$175+ Cheap flights from Calgary (YYC) to O'Hare Intl (ORD)
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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — ORD
Sep 12 — Sep 191
Round-trip
1 adult, Economy
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Find cheap flights from Calgary to O'Hare Intl with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Calgary to Chicago O'Hare Intl are usually found in November or May, booked 66 days in advance, depart on a Friday or Saturday and return on a Friday
Cheap flight deals from Calgary to O'Hare Intl
Cheapest
Best
Last-minute
One-way
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 August 13, 2026.
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 August 13, 2026.
This Super.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:00 pm -
Nonstop3h 40m
Tue 9/155:30 pm -
Nonstop3h 55m
Deal found 8/10![WestJet logo]()
$240
This Kissandfly.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2012:00 pm -
Nonstop3h 40m
Sun 9/275:30 pm -
Nonstop3h 55m
Deal found 8/10![WestJet logo]()
$242
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:45 am -
1 stop9h 34m
Sat 9/128:55 am -
2 stops12h 47m
Deal found 8/10![Delta logo]()
$244
This United Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3012:37 pm -
Nonstop3h 33m
Mon 11/28:40 am -
Nonstop4h 55m
Deal found 8/13![United Airlines logo]()
$246
This FlightHub deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:00 pm -
Nonstop3h 40m
Tue 9/15:30 pm -
Nonstop3h 55m
Deal found 8/13![WestJet logo]()
$251
This Air Canada deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:00 am -
1 stop8h 38m
Mon 11/210:15 am -
1 stop10h 44m
Deal found 8/11![Air Canada logo]()
$255
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:25 am -
2 stops10h 08m
Tue 12/812:40 pm -
1 stop10h 18m
Deal found 8/12![Delta logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2012:00 pm -
Nonstop3h 40m
Fri 9/255:30 pm -
Nonstop3h 55m
Deal found 8/12![WestJet logo]()
$261
Best flights from Calgary to O'Hare IntlDiscover carefully curated flight deals from Calgary to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 13, 2026.
Discover carefully curated flight deals from Calgary to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 13, 2026.
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:25 am -
2 stops10h 08m
Tue 12/812:40 pm -
1 stop10h 18m
Deal found 8/12![Delta logo]()
$256
This United deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/58:30 am -
Nonstop3h 35m
Wed 9/99:55 am -
1 stop9h 42m
Deal found 8/12![Multiple Airlines logo]()
$322
This United Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:34 pm -
Nonstop3h 32m
Sat 9/127:45 pm -
Nonstop3h 50m
Deal found 8/8![United Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:45 am -
1 stop9h 56m
Sat 9/1212:29 pm -
1 stop9h 13m
Deal found 8/8![Delta logo]()
$265
This Delta deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/47:45 am -
1 stop9h 34m
Fri 9/112:05 pm -
1 stop10h 01m
Deal found 8/9![Delta logo]()
$266
This United deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/181:37 pm -
Nonstop2h 33m
Sun 11/228:50 pm -
1 stop13h 54m
Deal found 8/11![Multiple Airlines logo]()
$331
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:45 am -
1 stop9h 34m
Sat 8/2912:29 pm -
1 stop9h 06m
Deal found 8/10![Delta logo]()
$342
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2012:00 pm -
Nonstop3h 40m
Sun 9/272:05 pm -
1 stop10h 01m
Deal found 8/12![Delta logo]()
$343
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3012:15 pm -
2 stops8h 21m
Mon 11/29:59 am -
2 stops12h 36m
Deal found 8/12![Delta logo]()
$357
This Delta deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/247:25 am -
2 stops11h 59m
Thu 12/3112:15 pm -
2 stops12h 58m
Deal found 8/8![Delta logo]()
$361
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/268:45 am -
1 stop8h 15m
Tue 9/295:30 pm -
Nonstop3h 55m
Deal found 8/12![Delta logo]()
$372
Last-minute flights from Calgary to O'Hare IntlDiscover last-minute flight deals from Calgary to O'Hare Intl. Data last updated August 13, 2026 and is based on user searches.
