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Cheap flights from Calgary to Chicago O'Hare Intl Airport from C$ 139

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/5. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — ORD
26 Feb — 5 Mar1
1 adult

The best prices from Calgary to Chicago O'Hare Intl are usually found in May or September, booked 18 days in advance, depart on a Thursday or Friday and return on a Monday

Cheap flight deals from Calgary to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Calgary (YYC) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 21 February 2025.

Round-trip from

C$ 226

One-way from

C$ 139

Popular in

December

Cheapest in

May

Average price

C$ 389

Good round-trip deal

C$ 402 or less

Good one-way deal

C$ 245 or less
WestJet
  • WestJet
  • 27/2-2/3
  • Nonstop
  • 7h 17m total
  • Calgary to Chicago
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WestJet
  • WestJet
  • 1/5
  • Nonstop
  • 3h 29m total
  • Calgary to Chicago
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Highest demand for flights based on searches. 11% potential increase in price (C$ 87 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease (C$ 28 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Price to beat on a round-trip flight from Calgary to Chicago O'Hare Intl.
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Price to beat on a one-way flight from Calgary to Chicago O'Hare Intl.
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Find flight deals from Calgary to O'Hare Intl

Cheapest flights from Calgary to O'Hare Intl
Explore the most affordable flight options available from Calgary to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 21 February 2025.

Thu 27/211:30 a.m.YYC - ORD
Nonstop3h 26mWestJet
Sun 2/34:45 p.m.ORD - YYC
Nonstop3h 51mWestJet
Deal found 19/2C$ 226
Mon 7/48:30 a.m.YYC - ORD
1 stop9h 24mAir Canada
Thu 10/410:53 a.m.ORD - YYC
1 stop10h 30mAir Canada
Deal found 19/2C$ 249
Thu 20/32:01 p.m.YYC - ORD
1 stop7h 44mUnited Airlines
Thu 27/35:00 a.m.ORD - YYC
1 stop10h 21mUnited Airlines
Deal found 20/2C$ 268
Sun 2/311:30 a.m.YYC - ORD
Nonstop3h 26mMultiple Airlines
Sun 9/35:00 a.m.ORD - YYC
1 stop10h 21mMultiple Airlines
Deal found 19/2C$ 298
Tue 13/57:15 a.m.YYC - ORD
1 stop9h 46mDelta
Sat 17/512:17 p.m.ORD - YYC
2 stops11h 50mDelta
Deal found 20/2C$ 312
Thu 20/21:32 p.m.YYC - ORD
Nonstop3h 31mAmerican Airlines
Sun 23/26:48 p.m.ORD - YYC
1 stop18h 02mAmerican Airlines
Deal found 19/2C$ 455

Find flights from Calgary to O'Hare Intl within your budget

Customize your flight search to find flights from Calgary to O'Hare Intl 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, Cheapflights users made 629,999 searches. Data last updated 21 February 2025.

Fly from

Calgary

Fly to

O'Hare Intl

Route

Depart

Return

Price

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 14/4

11:30 a.m.-3:56 p.m.

Nonstop3h 26m

Chicago O'Hare Intl

Sun 20/4

4:45 p.m.-7:36 p.m.

Nonstop3h 51m

C$ 226

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 7/4

8:30 a.m.-6:54 p.m.

1 stop9h 24m

Chicago O'Hare Intl

Thu 10/4

10:53 a.m.-8:23 p.m.

1 stop10h 30m

C$ 249

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 20/3

2:01 p.m.-10:45 p.m.

1 stop7h 44m

Chicago O'Hare Intl

Thu 27/3

5:00 a.m.-2:21 p.m.

1 stop10h 21m

C$ 268

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sun 2/3

11:30 a.m.-3:56 p.m.

Nonstop3h 26m

Chicago O'Hare Intl

Sun 9/3

5:00 a.m.-2:21 p.m.

1 stop10h 21m

C$ 298

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 13/5

7:15 a.m.-6:01 p.m.

1 stop9h 46m

Chicago O'Hare Intl

Sat 17/5

12:17 p.m.-11:07 p.m.

2 stops11h 50m

C$ 312

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 9/4

1:17 p.m.-5:49 p.m.

Nonstop3h 32m

Chicago O'Hare Intl

Sat 12/4

5:00 a.m.-11:45 a.m.

1 stop7h 45m

C$ 487

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 1/5

12:15 p.m.-4:44 p.m.

Nonstop3h 29m

C$ 139

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 18/3

8:30 a.m.-6:41 p.m.

1 stop9h 11m

C$ 156

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 17/3

6:14 a.m.-12:23 a.m.

1 stop17h 09m

C$ 172

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 9/5

1:18 p.m.-5:48 p.m.

Nonstop3h 30m

C$ 173

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/2

Showing 1-10 of 12 results
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Best time to book a flight from Calgary to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Calgary with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Calgary to O'Hare Intl

Get recent, data-driven insights about flights from Calgary to O'Hare Intl including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Calgary to Chicago O'Hare Intl Airport?

