$151+ Cheap flights from Chicago (CHI) to Saskatchewan
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 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YXE
Aug 3 — Aug 101
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Saskatchewan with Cheapflights
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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 July 4, 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 July 4, 2026.
This Trip.com deal was found by Cheapflights users on 7/3. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:30 pm
ORD
- YXE
1 stop6h 40m
WestJet
Tue 9/157:00 am
YXE
- ORD
1 stop8h 40m
WestJet
Deal found 7/3![WestJet logo]()
$337
This FlightHub deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/95:30 pm
ORD
- YXE
1 stop6h 40m
WestJet
Sun 10/118:50 am
YXE
- ORD
1 stop6h 50m
WestJet
Deal found 6/30![WestJet logo]()
$358
This FlightHub deal was found by Cheapflights users on 7/1. 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.
Sun 9/205:30 pm
ORD
- YXE
1 stop6h 40m
WestJet
Thu 9/248:50 am
YXE
- ORD
1 stop6h 50m
WestJet
Deal found 7/1![WestJet logo]()
$361
This Trip.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/285:30 pm
ORD
- YQR
1 stop8h 40m
WestJet
Mon 8/318:35 am
YQR
- ORD
1 stop7h 05m
WestJet
Deal found 7/2![WestJet logo]()
$379
This Trip.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/145:30 pm
ORD
- YXE
1 stop6h 40m
WestJet
Fri 8/217:00 am
YXE
- ORD
1 stop8h 40m
WestJet
Deal found 6/30![WestJet logo]()
$382
This Trip.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/25:30 pm
ORD
- YQR
1 stop8h 40m
WestJet
Tue 9/86:00 am
YQR
- ORD
1 stop9h 40m
WestJet
Deal found 6/30![WestJet logo]()
$399
This Mytrip deal was found by Cheapflights users on 7/2. 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.
Sun 8/165:30 pm
ORD
- YQR
1 stop8h 40m
Multiple Airlines
Sun 8/235:45 am
YQR
- ORD
1 stop8h 10m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$408
This Trip.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/125:30 pm
ORD
- YQR
1 stop8h 40m
WestJet
Wed 8/266:00 am
YQR
- ORD
1 stop9h 40m
WestJet
Deal found 7/2![WestJet logo]()
$409
This Booking.com deal was found by Cheapflights users on 7/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/155:30 pm
ORD
- YQR
1 stop8h 40m
Multiple Airlines
Sat 8/225:45 am
YQR
- ORD
1 stop6h 37m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$411
This Mytrip deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/145:30 pm
ORD
- YQR
1 stop8h 40m
Multiple Airlines
Fri 8/2111:20 am
YQR
- ORD
2 stops25h 02m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$421
This Mytrip deal was found by Cheapflights users on 7/3. 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.
Mon 8/175:30 pm
ORD
- YQR
1 stop8h 40m
Multiple Airlines
Mon 8/245:45 am
YQR
- ORD
2 stops13h 20m
Multiple Airlines
Deal found 7/3![Multiple Airlines logo]()
$439
This United Airlines deal was found by Cheapflights users on 7/2. 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
ORD
- YQR
1 stop16h 30m
United Airlines
Tue 10/209:45 am
YQR
- ORD
1 stop10h 33m
United Airlines
Deal found 7/2![United Airlines logo]()
$452
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 July 4, 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 July 4, 2026.
This oojo deal was found by Cheapflights users on 7/1. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/95:30 pm
ORD
- YXE
2 stops22h 15m
WestJet
Sun 10/118:50 am
YXE
- ORD
1 stop6h 50m
WestJet
Deal found 7/1![WestJet logo]()
$381
This Mytrip deal was found by Cheapflights users on 7/2. 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.
Sun 8/165:30 pm
ORD
- YQR
1 stop8h 40m
Multiple Airlines
Sun 8/235:45 am
YQR
- ORD
1 stop8h 10m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$408
This Air Canada deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 10/163:45 pm
ORD
- YXE
1 stop8h 31m
Air Canada
Tue 10/207:50 pm
YXE
- ORD
2 stops18h 02m
Air Canada
Deal found 6/29![Air Canada logo]()
$432
This United Airlines deal was found by Cheapflights users on 7/1. 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.
