Find Cheap Flights from Chicago to Calgary (CHI - YYC)

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Good to Know

Low Season:
October
Best time to beat the crowds
3%
expected price decrease
High Season:
April
Most popular time to fly
12%
expected price increase
Average Price:
$424
(avg. price over the last 2 weeks)
Good Deal:
$265
or less (round trip)

When to Book Flights from Chicago to Calgary

Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $264 or less.
The cheapest flight from Chicago to Calgary was found 60 days before departure, on average.
Book at least 2 weeks before departure in order to get a below-average price.
High season is considered to be March, April and May. The cheapest month to fly is October.
Morning departure is around 48% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Chicago to Calgary Flights

How long does a flight from Chicago to Calgary take?
An average nonstop flight takes 3h 44m, covering a distance of 1397 miles.
How many flights are there between Chicago and Calgary?
There are 56 (nonstop) flights between Chicago and Calgary per week, averaging 8 per day.
Which airlines provide the cheapest flights from Chicago to Calgary?
In the past 3 days, the cheapest round-trip tickets were found on Multiple Airlines ($286) and Delta ($316)
Do I need a passport to fly between Chicago and Calgary?
Yes.
Which airlines fly most frequently between Chicago and Calgary?
Air Canada (3 times daily), United (3 times daily), Aer Lingus (1 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Chicago to Calgary?
For Chicago to Calgary, Wednesday is the cheapest day to fly on average and Tuesday is the most expensive. Flying from Calgary back to Chicago, the best deals are generally found on Tuesday, with Tuesday being the most expensive.

Book cheap flights from Chicago to Calgary (round-trip)

Airports
Origin
Chicago
$286
only
$286
$316
only
$316
Destination
Calgary
$286
only
$286
Wed, May 2
ORD
YYC
3h 45m
Wed, May 9
YYC
ORD
3h 25m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jan 23
MDW
YYC
8h 34m
Fri, Jan 26
YYC
MDW
6h 33m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15239 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MEX
ATL
Excellent 10.0

Delta siempre excelente servicio al cliente.

SEA
LAX
Good 6.0

On time flight arrival

Baggage Claim was very disorganized. They indicated bags were to be picked up at a carousel that was under construction. When we went to the service desk, they directed us to another carousel which was incorrect. There was no announcement made and there was a delay in updating the baggage claim board.

YUL
DTW
Mediocre 2.0

Not applied

Not applied

LAX
SJC
Excellent 10.0

It’s was the best flight in my life

LAX
CUN
Mediocre 2.6

Terrible customer service both on the phone before the flight, but Especially from the gate agent. Wow she was really horrible.

The flight attendants on board were good! They helped get everything straight. Easily could have been handled by the incompetent gate agent. Wow.

Wed, Apr 18
ORD
YYC
9h 25m
Mon, Apr 23
YYC
ORD
3h 25m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Jan 27
ORD
YYC
7h 16m
Tue, Jan 30
YYC
ORD
6h 18m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15239 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
YUL
DTW
Mediocre 2.0

Not applied

Not applied

SEA
LAX
Good 6.0

On time flight arrival

Baggage Claim was very disorganized. They indicated bags were to be picked up at a carousel that was under construction. When we went to the service desk, they directed us to another carousel which was incorrect. There was no announcement made and there was a delay in updating the baggage claim board.

DEN
SLC
Excellent 10.0

Delta is great

SAN
LAX
Excellent 10.0

on time

AUA
ATL
Excellent 10.0

The entertainment

Had to pay for bags

Tue, Jul 17
ORD
YYC
10h 04m
Tue, Jul 24
YYC
ORD
3h 19m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Jan 29
ORD
YYC
7h 51m
Wed, Jan 31
YYC
ORD
6h 18m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15239 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SYR
JFK
Good 7.0

Nothing Special

LAX
CUN
Mediocre 2.6

Terrible customer service both on the phone before the flight, but Especially from the gate agent. Wow she was really horrible.

The flight attendants on board were good! They helped get everything straight. Easily could have been handled by the incompetent gate agent. Wow.

DEN
SLC
Excellent 10.0

Delta is great

AUA
ATL
Excellent 10.0

The entertainment

Had to pay for bags

HKG
SEA
Good 6.0

The flight was on time and the arrival was early

Wed, Mar 28
ORD
YYC
4h 10m
Wed, Apr 4
YYC
ORD
7h 39m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jun 26
ORD
YYC
3h 44m
Tue, Jul 3
YYC
ORD
14h 30m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Jan 27
ORD
YYC
7h 16m
Tue, Jan 30
YYC
ORD
7h 57m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Apr 10
ORD
YYC
7h 59m
Wed, Apr 18
YYC
ORD
3h 35m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Apr 11
ORD
YYC
7h 59m
Wed, Apr 18
YYC
ORD
3h 35m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Apr 13
ORD
YYC
6h 53m
Sat, Apr 14
YYC
ORD
3h 35m
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Apr 14
ORD
YYC
5h 39m
Wed, Apr 18
YYC
ORD
3h 35m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Apr 17
ORD
YYC
7h 59m
Wed, Apr 18
YYC
ORD
3h 35m
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jan 23
ORD
YYC
8h 54m
Sat, Jan 27
YYC
ORD
5h 59m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Feb 27
ORD
YYC
7h 44m
Wed, Feb 28
YYC
ORD
7h 57m
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jan 23
ORD
YYC
7h 18m
Fri, Feb 2
YYC
ORD
5h 47m
Trip: 11 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Jan 24
ORD
YYC
7h 18m
Sat, Jan 27
YYC
ORD
5h 59m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Jan 24
ORD
YYC
7h 18m
Tue, Jan 30
YYC
ORD
5h 47m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Jan 25
ORD
YYC
8h 30m
Tue, Jan 30
YYC
ORD
5h 47m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Show more results

Chicago to Calgary Flight Information

Avg. Flight Duration 3h 35m
Flights Arrive in Calgary
Flights Depart from Chicago
Flight Price $286
Distance 1397 miles
Airlines Delta
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

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At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

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Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.