Calgary (YYC) → Chicago (ORD)
About Calgary to Chicago Flights
Discover the best flights from Calgary to Chicago, covering 2,224 km in approximately 3h 17m. Calgary (YYC) to Chicago (ORD) is one of the popular medium-haul routes connecting Canada and United States. With 7 major airlines operating this route including direct flights, travelers have plenty of options to choose from. Whether you're traveling for business or leisure, our comprehensive guide helps you find the best deals, understand seasonal price variations, and choose the right airline for your journey from Calgary to Chicago.
12-Month Price History
Flight prices from Calgary to Chicago vary significantly throughout the year. February typically offers the best deals with average prices around $484, while July sees the highest prices, averaging $817. Savvy travelers can save up to 41% by choosing their travel dates wisely.
Best Time to Fly
Cheapest Month
February
Save up to 40% on average
Most Expensive
July
Peak season pricing
Book in Advance
87 days
For best prices
Booking Tips
For the best prices on Calgary to Chicago flights, we recommend booking 179 days in advance. International flights typically see price increases as the departure date approaches, so early booking is advisable. Tuesday and Wednesday departures often offer the lowest fares, while Friday and Sunday flights tend to be more expensive due to business and leisure travel demand. Consider flying early morning or late evening for additional savings, as these off-peak times usually have lower demand.
Airlines Serving This Route
| Airline | Economy | Business | First |
|---|---|---|---|
SkyWest Airlines OO | $650 | $2290 | $4730 |
United Airlines UA | $720 | $2640 | $4050 |
British Airways BA | $740 | $3110 | $4760 |
WestJet WS | $740 | $2870 | $4210 |
Delta Air Lines DL | $760 | $2890 | $3730 |
Kalitta Air K4 | $820 | $2850 | $3830 |
American Airlines AA | $850 | $2970 | $4410 |
SkyWest Airlines
OO
Economy
$650
Business
$2290
First
$4730
United Airlines
UA
Economy
$720
Business
$2640
First
$4050
British Airways
BA
Economy
$740
Business
$3110
First
$4760
WestJet
WS
Economy
$740
Business
$2870
First
$4210
Delta Air Lines
DL
Economy
$760
Business
$2890
First
$3730
Kalitta Air
K4
Economy
$820
Business
$2850
First
$3830
American Airlines
AA
Economy
$850
Business
$2970
First
$4410
Prices shown are estimates based on historical data. Actual prices may vary based on dates, availability, and current promotions.
Alternative Flight Options
Calgary → Milwaukee
Calgary International (YYC) to Milwaukee Mitchell International (MKE)
Distance: 2,163 km
Average price: $552
Calgary → Chicago
Calgary International (YYC) to Chicago Midway International (MDW)
Distance: 2,247 km
Average price: $568
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Frequently Asked Questions
How long is the flight from Calgary to Chicago?
The flight time from Calgary (YYC) to Chicago (ORD) is approximately 3 hours and 17 minutes. This duration is for direct flights and may vary depending on aircraft type, weather conditions, and air traffic.
What is the distance between Calgary and Chicago?
The aerial distance between Calgary and Chicago is 2,224 kilometers (1,382 miles). This is the straight-line distance, which is used to calculate flight times.
Which airlines fly from Calgary to Chicago?
Several airlines operate flights between Calgary and Chicago, including American Airlines, United Airlines, WestJet and 4 more airlines. Direct flights are available on this route.
What is the cheapest month to fly from Calgary to Chicago?
Based on historical data, February typically offers the lowest airfares for flights from Calgary to Chicago. However, prices can vary based on holidays, events, and airline promotions. We recommend checking our price calendar for the most up-to-date information.
How far in advance should I book my flight to Chicago?
For the best prices on Calgary to Chicago flights, we recommend booking 113 days in advance. International flights generally require earlier booking than domestic routes.
Do I need a visa to travel from Calgary to Chicago?
Visa requirements depend on your nationality and the purpose of your visit. Citizens of Canada traveling to United States should check the latest visa requirements. Visit our partner site visarequirements.io for detailed visa information.
What is the time difference between Calgary and Chicago?
Calgary operates on America/Edmonton time zone, while Chicago is in the America/Chicago time zone. For current time differences and to plan your schedule, visit our partner site timezig.com for accurate timezone conversions.