Wed 7/156:00 am
ORD
- YQR
1 stop16h 30m
United Airlines
Fri 7/179:45 am
YQR
- ORD
1 stop13h 59m
United Airlines
Deal found 7/1![United Airlines logo]()
$476
This Delta deal was found by Cheapflights users on 7/1. 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 9/261:19 pm
MDW
- YXE
2 stops10h 51m
Delta
Sun 10/47:00 am
YXE
- MDW
2 stops10h 19m
Delta
Deal found 7/1![Delta logo]()
$492
This Trip.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/145:30 pm
ORD
- YXE
1 stop6h 40m
WestJet
Fri 8/217:00 am
YXE
- ORD
1 stop8h 40m
WestJet
Deal found 6/30![WestJet logo]()
$382
This Kiwi.com deal was found by Cheapflights users on 7/3. 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.
Mon 8/179:57 pm
ORD
- YXE
2 stops21h 08m
Multiple Airlines
Mon 8/247:00 am
YXE
- ORD
1 stop8h 40m
Multiple Airlines
Deal found 7/3![Multiple Airlines logo]()
$420
This oojo deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/205:30 pm
ORD
- YXE
2 stops15h 45m
WestJet
Thu 9/243:30 pm
YXE
- ORD
2 stops24h 10m
WestJet
Deal found 7/3![WestJet logo]()
$403
This Air Canada deal was found by Cheapflights users on 7/4. 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 10/173:45 pm
ORD
- YXE
1 stop8h 31m
Air Canada
Sun 11/15:00 am
YXE
- ORD
1 stop10h 38m
Air Canada
Deal found 7/4![Air Canada logo]()
$445
This United Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/166:00 am
ORD
- YQR
1 stop16h 30m
United Airlines
Thu 7/239:45 am
YQR
- ORD
1 stop13h 59m
United Airlines
Deal found 7/2![United Airlines logo]()
$476
This Mytrip deal was found by Cheapflights users on 7/3. 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.
Mon 8/175:30 pm
ORD
- YQR
1 stop8h 40m
Multiple Airlines
Mon 8/245:45 am
YQR
- ORD
2 stops13h 20m
Multiple Airlines
Deal found 7/3![Multiple Airlines logo]()
$439
This Air Canada deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 9/2611:05 am
ORD
- YXE
2 stops13h 11m
Air Canada
Sun 10/47:50 pm
YXE
- ORD
1 stop12h 10m
Air Canada
Deal found 6/29![Air Canada logo]()
$446
This United Airlines deal was found by Cheapflights users on 7/1. 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.
Tue 7/211:30 pm
ORD
- YQR
1 stop9h 00m
United Airlines
Sat 7/259:45 am
YQR
- ORD
1 stop12h 04m
United Airlines
Deal found 7/1![United Airlines logo]()
$476
This oojo deal was found by Cheapflights users on 7/2. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/285:30 pm
ORD
- YQR
2 stops27h 15m
WestJet
Mon 8/317:10 pm
YQR
- ORD
2 stops20h 30m
WestJet
Deal found 7/2![WestJet logo]()
$448
This Mytrip deal was found by Cheapflights users on 7/2. 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.
Sun 8/165:30 pm
ORD
- YXE
1 stop8h 30m
Multiple Airlines
Sun 8/236:55 pm
YXE
- ORD
2 stops24h 34m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$461
This Flightnetwork deal was found by Cheapflights users on 7/1. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/155:30 pm
ORD
- YQR
2 stops18h 45m
Multiple Airlines
Sat 8/225:45 am
YQR
- ORD
2 stops13h 20m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$486
This Mytrip deal was found by Cheapflights users on 7/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/185:30 pm
ORD
- YXE
1 stop8h 30m
Multiple Airlines
Tue 8/2511:25 am
YXE
- ORD
3 stops21h 51m
Multiple Airlines
Deal found 7/4![Multiple Airlines logo]()
$490
This Delta deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 9/202:00 pm
MDW
- YXE
2 stops12h 00m
Delta
Thu 9/246:00 am
YXE
- MDW
2 stops11h 33m
Delta
Deal found 6/29![Delta logo]()
$730
This Delta deal was found by Cheapflights users on 7/1. 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.
Wed 8/191:51 pm
MDW
- YXE
2 stops10h 19m
Delta
Sun 8/237:00 am
YXE
- MDW
2 stops10h 01m
Delta
Deal found 7/1![Delta logo]()
$816
This Delta deal was found by Cheapflights users on 7/4. 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 8/181:51 pm
MDW
- YXE
1 stop8h 44m
Delta
Tue 8/257:00 am
YXE
- MDW
2 stops10h 01m
Delta
Deal found 7/4![Delta logo]()
$836
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/91:28 pm
MDW
- YXE
2 stops12h 32m
Delta
Sun 10/116:00 am
YXE
- MDW
2 stops11h 05m
Delta
Deal found 6/30![Delta logo]()
$864
Last-minute flights from Chicago to SaskatchewanDiscover last-minute flight deals from Chicago to Saskatchewan. Data last updated July 4, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Saskatchewan. Data last updated July 4, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/2. 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.
