$156+ 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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — CHI
Oct 19 — Oct 261
Round-trip
1 adult, Economy
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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
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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
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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 September 19, 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 September 19, 2026.
This Air Canada deal was found by Cheapflights users on 9/15. 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 10/1212:50 am -
1 stop7h 10m
Tue 10/208:45 am -
1 stop8h 12m
Deal found 9/15![Air Canada logo]()
$252
This Flightnetwork deal was found by Cheapflights users on 9/18. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1412:50 am -
1 stop7h 10m
Thu 10/228:45 am -
1 stop8h 12m
Deal found 9/18![Air Canada logo]()
$256
This Air Canada deal was found by Cheapflights users on 9/15. 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 10/2112:50 am -
1 stop7h 10m
Sat 10/242:15 pm -
1 stop7h 50m
Deal found 9/15![Air Canada logo]()
$257
This Air Canada deal was found by Cheapflights users on 9/14. 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 10/76:30 am -
1 stop7h 25m
Sun 10/119:55 am -
1 stop9h 42m
Deal found 9/14![Air Canada logo]()
$258
This Booking.com deal was found by Cheapflights users on 9/15. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1512:00 pm -
Nonstop3h 40m
Thu 10/225:30 pm -
Nonstop3h 55m
Deal found 9/15![WestJet logo]()
$259
This FlightHub deal was found by Cheapflights users on 9/17. 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.
Thu 10/2212:00 pm -
Nonstop3h 40m
Tue 10/275:46 pm -
1 stop17h 57m
Deal found 9/17![Multiple Airlines logo]()
$260
This Delta deal was found by Cheapflights users on 9/15. 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 10/316:35 am -
2 stops9h 12m
Fri 11/612:27 pm -
2 stops12h 43m
Deal found 9/15![Delta logo]()
$261
This Delta deal was found by Cheapflights users on 9/14. 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 10/2912:33 pm -
1 stop8h 32m
Tue 11/32:03 pm -
1 stop11h 07m
Deal found 9/14![Delta logo]()
$261
This Air Canada deal was found by Cheapflights users on 9/16. 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 10/1312:50 am -
1 stop7h 10m
Wed 10/218:45 am -
1 stop8h 12m
Deal found 9/16![Air Canada logo]()
$264
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 9/237:00 am -
Nonstop3h 29m
Wed 9/308:30 pm -
Nonstop3h 59m
Deal found 9/14![American Airlines logo]()
$266
This WestJet deal was found by Cheapflights users on 9/16. 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.
Sun 10/1812:00 pm -
Nonstop3h 40m
Thu 10/225:30 pm -
Nonstop3h 55m
Deal found 9/16![WestJet logo]()
$267
This United Airlines deal was found by Cheapflights users on 9/16. 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 9/16![United Airlines logo]()
$268
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 September 19, 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 September 19, 2026.
This Delta deal was found by Cheapflights users on 9/14. 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 9/306:35 am -
2 stops12h 55m
Sat 10/33:29 pm -
1 stop6h 14m
Deal found 9/14![Delta logo]()
$261
This United Airlines deal was found by Cheapflights users on 9/16. 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 11/17:00 am -
1 stop15h 59m
Sun 11/88:40 am -
Nonstop4h 55m
Deal found 9/16![United Airlines logo]()
$272
This United deal was found by Cheapflights users on 9/16. 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.
Tue 11/171:37 pm -
Nonstop2h 33m
Mon 11/234:30 pm -
1 stop8h 36m
Deal found 9/16![Multiple Airlines logo]()
$275
This Air Canada deal was found by Cheapflights users on 9/15. 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.
