Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Chicago to Charlottetown from C$ 490

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 Charlottetown departing on 11/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago to Charlottetown

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
3:20 p.m. - 10:55 a.m.
ORD
-
YYG
17h 35m
1 stop
Multiple Airlines Logo
11:40 a.m. - 9:35 p.m.
YYG
-
ORD
11h 55m
1 stop
C$ 711Multiple Airlines
Sat, 26 Sep - Sun, 11 Oct
Multiple Airlines Logo
3:20 p.m. - 10:55 a.m.
ORD
-
YYG
17h 35m
1 stop
Multiple Airlines Logo
11:40 a.m. - 2:35 p.m.
YYG
-
ORD
28h 55m
1 stop
C$ 719Multiple Airlines
Sat, 26 Sep - Fri, 9 Oct
Multiple Airlines Logo
3:20 p.m. - 10:55 a.m.
ORD
-
YYG
17h 35m
1 stop
Multiple Airlines Logo
11:40 a.m. - 9:35 p.m.
YYG
-
ORD
11h 55m
1 stop
C$ 728Multiple Airlines
Sat, 3 Oct - Sun, 11 Oct
Multiple Airlines Logo
11:45 a.m. - 10:55 a.m.
ORD
-
YYG
21h 10m
1 stop
Multiple Airlines Logo
11:40 a.m. - 2:35 p.m.
YYG
-
ORD
28h 55m
1 stop
C$ 736Multiple Airlines
Sat, 3 Oct - Fri, 9 Oct
Multiple Airlines Logo
11:45 a.m. - 10:55 a.m.
ORD
-
YYG
21h 10m
1 stop
Multiple Airlines Logo
11:40 a.m. - 9:35 p.m.
YYG
-
ORD
11h 55m
1 stop
C$ 762Multiple Airlines
Sun, 27 Sep - Sun, 11 Oct
Multiple Airlines Logo
11:45 a.m. - 10:55 a.m.
ORD
-
YYG
21h 10m
1 stop
Multiple Airlines Logo
11:40 a.m. - 2:35 p.m.
YYG
-
ORD
28h 55m
1 stop
C$ 771Multiple Airlines
Sun, 27 Sep - Fri, 9 Oct
Multiple Airlines Logo
11:45 a.m. - 10:55 a.m.
ORD
-
YYG
21h 10m
1 stop
Multiple Airlines Logo
11:40 a.m. - 9:35 p.m.
YYG
-
ORD
11h 55m
1 stop
C$ 785Multiple Airlines
Sat, 26 Sep - Mon, 12 Oct
Multiple Airlines Logo
3:20 p.m. - 10:55 a.m.
ORD
-
YYG
17h 35m
1 stop
Multiple Airlines Logo
5:20 p.m. - 11:00 a.m.
YYG
-
ORD
19h 40m
2 stops
C$ 789Multiple Airlines
Sat, 26 Sep - Tue, 6 Oct
Porter Airlines Logo
3:20 p.m. - 4:35 p.m.
MDW
-
YYG
23h 15m
2 stops
Porter Airlines Logo
11:50 a.m. - 9:40 a.m.
YYG
-
MDW
23h 50m
2 stops
C$ 1,062Porter Airlines
Mon, 27 Jul - Wed, 29 Jul
Porter Airlines Logo
3:15 p.m. - 11:05 a.m.
MDW
-
YYG
17h 50m
2 stops
Porter Airlines Logo
11:45 a.m. - 2:35 p.m.
YYG
-
MDW
28h 50m
2 stops
C$ 1,129Porter Airlines
Mon, 10 Aug - Mon, 17 Aug

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Porter Airlines flights from Chicago to Charlottetown

Our best Porter Airlines deals on Chicago to Charlottetown flight tickets
Porter Airlines
18 Aug
ORD9:45 a.m.Chicago O'Hare Intl
23h 59m
1 stop
YYG11:44 a.m.Charlottetown
24 Aug
YYG11:45 a.m.Charlottetown
10h 35m
2 stops
ORD8:20 p.m.Chicago O'Hare Intl
C$ 992
Porter Airlines
27 Jul
MDW3:20 p.m.Chicago Midway
23h 15m
2 stops
YYG4:35 p.m.Charlottetown
29 Jul
YYG11:50 a.m.Charlottetown
23h 50m
2 stops
MDW9:40 a.m.Chicago Midway
C$ 1,062
Porter Airlines
15 Aug
MDW10:20 a.m.Chicago Midway
22h 45m
2 stops
YYG11:05 a.m.Charlottetown
22 Aug
YYG5:15 p.m.Charlottetown
23h 20m
2 stops
MDW2:35 p.m.Chicago Midway
C$ 1,162

