Find cheap airlines flights from Chicago to Calgary

You can choose from 4 airlines that fly from Chicago to Calgary, including WestJet, Air Canada, and Delta Air Lines. WestJet has lowest fares on this route.
WestJet logo WestJet
Air Canada logo Air Canada
Delta Air Lines logo Delta Air Lines
United Airlines logo United Airlines
Airlines are determined based on actual purchased flight tickets from Chicago to Calgary according to previous 12 months data from Trip.com.

Book direct flights from Chicago to Calgary: One way flights from $54, round trip flights from $143. Find flight deals for the next 3 months below.

Displayed flight fares from Chicago to Calgary are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Flight Info | Chicago to Calgary

The distance between Chicago and Calgary is approximately 2,248.84 km. It takes around 3 hours 54 minutes on average to fly from Chicago to Calgary. Based on Trip.com's data travel demand peaks in January. The off-season for travel is October.

Cheapest one-way flight price$54
Cheapest round-trip ticket price$143
Off-season for travelOctober
Peak season for travelJanuary
Flight distance2,248.84 km
Average flight time3 hours 54 minutes
Popular airlineWestJet
Flight statistics for the Chicago–Calgary route are based on aggregated booking data from Trip.com over the past 12 months.

Trip.com price insights on flights from Chicago to Calgary

Which month has the cheapest one-way flights from Chicago to Calgary?

The average price of one-way flights from Chicago to Calgary purchased by Trip.com users by month over the past 12 months.

Based on Trip.com’s data, the cheapest month for flights from Chicago to Calgary is Oct, with an average price of $95; while the month with the highest flight price is usually Jul, with an average price of up to $200.

$200
$148
$95
$43
    Cheapest
  • $184
    Feb
  • $97
    Mar
  • $119
    Apr
  • $181
    May
  • $150
    Jun
  • $200
    Jul
  • $176
    Aug
  • $111
    Sep
  • $95
    Oct
  • $110
    Nov
  • $187
    Dec
  • $198
    Jan

What's the cheapest day to fly from Chicago to Calgary?

Data is based on the average flight price for each day of the week from Chicago to Calgary on Trip.com over the past 12 months.

Based on Trip.com data from the past 12 months, the cheapest day to fly from Chicago to Calgary is Thu, with average prices lower than on other days. Avoid Mon, as prices are usually highest then.

$157
$132
$107
$82
    Cheapest
  • $157
    Mon
  • $137
    Tue
  • $152
    Wed
  • $107
    Thu
  • $138
    Fri
  • $157
    Sat
  • $142
    Sun

Frequently Asked Questions

  • What are the cheapest flights from Chicago to Calgary (CHI-YYC)?

    Based on Trip.com data, WestJet offers one-way fares as low as $54 on Cheapest nonstop routes (e.g. ORD to YYC on Fri, Apr 17), while WestJet offers Cheapest nonstop round-trips from $143 departing on Thu, Feb 26 and returning on Sun, Mar 1.
  • At the moment, you can catch a nonstop flight from Chicago to Calgary with the following airlines, including: WestJet Air Canada Delta Air Lines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.
  • It takes around 3 hours 54 minutes to fly from Chicago (CHI) to Calgary (YYC).
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Chicago to Calgary is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • Based on Trip.com data in the past 4 weeks, there is 9 flight per week flying from Chicago to Calgary. You can check the weekly schedule for popular airlines on this route below: Air Canada: S/M/T/W/T/F/S -- AC4027 (09:06)
  • To find best deals on flights from Chicago to Calgary, you can use various tools on Trip.com:
    · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Fri, Apr 17, with one-way flights priced at just $54.
    · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is WestJet.
    · Set up price alerts to easily monitor ticket prices without having to check every day.
    · Check Trip.com flight deals and promo codes frequently.
    · Avoid peak season unless you book very early. It seems the peak season for Calgary travel is around January.
    · Get exclusive promo codes for Trip.com app users.
  • The cheapest months to fly from Chicago to Calgary is October, when demand for travel is lower.
  • After crunching the numbers on our February flight calendar, it's currently cheapest to fly from Chicago to Calgary on February 23, 2026 with WestJet, with prices starting at $162.
  • You can land at any one of the following hubs in Calgary, with O'Hare International Airport to Calgary International Airport (ORD-YYC) is by far the most common option on this route: Calgary International Airport (YYC).
  • The time difference between Calgary and Chicago is 1h.
  • Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.

Trip.com airline insights on flights from Chicago to Calgary

Which airlines offer the cheapest nonstop flights from Chicago to Calgary?

Data is based on the average price of all nonstop flights from Chicago to Calgary on Trip.com in the past 12 months.

Based on Trip.com data from the past 12 months, WestJet offers the cheapest nonstop flights from Chicago to Calgary, with an average price of $117.

$90
$117
$145
$173
$200
WestJet
$117
WestJet
United Airlines
$175
United Airlines
Delta Air Lines
$196
Delta Air Lines
Air Canada
$198
Air Canada
American Airlines
$200
American Airlines

Which airlines operate the most flights from Chicago to Calgary?

Data is based on the number of flights from Chicago to Calgary operated by each airline on Trip.com in the past month.

Based on Trip.com data from the past month, United Airlines operates the most flights from Chicago to Calgary, with 14 flight per week.

0
2
8
14
United Airlines
14
United Airlines
Air Canada
8
Air Canada
American Airlines
8
American Airlines
British Airways
4
British Airways
Qatar Airways
4
Qatar Airways
Delta Air Lines
2
Delta Air Lines

How many flights are there each day from Chicago to Calgary?

Data is based on the number of flights from Chicago to Calgary for each day of the week on Trip.com over the last month.

Based on Trip.com data from the past month, the most flights from Chicago to Calgary depart on Friday, and the fewest flights depart on Wednesday.

36
28
19
11
Highest
28
Mon
20
Tue
19
Wed
19
Thu
36
Fri
25
Sat
23
Sun