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Cheap flights from Calgary to Illinois 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 Dec1
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 28 October 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 28 October 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 28 October 2025.
Tue 28/1012:37 p.m.YYC - ORD
Nonstop3h 33mUnited Airlines
Sat 1/118:45 a.m.ORD - YYC
Nonstop3h 50mUnited Airlines
Deal found 27/10C$ 269
Mon 24/119:00 a.m.YYC - ORD
Nonstop3h 35mWestJet
Fri 5/122:20 p.m.ORD - YYC
Nonstop3h 55mWestJet
Deal found 26/10C$ 274
Sat 1/1112:54 p.m.YYC - ORD
1 stop9h 48mAmerican Airlines
Mon 3/1110:05 p.m.ORD - YYC
1 stop14h 39mAmerican Airlines
Deal found 28/10C$ 290
Mon 24/119:00 a.m.YYC - ORD
Nonstop3h 35mMultiple Airlines
Wed 3/128:00 a.m.ORD - YYC
1 stop12h 09mMultiple Airlines
Deal found 26/10C$ 291
Sat 1/1112:37 p.m.YYC - ORD
Nonstop3h 33mUnited Airlines
Sat 8/118:45 a.m.ORD - YYC
Nonstop3h 50mUnited Airlines
Deal found 26/10C$ 295
Sat 22/116:15 a.m.YYC - ORD
1 stop16h 44mUnited Airlines
Sat 29/118:45 a.m.ORD - YYC
Nonstop3h 50mUnited Airlines
Deal found 26/10C$ 302
Sun 23/115:35 a.m.YYC - ORD
1 stop8h 20mAir Canada
Sat 29/113:55 p.m.ORD - YYC
1 stop9h 19mAir Canada
Deal found 26/10C$ 304
Tue 28/101:29 p.m.YYC - ORD
Nonstop3h 25mAmerican Airlines
Thu 30/109:49 a.m.ORD - YYC
Nonstop3h 45mAmerican Airlines
Deal found 27/10C$ 306
Mon 24/119:00 a.m.YYC - ORD
Nonstop3h 35mMultiple Airlines
Thu 4/125:05 a.m.ORD - YYC
1 stop15h 04mMultiple Airlines
Deal found 26/10C$ 308
Wed 24/126:30 a.m.YYC - MDW
1 stop9h 49mDelta
Wed 31/1211:48 a.m.MDW - YYC
1 stop10h 18mDelta
Deal found 27/10C$ 310
Fri 21/117:45 a.m.YYC - ORD
1 stop10h 00mDelta
Fri 5/128:55 a.m.ORD - YYC
2 stops13h 02mDelta
Deal found 26/10C$ 310
Thu 27/115:35 a.m.YYC - ORD
1 stop8h 35mAir Canada
Tue 2/122:00 p.m.ORD - YYC
1 stop7h 39mAir Canada
Deal found 26/10C$ 312
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 28 October 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 30/1
9:00 a.m.-1:35 p.m.
Nonstop3h 35m
Chicago O'Hare Intl
Mon 2/3
2:20 p.m.-5:15 p.m.
Nonstop3h 55m
C$ 243
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Fri 30/1
9:00 a.m.-1:35 p.m.
Nonstop3h 35m
Chicago O'Hare Intl
Sat 28/2
1:52 p.m.-10:46 p.m.
1 stop9h 54m
C$ 288
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Mon 24/11
2:13 p.m.-11:59 p.m.
1 stop8h 46m
Chicago O'Hare Intl
Tue 2/12
8:45 a.m.-11:35 a.m.
Nonstop3h 50m
C$ 302
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Sun 23/11
6:15 a.m.-11:59 p.m.
1 stop16h 44m
Chicago O'Hare Intl
Sat 29/11
8:45 a.m.-11:35 a.m.
Nonstop3h 50m
C$ 302
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Thu 4/12
12:37 p.m.-5:10 p.m.
Nonstop3h 33m
Chicago O'Hare Intl
Sat 6/12
2:00 p.m.-8:39 p.m.
1 stop7h 39m
C$ 304
CalgaryChicago
YYC - MDW
YYCMDW
Calgary
Wed 24/12
6:30 a.m.-5:19 p.m.
1 stop9h 49m
Chicago Midway
Tue 30/12
11:48 a.m.-9:06 p.m.
1 stop10h 18m
C$ 310
CalgaryChicago
YYC - MDW
YYCMDW
Calgary
Thu 29/1
6:30 a.m.-1:09 p.m.
1 stop5h 39m
Chicago Midway
Sat 28/2
10:35 a.m.-11:15 p.m.
2 stops13h 40m
C$ 310
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Thu 11/12
12:41 p.m.-9:21 p.m.
1 stop7h 40m
Chicago O'Hare Intl
Mon 15/12
1:35 p.m.-11:13 p.m.
1 stop10h 38m
C$ 310
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Thu 4/12
7:35 a.m.-6:45 p.m.
1 stop10h 10m
Chicago O'Hare Intl
Sun 7/12
1:35 p.m.-11:13 p.m.
1 stop10h 38m
C$ 310
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Thu 29/1
6:30 a.m.-6:49 p.m.
2 stops11h 19m
Chicago O'Hare Intl
Sat 28/2
9:30 a.m.-11:15 p.m.
2 stops14h 45m
C$ 310
Showing 1-10 of 47 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, April is the cheapest month in which you can book a flight from Calgary to Illinois (average of C$ 151). Flying from Calgary to Illinois 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 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 28 October 2025.
It’s typically best to fly out from Calgary to Illinois in the afternoon. Doing so could potentially save you 53% on the flight price compared to flying at noon, which is usually more expensive.
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 28 October 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
Crew
8.5
Entertainment
7.9
Comfort
7.9
Boarding
8.2
Overall
7.9
Reviews
1 / 20
10.0
ExcellentMary,Oct 2025
AMS - PDX
Food
7.3
Crew
8.5
Entertainment
7.9
Comfort
7.9
Boarding
8.2
Overall
7.9
Reviews
1 / 20
10.0
ExcellentMary,Oct 2025
AMS - PDX
Food
7.3
Crew
8.5
Entertainment
7.9
Comfort
7.9
Boarding
8.2
Overall
7.9
Reviews
1 / 20
10.0
ExcellentMary,Oct 2025
AMS - PDX
Food
7.3
Crew
8.5
Entertainment
7.9
Comfort
7.9
Boarding
8.2
Overall
7.9
Reviews
1 / 20
10.0
ExcellentMary,Oct 2025
AMS - PDX
Food
7.3
Crew
8.5
Entertainment
7.9
Comfort
7.9
Boarding
8.2
Overall
7.9
Reviews
1 / 20
10.0
ExcellentMary,Oct 2025
AMS - PDX
Food
7.3
Crew
8.5
Entertainment
7.9
Comfort
7.9
Boarding
8.2
Overall
7.9
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 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 28 October 2025.
Fly with Cheapflights
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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.
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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.