlottetown Alexander B. Campbell

Wed 10/21

11:20 am-2:52 pm

1 stop5h 32m

$981

ChicagoCharlottetown

ORD Chicago O'Hare Intl - YYG Charlottetown Alexander B. Campbell

ORDYYG

Chicago O'Hare Intl

Wed 10/14

7:00 am-5:55 pm

2 stops8h 55m

Charlottetown Alexander B. Campbell

Wed 10/21

11:20 am-8:13 pm

2 stops10h 53m

$997

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

What is the cheapest month to fly to Prince Edward Island?

The month of October is, on average, the cheapest month to fly to Prince Edward Island from Chicago, with most prices found around $0. If you’re not able to fly to Prince Edward Island in October, then February is your next best option. Flight prices from Chicago to Prince Edward Island during February average around $0.

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	$355
Fastest flight time	4h 55m
Direct flights	None

The best one-way flight to Prince Edward Island from Chicago in the past 72 hours is $355. The best round-trip flight deal from Chicago to Prince Edward Island found on momondo in the last 72 hours is $513.

The fastest flight from Chicago to Prince Edward Island takes 4h 55m

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

Frequently asked questions about flying from Chicago to Prince Edward Island

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?
There are 2 operators available for flights from Chicago to Prince Edward Island as of September 2026.
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 Canada	PriceFrom $380	Free Cancellation	Rating 7.1 11,654 reviews		Search Air Canada flights
United Airlines	PriceFrom $406	Free Cancellation	Rating 7.4 10,229 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.