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Saskatchewan

$103+ 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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YXE
abr. 30 — may. 71
mié. 4/30
mié. 5/7
1 adult, Economy
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Cheap flight deals from Chicago to Saskatchewan

Keep the following information in mind while searching for Chicago to Saskatchewan flight deals. Data was last updated abril 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$254
(United Airlines)

One-way from

$103
(Trip.com)
Provider with most accurate pricing for Chicago (CHI)-Saskatoon flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Saskatoon flights.
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From Chicago (CHI) to Saskatchewan
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One-way flight from Chicago (CHI) to Saskatchewan
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Find flight deals from Chicago to Saskatchewan

Cheapest flights from Chicago to Saskatchewan
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 abril 25, 2025.

This United Airlines deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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.
lun. 6/99:14 pmORD - YQR
1 stop14h 16mUnited Airlines
lun. 6/169:45 amYQR - ORD
1 stop13h 40mUnited Airlines
Deal found 4/25$254
This Flightnetwork deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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.
vie. 6/68:25 pmORD - YXE
1 stop15h 22mAir Canada
vie. 6/137:45 pmYXE - ORD
2 stops22h 08mAir Canada
Deal found 4/25$264
This Booking.com deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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.
lun. 6/98:25 pmORD - YQR
1 stop15h 05mAir Canada
lun. 6/167:10 pmYQR - ORD
2 stops13h 42mAir Canada
Deal found 4/25$264
This United Airlines deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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.
lun. 6/99:14 pmORD - YXE
1 stop14h 33mUnited Airlines
lun. 6/167:45 pmYXE - ORD
1 stop15h 16mUnited Airlines
Deal found 4/25$271
This Justfly.com deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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.
dom. 5/255:30 pmORD - YXE
1 stop14h 54mWestJet
dom. 6/111:15 amYXE - ORD
1 stop28h 29mWestJet
Deal found 4/25$286
This Kiwi.com deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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.
dom. 5/255:30 pmORD - YQR
1 stop8h 37mMultiple Airlines
dom. 6/110:15 amYQR - ORD
1 stop7h 54mMultiple Airlines
Deal found 4/25$292
This Mytrip deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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.
vie. 6/68:25 pmORD - YXE
1 stop15h 22mMultiple Airlines
vie. 6/135:20 amYXE - ORD
2 stops10h 35mMultiple Airlines
Deal found 4/23$304
This Delta deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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.
sáb. 6/73:45 pmORD - YXE
1 stop6h 40mDelta
sáb. 6/143:15 pmYXE - ORD
1 stop5h 22mDelta
Deal found 4/24$326
This Delta deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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.
vie. 6/612:48 pmMDW - YXE
2 stops9h 37mDelta
vie. 6/135:40 amYXE - MDW
2 stops12h 01mDelta
Deal found 4/25$347
This Kiwi.com deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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.
dom. 5/259:15 amMDW - YXE
1 stop16h 04mMultiple Airlines
dom. 6/15:40 amYXE - MDW
1 stop10h 14mMultiple Airlines
Deal found 4/25$396
This Flightnetwork deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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.
dom. 5/255:30 pmORD - YQR
2 stops41h 03mWestJet
dom. 6/15:30 pmYQR - ORD
2 stops22h 14mWestJet
Deal found 4/25$524
This FlightHub deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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.
mié. 4/3010:20 amMDW - YXE
1 stop12h 05mWestJet
mié. 5/73:15 pmYXE - MDW
1 stop25h 30mWestJet
Deal found 4/23$1,233

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 abril 25, 2025.
Use the filters below to find and compare flights from Chicago to Saskatchewan that are best for you.

