$120+ Cheap flights from Chicago (CHI) to Saskatchewan
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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YXE
Oct 5 — Oct 121
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Saskatchewan 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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Cheapest flights from Chicago to SaskatchewanExplore the most affordable flight options available from Chicago to Saskatchewan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 5, 2026.
Explore the most affordable flight options available from Chicago to Saskatchewan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 5, 2026.
This FlightHub deal was found by Cheapflights users on 9/1. 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.
Fri 10/165:30 pm -
1 stop8h 30m
Mon 10/197:00 am -
1 stop8h 40m
Deal found 9/1![WestJet logo]()
$261
This Justfly.com deal was found by Cheapflights users on 9/3. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/115:30 pm -
1 stop8h 30m
Thu 10/157:00 am -
1 stop8h 40m
Deal found 9/3![WestJet logo]()
$262
This Justfly.com deal was found by Cheapflights users on 9/2. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/65:30 pm -
1 stop8h 40m
Mon 10/127:00 am -
1 stop8h 40m
Deal found 9/2![WestJet logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/275:30 pm -
1 stop8h 40m
Tue 10/67:00 am -
1 stop8h 40m
Deal found 9/4![WestJet logo]()
$279
This Trip.com deal was found by Cheapflights users on 9/1. 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.
Fri 10/165:30 pm -
1 stop6h 50m
Fri 10/237:00 am -
1 stop8h 40m
Deal found 9/1![WestJet logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/275:30 pm -
1 stop8h 40m
Thu 10/110:45 am -
1 stop6h 58m
Deal found 9/4![Multiple Airlines logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/285:30 pm -
1 stop6h 50m
Thu 10/110:45 am -
1 stop6h 58m
Deal found 9/4![Multiple Airlines logo]()
$344
This WestJet deal was found by Cheapflights users on 9/4. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/205:30 pm -
1 stop18h 05m
Thu 9/247:00 am -
1 stop8h 40m
Deal found 9/4![WestJet logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 8/31. 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.
Tue 9/295:30 pm -
1 stop6h 40m
Mon 10/54:30 pm -
1 stop23h 10m
Deal found 8/31![WestJet logo]()
$350
This United deal was found by Cheapflights users on 9/2. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/212:30 pm -
1 stop8h 00m
Fri 10/235:45 am -
1 stop6h 38m
Deal found 9/2![Multiple Airlines logo]()
$352
This United Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/231:30 pm -
1 stop9h 00m
Thu 10/299:45 am -
1 stop13h 14m
Deal found 9/1![United Airlines logo]()
$354
This Air Canada deal was found by Cheapflights users on 9/3. 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.
Sat 10/175:35 pm -
1 stop6h 41m
Sun 11/15:00 am -
1 stop10h 38m
Deal found 9/3![Air Canada logo]()
$359
Best flights from Chicago to SaskatchewanDiscover carefully curated flight deals from Chicago to Saskatchewan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 5, 2026.
Discover carefully curated flight deals from Chicago to Saskatchewan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 5, 2026.
This FlightHub deal was found by Cheapflights users on 9/1. 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.
Fri 10/165:30 pm -
1 stop8h 30m
Mon 10/197:00 am -
1 stop8h 40m
Deal found 9/1![WestJet logo]()
$261
This United deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:00 am -
1 stop16h 30m
Thu 10/294:00 am -
1 stop8h 13m
Deal found 9/1![Multiple Airlines logo]()
$352
This United Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/231:30 pm -
1 stop9h 00m
Thu 10/299:45 am -
1 stop13h 14m
Deal found 9/1![United Airlines logo]()
$354
This Air Canada deal was found by Cheapflights users on 9/4. 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 10/1711:05 am -
2 stops13h 11m
Sun 11/15:00 am -
1 stop10h 38m
Deal found 9/4![Air Canada logo]()
$368
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1612:27 pm -
2 stops13h 33m
Tue 10/207:00 am -
2 stops10h 00m
Deal found 9/1![Delta logo]()
$412
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 9/295:30 pm -
1 stop6h 40m
Mon 10/54:30 pm -
1 stop23h 10m
Deal found 9/1![WestJet logo]()
$350
This United deal was found by Cheapflights users on 9/2. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/212:30 pm -
1 stop8h 00m
Fri 10/235:45 am -
1 stop6h 38m
Deal found 9/2![Multiple Airlines logo]()
$352
This Air Canada deal was found by Cheapflights users on 9/2. 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.
