$169+ Cheap flights from Alberta to Chicago (CHI)
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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — CHI
Sep 4 — Sep 111
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 August 5, 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 August 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 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
Tue 9/295:30 pm -
Nonstop3h 55m
Deal found 7/31![WestJet logo]()
$216
This Justfly.com deal was found by Cheapflights users on 7/31. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2512:00 pm -
Nonstop3h 40m
Tue 9/295:30 pm -
Nonstop3h 55m
Deal found 7/31![WestJet logo]()
$223
This United Airlines deal was found by Cheapflights users on 7/31. 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.
Wed 10/2112:30 pm -
Nonstop3h 35m
Sat 10/248:40 am -
Nonstop3h 48m
Deal found 7/31![United Airlines logo]()
$229
This United deal was found by Cheapflights users on 7/31. 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 10/2112:30 pm -
Nonstop3h 35m
Sat 10/243:40 pm -
1 stop8h 47m
Deal found 7/31![Multiple Airlines logo]()
$237
This Trip.com deal was found by Cheapflights users on 7/31. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/191:00 am -
1 stop8h 15m
Tue 9/298:45 am -
1 stop8h 12m
Deal found 7/31![Air Canada logo]()
$238
This Trip.com deal was found by Cheapflights users on 8/1. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/241:00 am -
1 stop8h 15m
Fri 10/22:15 pm -
1 stop9h 42m
Deal found 8/1![Air Canada logo]()
$241
This United Airlines deal was found by Cheapflights users on 8/2. 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.
Sun 11/227:00 am -
1 stop12h 29m
Sat 11/288:40 am -
Nonstop4h 55m
Deal found 8/2![United Airlines logo]()
$244
This Air Canada deal was found by Cheapflights users on 7/31. 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 10/201:00 am -
1 stop8h 17m
Sat 10/248:45 am -
1 stop8h 12m
Deal found 7/31![Air Canada logo]()
$245
This Trip.com deal was found by Cheapflights users on 8/1. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:00 am -
1 stop7h 52m
Tue 9/228:45 am -
1 stop8h 12m
Deal found 8/1![Air Canada logo]()
$249
This Delta deal was found by Cheapflights users on 8/1. 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 11/217:35 am -
1 stop8h 04m
Wed 11/2512:30 pm -
2 stops11h 47m
Deal found 8/1![Delta logo]()
$290
This FlightHub deal was found by Cheapflights users on 8/3. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/209:10 am -
1 stop6h 30m
Thu 9/245:30 pm -
1 stop8h 14m
Deal found 8/3![WestJet logo]()
$303
This FlightHub deal was found by Cheapflights users on 8/3. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:00 am -
1 stop8h 40m
Thu 9/175:30 pm -
1 stop6h 25m
Deal found 8/3![WestJet logo]()
$305
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 August 5, 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 August 5, 2026.
This United Airlines deal was found by Cheapflights users on 8/2. 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.
Sun 11/227:00 am -
1 stop12h 29m
Sat 11/288:40 am -
Nonstop4h 55m
Deal found 8/2![United Airlines logo]()
$244
This FlightHub deal was found by Cheapflights users on 7/31. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:30 am -
1 stop8h 10m
Sun 8/305:30 pm -
1 stop6h 25m
Deal found 7/31![WestJet logo]()
$310
This United deal was found by Cheapflights users on 8/4. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:33 pm -
Nonstop3h 32m
Mon 9/143:45 pm -
1 stop8h 12m
Deal found 8/4![Multiple Airlines logo]()
$312
This Delta deal was found by Cheapflights users on 8/2. 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.
Sun 11/227:14 am -
2 stops12h 11m
Sat 11/2812:40 pm -
1 stop9h 18m
Deal found 8/2![Delta logo]()
$345
This Air Canada deal was found by Cheapflights users on 8/3. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:55 pm -
2 stops15h 20m
Mon 9/148:40 pm -
2 stops21h 35m
Deal found 8/3![Air Canada logo]()
$431
This United Airlines deal was found by Cheapflights users on 8/3. 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.
Thu 12/241:30 pm -
Nonstop2h 20m
Sat 1/29:00 am -
Nonstop4h 54m
Deal found 8/3![United Airlines logo]()
$290
This Delta deal was found by Cheapflights users on 8/3. 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.
Sat 10/1012:25 pm -
2 stops8h 11m
Sat 10/174:30 pm -
1 stop7h 42m
Deal found 8/3![Delta logo]()
$357
This United deal was found by Cheapflights users on 8/3. 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.
