$176+ Cheap flights from Alberta to Chicago (CHI)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — CHI
Dec 4 — Dec 111
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Alberta to Chicago 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.Cheap flight deals from Alberta to Chicago
Cheapest
Best
Last-minute
One-way
Cheapest flights from Alberta to ChicagoExplore the most affordable flight options available from Alberta to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 4, 2026.
Explore the most affordable flight options available from Alberta to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 4, 2026.
This Alaska Airlines deal was found by Cheapflights users on 10/31. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/49:07 am -
1 stop8h 42m
Mon 12/76:47 pm -
1 stop26h 50m
Deal found 10/31![Alaska Airlines logo]()
$302
This Delta deal was found by Cheapflights users on 11/1. 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 11/218:45 am -
1 stop6h 10m
Wed 11/252:03 pm -
1 stop10h 14m
Deal found 11/1![Delta logo]()
$304
This Alaska Airlines deal was found by Cheapflights users on 11/2. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/169:09 am -
2 stops28h 00m
Wed 11/187:00 am -
1 stop14h 39m
Deal found 11/2![Alaska Airlines logo]()
$311
This Alaska Airlines deal was found by Cheapflights users on 11/2. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/29:07 am -
1 stop7h 24m
Fri 12/116:47 pm -
1 stop26h 50m
Deal found 11/2![Alaska Airlines logo]()
$314
This Alaska Airlines deal was found by Cheapflights users on 11/4. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/49:07 am -
1 stop7h 24m
Sun 12/66:00 am -
1 stop15h 37m
Deal found 11/4![Alaska Airlines logo]()
$315
This United Airlines deal was found by Cheapflights users on 11/1. 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.
Thu 12/31:37 pm -
Nonstop3h 33m
Tue 12/812:29 pm -
1 stop10h 24m
Deal found 11/1![United Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 11/1. 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 12/37:25 am -
2 stops12h 50m
Tue 12/82:04 pm -
1 stop10h 17m
Deal found 11/1![Delta logo]()
$320
This Delta deal was found by Cheapflights users on 10/30. 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.
Tue 12/228:45 am -
1 stop9h 44m
Tue 2/99:59 am -
2 stops14h 24m
Deal found 10/30![Delta logo]()
$321
This United deal was found by Cheapflights users on 10/31. 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.
Fri 12/111:37 pm -
Nonstop3h 33m
Sun 12/134:30 pm -
1 stop7h 51m
Deal found 10/31![Multiple Airlines logo]()
$323
This Delta deal was found by Cheapflights users on 11/1. 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 11/127:25 am -
2 stops12h 52m
Tue 11/242:03 pm -
1 stop10h 14m
Deal found 11/1![Delta logo]()
$326
This Delta deal was found by Cheapflights users on 11/2. 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 11/218:45 am -
1 stop7h 54m
Sat 11/2812:30 pm -
1 stop9h 28m
Deal found 11/2![Delta logo]()
$348
This Delta deal was found by Cheapflights users on 11/3. 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 12/117:25 am -
2 stops10h 36m
Sun 12/139:37 am -
2 stops12h 30m
Deal found 11/3![Delta logo]()
$373
Best flights from Alberta to ChicagoDiscover carefully curated flight deals from Alberta to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 4, 2026.
Discover carefully curated flight deals from Alberta to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 4, 2026.
This Alaska Airlines deal was found by Cheapflights users on 10/31. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/49:07 am -
1 stop8h 42m
Mon 12/76:47 pm -
1 stop26h 50m
Deal found 10/31![Alaska Airlines logo]()
$302
This Delta deal was found by Cheapflights users on 11/1. 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 4/17:45 am -
1 stop8h 04m
Tue 4/61:55 pm -
1 stop10h 18m
Deal found 11/1![Delta logo]()
$304
This United Airlines deal was found by Cheapflights users on 11/2. 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.
Thu 12/31:37 pm -
Nonstop3h 33m
Tue 12/812:29 pm -
1 stop10h 24m
Deal found 11/2![United Airlines logo]()
$342
This United deal was found by Cheapflights users on 10/30. 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.
Thu 11/261:37 pm -
Nonstop3h 33m
Mon 11/304:30 pm -
1 stop7h 36m
Deal found 10/30![Multiple Airlines logo]()
$353
This Air Canada deal was found by Cheapflights users on 11/1. 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.
