$149+ Cheap flights from Calgary (YYC) to Illinois
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 9/29. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — ORD
Jul 12 — Jul 191
Round-trip
1 adult, Economy
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Cheapest flights from Calgary to IllinoisExplore the most affordable flight options available from Calgary to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2026.
Explore the most affordable flight options available from Calgary to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2026.
This Booking.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1512:00 pm
YYC
- ORD
Nonstop3h 40m
WestJet
Sun 10/185:30 pm
ORD
- YYC
Nonstop3h 55m
WestJet
Deal found 6/8![WestJet logo]()
$248
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/221:20 pm
YYC
- ORD
Nonstop3h 25m
American Airlines
Tue 10/279:45 am
ORD
- YYC
Nonstop3h 45m
American Airlines
Deal found 6/8![American Airlines logo]()
$258
This Delta deal was found by Cheapflights users on 6/7. 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
YYC
- MDW
2 stops13h 25m
Delta
Mon 11/26:00 am
MDW
- YYC
2 stops18h 13m
Delta
Deal found 6/7![Delta logo]()
$263
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:45 am
YYC
- ORD
1 stop8h 04m
Delta
Mon 11/21:55 pm
ORD
- YYC
1 stop10h 18m
Delta
Deal found 6/8![Delta logo]()
$263
This Booking.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:00 am
YYC
- ORD
Nonstop3h 35m
WestJet
Mon 11/22:20 pm
ORD
- YYC
Nonstop4h 55m
WestJet
Deal found 6/8![WestJet logo]()
$270
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/47:45 am
YYC
- ORD
1 stop9h 34m
Delta
Sun 9/612:29 pm
ORD
- YYC
1 stop9h 06m
Delta
Deal found 6/8![Delta logo]()
$271
This Booking.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2812:00 pm
YYC
- ORD
Nonstop3h 40m
WestJet
Tue 10/65:30 pm
ORD
- YYC
Nonstop3h 55m
WestJet
Deal found 6/8![WestJet logo]()
$272
This FlightHub deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/412:00 pm
YYC
- ORD
Nonstop3h 40m
WestJet
Sun 9/65:30 pm
ORD
- YYC
Nonstop3h 55m
WestJet
Deal found 6/8![WestJet logo]()
$283
This oojo deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/412:00 pm
YYC
- ORD
Nonstop3h 40m
WestJet
Fri 9/115:30 pm
ORD
- YYC
Nonstop3h 55m
WestJet
Deal found 6/10![WestJet logo]()
$285
This Air Canada deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:30 am
YYC
- ORD
1 stop7h 25m
Air Canada
Tue 9/223:40 pm
ORD
- YYC
1 stop8h 47m
Air Canada
Deal found 6/11![Air Canada logo]()
$288
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2112:30 pm
YYC
- ORD
Nonstop3h 35m
United Airlines
Sat 10/248:40 am
ORD
- YYC
Nonstop3h 48m
United Airlines
Deal found 6/9![United Airlines logo]()
$290
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:45 am
YYC
- MDW
1 stop8h 05m
Delta
Mon 11/212:30 pm
MDW
- YYC
1 stop9h 24m
Delta
Deal found 6/8![Delta logo]()
$324
Best flights from Calgary to IllinoisDiscover carefully curated flight deals from Calgary to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 12, 2026.
Discover carefully curated flight deals from Calgary to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 12, 2026.
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:45 am
YYC
- ORD
1 stop8h 04m
Delta
Mon 11/21:55 pm
ORD
- YYC
1 stop10h 18m
Delta
Deal found 6/8![Delta logo]()
$263
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2112:30 pm
YYC
- ORD
Nonstop3h 35m
United Airlines
Sat 10/248:40 am
ORD
- YYC
Nonstop3h 48m
United Airlines
Deal found 6/9![United Airlines logo]()
$290
This United deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/28:30 am
YYC
- ORD
Nonstop3h 35m
Multiple Airlines
Thu 9/103:45 pm
ORD
- YYC
1 stop10h 32m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$334
This Air Canada deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/259:25 am
YYC
- STL
1 stop8h 17m
Air Canada
Wed 8/262:40 pm
STL
- YYC
1 stop12h 11m
Air Canada
Deal found 6/8![Air Canada logo]()
$409
This oojo deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/247:00 am
YYC
- STL
2 stops26h 28m
WestJet
Sun 7/266:21 am
STL
- YYC
2 stops14h 19m
WestJet
Deal found 6/9![WestJet logo]()
$452
This American Airlines deal was found by Cheapflights users on 6/7. 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.
