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$ 491
(avg. price over the last 2 weeks)
Good Deal:
C$ 310
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$ 309 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 1% 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 45m, covering a distance of 2248 km.
How many flights are there between Chicago and Calgary?
There are 111 (nonstop) flights between Chicago and Calgary per week, averaging 17 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$ 319), WestJet (C$ 407) and Delta (C$ 409).
Do I need a passport to fly between Chicago and Calgary?
Yes.
Which airlines fly most frequently between Chicago and Calgary?
Air Canada (7 times daily), United (7 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, Friday is the cheapest day to fly on average and Saturday is the most expensive. Flying from Calgary back to Chicago, the best deals are generally found on Thursday, with Thursday being the most expensive.
Flexible dates? Here are the best airfares found in the past 48 hours

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

Airports
Origin
Chicago
C$ 319
only
C$ 319
Destination
Calgary
C$ 319
only
C$ 319
Fri, 15 Dec
ORD
YYC
4h 05m
Sun, 17 Dec
YYC
ORD
16h 20m
C$ 319
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Thu, 17 May
ORD
YYC
3h 45m
Sat, 26 May
YYC
ORD
3h 22m
C$ 407
Trip: 10 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 7 reviews
Overall
8.2
Boarding
8.3
Comfort
8.0
Crew
8.6
Entertainment
7.2
Food
7.3
YSB
YYZ
Good 6.4

The crew was friendly and funny.

The Westjet staff at the Sudbury airport was not exactly friendly. My flight was departing at 6am, and they ask to be there 45 mins before which would have been at 5:15am, I got there at 5:20am and the gate was closed. At 5:25am an employee came to check me in but still advised me to be 45 mins in advance next time. I was only 5 mins late and they weren't even at the gate on my arrival. The security at the airport was rude.

YEG
YMM
Good 7.6

Overall flight and connections were good. Board process was smooth and flight departed and arrived on time. Watch for baggage delays when arriving in Fort McMurray as they can sometimes be excessive. No entertainment provided on the smaller planes but most people have some form of entertainment with them.

BZE
YYZ
Okay 5.0

Good snacks $

Title says it.

ORD
YYC
Excellent 10.0

Good airlines

ORD
YYC
Excellent 9.6

Friendliest crew, good entertainment system. Comfortable seating

Desperately need a lounge facility in terminal 5 Chicago

Wed, 29 Nov
ORD
YYC
8h 40m
Thu, 7 Dec
YYC
ORD
6h 29m
C$ 409
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13658 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MIA
ATL
Excellent 8.3

They gave me extra pretzels and 2 cans of soda

The seats were awful.. Miniscule

SAV
ATL
Good 7.0

The flight was on schedule

It was crowded and cramped.

JFK
DTW
Excellent 10.0

I got off the flight at out side,but i forgot to carried my small bag .and then the Crew returned me the bag very soon.they were very kind,thank you very much.

ATL
HPN
Good 7.3

It was on time

It was crowded and cramped.

LHR
ATL
Good 6.0

Staff were friendly and attentive. Boarding was good - efficient and quick.

Seats were not that comfortable. Aircraft very noisy. Competition offers a much better service. Transfer in Atlanta was a nightmare, taking almost two hours from landing to getting to the domestic gate for the next sector. only three immigration staff working.

Fri, 23 Feb
ORD
YYC
12h 35m
Sat, 3 Mar
YYC
ORD
12h 00m
C$ 444
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Tue, 12 Dec
ORD
YYC
10h 29m
Sun, 17 Dec
YYC
ORD
16h 20m
C$ 324
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Wed, 13 Dec
ORD
YYC
10h 29m
Sun, 17 Dec
YYC
ORD
17h 02m
C$ 324
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Thu, 30 Nov
ORD
YYC
8h 40m
Fri, 8 Dec
YYC
ORD
6h 29m
C$ 409
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13658 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
JFK
CUN
Excellent 9.0

Entertainment and crew were great- comfortable seats, got to watch a couple of movies with headphones provided by Delta; forgot mine so I assumed I would be miserable thru the whole 4 hour flight. so glad I was wrong! Would definitely take another flight with Delta... looking into the frequent flyer program as we speak

JFK
DTW
Excellent 10.0

I got off the flight at out side,but i forgot to carried my small bag .and then the Crew returned me the bag very soon.they were very kind,thank you very much.

PBI
ATL
Good 6.0

On time; safe flight

Service from boarding to landing was impersonal. No headphones etc. Etc.

SEA
SJC
Okay 5.6

No vegetarian options in first class.. and go go wouldn5 hook up. Flight was an hour late...but that was ok.

The pilot did a nice job of flying in and banking so we could see the view..

LHR
ATL
Good 6.0

Staff were friendly and attentive. Boarding was good - efficient and quick.