Wed 11/181:00 am -
1 stop8h 23m
Mon 11/234:45 pm -
1 stop7h 19m
Deal found 11/1![Air Canada logo]()
$398
This Delta deal was found by Cheapflights users on 11/1. 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 1/238:45 am -
2 stops15h 10m
Mon 1/2512:44 pm -
2 stops11h 39m
Deal found 11/1![Delta logo]()
$304
This WestJet deal was found by Cheapflights users on 11/3. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/76:00 am -
2 stops11h 06m
Tue 12/810:36 am -
2 stops29h 14m
Deal found 11/3![WestJet logo]()
$631
This Delta deal was found by Cheapflights users on 11/1. 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 1/217:15 am -
2 stops10h 45m
Sun 1/2412:44 pm -
1 stop9h 17m
Deal found 11/1![Delta logo]()
$304
This United Airlines deal was found by Cheapflights users on 11/3. 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.
Wed 2/241:39 pm -
Nonstop3h 31m
Mon 3/18:40 am -
Nonstop3h 57m
Deal found 11/3![United Airlines logo]()
$351
This United deal was found by Cheapflights users on 11/3. 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 11/253:06 pm -
1 stop7h 40m
Mon 11/304:30 pm -
1 stop7h 36m
Deal found 11/3![Multiple Airlines logo]()
$356
This Delta deal was found by Cheapflights users on 11/1. 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 1/228:45 am -
1 stop8h 08m
Sun 1/2412:44 pm -
1 stop9h 17m
Deal found 11/1![Delta logo]()
$304
This United Airlines deal was found by Cheapflights users on 10/31. 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.
Thu 2/1110:40 am -
1 stop10h 50m
Fri 2/197:00 am -
1 stop12h 37m
Deal found 10/31![United Airlines logo]()
$357
This Air Canada deal was found by Cheapflights users on 10/31. 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 12/11:00 am -
2 stops10h 07m
Mon 12/74:30 pm -
1 stop7h 34m
Deal found 10/31![Air Canada logo]()
$402
This Delta deal was found by Cheapflights users on 11/1. 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 4/26:25 am -
1 stop10h 32m
Tue 4/61:55 pm -
1 stop10h 18m
Deal found 11/1![Delta logo]()
$330
This Air Canada deal was found by Cheapflights users on 10/31. 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 11/236:50 am -
1 stop8h 10m
Mon 11/304:30 pm -
1 stop7h 58m
Deal found 10/31![Air Canada logo]()
$442
This United Airlines deal was found by Cheapflights users on 11/3. 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.
Sun 12/64:17 pm -
1 stop7h 42m
Wed 12/94:20 pm -
1 stop7h 00m
Deal found 11/3![United Airlines logo]()
$404
This United deal was found by Cheapflights users on 11/3. 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 11/254:17 pm -
1 stop7h 42m
Mon 11/304:30 pm -
1 stop7h 58m
Deal found 11/3![Multiple Airlines logo]()
$446
This Delta deal was found by Cheapflights users on 10/30. 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 11/157:25 am -
1 stop10h 40m
Tue 11/172:03 pm -
1 stop10h 14m
Deal found 10/30![Delta logo]()
$351
This Air Canada deal was found by Cheapflights users on 10/30. 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 12/86:50 am -
1 stop8h 12m
Wed 12/94:30 pm -
1 stop7h 58m
Deal found 10/30![Air Canada logo]()
$444
This United Airlines deal was found by Cheapflights users on 11/2. 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 11/214:17 pm -
1 stop6h 29m
Tue 11/248:40 am -
1 stop6h 35m
Deal found 11/2![United Airlines logo]()
$405
This Mytrip deal was found by Cheapflights users on 11/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/167:00 am -
2 stops23h 54m
Wed 12/237:35 am -
2 stops16h 55m
Deal found 11/1![Multiple Airlines logo]()
$448
This United Airlines deal was found by Cheapflights users on 11/2. 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.
Wed 11/184:17 pm -
1 stop7h 42m
Wed 11/259:47 pm -
1 stop17h 28m
Deal found 11/2![United Airlines logo]()
$405
This Delta deal was found by Cheapflights users on 11/3. 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 12/117:25 am -
2 stops10h 36m
Sun 12/139:37 am -
2 stops12h 30m
Deal found 11/3![Delta logo]()
$373
This United Airlines deal was found by Cheapflights users on 11/2. 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 11/204:17 pm -
1 stop17h 22m
Mon 11/239:47 pm -
1 stop17h 28m
Deal found 11/2![United Airlines logo]()
$405
This Delta deal was found by Cheapflights users on 10/30. 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 11/218:45 am -
1 stop7h 54m
Mon 11/3012:30 pm -
1 stop9h 28m
Deal found 10/30![Delta logo]()
$382
This United Airlines deal was found by Cheapflights users on 11/2. 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 11/204:17 pm -
1 stop17h 22m
Tue 11/242:30 pm -
1 stop8h 50m
Deal found 11/2![United Airlines logo]()
$405
This United deal was found by Cheapflights users on 10/31. 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 11/1810:45 am -
2 stops10h 45m
Wed 12/27:05 am -
2 stops16h 59m
Deal found 10/31![Multiple Airlines logo]()
$540
This oojo deal was found by Cheapflights users on 11/3. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/155:45 am -
2 stops10h 58m
Fri 12/1810:15 am -
2 stops15h 15m
Deal found 11/3![WestJet logo]()
$774
This Delta deal was found by Cheapflights users on 10/30. 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 1/298:45 am -
1 stop8h 08m
Sun 2/2812:30 pm -
1 stop9h 24m
Deal found 10/30![Delta logo]()
$412
This United Airlines deal was found by Cheapflights users on 11/3. 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.