Sun 6/211:41 pm
YYC
- STL
1 stop9h 35m
American Airlines
Mon 7/66:55 am
STL
- YYC
1 stop17h 54m
American Airlines
Deal found 6/7![American Airlines logo]()
$456
This Delta deal was found by Cheapflights users on 6/7. 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
YYC
- MDW
2 stops13h 25m
Delta
Mon 11/26:00 am
MDW
- YYC
2 stops18h 13m
Delta
Deal found 6/7![Delta logo]()
$263
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:45 am
YYC
- ORD
1 stop9h 56m
Delta
Thu 9/1012:15 pm
ORD
- YYC
1 stop9h 29m
Delta
Deal found 6/11![Delta logo]()
$295
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:15 am
YYC
- ORD
1 stop9h 42m
Delta
Sat 10/2412:15 pm
ORD
- YYC
1 stop9h 39m
Delta
Deal found 6/11![Delta logo]()
$295
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/258:30 am
YYC
- ORD
Nonstop3h 37m
United Airlines
Mon 6/297:45 pm
ORD
- YYC
Nonstop3h 52m
United Airlines
Deal found 6/11![United Airlines logo]()
$368
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:45 am
YYC
- MDW
1 stop8h 05m
Delta
Wed 11/1812:30 pm
MDW
- YYC
1 stop9h 24m
Delta
Deal found 6/10![Delta logo]()
$297
This Air Canada deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/237:45 pm
YYC
- STL
1 stop17h 17m
Air Canada
Sun 7/268:55 am
STL
- YYC
1 stop17h 26m
Air Canada
Deal found 6/10![Air Canada logo]()
$418
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/228:30 am
YYC
- ORD
Nonstop3h 37m
United Airlines
Sun 7/267:45 pm
ORD
- YYC
Nonstop3h 52m
United Airlines
Deal found 6/10![United Airlines logo]()
$403
This Kiwi.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2212:20 am
YYC
- STL
1 stop16h 17m
Multiple Airlines
Sun 7/266:34 pm
STL
- YYC
2 stops21h 41m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$455
This oojo deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/238:20 am
YYC
- STL
2 stops11h 17m
WestJet
Sun 7/266:21 am
STL
- YYC
2 stops14h 19m
WestJet
Deal found 6/10![WestJet logo]()
$459
This Delta deal was found by Cheapflights users on 6/7. 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
YYC
- MDW
1 stop8h 05m
Delta
Mon 11/212:30 pm
MDW
- YYC
1 stop9h 24m
Delta
Deal found 6/7![Delta logo]()
$324
This Justfly.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/79:00 pm
YYC
- STL
2 stops10h 19m
WestJet
Tue 7/1411:18 am
STL
- YYC
2 stops9h 22m
WestJet
Deal found 6/8![WestJet logo]()
$461
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/76:45 am
YYC
- ORD
1 stop9h 14m
Delta
Mon 8/3112:29 pm
ORD
- YYC
1 stop9h 06m
Delta
Deal found 6/11![Delta logo]()
$341
This Justfly.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1710:15 am
YYC
- STL
1 stop23h 13m
WestJet
Mon 7/206:00 am
STL
- YYC
1 stop16h 50m
WestJet
Deal found 6/10![WestJet logo]()
$473
This WestJet deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:00 am
YYC
- STL
2 stops8h 44m
WestJet
Wed 8/2611:00 am
STL
- YYC
1 stop11h 50m
WestJet
Deal found 6/9![WestJet logo]()
$482
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/137:45 am
YYC
- ORD
1 stop9h 34m
Delta
Thu 8/208:48 am
ORD
- YYC
2 stops12h 47m
Delta
Deal found 6/9![Delta logo]()
$401
Last-minute flights from Calgary to IllinoisDiscover last-minute flight deals from Calgary to Illinois. Data last updated June 12, 2026 and is based on user searches.
Discover last-minute flight deals from Calgary to Illinois. Data last updated June 12, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/7. 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.
