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Cheap flights from Chicago to Charlottetown from C$ 422

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 13/5. 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

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Find the cheapest flights from Chicago to Charlottetown

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
8:45 a.m. - 3:40 p.m.
ORD
-
YYG
4h 55m
1 stop
Air Canada Logo
11:20 a.m. - 2:52 p.m.
YYG
-
ORD
5h 32m
1 stop
C$ 790Air Canada
Wed, 16 Sep - Tue, 22 Sep
Air Canada Logo
8:45 a.m. - 3:40 p.m.
ORD
-
YYG
4h 55m
1 stop
Air Canada Logo
11:20 a.m. - 8:16 p.m.
YYG
-
ORD
10h 56m
2 stops
C$ 797Air Canada
Wed, 16 Sep - Tue, 22 Sep
Air Canada Logo
8:45 a.m. - 3:40 p.m.
ORD
-
YYG
4h 55m
1 stop
Air Canada Logo
4:30 p.m. - 8:05 p.m.
YYG
-
ORD
5h 35m
1 stop
C$ 829Air Canada
Sat, 18 Jul - Sat, 25 Jul
Air Canada Logo
8:45 a.m. - 3:40 p.m.
ORD
-
YYG
4h 55m
1 stop
Air Canada Logo
11:20 a.m. - 8:16 p.m.
YYG
-
ORD
10h 56m
2 stops
C$ 836Air Canada
Sat, 18 Jul - Sat, 25 Jul
Air Canada Logo
8:20 p.m. - 11:27 a.m.
ORD
-
YYG
13h 07m
1 stop
Air Canada Logo
4:30 p.m. - 8:05 p.m.
YYG
-
ORD
5h 35m
1 stop
C$ 870Air Canada
Sat, 30 May - Mon, 1 Jun
Air Canada Logo
8:20 p.m. - 11:27 a.m.
ORD
-
YYG
13h 07m
1 stop
Air Canada Logo
4:30 p.m. - 8:05 p.m.
YYG
-
ORD
5h 35m
1 stop
C$ 871Air Canada
Sat, 30 May - Mon, 1 Jun
Multiple Airlines Logo
12:55 p.m. - 10:55 a.m.
MDW
-
YYG
20h 00m
1 stop
Multiple Airlines Logo
5:20 p.m. - 9:45 a.m.
YYG
-
MDW
18h 25m
2 stops
C$ 878Multiple Airlines
Sat, 25 Apr - Sat, 2 May
Porter Airlines Logo
10:25 a.m. - 11:20 p.m.
MDW
-
YYG
10h 55m
2 stops
Porter Airlines Logo
5:20 p.m. - 9:40 a.m.
YYG
-
MDW
18h 20m
2 stops
C$ 1,035Porter Airlines
Mon, 1 Jun - Wed, 10 Jun
Porter Airlines Logo
12:55 p.m. - 1:02 p.m.
MDW
-
YYG
22h 07m
2 stops
Porter Airlines Logo
5:20 p.m. - 2:35 p.m.
YYG
-
MDW
23h 15m
2 stops
C$ 1,259Porter Airlines
Sat, 25 Apr - Sat, 2 May
Porter Airlines Logo
3:20 p.m. - 4:35 p.m.
MDW
-
YYG
23h 15m
2 stops
Porter Airlines Logo
5:20 p.m. - 2:35 p.m.
YYG
-
MDW
23h 15m
2 stops
C$ 1,289Porter Airlines
Sun, 10 May - Sun, 17 May