Seats were not that comfortable. Aircraft very noisy. Competition offers a much better service. Transfer in Atlanta was a nightmare, taking almost two hours from landing to getting to the domestic gate for the next sector. only three immigration staff working.

Wed, 29 Nov
ORD
YYC
10h 29m
Sat, 2 Dec
YYC
ORD
3h 30m
C$ 358
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Thu, 24 May
ORD
YYC
3h 45m
Sat, 2 Jun
YYC
ORD
3h 22m
C$ 435
Trip: 10 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 7 reviews
Overall
8.2
Boarding
8.3
Comfort
8.0
Crew
8.6
Entertainment
7.2
Food
7.3
YSB
YYZ
Good 6.4

The crew was friendly and funny.

The Westjet staff at the Sudbury airport was not exactly friendly. My flight was departing at 6am, and they ask to be there 45 mins before which would have been at 5:15am, I got there at 5:20am and the gate was closed. At 5:25am an employee came to check me in but still advised me to be 45 mins in advance next time. I was only 5 mins late and they weren't even at the gate on my arrival. The security at the airport was rude.

ORD
YYC
Excellent 9.6

Friendliest crew, good entertainment system. Comfortable seating

Desperately need a lounge facility in terminal 5 Chicago

YVR
YEG
Excellent 8.3

Flight was good, crew was courteous and boarded on time. Cabin space was adequate and the entertainment provided through WestJet’s app is very good.

BZE
YYZ
Okay 5.0

Good snacks $

Title says it.

ORD
YYC
Excellent 10.0

Good airlines

Fri, 1 Dec
ORD
YYC
10h 38m
Sat, 9 Dec
YYC
ORD
6h 18m
C$ 409
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13658 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
PBI
ATL
Good 6.0

On time; safe flight

Service from boarding to landing was impersonal. No headphones etc. Etc.

JFK
CUN
Excellent 9.0

Entertainment and crew were great- comfortable seats, got to watch a couple of movies with headphones provided by Delta; forgot mine so I assumed I would be miserable thru the whole 4 hour flight. so glad I was wrong! Would definitely take another flight with Delta... looking into the frequent flyer program as we speak

ATL
HPN
Good 7.3

It was on time

It was crowded and cramped.

PTY
ATL
Excellent 9.6

Crew was kind, entertainment and food were good

Seats are really tight

SAV
ATL
Good 7.0

The flight was on schedule

It was crowded and cramped.

Thu, 30 Nov
ORD
YYC
10h 29m
Mon, 4 Dec
YYC
ORD
3h 30m
C$ 358
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Sat, 2 Dec
ORD
YYC
7h 44m
Sun, 10 Dec
YYC
ORD
7h 12m
C$ 409
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13658 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
PHL
JFK
Excellent 9.0

We were probably in the air for 30 mins; great short flight. Plane wasn’t filled so had plenty of space.

SAV
ATL
Good 7.0

The flight was on schedule

It was crowded and cramped.

PBI
ATL
Good 6.0

On time; safe flight

Service from boarding to landing was impersonal. No headphones etc. Etc.

RDU
CDG
Good 7.0

The Delta check-in at RDU was terribly understaffed with only 2 agents handling baggage drop-off for a fully booked Boeing 757. I waited over 1 hour and got to the gate at the last minute. Poorly managed! The flight crew was great though! Very attentive service even in the economy class!

The food could be better.

MIA
ATL
Excellent 8.3

They gave me extra pretzels and 2 cans of soda

The seats were awful.. Miniscule

Thu, 17 May
ORD
YYC
3h 45m
Sat, 19 May
YYC
ORD
3h 22m
C$ 452
Trip: 3 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 7 reviews
Overall
8.2
Boarding
8.3
Comfort
8.0
Crew
8.6
Entertainment
7.2
Food
7.3
YVR
YEG
Excellent 8.3

Flight was good, crew was courteous and boarded on time. Cabin space was adequate and the entertainment provided through WestJet’s app is very good.

YYC
YWG
Excellent 10.0

Friendly staff 8

YEG
YMM
Good 7.6

Overall flight and connections were good. Board process was smooth and flight departed and arrived on time. Watch for baggage delays when arriving in Fort McMurray as they can sometimes be excessive. No entertainment provided on the smaller planes but most people have some form of entertainment with them.

YYC
YXJ
Excellent 8.4

I liked the flight attendants sense of humour!

ORD
YYC
Excellent 9.6

Friendliest crew, good entertainment system. Comfortable seating

Desperately need a lounge facility in terminal 5 Chicago

Sat, 2 Dec
ORD
YYC
10h 29m
Sat, 9 Dec
YYC
ORD
3h 30m
C$ 358
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Sun, 3 Dec
ORD
YYC
7h 44m
Mon, 11 Dec
YYC
ORD
9h 17m
C$ 409
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13658 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LHR
ATL
Good 6.0

Staff were friendly and attentive. Boarding was good - efficient and quick.