Sat 10/243:17 pm -
1 stop6h 29m
Sun 10/2510:15 am -
1 stop10h 03m
Deal found 8/3![Multiple Airlines logo]()
$364
This United Airlines deal was found by Cheapflights users on 8/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:27 pm -
1 stop7h 02m
Sun 8/308:44 am -
Nonstop3h 48m
Deal found 8/4![United Airlines logo]()
$346
This Delta deal was found by Cheapflights users on 7/31. 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.
Sun 8/3012:25 pm -
2 stops8h 22m
Sun 9/66:00 am -
1 stop7h 55m
Deal found 7/31![Delta logo]()
$368
This United Airlines deal was found by Cheapflights users on 7/31. 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.
Sat 9/53:28 pm -
Nonstop3h 34m
Wed 9/95:55 am -
1 stop17h 09m
Deal found 7/31![United Airlines logo]()
$352
This Delta deal was found by Cheapflights users on 8/3. 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.
Wed 8/197:45 am -
1 stop9h 34m
Sat 8/2212:29 pm -
1 stop9h 06m
Deal found 8/3![Delta logo]()
$370
This United Airlines deal was found by Cheapflights users on 7/31. 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.
Sat 9/53:28 pm -
Nonstop3h 34m
Fri 9/119:35 pm -
1 stop17h 33m
Deal found 7/31![United Airlines logo]()
$352
This Air Canada deal was found by Cheapflights users on 7/31. 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 9/155:55 pm -
2 stops15h 20m
Sat 9/198:40 pm -
2 stops21h 35m
Deal found 7/31![Air Canada logo]()
$474
This Delta deal was found by Cheapflights users on 8/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/262:15 pm -
1 stop6h 23m
Tue 9/295:30 pm -
Nonstop3h 55m
Deal found 8/4![Delta logo]()
$378
This Delta deal was found by Cheapflights users on 8/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:45 am -
2 stops13h 02m
Sun 9/67:00 am -
1 stop7h 10m
Deal found 8/4![Delta logo]()
$378
This Air Canada deal was found by Cheapflights users on 8/2. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/165:55 pm -
2 stops15h 20m
Wed 9/237:54 pm -
2 stops22h 21m
Deal found 8/2![Air Canada logo]()
$521
This Mytrip deal was found by Cheapflights users on 8/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:10 am -
2 stops8h 30m
Mon 9/285:30 pm -
3 stops27h 00m
Deal found 8/3![WestJet logo]()
$589
This Delta deal was found by Cheapflights users on 7/31. 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.
Wed 10/217:45 am -
1 stop8h 02m
Sat 10/2412:27 pm -
2 stops11h 45m
Deal found 7/31![Delta logo]()
$381
This United Airlines deal was found by Cheapflights users on 7/31. 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 8/276:00 am -
1 stop15h 45m
Mon 8/3110:00 pm -
1 stop17h 08m
Deal found 7/31![United Airlines logo]()
$426
This Delta deal was found by Cheapflights users on 8/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/312:00 pm -
Nonstop3h 40m
Sun 9/612:54 pm -
1 stop10h 21m
Deal found 8/4![Delta logo]()
$382
This United Airlines deal was found by Cheapflights users on 7/31. 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.
Fri 8/286:00 am -
1 stop11h 32m
Mon 8/3110:00 pm -
1 stop17h 08m
Deal found 7/31![United Airlines logo]()
$426
This Delta deal was found by Cheapflights users on 8/4. 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 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
Wed 10/2112:27 pm -
2 stops13h 17m
Deal found 8/4![Delta logo]()
$387
This Delta deal was found by Cheapflights users on 8/3. 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.
Thu 10/111:00 am -
1 stop6h 33m
Mon 10/51:00 pm -
1 stop9h 50m
Deal found 8/3![Delta logo]()
$388
This Mytrip deal was found by Cheapflights users on 8/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1611:20 am -
3 stops26h 15m
Wed 9/2311:45 am -
3 stops24h 00m
Deal found 8/2![Multiple Airlines logo]()
$802
This Delta deal was found by Cheapflights users on 7/31. 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 10/2912:30 am -
2 stops11h 17m
Mon 11/210:01 am -
2 stops12h 34m
Deal found 7/31![Delta logo]()
$393
This Delta deal was found by Cheapflights users on 7/31. 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.
Fri 8/289:10 am -
2 stops11h 23m
Tue 9/16:59 am -
2 stops10h 56m
Deal found 7/31![Delta logo]()
$398
This Mytrip deal was found by Cheapflights users on 8/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/242:25 pm -
3 stops27h 08m
Mon 9/289:29 am -
3 stops16h 46m
Deal found 8/3![WestJet logo]()
$966
This Delta deal was found by Cheapflights users on 7/31. 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.
