Cheap Flights from Calgary to Chicago O'Hare International

Compare Calgary to Chicago O'Hare International flight deals

Find the cheapest month or even day of the year to fly to Chicago O'Hare International

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Flight deals from Calgary to Chicago O'Hare International

Looking for a cheap last-minute deal or the best return flight from Calgary to Chicago O'Hare International? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Calgary to Chicago O'Hare International

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Calgary to Chicago O'Hare International flights are currently cheapest in October.

Direct flights from Calgary to Chicago O'Hare International

Calgary to Chicago O'Hare International: Alternative routes

Compare routes from Calgary to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago O'Hare International.

Calgary to Chicago: Flight information

The things to know before you go.
Cheapest flight foundRs27,083
Cheapest month to flyOctober
Average flight time3 hrs, 29 mins
Most popular airlineQatar Airways
Average flights per week61

Finding cheap flights from Calgary to Chicago O'Hare International: Frequently asked questions

The best price we found for a return flight from Calgary to Chicago O'Hare International is Rs40,423. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
3 hours and 29 minutes is the average flight time from Calgary to Chicago O'Hare International.
Qatar Airways, American Airlines and Envoy Air fly direct from Calgary to Chicago O'Hare International.
As of July 2025, there are 61 flights per week flying from Calgary to Chicago O'Hare International.
The cheapest month to fly from Calgary to Chicago O'Hare International is usually September.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Calgary Airport to Chicago O'Hare International Airport on Thursday, 11 September 2025.
Yes – the average flight time is 3 hours and 29 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago O'Hare International but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, WestJet offers the cheapest flight tickets to Chicago O'Hare International.

Travelling from Calgary International Airport (YYC) to O'Hare International Airport (ORD): what you need to know

  • The average length of a direct flight from Calgary International Airport to O'Hare International Airport is 3 hours 25 minutes.

  • Chicago is one hour ahead of Calgary and is in the UTC-5 timezone.

  • Every week, there are 21 Calgary International Airport to O'Hare International Airport flights. If you prefer to get going as early as possible, pick the 08:30 United Airlines flight. If you'd rather make the most of your day before flying, the last flight is at 13:30 with American Airlines.

  • For a smooth journey, arrive at the airport two hours ahead of international flights and one hour before domestic departures. This will give you plenty of time to catch your YYC to ORD flight.

  • You'll likely experience longer queues in popular months such as July. Arriving up to four hours in advance for international flights and two hours for domestic departures is a wise move.

  • A number of airlines operate direct flights from Calgary International Airport to O'Hare International Airport, so jetting off to Chicago (and then discovering more of United States!) is easy. Popular carriers that fly nonstop include:

  • The airline that serves the most passengers on this route is American Airlines.

  • United Airlines is the most punctual carrier offering YYC to ORD flights, with 78.69% of its services arriving as scheduled.

How to find the cheapest flights from Calgary International Airport (YYC) to O'Hare International Airport (ORD)

  • Rs27,083 is the lowest price for a one-way Calgary International Airport to O'Hare International Airport flight. Return flights start at Rs40,423. These prices can change depending on availability.

  • To score cheap tickets from YYC to ORD, book your trip six months ahead of your departure date.

  • Organise your trip for May. That's the cheapest month for flights from Calgary International Airport to O'Hare International Airport. If you have flexibility with your dates, use the 'Whole month' tool to find the cheapest price across each month.

  • Save time looking for cheap flights from YYC to ORD by setting up a Price Alert. You'll receive an email or push notification on the app when a lower fare pops up.

  • Tailor your flights with filters. Select your departure and arrival times, total journey duration and airlines. You can also sort results by 'Best,' 'Fastest' or 'Cheapest' flights from Calgary International Airport to O'Hare International Airport.

Handy information about Calgary International Airport (YYC)

  • You'll find YYC at 2000 Airport Road Northeast.

  • Of the flights that depart from Calgary International Airport, 65.39% land on schedule at their destination.

  • To get to Calgary International Airport from central Calgary, it'll take about 20 minutes if you're planning to drive. Of course, this depends on traffic conditions. It's approximately 16 kilometres from the airport to the city centre.

  • The trip on public transport takes about 1 hour.

  • Get your break off to a relaxed start by staying near YYC. Whether you're catching an early flight from Calgary International Airport to O'Hare International Airport or just don't like being rushed, these hotels are the answer:

Arriving at O'Hare International Airport (ORD)

Getting from O'Hare International Airport (ORD) to central Chicago

  • You'll find ORD at 10000 West O'Hare.

  • O'Hare International Airport to the centre of Chicago has a drive time of about 35 minutes. It's approximately 40 kilometres away.

  • It'll take around 55 minutes to get there using public transport.

When to fly to O'Hare International Airport (ORD)

  • The quietest month for a flight from Calgary International Airport to O'Hare International Airport is January, while August is the most popular. Pick the ideal time to visit Chicago based on whether you prefer a bustling atmosphere or a more laid-back vibe.

  • Lock in your flight from Calgary International Airport to O'Hare International Airport for July if you'd like to visit Chicago during its warmest month. You can expect temperatures of between 15ºC and 29ºC.

  • January sees average temperatures of between -12ºC and 3ºC. Search for cheap tickets from YYC to ORD sometime then if you'd rather travel in cooler conditions.

Explore more of United States

  • Columbus is just one of the many cities in United States waiting to be discovered once you've seen the sights of Chicago. Around 451 kilometres away to the south-east, well-known attractions include Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • Indianapolis is another must-experience destination in United States and is around 257 kilometres south-east of Chicago. No trip is complete without seeing The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.