Fri 10/233:45 pm -
1 stop8h 31m
Sun 10/254:00 am -
1 stop14h 58m
Deal found 9/2![Air Canada logo]()
$370
This United Airlines deal was found by Cheapflights users on 8/31. 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 9/175:55 am -
1 stop16h 35m
Sun 9/209:45 am -
1 stop13h 14m
Deal found 8/31![United Airlines logo]()
$374
This United deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/231:30 pm -
1 stop9h 00m
Thu 10/294:00 am -
1 stop8h 13m
Deal found 9/1![Multiple Airlines logo]()
$352
This WestJet deal was found by Cheapflights users on 9/4. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/205:30 pm -
2 stops15h 45m
Thu 9/247:00 am -
1 stop8h 40m
Deal found 9/4![WestJet logo]()
$357
This Air Canada deal was found by Cheapflights users on 9/3. 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.
Wed 9/302:15 pm -
1 stop10h 01m
Sat 10/107:50 pm -
1 stop12h 10m
Deal found 9/3![Air Canada logo]()
$386
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:30 pm -
1 stop6h 50m
Mon 10/56:00 am -
1 stop9h 40m
Deal found 9/4![WestJet logo]()
$385
This Air Canada deal was found by Cheapflights users on 9/3. 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.
Sat 9/269:55 am -
1 stop9h 56m
Tue 9/297:55 pm -
1 stop16h 28m
Deal found 9/3![Air Canada logo]()
$388
This Air Canada deal was found by Cheapflights users on 9/4. 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.
Wed 9/169:55 am -
1 stop10h 10m
Sun 9/205:45 am -
1 stop6h 38m
Deal found 9/4![Air Canada logo]()
$428
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/113:20 pm -
1 stop10h 15m
Thu 10/158:55 pm -
2 stops16h 40m
Deal found 9/3![Multiple Airlines logo]()
$495
This Air Canada deal was found by Cheapflights users on 8/31. 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.
Thu 11/198:45 am -
1 stop14h 42m
Mon 11/235:00 am -
2 stops9h 52m
Deal found 8/31![Air Canada logo]()
$432
This Delta deal was found by Cheapflights users on 8/31. 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 10/1612:27 pm -
2 stops11h 43m
Mon 10/197:00 am -
2 stops10h 00m
Deal found 8/31![Delta logo]()
$677
This Air Canada deal was found by Cheapflights users on 8/31. 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.
Thu 11/198:45 am -
1 stop14h 42m
Tue 11/245:00 am -
2 stops9h 52m
Deal found 8/31![Air Canada logo]()
$432
This Delta deal was found by Cheapflights users on 8/31. 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 10/111:27 pm -
2 stops12h 33m
Thu 10/157:00 am -
2 stops10h 00m
Deal found 8/31![Delta logo]()
$677
This Delta deal was found by Cheapflights users on 8/31. 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 10/231:27 pm -
2 stops10h 43m
Sun 10/257:30 am -
2 stops9h 30m
Deal found 8/31![Delta logo]()
$681
This Air Canada deal was found by Cheapflights users on 9/1. 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.
Thu 9/175:55 am -
1 stop16h 35m
Sun 9/205:45 am -
1 stop6h 38m
Deal found 9/1![Air Canada logo]()
$468
This Mytrip deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1811:45 am -
1 stop13h 50m
Mon 9/212:00 pm -
2 stops20h 00m
Deal found 9/1![Multiple Airlines logo]()
$730
Last-minute flights from Chicago to SaskatchewanDiscover last-minute flight deals from Chicago to Saskatchewan. Data last updated September 5, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Saskatchewan. Data last updated September 5, 2026 and is based on user searches.
This WestJet deal was found by Cheapflights users on 9/4. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/205:30 pm -
1 stop18h 05m
Thu 9/247:00 am -
1 stop8h 40m
Deal found 9/4![WestJet logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/275:30 pm -
1 stop8h 40m
Tue 10/67:00 am -
1 stop8h 40m
Deal found 9/4![WestJet logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/275:30 pm -
1 stop8h 40m
Thu 10/110:45 am -
1 stop6h 58m
Deal found 9/4![Multiple Airlines logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/285:30 pm -
1 stop6h 50m
Thu 10/110:45 am -
1 stop6h 58m
Deal found 9/4![Multiple Airlines logo]()
$344
This Kiwi.com deal was found by Cheapflights users on 8/31. 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.