Sun 8/95:30 pm
ORD
- YXE
1 stop6h 40m
WestJet
Tue 9/17:00 am
YXE
- ORD
1 stop8h 40m
WestJet
Deal found 7/2![WestJet logo]()
$394
This FlightHub deal was found by Cheapflights users on 7/2. 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 8/95:30 pm
ORD
- YXE
1 stop6h 40m
WestJet
Mon 8/318:50 am
YXE
- ORD
1 stop6h 50m
WestJet
Deal found 7/2![WestJet logo]()
$413
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 8/119:57 pm
ORD
- YXE
2 stops21h 08m
Multiple Airlines
Tue 9/17:00 am
YXE
- ORD
1 stop8h 40m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$403
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 8/119:57 pm
ORD
- YXE
2 stops21h 08m
Multiple Airlines
Mon 8/316:00 am
YXE
- ORD
1 stop28h 00m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$421
This Trip.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/125:30 pm
ORD
- YQR
1 stop8h 40m
WestJet
Wed 8/266:00 am
YQR
- ORD
1 stop9h 40m
WestJet
Deal found 7/2![WestJet logo]()
$409
This Trip.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/145:30 pm
ORD
- YXE
1 stop6h 40m
WestJet
Fri 8/217:00 am
YXE
- ORD
1 stop8h 40m
WestJet
Deal found 6/30![WestJet logo]()
$381
This Mytrip deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/145:30 pm
ORD
- YQR
1 stop8h 40m
Multiple Airlines
Fri 8/2111:20 am
YQR
- ORD
2 stops25h 02m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$421
This Booking.com deal was found by Cheapflights users on 7/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/155:30 pm
ORD
- YQR
1 stop8h 40m
Multiple Airlines
Sat 8/225:45 am
YQR
- ORD
1 stop6h 37m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$411
This Mytrip deal was found by Cheapflights users on 7/2. 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.
Sun 8/165:30 pm
ORD
- YQR
1 stop8h 40m
Multiple Airlines
Sun 8/235:45 am
YQR
- ORD
1 stop8h 10m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$408
This Jettzy deal was found by Cheapflights users on 7/3. 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 Jettzy is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/175:30 pm
ORD
- YXE
1 stop6h 40m
WestJet
Mon 8/247:00 am
YXE
- ORD
1 stop8h 40m
WestJet
Deal found 7/3![WestJet logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 7/3. 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.
Mon 8/179:57 pm
ORD
- YXE
2 stops21h 08m
Multiple Airlines
Mon 8/247:00 am
YXE
- ORD
1 stop8h 40m
Multiple Airlines
Deal found 7/3![Multiple Airlines logo]()
$420
This Trip.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/285:30 pm
ORD
- YQR
1 stop8h 40m
WestJet
Mon 8/318:35 am
YQR
- ORD
1 stop7h 05m
WestJet
Deal found 7/2![WestJet logo]()
$379
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 July 4, 2026.
Search for one-way flight options from Chicago to Saskatchewan. Find affordable one-way fares based on user searches. Data last updated July 4, 2026.
This oojo deal was found by Cheapflights users on 7/1. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/115:30 pm
ORD
- YXE
1 stop6h 40m
WestJet
Deal found 7/1![WestJet logo]()
$151
This oojo deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/25:30 pm
ORD
- YQR
1 stop6h 50m
WestJet
Deal found 7/3![WestJet logo]()
$169
This oojo deal was found by Cheapflights users on 7/1. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/65:30 pm
ORD
- YXE
2 stops15h 45m
WestJet
Deal found 7/1![WestJet logo]()
$170
This oojo deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/175:30 pm
ORD
- YQR
1 stop8h 40m
WestJet
Deal found 7/3![WestJet logo]()
$189
This oojo deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/35:30 pm
ORD
- YXE
1 stop6h 40m
WestJet
Deal found 7/3![WestJet logo]()
$193
This Air Canada deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 9/303:45 pm
ORD
- YXE
1 stop8h 31m
Air Canada
Deal found 6/29![Air Canada logo]()
$195
This Flightnetwork deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/145:30 pm
ORD
- YQR
1 stop8h 40m
WestJet
Deal found 6/30![WestJet logo]()
$198
This Flightnetwork deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/148:40 am
ORD
- YQR
2 stops11h 30m
Air Canada
Deal found 6/30![Air Canada logo]()
$208
This United Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/166:00 am
ORD
- YQR
1 stop16h 30m
United Airlines
Deal found 6/30![United Airlines logo]()
$211
This Delta deal was found by Cheapflights users on 7/3. 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.
