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Cheap flights from Chicago to Charlottetown from C$ 722

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Charlottetown departing on 18/7. 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. - 3:30 p.m.
ORD
-
YYG
4h 45m
1 stop
Air Canada Logo
4:20 p.m. - 8:05 p.m.
YYG
-
ORD
5h 45m
1 stop
C$ 722Air Canada
Sat, 18 Jul - Sat, 25 Jul
Air Canada Logo
2:15 p.m. - 12:02 a.m.
ORD
-
YYG
7h 47m
1 stop
Air Canada Logo
11:20 a.m. - 2:53 p.m.
YYG
-
ORD
5h 33m
1 stop
C$ 728Air Canada
Wed, 10 Jun - Mon, 15 Jun
Air Canada Logo
9:50 a.m. - 5:37 p.m.
ORD
-
YYG
5h 47m
1 stop
Air Canada Logo
5:05 a.m. - 9:10 a.m.
YYG
-
ORD
6h 05m
1 stop
C$ 735Air Canada
Thu, 9 Apr - Sun, 12 Apr
Multiple Airlines Logo
10:25 a.m. - 4:35 p.m.
MDW
-
YYG
28h 10m
2 stops
Multiple Airlines Logo
11:40 a.m. - 9:40 a.m.
YYG
-
MDW
24h 00m
1 stop
C$ 741Multiple Airlines
Fri, 29 May - Wed, 3 Jun
Air Canada Logo
6:40 p.m. - 10:31 a.m.
ORD
-
YYG
13h 51m
2 stops
Air Canada Logo
5:05 a.m. - 9:10 a.m.
YYG
-
ORD
6h 05m
1 stop
C$ 788Air Canada
Thu, 9 Apr - Sun, 12 Apr
Air Canada Logo
8:20 p.m. - 10:30 a.m.
ORD
-
YYG
12h 10m
2 stops
Air Canada Logo
11:20 a.m. - 8:16 p.m.
YYG
-
ORD
10h 56m
2 stops
C$ 789Air Canada
Wed, 10 Jun - Mon, 15 Jun
United Airlines Logo
8:45 a.m. - 3:37 p.m.
ORD
-
YYG
4h 52m
1 stop
United Airlines Logo
11:20 a.m. - 11:21 p.m.
YYG
-
ORD
14h 01m
2 stops
C$ 844United Airlines
Fri, 29 May - Wed, 3 Jun
United Airlines Logo
9:18 p.m. - 5:37 p.m.
ORD
-
YYG
18h 19m
2 stops
United Airlines Logo
5:05 a.m. - 11:18 a.m.
YYG
-
ORD
8h 13m
1 stop
C$ 851United Airlines
Mon, 13 Apr - Mon, 20 Apr
Porter Airlines Logo
4:15 p.m. - 1:02 p.m.
MDW
-
YYG
18h 47m
2 stops
Porter Airlines Logo
1:45 p.m. - 10:05 a.m.
YYG
-
MDW
22h 20m
2 stops
C$ 870Porter Airlines
Mon, 13 Apr - Mon, 20 Apr
Porter Airlines Logo
4:15 p.m. - 1:02 p.m.
MDW
-
YYG
18h 47m
2 stops
Porter Airlines Logo
1:45 p.m. - 10:05 a.m.
YYG
-
MDW
22h 20m
2 stops
C$ 912Porter Airlines
Sun, 29 Mar - Sun, 5 Apr

Porter Airlines flights from Chicago to Charlottetown

Our best Porter Airlines deals on Chicago to Charlottetown flight tickets
Porter Airlines
13 Apr
MDW4:15 p.m.Chicago Midway
18h 47m
2 stops
YYG1:02 p.m.Charlottetown
20 Apr
YYG1:45 p.m.Charlottetown
22h 20m
2 stops
MDW10:05 a.m.Chicago Midway
C$ 870
Porter Airlines
29 Mar
MDW4:15 p.m.Chicago Midway
18h 47m
2 stops
YYG1:02 p.m.Charlottetown
5 Apr
YYG1:45 p.m.Charlottetown
22h 20m
2 stops
MDW10:05 a.m.Chicago Midway
C$ 912
Porter Airlines
8 Apr
MDW4:15 p.m.Chicago Midway
18h 47m
2 stops
YYG1:02 p.m.Charlottetown
12 Apr
YYG1:45 p.m.Charlottetown
22h 20m
2 stops
MDW10:05 a.m.Chicago Midway
C$ 921

