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Cheap flights from Chicago to Alberta from C$ 143

CHI — YYC
12 Oct — 19 Oct1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Chicago to Alberta

Enter your travel dates to find the best prices.

Cheapest flights from Chicago to Alberta

Mon 19/102:15 p.m. -
1 stop7h 50m
Mon 26/1012:20 a.m. -
1 stop8h 03m
Deal found 10/9C$ 350
Thu 22/108:45 a.m. -
1 stop8h 12m
Tue 27/1012:20 a.m. -
1 stop8h 03m
Deal found 11/9C$ 351
Wed 7/108:45 a.m. -
1 stop8h 12m
Sat 10/1012:55 a.m. -
1 stop8h 17m
Deal found 9/9C$ 355
Mon 19/108:40 a.m. -
Nonstop3h 48m
Tue 27/101:51 p.m. -
Nonstop3h 45m
Deal found 11/9C$ 361
Fri 23/108:45 a.m. -
1 stop8h 12m
Sun 25/1012:20 a.m. -
1 stop8h 03m
Deal found 9/9C$ 362
Wed 18/114:30 p.m. -
1 stop8h 36m
Mon 23/111:37 p.m. -
Nonstop2h 33m
Deal found 12/9C$ 363
Fri 27/118:40 a.m. -
Nonstop4h 55m
Fri 27/113:06 p.m. -
1 stop7h 53m
Deal found 8/9C$ 365
Mon 19/108:40 a.m. -
Nonstop3h 48m
Tue 20/101:00 a.m. -
1 stop8h 12m
Deal found 8/9C$ 366
Sat 3/102:15 p.m. -
1 stop7h 50m
Tue 6/1012:50 a.m. -
1 stop7h 10m
Deal found 9/9C$ 369
Fri 2/1010:00 p.m. -
1 stop17h 08m
Wed 7/103:17 p.m. -
1 stop6h 29m
Deal found 11/9C$ 415
Thu 19/111:30 p.m. -
1 stop10h 50m
Mon 23/114:17 p.m. -
1 stop5h 29m
Deal found 12/9C$ 418
Sun 11/102:15 p.m. -
1 stop8h 01m
Fri 16/101:05 a.m. -
1 stop8h 07m
Deal found 9/9C$ 419

Find flight deals from Chicago to Alberta

Round-trip from

C$ 350

One-way from

C$ 143

Popular in

July

Cheapest in

January

Average price

C$ 513

Good round-trip deal

C$ 265 or less

Good one-way deal

C$ 210 or less
Air Canada
  • Air Canada
  • 19/10-26/10
  • 2 total stops
  • 15h 53m total
  • Chicago to Alberta
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Air Canada
  • Air Canada
  • 23/9-31/12
  • 1 total stop
  • 8h 12m total
  • Chicago to Alberta
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (C$ 116 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease (C$ 20 potential savings vs. average RT price).
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Average for round-trip flights in September 2026
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Price to beat on a round-trip flight from Chicago (CHI) to Alberta.
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Price to beat on a one-way flight from Chicago (CHI) to Alberta.
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Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Chicago to Alberta that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCalgary

ORD Chicago O'Hare Intl - YYC Calgary

ORDYYC

Chicago O'Hare Intl

Fri 27/11

8:40 a.m.-1:35 p.m.

Nonstop4h 55m

Calgary

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 158

ChicagoCalgary

ORD Chicago O'Hare Intl - YYC Calgary

ORDYYC

Chicago O'Hare Intl

Tue 8/12

8:40 a.m.-1:35 p.m.

Nonstop4h 55m

Calgary

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 158
Quickest round-trip

ChicagoCalgary

ORD Chicago O'Hare Intl - YYC Calgary

ORDYYC

Chicago O'Hare Intl

Sat 24/10

8:40 a.m.-11:28 a.m.

Nonstop3h 48m

Calgary

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 158

ChicagoCalgary

ORD Chicago O'Hare Intl - YYC Calgary

ORDYYC

Chicago O'Hare Intl

Mon 7/12

8:40 a.m.-1:35 p.m.

Nonstop4h 55m

Calgary

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 158

ChicagoCalgary

ORD Chicago O'Hare Intl - YYC Calgary

ORDYYC

Chicago O'Hare Intl

Sun 27/9

8:40 a.m.-11:28 a.m.

Nonstop3h 48m

Calgary

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 158

ChicagoCalgary

ORD Chicago O'Hare Intl - YYC Calgary

ORDYYC

Chicago O'Hare Intl

Thu 1/10

2:05 p.m.-11:06 p.m.

1 stop10h 01m

Calgary

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 172

ChicagoCalgary

ORD Chicago O'Hare Intl - YYC Calgary

ORDYYC

Chicago O'Hare Intl

Thu 17/12

2:04 p.m.-1:21 a.m.