Mon 11/234:17 pm -
1 stop6h 29m
Tue 12/14:00 pm -
1 stop7h 20m
Deal found 11/3![United Airlines logo]()
$414
Last-minute flights from Alberta to ChicagoDiscover last-minute flight deals from Alberta to Chicago. Data last updated November 4, 2026 and is based on user searches.
Discover last-minute flight deals from Alberta to Chicago. Data last updated November 4, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 11/1. 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 11/121:35 pm -
1 stop8h 12m
Tue 11/242:03 pm -
1 stop10h 14m
Deal found 11/1![Delta logo]()
$326
This Alaska Airlines deal was found by Cheapflights users on 11/2. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/169:09 am -
2 stops28h 00m
Wed 11/187:00 am -
1 stop14h 39m
Deal found 11/2![Alaska Airlines logo]()
$311
This Delta deal was found by Cheapflights users on 11/1. 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 11/218:45 am -
1 stop6h 10m
Wed 11/252:03 pm -
1 stop10h 14m
Deal found 11/1![Delta logo]()
$304
This Delta deal was found by Cheapflights users on 11/2. 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 11/218:45 am -
1 stop7h 54m
Sat 11/2812:30 pm -
1 stop9h 28m
Deal found 11/2![Delta logo]()
$348
This Alaska Airlines deal was found by Cheapflights users on 11/2. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/29:07 am -
1 stop7h 24m
Fri 12/116:47 pm -
1 stop26h 50m
Deal found 11/2![Alaska Airlines logo]()
$314
This United Airlines deal was found by Cheapflights users on 11/1. 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.
Thu 12/31:37 pm -
Nonstop3h 33m
Tue 12/812:29 pm -
1 stop10h 24m
Deal found 11/1![United Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 11/1. 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 12/37:25 am -
2 stops12h 50m
Tue 12/82:04 pm -
1 stop10h 17m
Deal found 11/1![Delta logo]()
$320
This Alaska Airlines deal was found by Cheapflights users on 10/31. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/49:07 am -
1 stop8h 42m
Mon 12/76:47 pm -
1 stop26h 50m
Deal found 10/31![Alaska Airlines logo]()
$302
This Alaska Airlines deal was found by Cheapflights users on 11/4. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/49:07 am -
1 stop7h 24m
Sun 12/66:00 am -
1 stop15h 37m
Deal found 11/4![Alaska Airlines logo]()
$315
This United deal was found by Cheapflights users on 10/31. 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.
Fri 12/111:37 pm -
Nonstop3h 33m
Sun 12/134:30 pm -
1 stop7h 51m
Deal found 10/31![Multiple Airlines logo]()
$323
This Delta deal was found by Cheapflights users on 11/3. 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 12/117:25 am -
2 stops10h 36m
Sun 12/139:37 am -
2 stops12h 30m
Deal found 11/3![Delta logo]()
$373
This Delta deal was found by Cheapflights users on 10/30. 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.
Tue 12/228:45 am -
1 stop9h 44m
Tue 2/99:59 am -
2 stops14h 24m
Deal found 10/30![Delta logo]()
$321
One-way flights from Alberta to ChicagoSearch for one-way flight options from Alberta to Chicago. Find affordable one-way fares based on user searches. Data last updated November 4, 2026.
Search for one-way flight options from Alberta to Chicago. Find affordable one-way fares based on user searches. Data last updated November 4, 2026.
This Trip.com deal was found by Cheapflights users on 11/2. 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.
Wed 12/29:07 am -
1 stop8h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Alaska Airlines logo]()
$176
This Trip.com deal was found by Cheapflights users on 11/2. 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.
Tue 11/179:09 am -
1 stop8h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Alaska Airlines logo]()
$179
This Delta deal was found by Cheapflights users on 11/1. 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 12/108:45 am -
1 stop8h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Delta logo]()
$180
This Delta deal was found by Cheapflights users on 11/2. 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 1/157:15 am -
1 stop10h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Delta logo]()
$180
This Delta deal was found by Cheapflights users on 10/31. 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 12/107:25 am -
1 stop10h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Delta logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 12/67:00 am -
1 stop27h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Multiple Airlines logo]()
$183
This Priceline deal was found by Cheapflights users on 11/2. 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.