Air Canada flights from Chicago to Charlottetown

Our best Air Canada deals on Chicago to Charlottetown flight tickets
Air Canada
14 Aug
ORD8:40 a.m.Chicago O'Hare Intl
5h 00m
1 stop
YYG3:40 p.m.Charlottetown
21 Aug
YYG12:30 p.m.Charlottetown
6h 27m
1 stop
ORD4:57 p.m.Chicago O'Hare Intl
C$ 880
Air Canada
14 Aug
ORD8:40 a.m.Chicago O'Hare Intl
5h 00m
1 stop
YYG3:40 p.m.Charlottetown
21 Aug
YYG5:20 a.m.Charlottetown
5h 40m
1 stop
ORD9:00 a.m.Chicago O'Hare Intl
C$ 891
Air Canada
29 Jul
ORD8:45 a.m.Chicago O'Hare Intl
4h 55m
1 stop
YYG3:40 p.m.Charlottetown
5 Aug
YYG11:20 a.m.Charlottetown
5h 24m
1 stop
ORD2:44 p.m.Chicago O'Hare Intl
C$ 994

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Charlottetown 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 1 July 2026.
Use the filters below to find and compare flights from Chicago to Charlottetown that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 26/9

3:20 p.m.-10:55 a.m.

1 stop17h 35m

Charlottetown

Sun 11/10

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

1 stop11h 55m

C$ 711

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 26/9

3:20 p.m.-10:55 a.m.

1 stop17h 35m

Charlottetown

Fri 9/10

11:40 a.m.-2:35 p.m.

1 stop28h 55m

C$ 719

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 3/10

3:20 p.m.-10:55 a.m.

1 stop17h 35m

Charlottetown

Sun 11/10

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

1 stop11h 55m

C$ 728

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 3/10

11:45 a.m.-10:55 a.m.

1 stop21h 10m

Charlottetown

Fri 9/10

11:40 a.m.-2:35 p.m.

1 stop28h 55m

C$ 736

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sun 27/9

11:45 a.m.-10:55 a.m.

1 stop21h 10m

Charlottetown

Sun 11/10

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

1 stop11h 55m

C$ 762

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sun 27/9

11:45 a.m.-10:55 a.m.

1 stop21h 10m

Charlottetown

Fri 9/10

11:40 a.m.-2:35 p.m.

1 stop28h 55m

C$ 771

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 26/9

11:45 a.m.-10:55 a.m.

1 stop21h 10m

Charlottetown

Mon 12/10

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

1 stop11h 55m

C$ 785

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 26/9

3:20 p.m.-10:55 a.m.

1 stop17h 35m

Charlottetown

Tue 6/10

5:20 p.m.-11:00 a.m.

2 stops19h 40m

C$ 789

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Mon 27/7

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

2 stops23h 15m

Charlottetown

Wed 29/7

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

2 stops23h 50m

C$ 1,062

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Mon 10/8

3:15 p.m.-11:05 a.m.

2 stops17h 50m

Charlottetown

Mon 17/8

11:45 a.m.-2:35 p.m.

2 stops28h 50m

C$ 1,129

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first
1
2

See travel insights to Charlottetown from

How to get the cheapest flight ticket from Chicago to Charlottetown

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 month to fly to Charlottetown?

The cheapest month to fly to Charlottetown from Chicago is in February. Flight prices, which tend to average around C$ 0, are often lower during this time because this is during the off-season. If you’re not able to fly to Charlottetown in February, then June is your next best option. Flight prices from Chicago to Charlottetown during June average around C$ 439.

When to book flights from Chicago to Charlottetown

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Charlottetown according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Charlottetown (CHI to YYG) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Charlottetown

Fastest flight time

4h 55m

Direct flights

None
The fastest flight from Chicago to Charlottetown takes 4h 55m
There are no direct flights from Chicago to Charlottetown. There are no popular flight routes from Chicago to Charlottetown.
Search flight deals

Frequently asked questions about flying from Chicago to Charlottetown

  • How far is Chicago to Charlottetown by plane?

    A flight from Chicago to Charlottetown will travel around 2006.7 km. Flights usually cover this in 4h 55m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago to Charlottetown Airport?

    Prices for flights from Chicago to Charlottetown Airport are updated daily.

  • How old do you have to be to fly from Chicago to Charlottetown Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Charlottetown Airport.

  • What documentation or ID do you need to fly to Charlottetown Airport?

    The necessary travel and health documents for your Charlottetown Airport 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.

Travelling to a place near Charlottetown?

Book flights to Charlottetown if you plan to visit one of these locations
Summerside
Cornwall
Pictou

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Charlottetown?

It is quick and easy to find Chicago to Charlottetown flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Charlottetown that suits you.

Can I find flights from Chicago to Charlottetown with flexible booking policies on momondo?

All flight searches from Chicago to Charlottetown on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Charlottetown?

momondo helps you find the best flight between Chicago and Charlottetown 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 Charlottetown right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Charlottetown flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Charlottetown trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 31/7
Fri 7/8
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Canada

Cabin classes currently available on flights to Charlottetown

List of cabin classes available on flights landing in Charlottetown. Availability may vary depending on flight origin and airline.
First Class to Charlottetown
Business Class to Charlottetown