Cheap flights from Chicago to Calgary

Flights overview

Useful information for finding cheap flights from Chicago to Calgary and booking your next trip
Cheapest round-trip flights $163
WestJet Nonstop 4 hr Mon, Jan 26 — Mon, Feb 2
The cheapest round-trip flight from Chicago to Calgary is currently $163
Cheapest one-way flight $59
WestJet Nonstop 4 hr Fri, Jan 23
The cheapest one-way flight from Chicago to Calgary is currently $59
Cheapest nonstop flights $208
WestJet Nonstop 4 hr Fri, Nov 28 — Thu, Dec 4
The cheapest nonstop round-trip flight from Chicago to Calgary is currently $208
Last-minute weekend getaway $221
United Nonstop 4 hr Thu, Nov 20 — Mon, Nov 24
The cheapest last-minute weekend getaway from Chicago to Calgary is currently $221
Cheapest business class flights $801
Delta 1 stop 6 hr Sat, Dec 6 — Mon, Dec 15
The cheapest business class round-trip flight from Chicago to Calgary is currently $801
Fastest flight 3 hr 50 min The fastest nonstop flight from Chicago to Calgary takes 3 hr 50 min
Nonstop flights Every day There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from Chicago to Calgary is typically October. The most expensive month to fly is typically July.
October
Cheapest
Typical prices: $175–300
July
Most expensive
Typical prices: $240–365

Popular airlines from Chicago to Calgary

  • United
    Nonstop
    from $185
    Typical price: $270–640
    7 weekly nonstop flights
    ORD - YYC Every day
    123 weekly connecting flights
    ORD - YYC Every day
  • Delta
    from $251
    Typical price: $255–540
    288 weekly connecting flights
    MDW, ORD - YYC Every day
  • Air Canada
    from $230
    Typical price: $225–550
    113 weekly connecting flights
    ORD - YYC Every day
  • WestJet
    Nonstop
    from $163
    Typical price: $375–960
    2 weekly nonstop flights
    ORD - YYC Every Mon, Fri
  • American
    from $227
    Typical price: $305–600
    63 weekly connecting flights
    ORD - YYC Every day
  • Alaska
    from $359
    Typical price: $475–910
    22 weekly connecting flights
    ORD - YYC Every day

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 31 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago United States 26 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee United States 1 hr 28 min 75 mi
  • Indianapolis International Airport (IND)
    Indianapolis United States 2 hr 58 min 165 mi

Popular airports near Calgary

  • Calgary International Airport (YYC)
    Calgary Canada 16 min 5 mi
  • Edmonton International Airport (YEG)
    Edmonton Canada 2 hr 36 min 157 mi
  • Lethbridge Airport (YQL)
    Lethbridge Canada 2 hr 23 min 112 mi
  • Medicine Hat Regional Airport (YXH)
    Medicine Hat Canada 2 hr 54 min 163 mi

Frequently asked questions about flying from Chicago to Calgary

When are the cheapest days to fly from Chicago to Calgary?
The cheapest flights from Chicago to Calgary are usually in October. Typical ticket prices in October range from $175 to $300.
Which airlines provide the cheapest flights from Chicago to Calgary?
The cheapest round-trip flight from Chicago to Calgary recently found on Google Flights was with WestJet from $163. The cheapest one-way flight was with WestJet from $59.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest United flight from Chicago to Calgary is $185, flying from Jan 22 to Jan 28.
  • The cheapest Delta flight from Chicago to Calgary is $251, flying from Dec 4 to Dec 10.
  • The cheapest Air Canada flight from Chicago to Calgary is $230, flying from Jan 17 to Jan 23.
  • The cheapest WestJet flight from Chicago to Calgary is $163, flying from Jan 26 to Feb 2.
  • The cheapest American flight from Chicago to Calgary is $227, flying from Dec 6 to Dec 14.
  • The cheapest Alaska flight from Chicago to Calgary is $359, flying from Jan 23 to Jan 29.
What are the cheapest flights from Chicago to Calgary?
The cheapest round-trip flight from Chicago to Calgary starts at $163 from Mon, Jan 26 to Mon, Feb 2. The cheapest one-way flight starts at $59 and departs on Fri, Jan 23.
How long does it take to fly from Chicago to Calgary?
3 hr 50 min is the shortest flight time from Chicago to Calgary.
When should you fly to Calgary, Canada?
Calgary is popular in summer (May–Aug), when there's mild, dry weather and when the massive Calgary Stampede rodeo (Jul) is held. Other popular summer festivals include the Calgary Folk Music Festival (Jul) and the Calgary International Film Festival (Sep). Winters are cold, though sunny, with the warm Chinook wind periodically raising temperatures significantly. The bobsled ride at Olympic Park operates year-round, but the luge attraction is closed Nov–Apr.
How do I find cheap dates to fly from Chicago to Calgary?
It's easy to use Google Flights to find the cheapest days to fly from Chicago to Calgary.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.
What is the best airline to fly from Chicago to Calgary?
What counts as the best airline for your flights from Chicago to Calgary really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Chicago to Calgary.