Sat 11/149:09 am -
1 stop8h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Alaska Airlines logo]()
$185
This Air Canada deal was found by Cheapflights users on 11/1. 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 11/231:45 am -
1 stop9h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Air Canada logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Mon 4/2612:00 pm -
Nonstop3h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![WestJet logo]()
$190
This American Airlines deal was found by Cheapflights users on 11/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/23:29 pm -
Nonstop3h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![American Airlines logo]()
$191
This Air Canada deal was found by Cheapflights users on 11/1. 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 11/241:20 am -
1 stop8h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Air Canada logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
Mon 11/308:00 pm -
3 stops37h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Multiple Airlines logo]()
$195
Find flight deals from Alberta to Chicago
Keep the following information in mind while searching for Alberta to Chicago flight deals. Data was last updated November 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $302 (Alaska Airlines) |
One-way from | $176 (Trip.com) |
Popular in | December |
Cheapest in | April |
Average price | $343 |
Good round-trip deal | $390 or less |
Good one-way deal | $288 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Alberta to Chicago 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 7,457,451 searches. Data last updated November 4, 2026.
Use the filters below to find and compare flights from Alberta to Chicago 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
Fri 1/15
7:15 am-6:09 pm
1 stop10h 54m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$180
CalgaryChicago
YYC Calgary - ORD Chicago O'Hare Intl
YYCORD
Calgary
Thu 12/10
7:25 am-6:06 pm
1 stop10h 41m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$180
CalgaryChicago
YYC Calgary - ORD Chicago O'Hare Intl
YYCORD
Calgary
Mon 11/30
7:25 am-6:05 pm
1 stop10h 40m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$181
CalgaryChicago
YYC Calgary - ORD Chicago O'Hare Intl
YYCORD
Calgary
Tue 3/9
6:25 am-5:57 pm
1 stop11h 32m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$181
CalgaryChicago
YYC Calgary - MDW Chicago Midway
YYCMDW
Calgary
Tue 3/9
8:45 am-10:10 pm
2 stops13h 25m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$181
CalgaryChicago
YYC Calgary - MDW Chicago Midway
YYCMDW
Calgary
Fri 12/25
8:45 am-5:44 pm
2 stops8h 59m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$181
CalgaryChicago
YYC Calgary - MDW Chicago Midway
YYCMDW
Calgary
Thu 12/10
7:25 am-6:01 pm
2 stops10h 36m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$181
EdmontonChicago
YEG Edmonton - ORD Chicago O'Hare Intl
YEGORD
Edmonton
Sun 12/6
7:00 am-10:24 am
1 stop27h 24m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$183
CalgaryChicago
YYC Calgary - ORD Chicago O'Hare Intl
YYCORD
Calgary
Thu 12/17
3:06 pm-12:30 am
1 stop9h 24m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$196
Quickest round-trip
CalgaryChicago
YYC Calgary - ORD Chicago O'Hare Intl
YYCORD
Calgary
Tue 11/17
1:37 pm-5:10 pm
Nonstop3h 33m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$197
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Alberta to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Alberta with our price prediction graph.
YYC-ORD
YMM-ORD
YYC-MDW
YQU-ORD
YEG-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 Alberta to Chicago
CAAB-CHI
YYC-ORD
YMM-ORD
YYC-MDW
YQU-ORD
What is the cheapest month to book a flight from Alberta to Chicago?
Currently, February is the cheapest month in which you can book a flight from Alberta to Chicago (average of $248). Flying from Alberta to Chicago in June is currently the most expensive (average of $408). 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 AB to CHI?
Find hourly flight availability from Alberta to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 4, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Alberta to Chicago as you normally would.
How much does it cost to fly round-trip from Alberta to Chicago?
Airfare is typical for this route at the moment.
Alberta to Chicago flights typically cost between $212 and $417 in December.The cheapest round-trip price found within the last 5 days was $302 on Alaska Airlines (Dec 4-Dec 7).
How far ahead should I book a flight from Alberta to Chicago?
The price you pay for your flight from Alberta to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 59 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Related info for your journey
Find useful and relevant information for your journey from Alberta to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Chicago flight routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Alternative routes for Alberta to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on November 4, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Alberta to Chicago by cabin class
Find flights from Alberta to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Alberta and Chicago flights
Browse other Alberta and Chicago flight options. Last updated on November 4, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from Alberta to Chicago
Discover the top 5 airlines that operate flights from Alberta to Chicago. 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 7,457,451 searches. Data last updated November 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$135 | Average$438 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$149 | Average$447 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$163 | Average$349 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$244 | Average$400 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$253 | Average$318 | FlexibilityNo cancel fee | On-timeN/A |