Fly from

Chicago

Fly to

Saskatchewan

Route

Depart

Return

Price

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

lun. 6/9

9:14 pm-10:30 am

1 stop14h 16m

Regina

lun. 6/16

9:45 am-12:25 am

1 stop13h 40m

$254

ChicagoSaskatoon

ORD - YXE

ORDYXE

Chicago O'Hare Intl

vie. 6/6

8:25 pm-10:47 am

1 stop15h 22m

Saskatoon

vie. 6/13

7:45 pm-6:53 pm

2 stops22h 08m

$264

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

lun. 6/9

8:25 pm-10:30 am

1 stop15h 05m

Regina

lun. 6/16

7:10 pm-9:52 am

2 stops13h 42m

$264

ChicagoSaskatoon

ORD - YXE

ORDYXE

Chicago O'Hare Intl

lun. 6/9

8:25 pm-10:47 am

1 stop15h 22m

Saskatoon

lun. 6/16

7:45 pm-9:10 am

1 stop12h 25m

$271

ChicagoSaskatoon

ORD - YXE

ORDYXE

Chicago O'Hare Intl

dom. 5/25

5:30 pm-7:24 am

1 stop14h 54m

Saskatoon

dom. 6/1

11:15 am-4:44 pm

1 stop28h 29m

$286

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

dom. 5/25

5:30 pm-1:07 am

1 stop8h 37m

Regina

dom. 6/1

10:15 am-7:09 pm

1 stop7h 54m

$292

ChicagoSaskatoon

ORD - YXE

ORDYXE

Chicago O'Hare Intl

vie. 6/6

8:25 pm-10:47 am

1 stop15h 22m

Saskatoon

vie. 6/13

5:20 am-4:55 pm

2 stops10h 35m

$304

ChicagoSaskatoon

ORD - YXE

ORDYXE

Chicago O'Hare Intl

sáb. 6/7

3:45 pm-9:25 pm

1 stop6h 40m

Saskatoon

sáb. 6/14

3:15 pm-9:37 pm

1 stop5h 22m

$326

ChicagoSaskatoon

MDW - YXE

MDWYXE

Chicago Midway

vie. 6/6

12:48 pm-9:25 pm

2 stops9h 37m

Saskatoon

vie. 6/13

5:40 am-6:41 pm

2 stops12h 01m

$347

ChicagoSaskatoon

MDW - YXE

MDWYXE

Chicago Midway

dom. 5/25

9:15 am-12:19 am

1 stop16h 04m

Saskatoon

dom. 6/1

5:40 am-4:54 pm

1 stop10h 14m

$396

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/24

Showing 1-10 of 20 results
1
2

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.
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

What is the cheapest time of day to fly from CHI to SK?

Find hourly flight availability from Chicago to Saskatchewan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated abril 25, 2025.

When flying from Chicago to Saskatchewan, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Saskatchewan by month

Plan your trip to Saskatchewan by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Saskatchewan ranges from 0.4 - 2.5 inches per month. June is typically the wettest month, when rainfall can reach 2.5 in. February is typically the driest time to visit Saskatchewan when rainfall is around 0.4 in.

Temperature in Saskatchewan by month

Plan your trip to Saskatchewan by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Saskatchewan, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 66.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 6.8 F).

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 abril 25, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines and WestJet from Chicago to Saskatchewan to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,920 reviews

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,920 reviews
Delta
8.0
Very good
7,920 reviews

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,685 reviews
Delta
8.0
Very good
7,920 reviews

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
WestJet
7.2
Good
2,818 reviews
Delta
8.0
Very good
7,920 reviews

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Air Canada
7.0
Good
9,210 reviews
Delta
8.0
Very good
7,920 reviews

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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.

  • What are the cheapest airlines to fly from Chicago to Saskatchewan one-way?

    $103 is the cheapest one-way deal found within the past few days, from WestJet. You may also be able to find cheap deals on Air Canada and Delta, with prices starting from $108 and $141, respectively.

  • What are the most popular routes from Chicago to Saskatchewan?

    When deciding which route to take from Chicago to Saskatchewan consider Chicago O'Hare Intl - Saskatoon, Chicago O'Hare Intl - Regina or Chicago Midway - Saskatoon as they are the most popular.

  • Can I find deals for flights from Chicago to Saskatchewan that include hotel bookings?

    Yes. In addition to deals on Chicago to Saskatchewan flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Saskatchewan?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Saskatchewan.

  • Can I find deals for business class flights from Chicago to Saskatchewan?

    Yes. Cheapflights offers flight deals from Chicago to Saskatchewan by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Saskatchewan?

    Currently, February is the cheapest month in which you can book a flight from Chicago to Saskatchewan (average of $323). Flying from Chicago to Saskatchewan in May is currently the most expensive (average of $560). 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.

See more FAQs

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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.
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Top 2 airlines flying from Chicago to Saskatchewan

Discover the top 2 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 abril 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$282Average$518FlexibilityNo cancel feeOn-time67%
WestJetCheapest$295Average$471FlexibilityNo cancel feeOn-time60%

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