Question 1

What’s the cheapest layover airport for flights from Calgary to Chicago O'Hare Intl Airport?

Accepted Answer

Ottawa (YOW) is the most affordable 1-stop option, with an average round-trip price of C$ 256.

Question 2

Which airport typically offers the quickest layover for flights from Calgary to Chicago O'Hare Intl Airport?

Accepted Answer

Flights via Toronto (YYZ) offer the fastest connection on this route, with an average layover time of 1h 53m.

Question 3

What’s the fastest layover option from Calgary to Chicago O'Hare Intl Airport?

Accepted Answer

Flights via Toronto (YYZ) have the shortest average one-way travel time for 1-stop routes: 7h 42m.

Question 4

What’s the top layover airport for flights from Calgary to Chicago O'Hare Intl Airport?

Accepted Answer

Toronto (YYZ) – chosen by Cheapflights users on 58% of one-stop itineraries from Calgary to Chicago O'Hare Intl Airport on Cheapflights.

Question 5

What is the cheapest airline to fly from Calgary to Chicago O'Hare Intl Airport round-trip?

Accepted Answer

Cheapflights users have booked flights from Calgary to Chicago O'Hare Intl Airport round-trip from C$ 212. You may be able to fly from Calgary to Chicago O'Hare Intl Airport for 45% less than the average price by searching for this airline.

Question 6

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

Accepted Answer

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.

Question 7

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

Accepted Answer

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$ 352). 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.

Question 8

What is the cheapest day to fly from Calgary to Chicago O'Hare Intl Airport?

Accepted Answer

Travelers seeking maximum savings on their Calgary to Chicago O'Hare Intl Airport flight should consider departing on Friday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Question 9

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

Accepted Answer

The most flights from YYC to ORD are scheduled on a Monday (17 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (8 on average).

Question 10

E

Accepted Answer

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.

Question 11

E

Accepted Answer

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).

Question 12

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

Accepted Answer

Looking for the cheapest flight from Calgary to Chicago O'Hare Intl Airport? While on average our users pay C$ 1,448, our data indicates the cheapest price to be C$ 179. The most popular route (Calgary - Chicago O'Hare Intl), is priced around C$ 238.

Question 13

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

Accepted Answer

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: Envoy Air (100%), Avianca (84%), Air Canada (78%).

Question 14

What are the most popular airlines that fly from Calgary to Chicago O'Hare Intl Airport?

Accepted Answer

American Airlines, Air Canada and Delta are the most popular airlines when flying from Calgary to Chicago O'Hare Intl Airport.

Question 15

What is the cheapest day to fly round-trip from Calgary to Chicago O'Hare Intl Airport?

Accepted Answer

Monday flights are generally found to be more expensive for flights from Calgary to Chicago O'Hare Intl Airport. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago O'Hare Intl Airport.

Question 16

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

Accepted Answer

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 58 days in advance, which can save you up to 94% on flights from Calgary to Chicago O'Hare Intl Airport compared to booking the week you need them. Waiting 58 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at C$ 298. For sooner than that we have options available in the next 3 days from C$ 329.

Question 17

What is the cheapest month to fly from Calgary to Chicago O'Hare Intl Airport?

Accepted Answer

April is one of the best times of the year to fly to Chicago O'Hare Intl Airport from Calgary. Prices for April average C$ 380 per person but you can even find prices for as low as C$ 107. The most expensive prices can be found in the month of December. Opting for a April flight can save you 67% on your journey compared to booking in December

Question 18

What is the cheapest time of day to fly from YYC to ORD?

Accepted Answer

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.

Question 19

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

Accepted Answer

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 12 outbound flights to Chicago O'Hare Intl per day. 5 airlines have flights to Chicago O'Hare Intl from Calgary on a regular basis.

Question 20

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

Accepted Answer

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

Question 21

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

Accepted Answer

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.

Question 22

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

Accepted Answer

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.

Question 23

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

Accepted Answer

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!

Question 24

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

Accepted Answer

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.

Question 25

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

Accepted Answer

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.

Question 26

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

Accepted Answer

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.

Round-trip from	C$ 212
One-way from	C$ 156
Popular in	December
Cheapest in	May
Average price	C$ 448
Good round-trip deal	C$ 592 or less
Good one-way deal	C$ 343 or less

Airline	Cheapest	Average	Flexibility	On-time
Air Canada	CheapestC$ 149	AverageC$ 346	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights
WestJet	CheapestC$ 177	AverageC$ 256	FlexibilityNo cancel fee	On-time60%	Search WestJet flights
Delta	CheapestC$ 183	AverageC$ 344	FlexibilityNo cancel fee	On-timeN/A	Search Delta flights
American Airlines	CheapestC$ 185	AverageC$ 428	FlexibilityNo cancel fee	On-time71%	Search American Airlines flights
United Airlines	CheapestC$ 252	AverageC$ 565	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights

Cheap flights from Calgary to Chicago O'Hare Intl Airport from C$ 156

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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.

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 Wednesday

Cheap flight deals from Calgary to O'Hare Intl

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Cheapest flights from Calgary to O'Hare IntlExplore 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 13 August 2025.

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 13 August 2025.

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

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.

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 8 August 2025.

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

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 13 August 2025.

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 13 August 2025.

What’s the top layover airport for flights from Calgary to Chicago O'Hare Intl Airport?

Share of one-stop round-trip flights from Calgary to Chicago O'Hare Intl Airport chosen by Cheapflights users in the past 12 months, using the same layover each way.

What’s the cheapest layover airport for flights from Calgary to Chicago O'Hare Intl Airport?

Average round-trip fare for 1-stop flights from Calgary to Chicago O'Hare Intl Airport, chosen by Cheapflights users in the past 12 months, with the same layover each way.

What’s the fastest layover option from Calgary to Chicago O'Hare Intl Airport?

Shortest average travel time for 1-stop one-way flights from Calgary to Chicago O'Hare Intl Airport, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Which airport typically offers the quickest layover for flights from Calgary to Chicago O'Hare Intl Airport?

Average layover duration for 1-stop one-way flights from Calgary to Chicago O'Hare Intl Airport, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Reviews of airlines servicing O'Hare Intl

See what other customers who have flown with Delta,United Airlines, andAmerican 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.

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?

What is the cheapest airline to fly from Calgary to Chicago O'Hare Intl Airport round-trip?

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

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

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

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

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

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

Travelling to a place near Chicago O'Hare Intl Airport?

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Top 5 airlines flying from Calgary to O'Hare Intl

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

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

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

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

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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 13 August 2025.