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Cheap flights from Calgary to Chicago O'Hare Intl Airport from C$ 140
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 23/1. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — ORD
27 nov. — 4 dic.1
Cheapflights Tip: The best prices from Calgary to Chicago O'Hare Intl are usually found in May or April, booked 81 days in advance, depart on a Friday or Saturday and return on a Wednesday
Find flight deals from Calgary to O'Hare Intl
Cheapest flights from Calgary to O'Hare IntlExplore the most affordable flight options available from Calgary to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 28 octubre 2025.
Explore the most affordable flight options available from Calgary to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 28 octubre 2025.
mar. 28/1012:37 p.m.YYC - ORD
Nonstop3h 33mUnited Airlines
sáb. 1/118:45 a.m.ORD - YYC
Nonstop3h 50mUnited Airlines
Deal found 27/10C$ 269
lun. 24/119:00 a.m.YYC - ORD
Nonstop3h 35mWestJet
vie. 5/122:20 p.m.ORD - YYC
Nonstop3h 55mWestJet
Deal found 26/10C$ 274
sáb. 1/1112:54 p.m.YYC - ORD
1 stop9h 48mAmerican Airlines
lun. 3/1110:05 p.m.ORD - YYC
1 stop14h 39mAmerican Airlines
Deal found 28/10C$ 290
lun. 24/119:00 a.m.YYC - ORD
Nonstop3h 35mMultiple Airlines
mié. 3/128:00 a.m.ORD - YYC
1 stop12h 09mMultiple Airlines
Deal found 26/10C$ 291
sáb. 1/1112:37 p.m.YYC - ORD
Nonstop3h 33mUnited Airlines
sáb. 8/118:45 a.m.ORD - YYC
Nonstop3h 50mUnited Airlines
Deal found 26/10C$ 295
sáb. 22/116:15 a.m.YYC - ORD
1 stop16h 44mUnited Airlines
sáb. 29/118:45 a.m.ORD - YYC
Nonstop3h 50mUnited Airlines
Deal found 26/10C$ 302
dom. 23/115:35 a.m.YYC - ORD
1 stop8h 20mAir Canada
sáb. 29/113:55 p.m.ORD - YYC
1 stop9h 19mAir Canada
Deal found 26/10C$ 304
mar. 28/101:29 p.m.YYC - ORD
Nonstop3h 25mAmerican Airlines
jue. 30/109:49 a.m.ORD - YYC
Nonstop3h 45mAmerican Airlines
Deal found 27/10C$ 306
lun. 24/119:00 a.m.YYC - ORD
Nonstop3h 35mMultiple Airlines
jue. 4/125:05 a.m.ORD - YYC
1 stop15h 04mMultiple Airlines
Deal found 26/10C$ 308
vie. 21/117:45 a.m.YYC - ORD
1 stop10h 00mDelta
vie. 5/128:55 a.m.ORD - YYC
2 stops13h 02mDelta
Deal found 26/10C$ 310
jue. 27/115:35 a.m.YYC - ORD
1 stop8h 35mAir Canada
mar. 2/122:00 p.m.ORD - YYC
1 stop7h 39mAir Canada
Deal found 26/10C$ 312
Cheap flight deals from Calgary to O'Hare Intl
Discover tips and strategies to find the most affordable flight options for your journey from Calgary (YYC) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 28 octubre 2025.
Cheapflights Fare Finder
Customize your flight search to find flights from Calgary to O'Hare Intl that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 28 octubre 2025.
Use the filters below to find and compare flights from Calgary to Chicago O'Hare Intl Airport that are best for you.
Fly from
Calgary
Fly to
O'Hare Intl
Route
Depart
Return
Price
CalgaryChicago
YYC - ORD
YYCORD
Calgary
vie. 30/1
9:00 a.m.-1:35 p.m.
Nonstop3h 35m
Chicago O'Hare Intl
lun. 2/3
2:20 p.m.-5:15 p.m.