Seats were not that comfortable. Aircraft very noisy. Competition offers a much better service. Transfer in Atlanta was a nightmare, taking almost two hours from landing to getting to the domestic gate for the next sector. only three immigration staff working.

RDU
CDG
Good 7.0

The Delta check-in at RDU was terribly understaffed with only 2 agents handling baggage drop-off for a fully booked Boeing 757. I waited over 1 hour and got to the gate at the last minute. Poorly managed! The flight crew was great though! Very attentive service even in the economy class!

The food could be better.

JFK
CUN
Excellent 9.0

Entertainment and crew were great- comfortable seats, got to watch a couple of movies with headphones provided by Delta; forgot mine so I assumed I would be miserable thru the whole 4 hour flight. so glad I was wrong! Would definitely take another flight with Delta... looking into the frequent flyer program as we speak

PHL
JFK
Excellent 9.0

We were probably in the air for 30 mins; great short flight. Plane wasn’t filled so had plenty of space.

JFK
DTW
Excellent 10.0

I got off the flight at out side,but i forgot to carried my small bag .and then the Crew returned me the bag very soon.they were very kind,thank you very much.

Sat, 2 Dec
ORD
YYC
10h 29m
Sat, 9 Dec
YYC
ORD
3h 30m
C$ 358
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Mon, 4 Dec
ORD
YYC
10h 38m
Tue, 12 Dec
YYC
ORD
6h 29m
C$ 409
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13658 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
JFK
CUN
Excellent 9.0

Entertainment and crew were great- comfortable seats, got to watch a couple of movies with headphones provided by Delta; forgot mine so I assumed I would be miserable thru the whole 4 hour flight. so glad I was wrong! Would definitely take another flight with Delta... looking into the frequent flyer program as we speak

SAV
ATL
Good 7.0

The flight was on schedule

It was crowded and cramped.

SEA
SJC
Okay 5.6

No vegetarian options in first class.. and go go wouldn5 hook up. Flight was an hour late...but that was ok.

The pilot did a nice job of flying in and banking so we could see the view..

RDU
CDG
Good 7.0

The Delta check-in at RDU was terribly understaffed with only 2 agents handling baggage drop-off for a fully booked Boeing 757. I waited over 1 hour and got to the gate at the last minute. Poorly managed! The flight crew was great though! Very attentive service even in the economy class!

The food could be better.

PHL
JFK
Excellent 9.0

We were probably in the air for 30 mins; great short flight. Plane wasn’t filled so had plenty of space.

Sat, 12 May
ORD
YYC
3h 45m
Wed, 16 May
YYC
ORD
3h 22m
C$ 515
Trip: 5 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 7 reviews
Overall
8.2
Boarding
8.3
Comfort
8.0
Crew
8.6
Entertainment
7.2
Food
7.3
ORD
YYC
Excellent 10.0

Good airlines

YSB
YYZ
Good 6.4

The crew was friendly and funny.

The Westjet staff at the Sudbury airport was not exactly friendly. My flight was departing at 6am, and they ask to be there 45 mins before which would have been at 5:15am, I got there at 5:20am and the gate was closed. At 5:25am an employee came to check me in but still advised me to be 45 mins in advance next time. I was only 5 mins late and they weren't even at the gate on my arrival. The security at the airport was rude.

YYC
YXJ
Excellent 8.4

I liked the flight attendants sense of humour!

SJO
YYZ
Excellent 10.0

Very helpful and friendly staff.

Having to leave Costa rica

YYZ
LAX
Excellent 10.0

Lots of room- great aircraft

Thu, 7 Dec
ORD
YYC
4h 05m
Wed, 13 Dec
YYC
ORD
8h 55m
C$ 358
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Tue, 5 Dec
ORD
YYC
10h 38m
Wed, 13 Dec
YYC
ORD
6h 29m
C$ 409
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13658 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
DAB
Okay 4.0

Staff were friendly and worked hard.

Seats were very basic and not as good as the low cost carrier I normally fly out of the UK. Very old and noisy aircraft. Seemed little control over how much hand luggage passengers were bringing onto the aircraft.

PTY
ATL
Excellent 9.6

Crew was kind, entertainment and food were good

Seats are really tight

MIA
ATL
Excellent 8.3

They gave me extra pretzels and 2 cans of soda

The seats were awful.. Miniscule

PBI
ATL
Good 6.0

On time; safe flight

Service from boarding to landing was impersonal. No headphones etc. Etc.

ATL
HPN
Good 7.3

It was on time

It was crowded and cramped.

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*
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.

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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,
please send us an and someone from our team will get back to you promptly.

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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.