United Airlines flights from Chicago to Charlottetown

Our best United Airlines deals on Chicago to Charlottetown flight tickets
United Airlines
29 May
ORD8:45 a.m.Chicago O'Hare Intl
4h 52m
1 stop
YYG3:37 p.m.Charlottetown
3 Jun
YYG11:20 a.m.Charlottetown
9h 30m
2 stops
ORD6:50 p.m.Chicago O'Hare Intl
C$ 844
United Airlines
13 Apr
ORD9:18 p.m.Chicago O'Hare Intl
18h 19m
2 stops
YYG5:37 p.m.Charlottetown
20 Apr
YYG5:05 a.m.Charlottetown
8h 13m
1 stop
ORD11:18 a.m.Chicago O'Hare Intl
C$ 851
United Airlines
18 Jul
ORD6:00 a.m.Chicago O'Hare Intl
10h 05m
2 stops
YYG6:05 p.m.Charlottetown
25 Jul
YYG11:20 a.m.Charlottetown
11h 12m
2 stops
ORD8:32 p.m.Chicago O'Hare Intl
C$ 864

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 13 February 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

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 18/7

8:45 a.m.-3:30 p.m.

1 stop4h 45m

Charlottetown

Sat 25/7

4:20 p.m.-8:05 p.m.

1 stop5h 45m

C$ 722

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 10/6

2:15 p.m.-12:02 a.m.

1 stop7h 47m

Charlottetown

Mon 15/6

11:20 a.m.-2:53 p.m.

1 stop5h 33m

C$ 728

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 9/4

9:50 a.m.-5:37 p.m.

1 stop5h 47m

Charlottetown

Sun 12/4

5:05 a.m.-9:10 a.m.

1 stop6h 05m

C$ 735

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Fri 29/5

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

2 stops28h 10m

Charlottetown

Wed 3/6

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

1 stop24h 00m

C$ 741

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 9/4

6:40 p.m.-10:31 a.m.

2 stops13h 51m

Charlottetown

Sun 12/4

5:05 a.m.-9:10 a.m.

1 stop6h 05m

C$ 788

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 10/6

8:20 p.m.-10:30 a.m.

2 stops12h 10m

Charlottetown

Mon 15/6

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

2 stops10h 56m

C$ 789

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Fri 29/5

8:45 a.m.-3:37 p.m.

1 stop4h 52m

Charlottetown

Wed 3/6

11:20 a.m.-11:21 p.m.

2 stops14h 01m

C$ 844

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Mon 13/4

9:18 p.m.-5:37 p.m.

2 stops18h 19m

Charlottetown

Mon 20/4

5:05 a.m.-11:18 a.m.

1 stop8h 13m

C$ 851

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Mon 13/4

4:15 p.m.-1:02 p.m.

2 stops18h 47m

Charlottetown

Mon 20/4

1:45 p.m.-10:05 a.m.

2 stops22h 20m

C$ 870

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Sun 29/3

4:15 p.m.-1:02 p.m.

2 stops18h 47m

Charlottetown

Sun 5/4

1:45 p.m.-10:05 a.m.

2 stops22h 20m

C$ 912

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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 45m

Direct flights

None
The fastest flight from Chicago to Charlottetown takes 4h 45m
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 45m, 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.

  • How do I get Price Alerts for flights from Chicago to Charlottetown?

    Price Alerts will notify you by email when the price for flights to Charlottetown from Chicago decreases. To activate this, select your desired travel dates and search for offers. While browsing through offers you’ll see the Price Alert widget toggle. Click it to turn on notifications.

  • How can I save money on flights from Chicago to Charlottetown with momondo?

    By using tools like our “Price Calendar”, you can see the best day to fly round-trip for your travels. Our “Price Forecast” tool uses AI to predict whether you should purchase or hold off on booking for potentially cheaper prices. Explore shows you all flight options from a city or airport to build your own unique adventure. The Discover blog also provides valuable insights for saving money while booking your experience. After searching you can toggle on “Price Alerts” to track prices for your desired flight and book at the ideal moment.

  • How does momondo find its flight prices?

    We show prices from over 700+ competitors with a single click. With options from airlines and OTAs from across our 30 international markets, we are able to show you a diverse range of deals to create your adventure.

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