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Cheap flights from Calgary to Illinois from C$ 155
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 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — ORD
11 Oct — 18 Oct1
Cheap flight deals from Calgary to Illinois
Keep the following information in mind while searching for Calgary to Illinois flight deals. Data was last updated 11 September 2025.
Find flight deals from Calgary to Illinois
Cheapest flights from Calgary to IllinoisExplore the most affordable flight options available from Calgary to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 11 September 2025.
Explore the most affordable flight options available from Calgary to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 11 September 2025.
Fri 17/1012:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Sun 19/105:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Deal found 11/9C$ 226
Fri 24/101:10 a.m.YYC - ORD
1 stop7h 41mAir Canada
Sat 1/112:00 p.m.ORD - YYC
1 stop7h 39mAir Canada
Deal found 10/9C$ 229
Mon 27/1011:40 p.m.YYC - ORD
1 stop8h 35mAir Canada
Thu 30/1010:00 a.m.ORD - YYC
1 stop9h 54mAir Canada
Deal found 10/9C$ 231
Thu 11/1212:35 p.m.YYC - ORD
Nonstop3h 35mUnited Airlines
Mon 15/1210:35 a.m.ORD - YYC
1 stop12h 18mUnited Airlines
Deal found 10/9C$ 262
Tue 30/91:10 a.m.YYC - ORD
1 stop7h 41mAir Canada
Tue 4/1110:00 a.m.ORD - YYC
1 stop9h 54mAir Canada
Deal found 11/9C$ 265
Fri 24/101:29 p.m.YYC - ORD
Nonstop3h 25mAmerican Airlines
Tue 28/109:49 a.m.ORD - YYC
Nonstop3h 45mAmerican Airlines
Deal found 11/9C$ 266
Fri 3/108:15 p.m.YYC - ORD
1 stop15h 24mWestJet
Thu 9/105:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Deal found 9/9C$ 267
Fri 31/109:00 a.m.YYC - ORD
Nonstop3h 35mMultiple Airlines
Sun 2/111:26 p.m.ORD - YYC
1 stop8h 00mMultiple Airlines
Deal found 11/9C$ 270
Sat 25/106:45 a.m.YYC - MDW
1 stop5h 23mDelta
Sat 1/119:20 a.m.MDW - YYC
1 stop5h 34mDelta
Deal found 10/9C$ 309
Wed 19/116:20 a.m.YYC - MDW
1 stop5h 47mDelta
Wed 7/12:00 p.m.MDW - YYC
1 stop7h 58mDelta
Deal found 11/9C$ 321
Wed 19/116:20 a.m.YYC - MDW
1 stop5h 47mDelta
Mon 12/12:00 p.m.MDW - YYC
1 stop7h 58mDelta
Deal found 11/9C$ 345
Wed 1/106:40 a.m.YYC - MDW
1 stop9h 55mDelta
Tue 4/119:35 a.m.MDW - YYC
2 stops12h 12mDelta
Deal found 11/9C$ 352
Cheapflights Fare Finder
Customize your flight search to find flights from Calgary to Illinois 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 11 September 2025.
Use the filters below to find and compare flights from Calgary to Illinois that are best for you.
Fly from
Calgary
Fly to
Illinois
Route
Depart
Return
Price
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Fri 24/10
1:10 a.m.-9:51 a.m.
1 stop7h 41m
Chicago O'Hare Intl
Sat 1/11
2:00 p.m.-8:39 p.m.
1 stop7h 39m
C$ 229
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Mon 27/10
11:40 p.m.-9:15 a.m.
1 stop8h 35m
Chicago O'Hare Intl
Thu 30/10
10:00 a.m.-6:54 p.m.
1 stop9h 54m
C$ 231
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Thu 11/12
12:35 p.m.-5:10 p.m.
Nonstop3h 35m
Chicago O'Hare Intl
Mon 15/12
10:35 a.m.-9:53 p.m.
1 stop12h 18m
C$ 262
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Sat 25/10
1:29 p.m.-5:54 p.m.
Nonstop3h 25m
Chicago O'Hare Intl
Sat 1/11
9:49 a.m.-12:34 p.m.
Nonstop3h 45m
C$ 267
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Fri 3/10
8:15 p.m.-12:39 p.m.
1 stop15h 24m
Chicago O'Hare Intl
Thu 9/10
5:30 p.m.-8:19 p.m.