Discover last-minute flight deals from Calgary to O'Hare Intl. Data last updated August 13, 2026 and is based on user searches.
This FlightHub deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:00 pm -
Nonstop3h 40m
Tue 9/15:30 pm -
Nonstop3h 55m
Deal found 8/13![WestJet logo]()
$251
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:45 am -
1 stop9h 34m
Sat 9/128:55 am -
2 stops12h 47m
Deal found 8/10![Delta logo]()
$244
This Delta deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/47:45 am -
1 stop9h 34m
Fri 9/112:05 pm -
1 stop10h 01m
Deal found 8/9![Delta logo]()
$266
This Delta deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:45 am -
1 stop9h 56m
Sat 9/1212:29 pm -
1 stop9h 13m
Deal found 8/8![Delta logo]()
$265
This Super.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:00 pm -
Nonstop3h 40m
Tue 9/155:30 pm -
Nonstop3h 55m
Deal found 8/10![WestJet logo]()
$240
This Kissandfly.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2012:00 pm -
Nonstop3h 40m
Sun 9/275:30 pm -
Nonstop3h 55m
Deal found 8/10![WestJet logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2012:00 pm -
Nonstop3h 40m
Fri 9/255:30 pm -
Nonstop3h 55m
Deal found 8/12![WestJet logo]()
$261
This Trip.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2512:00 pm -
Nonstop3h 40m
Fri 10/25:30 pm -
Nonstop3h 55m
Deal found 8/11![WestJet logo]()
$256
One-way flights from Calgary to O'Hare IntlSearch for one-way flight options from Calgary to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated August 13, 2026.
Search for one-way flight options from Calgary to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated August 13, 2026.
This United Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:27 pm -
1 stop8h 19m
Deal found 8/12![United Airlines logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/612:00 pm -
Nonstop3h 40m
Deal found 8/10![WestJet logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:00 pm -
Nonstop3h 40m
Deal found 8/8![WestJet logo]()
$177
This Air Canada deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/107:00 am -
2 stops11h 52m
Deal found 8/13![Air Canada logo]()
$178
This Air Canada deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/71:00 am -
1 stop8h 15m
Deal found 8/11![Air Canada logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/88:45 am -
1 stop14h 39m
Deal found 8/12![Multiple Airlines logo]()
$180
This United Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:00 am -
1 stop13h 46m
Deal found 8/12![United Airlines logo]()
$181
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:00 am -
1 stop14h 30m
Deal found 8/10![United Airlines logo]()
$182
This Priceline deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1112:00 pm -
Nonstop3h 40m
Deal found 8/12![WestJet logo]()
$183
This Air Canada deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:30 am -
1 stop7h 25m
Deal found 8/9![Air Canada logo]()
$184
Find 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 August 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $240 (Super.com) |
One-way from | $175 (United Airlines) |
Popular in | July |
Cheapest in | November |
Average price | $349 |
Good round-trip deal | $329 or less |
Good one-way deal | $216 or less |
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 2,558,603 searches. Data last updated August 13, 2026.