Thu 10/151:05 am -
1 stop8h 17m
Sat 10/248:45 am -
1 stop9h 09m
Deal found 9/15![Air Canada logo]()
$287
This United deal was found by Cheapflights users on 9/18. 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 10/296:00 am -
1 stop11h 38m
Mon 11/24:30 pm -
1 stop8h 51m
Deal found 9/18![Multiple Airlines logo]()
$280
This United Airlines deal was found by Cheapflights users on 9/14. 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 2/241:30 pm -
Nonstop2h 20m
Mon 3/19:00 am -
Nonstop4h 54m
Deal found 9/14![United Airlines logo]()
$284
This Delta deal was found by Cheapflights users on 9/14. 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 11/148:45 am -
1 stop6h 54m
Wed 11/1812:30 pm -
2 stops12h 47m
Deal found 9/14![Delta logo]()
$301
This United Airlines deal was found by Cheapflights users on 9/14. 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 12/57:00 am -
1 stop15h 59m
Mon 12/78:45 am -
1 stop15h 35m
Deal found 9/14![United Airlines logo]()
$287
This United deal was found by Cheapflights users on 9/17. 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 1/131:37 pm -
Nonstop2h 33m
Wed 5/54:00 pm -
1 stop8h 43m
Deal found 9/17![Multiple Airlines logo]()
$320
This Delta deal was found by Cheapflights users on 9/14. 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 10/297:45 am -
2 stops13h 48m
Thu 11/512:27 pm -
2 stops12h 43m
Deal found 9/14![Delta logo]()
$324
This United Airlines deal was found by Cheapflights users on 9/18. 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 10/143:17 pm -
1 stop6h 29m
Sat 10/242:30 pm -
1 stop8h 34m
Deal found 9/18![United Airlines logo]()
$318
This Delta deal was found by Cheapflights users on 9/16. 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 10/307:45 am -
1 stop8h 02m
Mon 11/212:27 pm -
1 stop10h 13m
Deal found 9/16![Delta logo]()
$330
This United Airlines deal was found by Cheapflights users on 9/18. 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 10/66:00 am -
1 stop16h 59m
Wed 10/2110:00 pm -
1 stop17h 08m
Deal found 9/18![United Airlines logo]()
$318
This United deal was found by Cheapflights users on 9/16. 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 11/144:17 pm -
1 stop16h 23m
Mon 11/168:40 pm -
1 stop17h 48m
Deal found 9/16![Multiple Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 9/19. 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.
Mon 11/21:25 am -
1 stop8h 18m
Tue 11/1010:34 am -
2 stops14h 43m
Deal found 9/19![Delta logo]()
$333
This United Airlines deal was found by Cheapflights users on 9/15. 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 10/302:06 pm -
1 stop6h 24m
Fri 11/68:40 am -
Nonstop4h 55m
Deal found 9/15![United Airlines logo]()
$324
This United deal was found by Cheapflights users on 9/18. 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 3/34:15 pm -
1 stop5h 29m
Thu 3/410:05 am -
1 stop11h 14m
Deal found 9/18![Multiple Airlines logo]()
$387
This Delta deal was found by Cheapflights users on 9/18. 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.
Mon 11/169:15 am -
2 stops12h 39m
Mon 11/3010:34 am -
1 stop6h 26m
Deal found 9/18![Delta logo]()
$366
This Delta deal was found by Cheapflights users on 9/18. 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 10/69:40 am -
2 stops11h 25m
Tue 10/209:59 am -
1 stop7h 56m
Deal found 9/18![Delta logo]()
$366
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/133:17 pm -
1 stop7h 42m
Sat 10/247:00 am -
2 stops10h 53m
Deal found 9/16![United Airlines logo]()
$380
This Delta deal was found by Cheapflights users on 9/18. 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.
Mon 11/169:15 am -
2 stops8h 15m
Mon 11/306:23 am -
1 stop10h 37m
Deal found 9/18![Delta logo]()
$366
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/133:17 pm -
1 stop6h 29m
Fri 10/2310:00 pm -
2 stops19h 53m
Deal found 9/16![United Airlines logo]()
$380
This Delta deal was found by Cheapflights users on 9/16. 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 10/317:45 am -
1 stop8h 02m
Mon 11/3010:34 am -
2 stops11h 46m
Deal found 9/16![Delta logo]()
$376
This Delta deal was found by Cheapflights users on 9/14. 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 10/179:40 am -
1 stop6h 07m
Wed 10/211:27 pm -
2 stops12h 17m
Deal found 9/14![Delta logo]()
$383
This Delta deal was found by Cheapflights users on 9/14. 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 10/177:00 am -
2 stops8h 47m
Tue 10/206:04 am -
1 stop12h 06m
Deal found 9/14![Delta logo]()
$399
This Delta deal was found by Cheapflights users on 9/17. 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.