United Airlines flights from Chicago to Charlottetown

Our best United Airlines deals on Chicago to Charlottetown flight tickets
United Airlines
8 Aug
ORD9:40 p.m.Chicago O'Hare Intl
16h 00m
2 stops
YYG3:40 p.m.Charlottetown
23 Aug
YYG4:30 p.m.Charlottetown
5h 35m
1 stop
ORD8:05 p.m.Chicago O'Hare Intl
C$ 1,041
United Airlines
16 Aug
ORD7:11 a.m.Chicago O'Hare Intl
6h 29m
1 stop
YYG3:40 p.m.Charlottetown
22 Aug
YYG4:30 p.m.Charlottetown
18h 17m
2 stops
ORD8:47 a.m.Chicago O'Hare Intl
C$ 1,047
United Airlines
28 Jun
ORD6:00 a.m.Chicago O'Hare Intl
15h 59m
2 stops
YYG11:59 p.m.Charlottetown
5 Jul
YYG5:20 a.m.Charlottetown
5h 40m
1 stop
ORD9:00 a.m.Chicago O'Hare Intl
C$ 1,054

Porter Airlines flights from Chicago to Charlottetown

Our best Porter Airlines deals on Chicago to Charlottetown flight tickets
Porter Airlines
16 Sep
ORD7:00 a.m.Chicago O'Hare Intl
7h 35m
2 stops
YYG4:35 p.m.Charlottetown
22 Sep
YYG5:20 p.m.Charlottetown
19h 40m
2 stops
ORD11:00 a.m.Chicago O'Hare Intl
C$ 991
Porter Airlines
16 Sep
ORD7:00 a.m.Chicago O'Hare Intl
7h 35m
2 stops
YYG4:35 p.m.Charlottetown
22 Sep
YYG5:20 p.m.Charlottetown
23h 15m
2 stops
ORD2:35 p.m.Chicago O'Hare Intl
C$ 1,003
Porter Airlines
9 Sep
ORD7:00 a.m.Chicago O'Hare Intl
7h 35m
2 stops
YYG4:35 p.m.Charlottetown
16 Sep
YYG5:20 p.m.Charlottetown
23h 15m
2 stops
ORD2:35 p.m.Chicago O'Hare Intl
C$ 1,035

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 30 March 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

Wed 16/9

8:45 a.m.-3:40 p.m.

1 stop4h 55m

Charlottetown

Tue 22/9

11:20 a.m.-2:52 p.m.

1 stop5h 32m

C$ 790

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 16/9

8:45 a.m.-3:40 p.m.

1 stop4h 55m

Charlottetown

Tue 22/9

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

2 stops10h 56m

C$ 797

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 18/7

8:45 a.m.-3:40 p.m.

1 stop4h 55m

Charlottetown

Sat 25/7

4:30 p.m.-8:05 p.m.

1 stop5h 35m

C$ 829

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 18/7

8:45 a.m.-3:40 p.m.

1 stop4h 55m

Charlottetown

Sat 25/7

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

2 stops10h 56m

C$ 836

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 30/5

8:20 p.m.-11:27 a.m.

1 stop13h 07m

Charlottetown

Mon 1/6

4:30 p.m.-8:05 p.m.

1 stop5h 35m

C$ 870

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 30/5

8:20 p.m.-11:27 a.m.

1 stop13h 07m

Charlottetown

Mon 1/6

4:30 p.m.-8:05 p.m.

1 stop5h 35m

C$ 871

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Sat 25/4

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

1 stop20h 00m

Charlottetown

Sat 2/5

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

2 stops18h 25m

C$ 878

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Mon 1/6

10:25 a.m.-11:20 p.m.

2 stops10h 55m

Charlottetown

Wed 10/6

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

2 stops18h 20m

C$ 1,035

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Sat 25/4

12:55 p.m.-1:02 p.m.

2 stops22h 07m

Charlottetown

Sat 2/5

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

2 stops23h 15m

C$ 1,259

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Sun 10/5

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

2 stops23h 15m

Charlottetown

Sun 17/5

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

2 stops23h 15m

C$ 1,289

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Chicago to Charlottetown

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What is the cheapest airline that flies from Chicago to Charlottetown?

United Airlines, Porter Airlines, and Air Canada are the most popular carriers operating from Chicago to Charlottetown

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

  • 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.

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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