Cheapest: November from €71 · ORD → YYC

Best Time to Fly: ChicagoCalgary

CapitalOttawa
Population41,548,787
CurrencyCAD $ Canadian dollar
LanguageEnglish, French
Time ZoneUTC-06:00 MDT
AirportYYC
Distance2,224 km
Flight Time3h 06m
Visitors/yr~8,397,224

The cheapest month to fly from Chicago to Calgary is November, with fares from €71. The most expensive period is August, when prices can reach €142+ — a difference of €71 per ticket. Booking on a Saturday and travelling off-peak can save you significantly on the 2,224 km ORD–YYC sector.

Month-by-Month Price Breakdown: Chicago to Calgary

Estimated seasonal guide, not live fare data: we do not yet have enough observed fares on this route to show real monthly prices. Use the live fares above for actual pricing.

January
€75
Cheapest
February
€80
March
€89
April
€102
Peak
May
€97
June
€115
Peak
July
€137
Peak
August
€142
Peak
September
€93
October
€84
November
€71
Cheapest
December
€111
Peak

Price Comparison Table

MonthFrom pricevs cheapestVerdict
January€75+€4Best value
February€80+€9Best value
March€89+€18Good value
April€102+€31Average
May€97+€26Average
June€115+€44Average
July€137+€66Expensive
August€142+€71Expensive
September€93+€22Average
October€84+€13Good value
November€71CheapestBest value
December€111+€40Average

Day-of-Week Price Patterns

On the Chicago–Calgary route, Saturdays are typically the cheapest day to fly, while Fridays are most expensive. Mid-week departures (Tuesday, Wednesday) save an average of 15–25% compared to weekend travel.

Best combination: Fly on a Saturday in November booking 5–7 weeks ahead for the lowest possible fare on Chicago–Calgary.

Frequently Asked Questions

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Hotels in Calgary

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Airlines flying Chicago to Calgary nonstop

AirlineCodeRoleAircraft
United AirlinesUAOperatesAirbus Industrie A319, Canadair Regional Jet 700
WestJetWSOperatesBoeing 737-700 With Winglets
Air CanadaACCodeshareCanadair Regional Jet 700, Airbus Industrie A319
American AirlinesAACodeshareBoeing 737
Delta Air LinesDLCodeshareBoeing 737-700 With Winglets
2 carriers operate this route nonstop under its own flight number; the rest sell it as a codeshare. From published airline schedules — aircraft can change by day and season.

More on Chicago to Calgary

Chicago to Calgary flightsAll departures from ORDChicago airport guideCheap flights to CalgaryCalgary airport guide