1 stop11h 17m

Calgary

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 172

ChicagoCalgary

ORD Chicago O'Hare Intl - YYC Calgary

ORDYYC

Chicago O'Hare Intl

Thu 1/10

10:00 p.m.-1:53 p.m.

1 stop16h 53m

Calgary

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 172

ChicagoCalgary

MDW Chicago Midway - YYC Calgary

MDWYYC

Chicago Midway

Tue 20/10

9:29 a.m.-8:40 p.m.

2 stops12h 11m

Calgary

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 179

ChicagoCalgary

ORD Chicago O'Hare Intl - YYC Calgary

ORDYYC

Chicago O'Hare Intl

Tue 10/11

2:44 p.m.-1:17 a.m.

2 stops10h 33m

Calgary

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 179

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/9

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Chicago to Alberta

Have a flexible travel schedule? Discover the best time to fly to Alberta from Chicago with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Chicago to Alberta

What is the cheapest month to book a flight from Chicago to Alberta?

Currently, January is the cheapest month in which you can book a flight from Chicago to Alberta (average of C$ 313). Flying from Chicago to Alberta in July is currently the most expensive (average of C$ 624). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to AB?

It’s typically best to fly out from Chicago to Alberta in the morning. Doing so could potentially save you 58% on the flight price compared to flying at noon, which is usually more expensive.

Weekly flight availability from Chicago to Alberta

The most flights from CHI to CAAB are scheduled on a Friday (14 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (6 on average).

How much does it cost to fly round-trip from Chicago to Alberta?

Airfare is below average for this route at the moment.
Chicago to Alberta flights typically cost between C$ 383 and C$ 674 in October.
The cheapest round-trip price found within the last 5 days was C$ 350 on Air Canada (19 Oct-26 Oct).

How far ahead should I book a flight from Chicago to Alberta?

The price you pay for your flight from Chicago to Alberta may vary depending on when you book. For the best chance of a lower fare, look to book 62 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest day to fly from Chicago to Alberta?

Travelers seeking maximum savings on their Chicago to Alberta flight should consider departing on Tuesday at noon when fares are most often at their lowest. Saturday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Alberta

Read through reviews of airlines operating flights from Chicago to Alberta, such as United Airlines and WestJet. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
10,205 reviews
Check prices

Overall

7.4

Boarding

7.7

Crew

8.1

Entertainment

7.1

Comfort

7.3

Food

6.7

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible
United Airlines
7.4
Good
10,205 reviews
United Airlines
7.4
Good
10,205 reviews
Check prices

Overall

7.4

Boarding

7.7

Crew

8.1

Entertainment

7.1

Comfort

7.3

Food

6.7

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible
WestJet
7.2
Good
3,445 reviews
United Airlines
7.4
Good
10,205 reviews
Check prices

Overall

7.4

Boarding

7.7

Crew

8.1

Entertainment

7.1

Comfort

7.3

Food

6.7

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible

Related info for your journey

  • How long is the flight from Chicago to Alberta?

    For as low as C$ 386, United Airlines can have you in Alberta from Chicago in 3h 48m. The distance between Chicago and Alberta is about 2223 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • What are the cheapest airlines to fly from Chicago to Alberta one-way?

    The cheapest airline one-way is WestJet, with whom users have recently found tickets for as low as C$ 79. However, be on the lookout for offers from United Airlines and Air Canada, as they are both options that can get you from Chicago to Alberta for a low price.

  • What are the most popular routes from Chicago to Alberta?

    When deciding which route to take from Chicago to Alberta consider Chicago O'Hare Intl - Calgary, Chicago Midway - Calgary or Chicago O'Hare Intl - Edmonton as they are the most popular.

  • What are the most reliable airlines from Chicago to Alberta?

    The top 3 most reliable airlines when flying from Chicago to Alberta are American Airlines (71%), Porter Airlines (67%) and Air Canada (64%).

  • What are the cheapest flights from Chicago to Alberta?

    Looking for the cheapest flight from Chicago to Alberta? While on average our users pay C$ 359, our data indicates the cheapest price to be C$ 186. The most popular route (Chicago O'Hare Intl - Calgary), is priced around C$ 361.

  • Can I find deals for flights from Chicago to Alberta that include hotel bookings?

    Yes. In addition to deals on Chicago to Alberta flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Alberta?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Alberta.

  • Can I find deals for business class flights from Chicago to Alberta?

    Yes. Cheapflights offers flight deals from Chicago to Alberta by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Alberta?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Alberta (average of C$ 313). Flying from Chicago to Alberta in July is currently the most expensive (average of C$ 624). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Top 2 airlines flying from Chicago to Alberta

AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 256AverageC$ 513FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 344AverageC$ 666FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

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How does Cheapflights help users find flights from Chicago to Alberta?

Deals for Chicago to Alberta flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Alberta?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Chicago to Alberta for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Chicago to Alberta with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Chicago to Alberta, users can toggle the no change fees filter when performing a flight search.

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Of course! You can now track prices for flights from Chicago to Alberta and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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