Sun 6/211:41 pm
YYC
- STL
1 stop9h 35m
American Airlines
Mon 7/66:55 am
STL
- YYC
1 stop17h 54m
American Airlines
Deal found 6/7![American Airlines logo]()
$456
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/258:30 am
YYC
- ORD
Nonstop3h 37m
United Airlines
Mon 6/297:00 am
ORD
- YYC
2 stops12h 10m
United Airlines
Deal found 6/9![United Airlines logo]()
$302
This United deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:00 am
YYC
- ORD
1 stop13h 40m
Multiple Airlines
Tue 7/149:50 am
ORD
- YYC
1 stop16h 31m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$326
This Air Canada deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/81:00 am
YYC
- ORD
1 stop8h 16m
Air Canada
Sat 7/115:35 pm
ORD
- YYC
1 stop8h 46m
Air Canada
Deal found 6/9![Air Canada logo]()
$337
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/157:45 am
YYC
- ORD
1 stop10h 12m
Delta
Thu 8/2712:29 pm
ORD
- YYC
1 stop9h 06m
Delta
Deal found 6/8![Delta logo]()
$324
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/206:00 am
YYC
- ORD
1 stop16h 19m
United Airlines
Mon 7/275:00 am
ORD
- YYC
1 stop14h 10m
United Airlines
Deal found 6/10![United Airlines logo]()
$297
This Booking.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2012:00 pm
YYC
- ORD
Nonstop3h 40m
WestJet
Mon 7/275:30 pm
ORD
- YYC
Nonstop3h 55m
WestJet
Deal found 6/8![WestJet logo]()
$322
This Flightnetwork deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/207:45 pm
YYC
- ORD
1 stop16h 37m
Air Canada
Mon 7/279:50 am
ORD
- YYC
1 stop16h 31m
Air Canada
Deal found 6/10![Air Canada logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2212:20 am
YYC
- STL
1 stop16h 17m
Multiple Airlines
Sun 7/266:34 pm
STL
- YYC
2 stops21h 41m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$455
This Booking.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2312:00 pm
YYC
- ORD
Nonstop3h 40m
WestJet
Mon 7/275:30 pm
ORD
- YYC
Nonstop3h 55m
WestJet
Deal found 6/8![WestJet logo]()
$306
This Air Canada deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/237:45 pm
YYC
- STL
1 stop17h 17m
Air Canada
Sun 7/268:55 am
STL
- YYC
1 stop17h 26m
Air Canada
Deal found 6/10![Air Canada logo]()
$418
This oojo deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/247:00 am
YYC
- STL
2 stops26h 28m
WestJet
Sun 7/266:21 am
STL
- YYC
2 stops14h 19m
WestJet
Deal found 6/9![WestJet logo]()
$452
One-way flights from Calgary to IllinoisSearch for one-way flight options from Calgary to Illinois. Find affordable one-way fares based on user searches. Data last updated June 12, 2026.
Search for one-way flight options from Calgary to Illinois. Find affordable one-way fares based on user searches. Data last updated June 12, 2026.
This CheapOair deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2912:00 pm
YYC
- ORD
Nonstop3h 40m
WestJet
Deal found 6/8![WestJet logo]()
$149
This Delta deal was found by Cheapflights users on 6/7. 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 8/257:45 am
YYC
- ORD
1 stop9h 34m
Delta
Deal found 6/7![Delta logo]()
$157
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/47:00 am
YYC
- ORD
Nonstop3h 29m
American Airlines
Deal found 6/10![American Airlines logo]()
$158
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/28:30 am
YYC
- ORD
Nonstop3h 35m
United Airlines
Deal found 6/8![United Airlines logo]()
$160
This Delta deal was found by Cheapflights users on 6/7. 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 8/286:45 am
YYC
- MDW
1 stop5h 25m
Delta
Deal found 6/7![Delta logo]()
$160
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/187:00 am
YYC
- ORD
Nonstop3h 35m
American Airlines
Deal found 6/8![American Airlines logo]()
$161
This Super.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/712:00 pm
YYC
- ORD
Nonstop3h 40m
WestJet
Deal found 6/8![WestJet logo]()
$162
This Super.com deal was found by Cheapflights users on 6/7. 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.
Fri 9/412:00 pm
YYC
- ORD
Nonstop3h 40m
WestJet
Deal found 6/7![WestJet logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2512:00 pm
YYC
- ORD
Nonstop3h 40m
WestJet
Deal found 6/9![WestJet logo]()
$164
This Justfly.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1212:00 pm
YYC
- ORD
Nonstop3h 40m
WestJet
Deal found 6/10![WestJet logo]()
$166
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:45 am
YYC
- ORD
1 stop9h 14m
Delta
Deal found 6/8![Delta logo]()
$167
This Flightnetwork deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/216:30 am
YYC
- ORD
1 stop7h 25m
Air Canada
Deal found 6/9![Air Canada logo]()
$168
Find flight deals from Calgary to Illinois
Keep the following information in mind while searching for Calgary to Illinois flight deals. Data was last updated June 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $248 (Booking.com) |
One-way from | $149 (CheapOair) |
Popular in | March |
Cheapest in | November |
Average price | $349 |
Good round-trip deal | $326 or less |
Good one-way deal | $219 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Calgary to Illinois that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2026.