Mon 12/218:45 am -
1 stop7h 39m
Tue 12/2911:47 am -
1 stop11h 24m
Deal found 9/17![Delta logo]()
$410
This Delta deal was found by Cheapflights users on 9/18. 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 10/307:45 am -
2 stops13h 48m
Sun 11/112:27 pm -
1 stop10h 13m
Deal found 9/18![Delta logo]()
$425
This Delta deal was found by Cheapflights users on 9/16. 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 10/1312:20 am -
1 stop8h 43m
Wed 10/219:29 am -
2 stops12h 11m
Deal found 9/16![Delta logo]()
$441
Last-minute flights from Alberta to ChicagoDiscover last-minute flight deals from Alberta to Chicago. Data last updated September 19, 2026 and is based on user searches.
Discover last-minute flight deals from Alberta to Chicago. Data last updated September 19, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 9/237:00 am -
Nonstop3h 29m
Wed 9/308:30 pm -
Nonstop3h 59m
Deal found 9/14![American Airlines logo]()
$266
This Air Canada deal was found by Cheapflights users on 9/14. 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 10/76:30 am -
1 stop7h 25m
Sun 10/119:55 am -
1 stop9h 42m
Deal found 9/14![Air Canada logo]()
$258
This Air Canada deal was found by Cheapflights users on 9/15. 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 10/1212:50 am -
1 stop7h 10m
Tue 10/208:45 am -
1 stop8h 12m
Deal found 9/15![Air Canada logo]()
$252
This Air Canada deal was found by Cheapflights users on 9/16. 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 10/1312:50 am -
1 stop7h 10m
Wed 10/218:45 am -
1 stop8h 12m
Deal found 9/16![Air Canada logo]()
$264
This Flightnetwork deal was found by Cheapflights users on 9/18. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1412:50 am -
1 stop7h 10m
Thu 10/228:45 am -
1 stop8h 12m
Deal found 9/18![Air Canada logo]()
$256
This Booking.com deal was found by Cheapflights users on 9/15. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1512:00 pm -
Nonstop3h 40m
Thu 10/225:30 pm -
Nonstop3h 55m
Deal found 9/15![WestJet logo]()
$259
This WestJet deal was found by Cheapflights users on 9/16. 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.
Sun 10/1812:00 pm -
Nonstop3h 40m
Thu 10/225:30 pm -
Nonstop3h 55m
Deal found 9/16![WestJet logo]()
$267
This Air Canada deal was found by Cheapflights users on 9/15. 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 10/2112:50 am -
1 stop7h 10m
Sat 10/242:15 pm -
1 stop7h 50m
Deal found 9/15![Air Canada logo]()
$257
This FlightHub deal was found by Cheapflights users on 9/17. 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.
Thu 10/2212:00 pm -
Nonstop3h 40m
Tue 10/275:46 pm -
1 stop17h 57m
Deal found 9/17![Multiple Airlines logo]()
$260
This Delta deal was found by Cheapflights users on 9/14. 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 10/2912:33 pm -
1 stop8h 32m
Tue 11/32:03 pm -
1 stop11h 07m
Deal found 9/14![Delta logo]()
$261
This United Airlines deal was found by Cheapflights users on 9/16. 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 -
1 stop15h 13m
Deal found 9/16![United Airlines logo]()
$268
This Delta deal was found by Cheapflights users on 9/15. 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 10/316:35 am -
2 stops9h 12m
Fri 11/612:27 pm -
2 stops12h 43m
Deal found 9/15![Delta logo]()
$261
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 September 19, 2026.
Search for one-way flight options from Alberta to Chicago. Find affordable one-way fares based on user searches. Data last updated September 19, 2026.
This Alaska Airlines deal was found by Cheapflights users on 9/16. 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.
Tue 11/179:09 am -
1 stop7h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Alaska Airlines logo]()
$156
This United Airlines deal was found by Cheapflights users on 9/15. 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 11/171:37 pm -
Nonstop2h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![United Airlines logo]()
$157
This Delta deal was found by Cheapflights users on 9/14. 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 10/16:35 am -
1 stop9h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Delta logo]()
$159
This Delta deal was found by Cheapflights users on 9/14. 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 11/228:45 am -
2 stops13h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Delta logo]()
$159
This Air Canada deal was found by Cheapflights users on 9/16. 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.
