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:
C$ 490
(avg. price over the last 2 weeks)
Good Deal:
C$ 317
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 C$ 317 or less.
The cheapest flight from Chicago to Calgary was found, on average, 60 days before departure.
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 2% cheaper 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 42m, covering a distance of 2248 km.
How many flights are there between Chicago and Calgary?
There are 57 (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 (C$ 371) and Delta (C$ 406)
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 from Chicago to Calgary?
For Chicago to Calgary, Saturday 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 Monday, with Tuesday being the most expensive.

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

Airports
Origin
Chicago
C$ 371
only
C$ 371
Destination
Calgary
C$ 371
only
C$ 371
Sat, 2 Jun
ORD
YYC
3h 42m
Wed, 6 Jun
YYC
ORD
7h 53m
C$ 371
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Wed, 28 Feb
ORD
YYC
7h 44m
Sat, 3 Mar
YYC
ORD
7h 31m
C$ 406
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
BOS
ATL
Okay 4.0

Comfort Plus allowed us to board early, useful USB ports.

DTW
YOW
Excellent 9.3

Please see above. Sherry was amazing

Plane was small and older but it was a short flight

ATL
MEX
Excellent 10.0

Flight was on time, crew was friendly, plane was clean, and boarding was painless and efficient. Food was served which was a huge plus. I appreciate having a choice of almonds for a snack.

BOS
BNA
Excellent 8.0

Service vey Good. Nice choices. Comfort seating very nice

WiFi awful. Useless.

DTW
MEX
Excellent 8.3

Even though I was disappointed by not being able to get the boarding passes from Delta for Aeromexico’s connecting flight to Bogota, I had an agent greet me after customs in Mexico to issue the boarding pass so I could use the transfer flight line. Excellent service throughout the entire trip.

Confusion over my boarding pass at the Delta terminal in Detroit.

Thu, 26 Apr
ORD
YYC
7h 59m
Tue, 1 May
YYC
ORD
8h 03m
C$ 377
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Sun, 4 Mar
ORD
YYC
6h 47m
Wed, 7 Mar
YYC
ORD
7h 30m
C$ 410
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
ECP
ATL
Excellent 9.6

We have been on 6 flights over the last 8 days, all with Delta and we have already started telling people how wonderful the service was. Sherry on this last flight was amazing, working so hard all by herself as our flight attendant. We were very impressed. And the pilots all came out to say goodbye and thank you. All very nice...esp for me who needed some wheelchair assistance. We will certainly fly with you again in the future.

Smaller plane but ok for short flight

SMF
ATL
Excellent 8.6

The crew were so polite and happy!

Those seats! UGH!

GDL
ATL
Excellent 9.0

Staff was great!

No TV for movies.

BOS
ATL
Okay 4.0

Comfort Plus allowed us to board early, useful USB ports.

DTW
YOW
Excellent 9.3

Please see above. Sherry was amazing

Plane was small and older but it was a short flight

Thu, 7 Jun
ORD
YYC
3h 42m
Thu, 14 Jun
YYC
ORD
3h 20m
C$ 431
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Sun, 1 Apr
ORD
YYC
6h 47m
Sat, 7 Apr
YYC
ORD
12h 17m
C$ 462
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Wed, 4 Apr
ORD
YYC
7h 59m
Wed, 11 Apr
YYC
ORD
7h 35m
C$ 555
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
BOS
JFK
Excellent 9.3

The volume controls on the tv we’re pretty poor. Was either too loud or too soft with only 5-6 volume settings.

ATL
DTW
Excellent 10.0

Pls see above

SJC
SLC
Excellent 8.8

Good clean aircraft. Fairly comfortable seats. Even had a power outlet in my row. Not too bad for an aircraft from the late 70s.

for some reason, i had to pay to gate check a bag. It didnt seem like anyone else did while boarding my flight.

ECP
ATL
Excellent 9.6

We have been on 6 flights over the last 8 days, all with Delta and we have already started telling people how wonderful the service was. Sherry on this last flight was amazing, working so hard all by herself as our flight attendant. We were very impressed. And the pilots all came out to say goodbye and thank you. All very nice...esp for me who needed some wheelchair assistance. We will certainly fly with you again in the future.

Smaller plane but ok for short flight

BOS
ATL
Okay 4.0

Comfort Plus allowed us to board early, useful USB ports.

Mon, 26 Mar
ORD
YYC
7h 58m
Tue, 27 Mar
YYC
ORD
6h 57m
C$ 487
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Sat, 14 Jul
ORD
YYC
7h 55m
Tue, 17 Jul
YYC
ORD
14h 50m
C$ 505
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Sat, 4 Aug
ORD
YYC
6h 53m
Tue, 7 Aug
YYC
ORD
14h 50m
C$ 511
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Thu, 12 Jul
ORD
YYC
6h 53m
Sun, 15 Jul
YYC
ORD
14h 50m
C$ 533
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Wed, 29 Aug
ORD
YYC
6h 53m
Tue, 11 Sep
YYC
ORD
9h 44m
C$ 587
Trip: 14 days
Overall 0.0 Poor
Based on 0 reviews
Tue, 21 Aug
ORD
YYC
6h 53m
Thu, 23 Aug
YYC
ORD
3h 20m
C$ 630
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Show more results

Chicago to Calgary Flight Information

Avg. Flight Duration 3h 31m
Flights Arrive in Calgary
Flights Depart from Chicago
Flight Price C$ 371
Distance 2248 km
Airlines Delta
*
Prices are per person, are for e–tickets and include all taxes & fees in CAD.

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.