Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from Calgary to Chicago O'Hare Intl Airport from C$ 161

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 17/9. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — ORD
1 Jul — 8 Jul1
1 adult

Cheapflights Tip: The best prices from Calgary to Chicago O'Hare Intl are usually found in May or April, booked 43 days in advance, depart on a Friday or Thursday 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 26 June 2025.

Round-trip from

C$ 237

One-way from

C$ 161

Popular in

December

Cheapest in

May

Average price

C$ 293

Good round-trip deal

C$ 472 or less

Good one-way deal

C$ 311 or less
WestJet
  • WestJet
  • 12/10-20/10
  • Nonstop
  • 7h 17m total
  • Calgary to Chicago
Search Deals
American Airlines
  • American Airlines
  • 17/9
  • Nonstop
  • 3h 25m total
  • Calgary to Chicago
Search Deals
Highest demand for flights based on searches. 23% potential increase in price (C$ 157 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (C$ 34 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals
Price to beat on a round-trip flight from Calgary to Chicago O'Hare Intl.
Search Deals
Price to beat on a one-way flight from Calgary to Chicago O'Hare Intl.
Search Deals

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 26 June 2025.

Sun 12/1012:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Mon 20/105:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Deal found 25/6C$ 237
Thu 2/106:29 a.m.YYC - ORD
Nonstop3h 25mAmerican Airlines
Wed 8/109:47 a.m.ORD - YYC
Nonstop3h 45mAmerican Airlines
Deal found 26/6C$ 258
Wed 1/101:10 a.m.YYC - ORD
1 stop7h 41mAir Canada
Wed 8/106:20 p.m.ORD - YYC
1 stop7h 52mAir Canada
Deal found 26/6C$ 280
Thu 30/1012:30 p.m.YYC - ORD
Nonstop3h 20mUnited Airlines
Sun 2/119:00 a.m.ORD - YYC
Nonstop3h 54mUnited Airlines
Deal found 26/6C$ 342
Wed 13/86:40 a.m.YYC - ORD
1 stop9h 05mDelta
Wed 20/82:15 p.m.ORD - YYC
1 stop9h 42mDelta
Deal found 25/6C$ 349
Mon 8/95:05 p.m.YYC - ORD
1 stop15h 36mMultiple Airlines
Wed 10/91:55 p.m.ORD - YYC
1 stop9h 45mMultiple Airlines
Deal found 25/6C$ 379

Cheapflights Fare Finder

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 26 June 2025.
Use the filters below to find and compare flights from Calgary to Chicago O'Hare Intl Airport that are best for you.

Fly from

Calgary

Fly to

O'Hare Intl

Route

Depart

Return

Price

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sun 12/10

12:15 p.m.-4:43 p.m.

Nonstop3h 28m

Chicago O'Hare Intl

Mon 20/10

5:30 p.m.-8:19 p.m.

Nonstop3h 49m

C$ 237

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 2/10

6:29 a.m.-10:54 a.m.

Nonstop3h 25m

Chicago O'Hare Intl

Wed 8/10

9:47 a.m.-12:32 p.m.

Nonstop3h 45m

C$ 258

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 1/10

1:10 a.m.-9:51 a.m.

1 stop7h 41m

Chicago O'Hare Intl

Wed 8/10

6:20 p.m.-1:12 a.m.

1 stop7h 52m

C$ 280

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 30/10

12:30 p.m.-4:50 p.m.

Nonstop3h 20m

Chicago O'Hare Intl

Sun 2/11

9:00 a.m.-11:54 a.m.

Nonstop3h 54m

C$ 342

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 13/8

6:40 a.m.-4:45 p.m.

1 stop9h 05m

Chicago O'Hare Intl

Wed 20/8

2:15 p.m.-10:57 p.m.

1 stop9h 42m

C$ 349

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 8/9

5:05 p.m.-9:41 a.m.

1 stop15h 36m

Chicago O'Hare Intl

Wed 10/9

1:55 p.m.-10:40 p.m.

1 stop9h 45m

C$ 379

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 17/9

6:29 a.m.-10:54 a.m.

Nonstop3h 25m

C$ 161

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 13/9

1:10 a.m.-9:51 a.m.

1 stop7h 41m

C$ 168

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 20/9

5:05 p.m.-11:59 p.m.

1 stop5h 54m

C$ 183

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 21/7

9:00 a.m.-9:30 p.m.

2 stops11h 30m

C$ 243

Flights are sorted by cheapest round-trip flights first.

Deals found on 25/6

Showing 1-10 of 13 results
1
2

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.

Cheapflights Insights

Everything you need to know about your flight from Calgary to Chicago O'Hare Intl Airport

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 20 June 2025.

The best time to book flights from Calgary to Chicago O'Hare Intl Airport is 43 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$ 351). 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 26 June 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 67% 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 26 June 2025.

The most flights from YYC to ORD are scheduled on a Wednesday (15 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (7 on average).

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 26 June 2025.
See what other customers who have flown with Alaska Airlines,Delta, andUnited Airlines from Calgary to Chicago O'Hare Intl Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Boarding

8.1

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Boarding

8.1

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,964 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Boarding

8.1

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,838 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Boarding

8.1

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Boarding

8.1

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
WestJet
7.2
Good
2,893 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Boarding

8.1

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 10 outbound flights to Chicago O'Hare Intl per day. 5 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$ 237. Other airlines that can offer you cheap pricing are American Airlines, from C$ 258, and Air Canada, from C$ 280. You may be able to fly from Calgary to Chicago O'Hare Intl Airport for 36% 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 American Airlines, which is currently one of the cheapest options available, starting at C$ 161. Air Canada flights start at C$ 168 while deals on United Airlines start at C$ 183 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: Avianca (92%), Air Canada (88%), United Airlines (88%).

  • 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$ 1,422, our data indicates the cheapest price to be C$ 166. The most popular route (Calgary - Chicago O'Hare Intl), is priced around C$ 282.

  • 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$ 351). 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

Travelling to a place near Calgary?

Book flights to Calgary if you plan to visit one of these locations
Elk Grove Village
Evanston
Downers Grove
Skokie
Naperville
Bolingbrook
Romeoville

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Calgary to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
Edmonton to O'Hare Intl flights
Calgary to Midway flights
Edmonton to Midway flights
Fort McMurray to O'Hare Intl flights
Grande Prairie to Midway flights
Grande Prairie to O'Hare Intl flights

Top 5 airlines flying from Calgary to O'Hare Intl

Discover the top 5 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 26 June 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 148AverageC$ 339FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 169AverageC$ 420FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 176AverageC$ 272FlexibilityNo cancel feeOn-time60%
Search WestJet flights
DeltaCheapestC$ 197AverageC$ 362FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapestC$ 248AverageC$ 557FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to O'Hare Intl from Calgary today with Cheapflights!

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

Cheapflights simply makes it quick and affordable to book flights from Calgary to O'Hare Intl by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.