Nonstop3h 49m
C$ 267
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Fri 31/10
9:00 a.m.-1:35 p.m.
Nonstop3h 35m
Chicago O'Hare Intl
Sun 2/11
1:26 p.m.-8:26 p.m.
1 stop8h 00m
C$ 270
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Thu 2/10
9:00 a.m.-10:45 p.m.
1 stop12h 45m
Chicago O'Hare Intl
Sun 5/10
5:30 p.m.-8:19 p.m.
Nonstop3h 49m
C$ 303
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Sat 25/10
6:45 a.m.-4:50 p.m.
1 stop9h 05m
Chicago O'Hare Intl
Sat 1/11
11:05 a.m.-11:02 p.m.
2 stops12h 57m
C$ 309
CalgaryChicago
YYC - MDW
YYCMDW
Calgary
Sat 25/10
6:45 a.m.-1:08 p.m.
1 stop5h 23m
Chicago Midway
Sat 1/11
9:20 a.m.-1:54 p.m.
1 stop5h 34m
C$ 309
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Sun 12/10
12:15 p.m.-4:43 p.m.
Nonstop3h 28m
Chicago O'Hare Intl
Sat 1/11
10:00 a.m.-6:15 p.m.
2 stops33h 15m
C$ 309
Showing 1-10 of 53 results
Best time to book a flight from Calgary to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois 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 Illinois
What is the cheapest month to book a flight from Calgary to Illinois?
Currently, January is the cheapest month in which you can book a flight from Calgary to Illinois (average of C$ 261). Flying from Calgary to Illinois in March is currently the most expensive (average of C$ 349). 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 IL?
Find hourly flight availability from Calgary to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 11 September 2025.
When flying from Calgary to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Weekly flight availability from Calgary to Illinois
Explore weekly flight availability from Calgary to Illinois. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 11 September 2025.
The most flights from YYC to USIL are scheduled on a Thursday (14 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (9 on average).
How much does it cost to fly round-trip from Calgary to Illinois?
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated 11 September 2025.
Get a feel of what it's like to fly with Delta,United Airlines, andAmerican Airlines from Calgary to Illinois by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.3
Boarding
8.2
Overall
8.0
Entertainment
7.9
Crew
8.5
Comfort
7.9
Reviews
1 / 20
6.0
GoodMorgan Rae,Aug 2025
BRU - JFK
Food
7.3
Boarding
8.2
Overall
8.0
Entertainment
7.9
Crew
8.5
Comfort
7.9
Reviews
1 / 20
6.0
GoodMorgan Rae,Aug 2025
BRU - JFK
Food
7.3
Boarding
8.2
Overall
8.0
Entertainment
7.9
Crew
8.5
Comfort
7.9
Reviews
1 / 20
6.0
GoodMorgan Rae,Aug 2025
BRU - JFK
Food
7.3
Boarding
8.2
Overall
8.0
Entertainment
7.9
Crew
8.5
Comfort
7.9
Reviews
1 / 20
6.0
GoodMorgan Rae,Aug 2025
BRU - JFK
Food
7.3
Boarding
8.2
Overall
8.0
Entertainment
7.9
Crew
8.5
Comfort
7.9
Reviews
1 / 20
6.0
GoodMorgan Rae,Aug 2025
BRU - JFK
Food
7.3
Boarding
8.2
Overall
8.0
Entertainment
7.9
Crew
8.5
Comfort
7.9
Reviews
1 / 20
6.0
GoodMorgan Rae,Aug 2025
BRU - JFK
Related info for your journey
Find useful and relevant information for your journey from Calgary to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Calgary to Illinois
See prices for flight routes from nearby airports that may be better suited for you.
Top 5 airlines flying from Calgary to Illinois
Discover the top 5 airlines that operate flights from Calgary to Illinois. 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 11 September 2025.
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How does Cheapflights help users find flights from Calgary to Illinois?
When you search for this flight from Calgary to Illinois, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.
Why should you use Cheapflights to find cheap flight tickets from Calgary to Illinois?
By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Illinois from Calgary.
Can Cheapflights find flights from Calgary to Illinois with no change fees?
Users can book flights with no change fees policies with our dedicated filters. Book flights from Calgary to Illinois flexibly with Cheapflights today.
Can Cheapflights notify me if prices for flights from Calgary to Illinois become cheaper?
Of course! You can now track prices for flights from Calgary to Illinois 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.