Tue 9/295:30 pm -
1 stop6h 40m
Mon 10/54:30 pm -
1 stop23h 10m
Deal found 8/31![WestJet logo]()
$350
This Justfly.com deal was found by Cheapflights users on 9/2. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/65:30 pm -
1 stop8h 40m
Mon 10/127:00 am -
1 stop8h 40m
Deal found 9/2![WestJet logo]()
$269
This Justfly.com deal was found by Cheapflights users on 9/3. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/115:30 pm -
1 stop8h 30m
Thu 10/157:00 am -
1 stop8h 40m
Deal found 9/3![WestJet logo]()
$262
This FlightHub deal was found by Cheapflights users on 9/1. 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.
Fri 10/165:30 pm -
1 stop8h 30m
Mon 10/197:00 am -
1 stop8h 40m
Deal found 9/1![WestJet logo]()
$261
This Trip.com deal was found by Cheapflights users on 9/1. 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.
Fri 10/165:30 pm -
1 stop6h 50m
Fri 10/237:00 am -
1 stop8h 40m
Deal found 9/1![WestJet logo]()
$309
This Air Canada deal was found by Cheapflights users on 9/3. 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.
Sat 10/175:35 pm -
1 stop6h 41m
Sun 11/15:00 am -
1 stop10h 38m
Deal found 9/3![Air Canada logo]()
$359
This United deal was found by Cheapflights users on 9/2. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/212:30 pm -
1 stop8h 00m
Fri 10/235:45 am -
1 stop6h 38m
Deal found 9/2![Multiple Airlines logo]()
$352
This United Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/231:30 pm -
1 stop9h 00m
Thu 10/299:45 am -
1 stop13h 14m
Deal found 9/1![United Airlines logo]()
$354
One-way flights from Chicago to SaskatchewanSearch for one-way flight options from Chicago to Saskatchewan. Find affordable one-way fares based on user searches. Data last updated September 5, 2026.
Search for one-way flight options from Chicago to Saskatchewan. Find affordable one-way fares based on user searches. Data last updated September 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/15:30 pm -
1 stop6h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![WestJet logo]()
$120
This FlightHub deal was found by Cheapflights users on 9/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/115:30 pm -
1 stop6h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![WestJet logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/155:30 pm -
2 stops18h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![WestJet logo]()
$148
This Kissandfly.com deal was found by Cheapflights users on 9/4. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/255:30 pm -
1 stop18h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![WestJet logo]()
$149
This United Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:00 am -
1 stop16h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![United Airlines logo]()
$149
This Air Canada deal was found by Cheapflights users on 9/2. 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.
Sat 10/175:35 pm -
1 stop6h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Air Canada logo]()
$157
This United Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/165:55 am -
1 stop16h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![United Airlines logo]()
$164
This Air Canada deal was found by Cheapflights users on 9/3. 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.
Wed 11/118:45 am -
1 stop15h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Air Canada logo]()
$172
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/171:27 pm -
2 stops12h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Delta logo]()
$184
This Delta deal was found by Cheapflights users on 9/4. 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.
Mon 10/191:27 pm -
2 stops12h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Delta logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/178:01 pm -
3 stops40h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Multiple Airlines logo]()
$203
This Delta deal was found by Cheapflights users on 8/31. 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 10/71:27 pm -
2 stops10h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Delta logo]()
$204
Find flight deals from Chicago to Saskatchewan
Keep the following information in mind while searching for Chicago to Saskatchewan flight deals. Data was last updated September 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $261 (FlightHub) |
One-way from | $120 (Kiwi.com) |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Saskatchewan 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 5, 2026.