Sun 10/1112:50 am -
1 stop7h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Air Canada logo]()
$160
This Air Canada deal was found by Cheapflights users on 9/15. 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 10/312:50 am -
1 stop7h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Air Canada logo]()
$161
This United Airlines deal was found by Cheapflights users on 9/16. 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 11/167:00 am -
1 stop15h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![United Airlines logo]()
$162
This Air Canada deal was found by Cheapflights users on 9/15. 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 12/157:00 am -
2 stops11h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Air Canada logo]()
$163
This Delta deal was found by Cheapflights users on 9/16. 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 10/36:35 am -
2 stops12h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Delta logo]()
$164
This Delta deal was found by Cheapflights users on 9/17. 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 10/217:45 am -
1 stop8h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Delta logo]()
$164
This Air Canada deal was found by Cheapflights users on 9/16. 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 10/168:30 pm -
2 stops11h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Air Canada logo]()
$165
This Air Canada deal was found by Cheapflights users on 9/18. 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 10/311:20 am -
1 stop8h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Air Canada logo]()
$166
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 September 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $252 (Air Canada) |
One-way from | $156 (Alaska Airlines) |
Popular in | June |
Cheapest in | January |
Average price | $309 |
Good round-trip deal | $322 or less |
Good one-way deal | $221 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 September 19, 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
Quickest round-trip
CalgaryChicago
YYC Calgary - ORD Chicago O'Hare Intl
YYCORD
Calgary
Mon 11/23
1:37 pm-4:10 pm
Nonstop2h 33m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$157
CalgaryChicago
YYC Calgary - MDW Chicago Midway
YYCMDW
Calgary
Wed 10/7
7:45 am-4:47 pm
1 stop8h 02m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
CalgaryChicago
YYC Calgary - MDW Chicago Midway
YYCMDW
Calgary
Sat 10/3
6:35 am-6:22 pm
2 stops10h 47m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
CalgaryChicago
YYC Calgary - MDW Chicago Midway
YYCMDW
Calgary
Sun 11/22
8:45 am-9:54 pm
2 stops13h 09m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
CalgaryChicago
YYC Calgary - ORD Chicago O'Hare Intl
YYCORD
Calgary
Sat 11/14
8:45 am-3:18 pm
2 stops6h 33m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
CalgaryChicago
YYC Calgary - MDW Chicago Midway
YYCMDW
Calgary
Wed 10/21
7:45 am-4:47 pm
1 stop8h 02m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$164
CalgaryChicago
YYC Calgary - ORD Chicago O'Hare Intl
YYCORD
Calgary
Sat 11/14
3:06 pm-9:46 pm
1 stop6h 40m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$165
EdmontonChicago
YEG Edmonton - ORD Chicago O'Hare Intl
YEGORD
Edmonton
Wed 11/25
4:17 pm-9:46 pm
1 stop5h 29m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$172
CalgaryChicago
YYC Calgary - MDW Chicago Midway
YYCMDW
Calgary
Thu 1/14
7:15 am-3:50 pm
2 stops8h 35m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$173
CalgaryChicago
YYC Calgary - MDW Chicago Midway
YYCMDW
Calgary
Tue 11/17
8:45 am-5:04 pm
2 stops8h 19m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$174
Showing 1-10 of 58 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
YYC-MDW
YEG-ORD
YEG-MDW
YQU-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
YYC-MDW
YEG-ORD
YEG-MDW
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 $405). 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 September 19, 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.
Weekly flight availability from Alberta to Chicago
Explore weekly flight availability from Alberta to Chicago. 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 September 19, 2026.
The most flights from CAAB to CHI are scheduled on a Thursday (16 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (9 on average).
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 $208 and $358 in October.The cheapest round-trip price found within the last 5 days was $252 on Air Canada (Oct 12-Oct 20).
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
Lansing
Merrillville
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
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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 September 19, 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 September 19, 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 September 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$135 | Average$446 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$149 | Average$431 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$163 | Average$343 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$213 | Average$392 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$253 | Average$371 | FlexibilityNo cancel fee | On-timeN/A |