Sat 9/59:40 am -
2 stops13h 17m
Wed 9/912:29 pm -
2 stops13h 15m
Deal found 7/31![Delta logo]()
$399
This WestJet deal was found by Cheapflights users on 7/31. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:00 am -
2 stops33h 57m
Mon 9/142:00 pm -
2 stops30h 30m
Deal found 7/31![WestJet logo]()
$979
Last-minute flights from Alberta to ChicagoDiscover last-minute flight deals from Alberta to Chicago. Data last updated August 5, 2026 and is based on user searches.
Discover last-minute flight deals from Alberta to Chicago. Data last updated August 5, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:45 am -
2 stops9h 16m
Tue 9/152:00 pm -
1 stop7h 42m
Deal found 8/4![Delta logo]()
$310
This FlightHub deal was found by Cheapflights users on 7/31. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:00 am -
1 stop8h 40m
Fri 9/115:30 pm -
1 stop8h 14m
Deal found 7/31![WestJet logo]()
$309
This FlightHub deal was found by Cheapflights users on 8/3. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:00 am -
1 stop8h 40m
Thu 9/175:30 pm -
1 stop6h 25m
Deal found 8/3![WestJet logo]()
$305
This SmartFares deal was found by Cheapflights users on 7/31. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1111:55 pm -
1 stop8h 05m
Mon 9/213:40 pm -
1 stop9h 07m
Deal found 7/31![Air Canada logo]()
$251
This Trip.com deal was found by Cheapflights users on 8/1. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:00 am -
1 stop7h 52m
Tue 9/228:45 am -
1 stop8h 12m
Deal found 8/1![Air Canada logo]()
$249
This SmartFares deal was found by Cheapflights users on 8/2. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/151:00 am -
1 stop8h 15m
Wed 9/233:40 pm -
1 stop9h 07m
Deal found 8/2![Air Canada logo]()
$250
This Trip.com deal was found by Cheapflights users on 7/31. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/191:00 am -
1 stop8h 15m
Tue 9/298:45 am -
1 stop8h 12m
Deal found 7/31![Air Canada logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 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
Tue 9/295:30 pm -
Nonstop3h 55m
Deal found 7/31![WestJet logo]()
$216
This FlightHub deal was found by Cheapflights users on 8/3. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/209:10 am -
1 stop6h 30m
Thu 9/245:30 pm -
1 stop8h 14m
Deal found 8/3![WestJet logo]()
$303
This Trip.com deal was found by Cheapflights users on 8/1. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/241:00 am -
1 stop8h 15m
Fri 10/22:15 pm -
1 stop9h 42m
Deal found 8/1![Air Canada logo]()
$241
This Trip.com deal was found by Cheapflights users on 8/1. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/241:00 am -
1 stop8h 15m
Fri 10/25:30 pm -
Nonstop3h 55m
Deal found 8/1![Multiple Airlines logo]()
$254
This Justfly.com deal was found by Cheapflights users on 7/31. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2512:00 pm -
Nonstop3h 40m
Tue 9/295:30 pm -
Nonstop3h 55m
Deal found 7/31![WestJet logo]()
$223
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 August 5, 2026.
Search for one-way flight options from Alberta to Chicago. Find affordable one-way fares based on user searches. Data last updated August 5, 2026.
This Justfly.com deal was found by Cheapflights users on 7/31. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/259:10 am -
1 stop6h 30m
Deal found 7/31![WestJet logo]()
$169
This American Airlines deal was found by Cheapflights users on 8/2. 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.