Nonstop3h 55m
C$ 243
CalgaryChicago
YYC - ORD
YYCORD
Calgary
vie. 30/1
9:00 a.m.-1:35 p.m.
Nonstop3h 35m
Chicago O'Hare Intl
sáb. 28/2
1:52 p.m.-10:46 p.m.
1 stop9h 54m
C$ 288
CalgaryChicago
YYC - ORD
YYCORD
Calgary
lun. 24/11
2:13 p.m.-11:59 p.m.
1 stop8h 46m
Chicago O'Hare Intl
mar. 2/12
8:45 a.m.-11:35 a.m.
Nonstop3h 50m
C$ 302
CalgaryChicago
YYC - ORD
YYCORD
Calgary
dom. 23/11
6:15 a.m.-11:59 p.m.
1 stop16h 44m
Chicago O'Hare Intl
sáb. 29/11
8:45 a.m.-11:35 a.m.
Nonstop3h 50m
C$ 302
CalgaryChicago
YYC - ORD
YYCORD
Calgary
jue. 4/12
12:37 p.m.-5:10 p.m.
Nonstop3h 33m
Chicago O'Hare Intl
sáb. 6/12
2:00 p.m.-8:39 p.m.
1 stop7h 39m
C$ 304
CalgaryChicago
YYC - ORD
YYCORD
Calgary
jue. 11/12
12:41 p.m.-9:21 p.m.
1 stop7h 40m
Chicago O'Hare Intl
lun. 15/12
1:35 p.m.-11:13 p.m.
1 stop10h 38m
C$ 310
CalgaryChicago
YYC - ORD
YYCORD
Calgary
jue. 4/12
7:35 a.m.-6:45 p.m.
1 stop10h 10m
Chicago O'Hare Intl
dom. 7/12
1:35 p.m.-11:13 p.m.
1 stop10h 38m
C$ 310
CalgaryChicago
YYC - ORD
YYCORD
Calgary
jue. 29/1
6:30 a.m.-6:49 p.m.
2 stops11h 19m
Chicago O'Hare Intl
sáb. 28/2
9:30 a.m.-11:15 p.m.
2 stops14h 45m
C$ 310
CalgaryChicago
YYC - ORD
YYCORD
Calgary
sáb. 22/11
3:11 p.m.-9:36 p.m.
1 stop5h 25m
Chicago O'Hare Intl
sáb. 29/11
6:00 a.m.-2:06 p.m.
1 stop9h 06m
C$ 310
CalgaryChicago
YYC - ORD
YYCORD
Calgary
dom. 23/11
3:07 p.m.-9:36 p.m.
1 stop5h 29m
Chicago O'Hare Intl
mié. 3/12
8:50 a.m.-11:13 p.m.
2 stops15h 23m
C$ 310
Showing 1-10 of 22 results
Best time to book a flight from Calgary to O'Hare Intl
Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Calgary with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Calgary to Chicago O'Hare Intl Airport
Prices
More
How far ahead should I book a flight from Calgary to Chicago O'Hare Intl Airport?
Use this chart to determine the optimal time to book a round-trip flight from Calgary to O'Hare Intl. Price data was last updated on 24 October 2025.
The best time to book flights from Calgary to Chicago O'Hare Intl Airport is 81 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from Calgary to Chicago O'Hare Intl Airport?
Currently, April is the cheapest month in which you can book a flight from Calgary to Chicago O'Hare Intl Airport (average of C$ 151). Flying from Calgary to Chicago O'Hare Intl Airport in July is currently the most expensive (average of C$ 218). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from YYC to ORD?
Find hourly flight availability from Calgary to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 28 octubre 2025.
Unlike at noon, when flights are generally more expensive, you can save up to 68% on flights from Calgary to Chicago O'Hare Intl Airport by exploring options for tickets in the evening.
What’s the top layover airport for flights from Calgary to Chicago O'Hare Intl Airport?