In terms of nonstop flights, United is the most popular. United offers 7 nonstop flights and 123 connecting flights per week. United flies from Chicago O'Hare International Airport (ORD) to Calgary International Airport (YYC) .

In terms of flights, Delta is the most popular. Delta offers 288 connecting flights per week. Delta flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Calgary International Airport (YYC) .

Other popular airlines flying from Chicago to Calgary are:
  • Air Canada offers 113 connecting flights per week. Air Canada flies from Chicago O'Hare International Airport (ORD) to Calgary International Airport (YYC) .
  • WestJet offers 2 nonstop flights per week. WestJet flies from Chicago O'Hare International Airport (ORD) to Calgary International Airport (YYC) .
  • American offers 63 connecting flights per week. American flies from Chicago O'Hare International Airport (ORD) to Calgary International Airport (YYC) .
  • Alaska offers 22 connecting flights per week. Alaska flies from Chicago O'Hare International Airport (ORD) to Calgary International Airport (YYC) .
The number of connecting flights refers to distinct flights with at least one stop between Chicago and Calgary.
Which airlines provide the cheapest flights from Chicago to Calgary?
The cheapest round-trip flight from Chicago to Calgary recently found on Google Flights was with WestJet from $163. The cheapest one-way flight was with WestJet from $59.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest United flight from Chicago to Calgary is $185, flying from Jan 22 to Jan 28.
  • The cheapest Delta flight from Chicago to Calgary is $251, flying from Dec 4 to Dec 10.
  • The cheapest Air Canada flight from Chicago to Calgary is $230, flying from Jan 17 to Jan 23.
  • The cheapest WestJet flight from Chicago to Calgary is $163, flying from Jan 26 to Feb 2.
  • The cheapest American flight from Chicago to Calgary is $227, flying from Dec 6 to Dec 14.
  • The cheapest Alaska flight from Chicago to Calgary is $359, flying from Jan 23 to Jan 29.
Which airlines have direct flights from Chicago to Calgary?
United and WestJet fly direct from Chicago to Calgary.
  • There are 7 United direct flights from Chicago to Calgary per week. Flights are available every day.
  • There are 2 WestJet direct flights from Chicago to Calgary per week. Flights are available on Monday and Friday.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
Which airline provides the cheapest last-minute getaway flight from Chicago to Calgary?
The cheapest last-minute deal between Chicago and Calgary at price $221 is offered by United from Thu, Nov 20 to Mon, Nov 24.
Which airlines have direct flights from Chicago to Calgary?
United and WestJet fly direct from Chicago to Calgary.
  • There are 7 United direct flights from Chicago to Calgary per week. Flights are available every day.
  • There are 2 WestJet direct flights from Chicago to Calgary per week. Flights are available on Monday and Friday.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
When are direct flights from Chicago to Calgary available?
There are direct flights from Chicago to Calgary on a daily basis.
What are the cheapest direct flights from Chicago to Calgary?
The cheapest direct (nonstop) round-trip flights between Chicago and Calgary start at $208 from Fri, Nov 28 to Thu, Dec 4 with WestJet.
How can I find nonstop flights from Chicago to Calgary?
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Chicago to Calgary, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
What are the cheapest business class flights from Chicago to Calgary?
The cheapest business class round-trip flights between Chicago and Calgary start at $801 from Sat, Dec 6 to Mon, Dec 15 with Delta.
What are the cheapest economy class flights from Chicago to Calgary?
The cheapest economy class round-trip flights between Chicago and Calgary start at $163 from Mon, Jan 26 to Mon, Feb 2.
How can I book business class trips from Chicago to Calgary?
To book business class trips from Chicago to Calgary, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.
Are there any last-minute deals from Chicago to Calgary next weekend?
The best last-minute getaway deal for the next weekend between Chicago and Calgary starts at $221 from Thu, Nov 20 to Mon, Nov 24 with United.
Which airline provides the cheapest last-minute getaway flight from Chicago to Calgary?
The cheapest last-minute deal between Chicago and Calgary at price $221 is offered by United from Thu, Nov 20 to Mon, Nov 24.
How can I find last-minute flight deals from Chicago to Calgary?
To find last-minute flight deals from Chicago to Calgary, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.

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