Use this chart to determine the optimal time to book a round-trip flight from Calgary to O'Hare Intl. Price data was last updated on 14 February 2025.

The best time to book flights from Calgary to Chicago O'Hare Intl Airport is 18 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Calgary to Chicago O'Hare Intl Airport?

Currently, January is the cheapest month in which you can book a flight from Calgary to Chicago O'Hare Intl Airport (average of C$ 261). Flying from Calgary to Chicago O'Hare Intl Airport in March is currently the most expensive (average of C$ 355). 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 YYC to ORD?

Find hourly flight availability from Calgary to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 21 February 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 68% on flights from Calgary to Chicago O'Hare Intl Airport by exploring options for tickets in the evening.

Weekly flight availability from Calgary to Chicago O'Hare Intl Airport

Explore weekly flight availability from Calgary to O'Hare Intl. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 21 February 2025.

The most flights from YYC to ORD are scheduled on a Thursday (8 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).

Rainfall in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 43.0 mm.

Temperature in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated 21 February 2025.
See what other customers who have flown with Alaska Airlines, Delta and United Airlines from Calgary to Chicago have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,692 reviews
Check prices

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Alaska Airlines
8.0
Very good
9,692 reviews
Alaska Airlines
8.0
Very good
9,692 reviews
Check prices

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Delta
8.0
Very good
8,220 reviews
Alaska Airlines
8.0
Very good
9,692 reviews
Check prices

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

United Airlines
7.4
Good
8,766 reviews
Alaska Airlines
8.0
Very good
9,692 reviews
Check prices

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,692 reviews
Check prices

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

WestJet
7.2
Good
2,801 reviews
Alaska Airlines
8.0
Very good
9,692 reviews
Check prices

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Related info for your journey

Find useful and relevant information for your journey from Calgary to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Calgary to Chicago O'Hare Intl?

    For a flight from Calgary to Chicago O'Hare Intl, you will be flying from Calgary. Calgary (YYC) is just 9.3 km from the centre of the city. Calgary is the only Calgary airport and it handles 5 outbound flights to Chicago O'Hare Intl per day. 6 airlines have flights to Chicago O'Hare Intl from Calgary on a regular basis.

  • What are the cheapest airlines flying from Calgary to Chicago O'Hare Intl Airport round-trip?

    Cheapflights users have booked flights from Calgary to Chicago O'Hare Intl Airport round-trip from C$ 226. Other airlines that can offer you cheap pricing are Air Canada, from C$ 249, and United Airlines, from C$ 268. You may be able to fly from Calgary to Chicago O'Hare Intl Airport for 52% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Calgary to Chicago O'Hare Intl Airport one-way?

    To fly one-way, consider booking your trip with WestJet, which is currently one of the cheapest options available, starting at C$ 139. Air Canada flights start at C$ 156 while deals on United Airlines start at C$ 172 one-way.

  • What are the most reliable airlines from Calgary to Chicago O'Hare Intl Airport?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Calgary to Chicago O'Hare Intl Airport on time: Air Canada (90%), Emirates (90%), United Airlines (90%).

  • What are the cheapest flights from Calgary to Chicago O'Hare Intl Airport?

    Looking for the cheapest flight from Calgary to Chicago O'Hare Intl Airport? While on average our users pay C$ 1,595, our data indicates the cheapest price to be C$ 142. The most popular route (Calgary - Chicago O'Hare Intl), is priced around C$ 226.

  • Can I find deals for flights from Calgary to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Calgary to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Calgary to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Calgary to O'Hare Intl.

  • Can I find deals for business class flights from Calgary to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Calgary to O'Hare Intl 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 Calgary to Chicago O'Hare Intl Airport?

    Currently, January is the cheapest month in which you can book a flight from Calgary to Chicago O'Hare Intl Airport (average of C$ 261). Flying from Calgary to Chicago O'Hare Intl Airport in March is currently the most expensive (average of C$ 355). 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

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Alternative routes for Calgary to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Calgary to O'Hare Intl

Discover the top 6 airlines that operate flights from Calgary to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 21 February 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 189AverageC$ 358FlexibilityNo cancel feeOn-time60%
Search WestJet flights
American AirlinesCheapestC$ 201AverageC$ 432FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapestC$ 239AverageC$ 490FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapestC$ 291AverageC$ 406FlexibilityNo cancel feeOn-timeN/A
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United AirlinesCheapestC$ 335AverageC$ 635FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJet EncoreCheapestC$ 572AverageC$ 1,011FlexibilityNo cancel feeOn-timeN/A
Search WestJet Encore flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Calgary to O'Hare Intl?

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Why should you use Cheapflights to find cheap flight tickets from Calgary to O'Hare Intl?

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Can Cheapflights find flights from Calgary to O'Hare Intl with no change fees?

Yes, we can. To see specific flights from Calgary to O'Hare Intl with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Calgary to O'Hare Intl become cheaper?

Of course! You can now track prices for flights from Calgary to O'Hare Intl 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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