Sat 10/311:59 pm -
Nonstop3h 45m
Deal found 8/2![American Airlines logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/112:00 pm -
Nonstop3h 40m
Deal found 8/1![WestJet logo]()
$173
This Air Canada deal was found by Cheapflights users on 8/1. 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 9/27:10 am -
2 stops11h 55m
Deal found 8/1![Air Canada logo]()
$174
This FlightHub deal was found by Cheapflights users on 8/1. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:00 am -
1 stop8h 40m
Deal found 8/1![WestJet logo]()
$174
This Super.com deal was found by Cheapflights users on 8/1. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/307:00 am -
1 stop8h 40m
Deal found 8/1![WestJet logo]()
$178
This Air Canada deal was found by Cheapflights users on 8/5. 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 10/51:00 am -
1 stop8h 17m
Deal found 8/5![Air Canada logo]()
$179
This Air Canada deal was found by Cheapflights users on 8/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:30 am -
1 stop7h 25m
Deal found 8/4![Air Canada logo]()
$180
This Air Canada deal was found by Cheapflights users on 8/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:50 am -
1 stop8h 05m
Deal found 8/4![Air Canada logo]()
$181
This Priceline deal was found by Cheapflights users on 8/4. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/312:00 pm -
Nonstop3h 40m
Deal found 8/4![WestJet logo]()
$182
This Delta deal was found by Cheapflights users on 8/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:45 am -
1 stop8h 12m
Deal found 8/4![Delta logo]()
$183
This American Airlines deal was found by Cheapflights users on 7/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/317:00 am -
Nonstop3h 35m
Deal found 7/31![American Airlines logo]()
$183
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 August 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $216 (Kiwi.com) |
One-way from | $169 (Justfly.com) |
Popular in | June |
Cheapest in | November |
Average price | $337 |
Good round-trip deal | $355 or less |
Good one-way deal | $225 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 2,558,603 searches. Data last updated August 5, 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
Sun 11/22
7:00 am-7:29 pm
1 stop12h 29m
Chicago O'Hare Intl
Sat 11/28
8:40 am-1:35 pm
Nonstop4h 55m
$244
Quickest round-trip
CalgaryChicago
YYC Calgary - ORD Chicago O'Hare Intl
YYCORD
Calgary
Thu 12/24
1:30 pm-3:50 pm
Nonstop2h 20m
Chicago O'Hare Intl
Sat 1/2
9:00 am-1:54 pm
Nonstop4h 54m
$290
EdmontonChicago
YEG Edmonton - ORD Chicago O'Hare Intl
YEGORD
Edmonton
Thu 8/27
7:30 am-4:40 pm
1 stop8h 10m
Chicago O'Hare Intl
Sun 8/30
5:30 pm-10:55 pm
1 stop6h 25m
$310
CalgaryChicago
YYC Calgary - ORD Chicago O'Hare Intl
YYCORD
Calgary
Thu 9/10
12:33 pm-5:05 pm
Nonstop3h 32m
Chicago O'Hare Intl
Mon 9/14
3:45 pm-10:57 pm
1 stop8h 12m
$312
CalgaryChicago
YYC Calgary - ORD Chicago O'Hare Intl
YYCORD
Calgary
Sun 11/22
7:14 am-7:25 pm
2 stops12h 11m
Chicago O'Hare Intl
Sat 11/28
12:40 pm-9:58 pm
1 stop9h 18m
$345
CalgaryChicago
YYC Calgary - ORD Chicago O'Hare Intl
YYCORD
Calgary
Wed 8/26
1:27 pm-9:29 pm
1 stop7h 02m
Chicago O'Hare Intl
Sun 8/30
8:44 am-11:32 am
Nonstop3h 48m
$346
EdmontonChicago
YEG Edmonton - ORD Chicago O'Hare Intl
YEGORD
Edmonton
Sat 9/5
3:28 pm-8:02 pm
Nonstop3h 34m
Chicago O'Hare Intl
Wed 9/9
5:55 am-10:04 pm
1 stop17h 09m
$352
EdmontonChicago
YEG Edmonton - ORD Chicago O'Hare Intl
YEGORD
Edmonton
Sat 9/5
3:28 pm-8:02 pm
Nonstop3h 34m
Chicago O'Hare Intl
Fri 9/11
9:35 pm-2:08 pm
1 stop17h 33m
$352
CalgaryChicago
YYC Calgary - ORD Chicago O'Hare Intl
YYCORD
Calgary
Sat 10/10
12:25 pm-9:36 pm
2 stops8h 11m
Chicago O'Hare Intl
Sat 10/17
4:30 pm-11:12 pm
1 stop7h 42m
$357
EdmontonChicago
YEG Edmonton - ORD Chicago O'Hare Intl
YEGORD
Edmonton
Sat 10/24
3:17 pm-10:46 pm
1 stop6h 29m
Chicago O'Hare Intl
Sun 10/25
10:15 am-7:18 pm
1 stop10h 03m
$364
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
YEG-ORD
YYC-MDW
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
YEG-ORD
YYC-MDW
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 $245). Flying from Alberta to Chicago in June is currently the most expensive (average of $398). 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 August 5, 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 August 5, 2026.
The most flights from CAAB to CHI are scheduled on a Monday (14 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 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 $211 and $405 in September.The cheapest round-trip price found within the last 5 days was $216 on WestJet (Sep 25-Oct 2).
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 65 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
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 August 5, 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 August 5, 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 2,558,603 searches. Data last updated August 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$135 | Average$431 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$135 | Average$467 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$163 | Average$326 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$208 | Average$371 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$253 | Average$306 | FlexibilityNo cancel fee | On-timeN/A |