Use the filters below to find and compare flights from Calgary to Chicago O'Hare Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
CalgaryChicago
YYC Calgary - ORD Chicago O'Hare Intl
YYCORD
Calgary
Wed 12/2
7:25 am-5:33 pm
2 stops10h 08m
Chicago O'Hare Intl
Tue 12/8
12:40 pm-10:58 pm
1 stop10h 18m
$256
CalgaryChicago
YYC Calgary - ORD Chicago O'Hare Intl
YYCORD
Calgary
Sat 9/5
6:45 am-5:41 pm
1 stop9h 56m
Chicago O'Hare Intl
Sat 9/12
12:29 pm-8:42 pm
1 stop9h 13m
$265
CalgaryChicago
YYC Calgary - ORD Chicago O'Hare Intl
YYCORD
Calgary
Fri 9/4
7:45 am-6:19 pm
1 stop9h 34m
Chicago O'Hare Intl
Fri 9/11
2:05 pm-11:06 pm
1 stop10h 01m
$266
CalgaryChicago
YYC Calgary - ORD Chicago O'Hare Intl
YYCORD
Calgary
Sat 9/5
8:30 am-1:05 pm
Nonstop3h 35m
Chicago O'Hare Intl
Wed 9/9
9:55 am-6:37 pm
1 stop9h 42m
$322
CalgaryChicago
YYC Calgary - ORD Chicago O'Hare Intl
YYCORD
Calgary
Wed 11/18
1:37 pm-4:10 pm
Nonstop2h 33m
Chicago O'Hare Intl
Sun 11/22
8:50 pm-10:44 am
1 stop13h 54m
$331
CalgaryChicago
YYC Calgary - ORD Chicago O'Hare Intl
YYCORD
Calgary
Wed 8/26
7:45 am-6:19 pm
1 stop9h 34m
Chicago O'Hare Intl
Sat 8/29
12:29 pm-8:35 pm
1 stop9h 06m
$342
CalgaryChicago
YYC Calgary - ORD Chicago O'Hare Intl
YYCORD
Calgary
Sun 9/20
12:00 pm-4:40 pm
Nonstop3h 40m
Chicago O'Hare Intl
Sun 9/27
2:05 pm-11:06 pm
1 stop10h 01m
$343
Quickest round-trip
CalgaryChicago
YYC Calgary - ORD Chicago O'Hare Intl
YYCORD
Calgary
Sat 9/5
12:34 pm-5:06 pm
Nonstop3h 32m
Chicago O'Hare Intl
Sat 9/12
7:45 pm-10:35 pm
Nonstop3h 50m
$357
CalgaryChicago
YYC Calgary - ORD Chicago O'Hare Intl
YYCORD
Calgary
Fri 10/30
12:15 pm-9:36 pm
2 stops8h 21m
Chicago O'Hare Intl
Mon 11/2
9:59 am-10:35 pm
2 stops12h 36m
$357
CalgaryChicago
YYC Calgary - ORD Chicago O'Hare Intl
YYCORD
Calgary
Thu 12/24
7:25 am-7:24 pm
2 stops11h 59m
Chicago O'Hare Intl
Thu 12/31
12:15 pm-1:13 am
2 stops12h 58m
$361
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from Calgary to O'Hare Intl
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Calgary to O'Hare Intl in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Calgary-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Calgary-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Calgary-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Calgary-Chicago O'Hare Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Calgary-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
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.
YYC-ORD
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
Airlines
How far ahead should I book a flight from Calgary to Chicago O'Hare Intl Airport?
To ensure you get the cheapest price possible for a flight from Calgary to Chicago O'Hare Intl Airport, you should look to book at least 59 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Calgary to Chicago O'Hare Intl Airport?
Currently, November is the cheapest month in which you can book a flight from Calgary to Chicago O'Hare Intl Airport (average of $251). Flying from Calgary to Chicago O'Hare Intl Airport in July is currently the most expensive (average of $395). 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 August 13, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Calgary to Chicago O'Hare Intl Airport as you normally would.
The best insider tips for Calgary to Chicago O'Hare Intl Airport flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Calgary to Chicago O'Hare Intl Airport trip
Our travel experts
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 August 13, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andWestJet from Calgary to Chicago O'Hare Intl Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Overall
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Boarding
8.1
Overall
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Boarding
8.1
Overall
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Boarding
8.1
Overall
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Boarding
8.1
Overall
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Boarding
8.1
Overall
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
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Top 5 airlines flying from Calgary to O'Hare Intl
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$135 | Average$297 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$135 | Average$398 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$163 | Average$282 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$208 | Average$391 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$253 | Average$371 | FlexibilityNo cancel fee | On-timeN/A |