Sun 10/111:28 pm
MDW
- YXE
2 stops12h 32m
Delta
Deal found 7/3![Delta logo]()
$217
This Air Canada deal was found by Cheapflights users on 7/1. 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.
Sat 8/15:35 pm
ORD
- YXE
1 stop7h 04m
Air Canada
Deal found 7/1![Air Canada logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 7/4. 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 8/109:57 pm
ORD
- YXE
2 stops21h 08m
Multiple Airlines
Deal found 7/4![Multiple Airlines logo]()
$231
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 July 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $337 (Trip.com) |
One-way from | $151 (oojo) |
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 2,558,603 searches. Data last updated July 4, 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 - YXE
ORDYXE
Chicago O'Hare Intl
Fri 10/9
5:30 pm-2:45 pm
2 stops22h 15m
Saskatoon
Sun 10/11
8:50 am-4:40 pm
1 stop6h 50m
$381
Quickest round-trip
ChicagoSaskatoon
ORD - YXE
ORDYXE
Chicago O'Hare Intl
Fri 8/14
5:30 pm-11:10 pm
1 stop6h 40m
Saskatoon
Fri 8/21
7:00 am-4:40 pm
1 stop8h 40m
$382
ChicagoSaskatoon
ORD - YXE
ORDYXE
Chicago O'Hare Intl
Sun 9/20
5:30 pm-8:15 am
2 stops15h 45m
Saskatoon
Thu 9/24
3:30 pm-4:40 pm
2 stops24h 10m
$403
ChicagoRegina
ORD - YQR
ORDYQR
Chicago O'Hare Intl
Sun 8/16
5:30 pm-1:10 am
1 stop8h 40m
Regina
Sun 8/23
5:45 am-2:55 pm
1 stop8h 10m
$408
ChicagoSaskatoon
ORD - YXE
ORDYXE
Chicago O'Hare Intl
Mon 8/17
9:57 pm-6:05 pm
2 stops21h 08m
Saskatoon
Mon 8/24
7:00 am-4:40 pm
1 stop8h 40m
$420
ChicagoSaskatoon
ORD - YXE
ORDYXE
Chicago O'Hare Intl
Fri 10/16
3:45 pm-11:16 pm
1 stop8h 31m
Saskatoon
Tue 10/20
7:50 pm-2:52 pm
2 stops18h 02m
$432
ChicagoRegina
ORD - YQR
ORDYQR
Chicago O'Hare Intl
Mon 8/17
5:30 pm-1:10 am
1 stop8h 40m
Regina
Mon 8/24
5:45 am-8:05 pm
2 stops13h 20m
$439
ChicagoSaskatoon
ORD - YXE
ORDYXE
Chicago O'Hare Intl
Sat 10/17
3:45 pm-11:16 pm
1 stop8h 31m
Saskatoon
Sun 11/1
5:00 am-3:38 pm
1 stop10h 38m
$445
ChicagoSaskatoon
ORD - YXE
ORDYXE
Chicago O'Hare Intl
Sat 9/26
11:05 am-11:16 pm
2 stops13h 11m
Saskatoon
Sun 10/4
7:50 pm-9:00 am
1 stop12h 10m
$446
ChicagoRegina
ORD - YQR
ORDYQR
Chicago O'Hare Intl
Fri 8/28
5:30 pm-7:45 pm
2 stops27h 15m
Regina
Mon 8/31
7:10 pm-4:40 pm
2 stops20h 30m
$448
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-YQR
ORD-YXE
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-YQR
ORD-YXE
MDW-YXE
How much does it cost to fly round-trip from Chicago to Saskatchewan?
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 July 4, 2026.
Get a feel of what it's like to fly with Delta,WestJet, andAir 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.
Comfort
7.8
Food
7.2
Entertainment
7.8
Overall
7.8
Crew
8.5
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Food
7.2
Entertainment
7.8
Overall
7.8
Crew
8.5
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Food
7.2
Entertainment
7.8
Overall
7.8
Crew
8.5
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Food
7.2
Entertainment
7.8
Overall
7.8
Crew
8.5
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
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 July 4, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Chicago to Saskatchewan
Discover the top 4 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 2,558,603 searches. Data last updated July 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$137 | Average$609 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$175 | Average$542 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$198 | Average$367 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$213 | Average$709 | FlexibilityNo cancel fee | On-time69% |