Share of one-stop round-trip flights from Calgary to Chicago O'Hare Intl Airport chosen by Cheapflights users in the past 12 months, using the same layover each way.
Toronto (YYZ) – chosen by Cheapflights users on 50% of one-stop itineraries from Calgary to Chicago O'Hare Intl Airport on Cheapflights.
What’s the fastest layover option from Calgary to Chicago O'Hare Intl Airport?
Shortest average travel time for 1-stop one-way flights from Calgary to Chicago O'Hare Intl Airport, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Toronto (YYZ) have the shortest average one-way travel time for 1-stop routes: 7h 51m.
What’s the fastest layover option from Calgary to Chicago O'Hare Intl Airport?
Shortest average travel time for 1-stop one-way flights from Calgary to Chicago O'Hare Intl Airport, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Toronto (YYZ) have the shortest average one-way travel time for 1-stop routes: 7h 51m.
Which airport typically offers the quickest layover for flights from Calgary to Chicago O'Hare Intl Airport?
Average layover duration for 1-stop one-way flights from Calgary to Chicago O'Hare Intl Airport, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Toronto (YYZ) offer the fastest connection on this route, with an average layover time of 2h 03m.
Reviews of airlines servicing O'Hare Intl
Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated 28 octubre 2025.
See what other customers who have flown with Delta,United Airlines, andAmerican Airlines from Calgary to Chicago O'Hare Intl Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Entertainment
7.9
Overall
7.9
Boarding
8.2
Comfort
7.9
Food
7.3
Reviews
1 / 20
10.0
ExcellentMary,Oct 2025
AMS - PDX
Crew
8.5
Entertainment
7.9
Overall
7.9
Boarding
8.2
Comfort
7.9
Food
7.3
Reviews
1 / 20
10.0
ExcellentMary,Oct 2025
AMS - PDX
Crew
8.5
Entertainment
7.9
Overall
7.9
Boarding
8.2
Comfort
7.9
Food
7.3
Reviews
1 / 20
10.0
ExcellentMary,Oct 2025
AMS - PDX
Crew
8.5
Entertainment
7.9
Overall
7.9
Boarding
8.2
Comfort
7.9
Food
7.3
Reviews
1 / 20
10.0
ExcellentMary,Oct 2025
AMS - PDX
Crew
8.5
Entertainment
7.9
Overall
7.9
Boarding
8.2
Comfort
7.9
Food
7.3
Reviews
1 / 20
10.0
ExcellentMary,Oct 2025
AMS - PDX
Crew
8.5
Entertainment
7.9
Overall
7.9
Boarding
8.2
Comfort
7.9
Food
7.3
Reviews
1 / 20
10.0
ExcellentMary,Oct 2025
AMS - PDX
Related info for your journey
Find useful and relevant information for your journey from Calgary to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Travelling to a place near Chicago O'Hare Intl Airport?
Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locationsEvanston
Des Plaines
Elk Grove Village
Skokie
Downers Grove
Naperville
Bolingbrook
Romeoville
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Alternative routes for Calgary to O'Hare Intl
See prices for flight routes from nearby airports that may be better suited for you.
Top 5 airlines flying from Calgary to O'Hare Intl
Discover the top 5 airlines that operate flights from Calgary to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 28 octubre 2025.
Fly with Cheapflights
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How does Cheapflights help users find flights from Calgary to O'Hare Intl?
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Why should you use Cheapflights to find cheap flight tickets from Calgary to O'Hare Intl?
Cheapflights simply makes it quick and affordable to book flights from Calgary to O'Hare Intl by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.
Can Cheapflights find flights from Calgary to O'Hare Intl with no change fees?
Yes, we can. To see specific flights from Calgary to O'Hare Intl with no change fees, users can toggle flexible booking options after using the search form above to find flights.
Can Cheapflights notify me if prices for flights from Calgary to O'Hare Intl become cheaper?
Of course! You can now track prices for flights from Calgary to O'Hare Intl and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.