Use the filters below to find and compare flights from Calgary to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Fri 10/30
7:45 am-4:49 pm
1 stop8h 04m
Chicago O'Hare Intl
Mon 11/2
1:55 pm-11:13 pm
1 stop10h 18m
$263
CalgaryChicago
YYC - MDW
YYCMDW
Calgary
Thu 10/29
7:45 am-10:10 pm
2 stops13h 25m
Chicago Midway
Mon 11/2
6:00 am-11:13 pm
2 stops18h 13m
$263
Quickest round-trip
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Wed 10/21
12:30 pm-5:05 pm
Nonstop3h 35m
Chicago O'Hare Intl
Sat 10/24
8:40 am-11:28 am
Nonstop3h 48m
$290
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Wed 9/2
6:45 am-5:41 pm
1 stop9h 56m
Chicago O'Hare Intl
Thu 9/10
12:15 pm-8:44 pm
1 stop9h 29m
$295
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Wed 10/21
7:15 am-5:57 pm
1 stop9h 42m
Chicago O'Hare Intl
Sat 10/24
12:15 pm-8:54 pm
1 stop9h 39m
$295
CalgaryChicago
YYC - MDW
YYCMDW
Calgary
Sat 11/14
7:45 am-4:50 pm
1 stop8h 05m
Chicago Midway
Wed 11/18
12:30 pm-8:54 pm
1 stop9h 24m
$297
CalgaryChicago
YYC - MDW
YYCMDW
Calgary
Fri 10/30
7:45 am-4:50 pm
1 stop8h 05m
Chicago Midway
Mon 11/2
12:30 pm-8:54 pm
1 stop9h 24m
$324
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Wed 9/2
8:30 am-1:05 pm
Nonstop3h 35m
Chicago O'Hare Intl
Thu 9/10
3:45 pm-1:17 am
1 stop10h 32m
$334
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Fri 8/7
6:45 am-4:59 pm
1 stop9h 14m
Chicago O'Hare Intl
Mon 8/31
12:29 pm-8:35 pm
1 stop9h 06m
$341
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Thu 6/25
8:30 am-1:07 pm
Nonstop3h 37m
Chicago O'Hare Intl
Mon 6/29
7:45 pm-10:37 pm
Nonstop3h 52m
$368
Showing 1-10 of 51 resultsSorted by cheapest first
Best time to book a flight from Calgary to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from Calgary with our price prediction graph.
YYC-ORD
YYC-MDW
YYC-STL
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Calgary to Illinois
YYC-USIL
YYC-ORD
YYC-MDW
YYC-STL
What is the cheapest month to book a flight from Calgary to Illinois?
Currently, March is the cheapest month in which you can book a flight from Calgary to Illinois (average of $62). Flying from Calgary to Illinois in August is currently the most expensive (average of $130). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from YYC to IL?
Find hourly flight availability from Calgary to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Calgary to Illinois as you normally would.
Weekly flight availability from Calgary to Illinois
Explore weekly flight availability from Calgary to Illinois. 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 June 12, 2026.
The most flights from YYC to USIL 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 (7 on average).
How much does it cost to fly round-trip from Calgary to Illinois?
How far ahead should I book a flight from Calgary to Illinois?
The price you pay for your flight from Calgary to Illinois may vary depending on when you book. For the best chance of a lower fare, look to book 53 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated June 12, 2026.
Peruse reviews from past customers who have flown with Delta,United Airlines, andWestJet from Calgary to Illinois to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.8
Overall
7.9
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Comfort
7.8
Overall
7.9
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Comfort
7.8
Overall
7.9
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Comfort
7.8
Overall
7.9
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Comfort
7.8
Overall
7.9
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Comfort
7.8
Overall
7.9
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Related info for your journey
Find useful and relevant information for your journey from Calgary to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Calgary to Illinois
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Complete your trip
Complete your trip to Illinois by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Calgary to Illinois by cabin class
Find flights from Calgary to Illinois, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Calgary and Illinois flights
Browse other Calgary and Illinois flight options. Last updated on June 12, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Calgary to Illinois flights
Consider these flights traveling from Calgary to Illinois.
Top 5 airlines flying from Calgary to Illinois
Discover the top 5 airlines that operate flights from Calgary to Illinois. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$134 | Average$335 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$135 | Average$461 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$137 | Average$282 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$208 | Average$389 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$241 | Average$288 | FlexibilityNo cancel fee | On-timeN/A |