Use the filters below to find and compare flights from Chicago to Saskatchewan that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSaskatoon
ORD Chicago O'Hare Intl - YXE Saskatoon
ORDYXE
Chicago O'Hare Intl
Thu 10/1
5:30 pm-11:10 pm
1 stop6h 40m
Saskatoon
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$120
ChicagoSaskatoon
ORD Chicago O'Hare Intl - YXE Saskatoon
ORDYXE
Chicago O'Hare Intl
Sun 10/11
5:30 pm-11:10 pm
1 stop6h 40m
Saskatoon
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$126
ChicagoRegina
ORD Chicago O'Hare Intl - YQR Regina
ORDYQR
Chicago O'Hare Intl
Sat 10/17
6:00 am-9:30 pm
1 stop16h 30m
Regina
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$149
ChicagoSaskatoon
ORD Chicago O'Hare Intl - YXE Saskatoon
ORDYXE
Chicago O'Hare Intl
Mon 10/19
5:30 pm-8:15 am
2 stops15h 45m
Saskatoon
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$149
ChicagoSaskatoon
ORD Chicago O'Hare Intl - YXE Saskatoon
ORDYXE
Chicago O'Hare Intl
Fri 9/25
5:30 pm-10:35 am
1 stop18h 05m
Saskatoon
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$149
ChicagoRegina
ORD Chicago O'Hare Intl - YQR Regina
ORDYQR
Chicago O'Hare Intl
Wed 9/16
5:55 am-9:30 pm
1 stop16h 35m
Regina
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$164
ChicagoSaskatoon
ORD Chicago O'Hare Intl - YXE Saskatoon
ORDYXE
Chicago O'Hare Intl
Wed 11/11
8:45 am-12:31 am
1 stop15h 46m
Saskatoon
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$172
ChicagoSaskatoon
MDW Chicago Midway - YXE Saskatoon
MDWYXE
Chicago Midway
Sun 10/11
1:27 pm-1:00 am
2 stops12h 33m
Saskatoon
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$204
ChicagoRegina
ORD Chicago O'Hare Intl - YQR Regina
ORDYQR
Chicago O'Hare Intl
Sat 10/17
8:29 am-12:35 am
2 stops17h 06m
Regina
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$211
Quickest round-trip
ChicagoRegina
ORD Chicago O'Hare Intl - YQR Regina
ORDYQR
Chicago O'Hare Intl
Tue 9/15
12:29 pm-5:20 pm
1 stop5h 51m
Regina
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$211
Showing 1-10 of 38 resultsSorted by cheapest first
Best time to book a flight from Chicago to Saskatchewan
Have a flexible travel schedule? Discover the best time to fly to Saskatchewan from Chicago with our price prediction graph.
ORD-YXE
ORD-YQR
MDW-YXE
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 Chicago to Saskatchewan
CHI-CASK
ORD-YXE
ORD-YQR
MDW-YXE
How much does it cost to fly round-trip from Chicago to Saskatchewan?
Airfare is typical for this route at the moment.
Chicago to Saskatchewan flights typically cost between $217 and $643 in October.The cheapest round-trip price found within the last 5 days was $261 on WestJet (Oct 16-Oct 19).
Reviews of airlines servicing Saskatchewan
Get insights into the airlines that provide service to Saskatchewan. 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 Saskatchewan. Reviews last updated September 5, 2026.
Get a feel of what it's like to fly with WestJet and Air Canada from Chicago to Saskatchewan by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.4
Comfort
7.1
Food
6.2
Overall
7.2
Entertainment
6.1
Crew
7.9
Reviews
1 / 20
4.0
OkayJosh,Nov 2025
LAS - YEG
Boarding
7.4
Comfort
7.1
Food
6.2
Overall
7.2
Entertainment
6.1
Crew
7.9
Reviews
1 / 20
4.0
OkayJosh,Nov 2025
LAS - YEG
Boarding
7.4
Comfort
7.1
Food
6.2
Overall
7.2
Entertainment
6.1
Crew
7.9
Reviews
1 / 20
4.0
OkayJosh,Nov 2025
LAS - YEG
Related info for your journey
Find useful and relevant information for your journey from Chicago to Saskatchewan. 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 Chicago to Saskatchewan
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Saskatchewan by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Saskatchewan by cabin class
Find flights from Chicago to Saskatchewan, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Saskatchewan flights
Browse other Chicago and Saskatchewan flight options. Last updated on September 5, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Chicago to Saskatchewan
Discover the top 3 airlines that operate flights from Chicago to Saskatchewan. 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 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$137 | Average$609 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$175 | Average$614 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$213 | Average$687 | FlexibilityNo cancel fee | On-time69% |