Cheap Flights From O'Hare Intl. (ORD) To Calgary Intl. (YYC)

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Cheapest Flights from Chicago (ORD) to Calgary (YYC)

The cheapest flights to Calgary Intl. found within the past 7 days were CA $264 round trip and CA $100 one way. Prices and availability subject to change. Additional terms may apply.

Sun, Oct 26 - Sun, Nov 2
ORD
Chicago
YYC
Calgary
CA $264 Roundtrip, found 6 hours ago
CA $264
Roundtrip
found 6 hours ago
Select WestJet flight, departing Sun, Oct 26 from Chicago to Calgary, returning Sun, Nov 2, priced at CA $264 found 6 hours ago
Thu, Oct 23 - Sun, Oct 26
ORD
Chicago
YYC
Calgary
CA $269 Roundtrip, found 6 days ago
CA $269
Roundtrip
found 6 days ago
Select WestJet flight, departing Thu, Oct 23 from Chicago to Calgary, returning Sun, Oct 26, priced at CA $269 found 6 days ago
Thu, Oct 23 - Mon, Oct 27
ORD
Chicago
YYC
Calgary
CA $279 Roundtrip, found 2 days ago
CA $279
Roundtrip
found 2 days ago
Select WestJet flight, departing Thu, Oct 23 from Chicago to Calgary, returning Mon, Oct 27, priced at CA $279 found 2 days ago
Sun, Oct 19 - Sun, Oct 26
ORD
Chicago
YYC
Calgary
CA $301 Roundtrip, found 5 days ago
CA $301
Roundtrip
found 5 days ago
Select WestJet flight, departing Sun, Oct 19 from Chicago to Calgary, returning Sun, Oct 26, priced at CA $301 found 5 days ago
Mon, Sep 29 - Fri, Oct 3
ORD
Chicago
YYC
Calgary
CA $303 Roundtrip, found 8 hours ago
CA $303
Roundtrip
found 8 hours ago
Select WestJet flight, departing Mon, Sep 29 from Chicago to Calgary, returning Fri, Oct 3, priced at CA $303 found 8 hours ago
Mon, Sep 29 - Fri, Oct 3
ORD
Chicago
YYC
Calgary
CA $367 Roundtrip, found 8 hours ago
CA $367
Roundtrip
found 8 hours ago
Select Alaska Airlines flight, departing Mon, Sep 29 from Chicago to Calgary, returning Fri, Oct 3, priced at CA $367 found 8 hours ago
Mon, Sep 22 - Wed, Oct 22
ORD
Chicago
YYC
Calgary
CA $369 Roundtrip, found 4 days ago
CA $369
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Sep 22 from Chicago to Calgary, returning Wed, Oct 22, priced at CA $369 found 4 days ago
Sat, Nov 22 - Fri, Nov 28
ORD
Chicago
YYC
Calgary
CA $372 Roundtrip, found 1 day ago
CA $372
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Nov 22 from Chicago to Calgary, returning Fri, Nov 28, priced at CA $372 found 1 day ago
Fri, Oct 17 - Fri, Oct 24
ORD
Chicago
YYC
Calgary
CA $399 Roundtrip, found 1 day ago
CA $399
Roundtrip
found 1 day ago
Select WestJet flight, departing Fri, Oct 17 from Chicago to Calgary, returning Fri, Oct 24, priced at CA $399 found 1 day ago
Sat, Nov 22 - Fri, Nov 28
ORD
Chicago
YYC
Calgary
CA $417 Roundtrip, found 1 day ago
CA $417
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Nov 22 from Chicago to Calgary, returning Fri, Nov 28, priced at CA $417 found 1 day ago

Calgary Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Best Western Premier Calgary Plaza Hotel & Conference Centre

Best Western Premier Calgary Plaza Hotel & Conference Centre

3.5 out of 5
Price was CA $684, price is now CA $595 per person
CA $595
per person
Nov 7 - Nov 12
found 2 hours ago
Roundtrip flight included
Chicago (ORD) to Calgary (YYC)
Carriage House Hotel & Conference Centre

Carriage House Hotel & Conference Centre

3.5 out of 5
Price was CA $839, price is now CA $712 per person
CA $712
per person
Nov 7 - Nov 12
found 2 hours ago
Roundtrip flight included
Chicago (ORD) to Calgary (YYC)
Hotel 11, MOD A Sonesta Collection

Hotel 11, MOD A Sonesta Collection

4 out of 5
Price was CA $683, price is now CA $602 per person
CA $602
per person
Nov 7 - Nov 12
found 2 hours ago
Roundtrip flight included
Chicago (ORD) to Calgary (YYC)
Ramada Plaza by Wyndham Calgary Downtown

Ramada Plaza by Wyndham Calgary Downtown

3 out of 5
Price was CA $691, price is now CA $610 per person
CA $610
per person
Nov 7 - Nov 12
found 2 hours ago
Roundtrip flight included
Chicago (ORD) to Calgary (YYC)
The Westley Hotel - Tapestry Collection by Hilton

The Westley Hotel - Tapestry Collection by Hilton

4 out of 5
Price was CA $871, price is now CA $774 per person
CA $774
per person
Nov 7 - Nov 12
found 2 hours ago
Roundtrip flight included
Chicago (ORD) to Calgary (YYC)
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Frequently asked questions

Are there direct flights from O'Hare Intl. Airport (ORD) to Calgary Intl. Airport (YYC)?
Make a note of your connecting gate, because there aren't any direct flights from ORD to Calgary Intl. Airport (YYC). Air Canada, Delta and United Airlines are among the airlines that will fly you to Calgary with just one stopover.
What airlines fly from O'Hare Intl. Airport (ORD) to YYC?
No direct flights are available between ORD and YYC Calgary International Airport. Plan ahead to save time and find the easiest route with minimal connections.
What is the best day to buy a plane ticket?
Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you're looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you're browsing flight deals.
What are the cheapest days to fly?
Frequent travellers may already know this, but earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.
How far in advance can you book a flight?
Here's the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.