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Saskatchewan

$90+ 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 5/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YXE
avr. 7 — avr. 141
lun. 4/7
lun. 4/14
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 avril 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$169
(Trip.com)

One-way from

$90
(United Airlines)
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 avril 2, 2025.

This Mytrip deal was found by Cheapflights users on 3/31. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 5/165:30 pmORD - YQR
1 stop8h 37mMultiple Airlines
ven. 5/2311:25 amYQR - ORD
1 stop7h 05mMultiple Airlines
Deal found 3/31$196
This Mytrip deal was found by Cheapflights users on 4/1. 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.
dim. 5/115:30 pmORD - YXE
1 stop8h 24mWestJet
dim. 5/183:25 pmYXE - ORD
1 stop24h 19mWestJet
Deal found 4/1$209
This Mytrip deal was found by Cheapflights users on 3/31. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 5/165:30 pmORD - YXE
1 stop25h 33mMultiple Airlines
ven. 5/237:45 pmYXE - ORD
1 stop15h 16mMultiple Airlines
Deal found 3/31$247
This Air Canada deal was found by Cheapflights users on 3/31. 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.
sam. 5/104:00 pmORD - YXE
1 stop8h 57mAir Canada
sam. 5/177:45 pmYXE - ORD
1 stop12h 05mAir Canada
Deal found 3/31$290
This United Airlines deal was found by Cheapflights users on 4/1. 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.
mer. 6/118:25 pmORD - YQR
1 stop15h 05mUnited Airlines
lun. 6/169:45 amYQR - ORD
1 stop13h 40mUnited Airlines
Deal found 4/1$305
This Delta deal was found by Cheapflights users on 4/1. 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.
ven. 5/165:30 pmORD - YQR
1 stop8h 37mDelta
ven. 5/236:00 amYQR - ORD
2 stops13h 21mDelta
Deal found 4/1$339
This Trip.com deal was found by Cheapflights users on 4/1. 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.
mer. 6/111:40 pmORD - YQR
1 stop20h 50mWestJet
lun. 6/166:55 amYQR - ORD
1 stop8h 49mWestJet
Deal found 4/1$375
This Delta deal was found by Cheapflights users on 3/31. 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.
mar. 4/2910:30 amORD - YXE
2 stops11h 55mDelta
ven. 5/23:15 pmYXE - ORD
1 stop5h 16mDelta
Deal found 3/31$411
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
mar. 4/2212:19 pmMDW - YXE
1 stop12h 37mMultiple Airlines
jeu. 4/248:45 pmYXE - MDW
2 stops12h 20mMultiple Airlines
Deal found 3/31$443
This Delta deal was found by Cheapflights users on 3/30. 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.
jeu. 5/159:20 amMDW - YXE
2 stops11h 18mDelta
jeu. 5/226:00 amYXE - MDW
2 stops11h 45mDelta
Deal found 3/30$457
This United deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 4/238:00 pmORD - YXE
2 stops22h 15mUnited Airlines
lun. 4/286:00 amYXE - ORD
1 stop7h 55mUnited Airlines
Deal found 3/31$532
This WestJet deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 4/2512:48 pmMDW - YXE
2 stops44h 32mWestJet
lun. 4/2811:15 amYXE - MDW
2 stops34h 07mWestJet
Deal found 3/31$1,002

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 avril 2, 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

ven. 5/16

5:30 pm-1:07 am

1 stop8h 37m

Regina

ven. 5/23

11:25 am-7:30 pm

1 stop7h 05m

$196

ChicagoSaskatoon

ORD - YXE

ORDYXE

Chicago O'Hare Intl

dim. 5/11

5:30 pm-12:54 am

1 stop8h 24m

Saskatoon

dim. 5/18

3:25 pm-4:44 pm

1 stop24h 19m

$209

ChicagoSaskatoon

ORD - YXE

ORDYXE

Chicago O'Hare Intl

ven. 5/16

5:30 pm-6:03 pm

1 stop25h 33m

Saskatoon

ven. 5/23

7:45 pm-12:01 pm

1 stop15h 16m

$247

ChicagoSaskatoon

ORD - YXE

ORDYXE

Chicago O'Hare Intl

sam. 5/10

4:00 pm-11:57 pm

1 stop8h 57m

Saskatoon

sam. 5/17

7:45 pm-8:50 am

1 stop12h 05m

$290

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

mer. 6/11

8:25 pm-10:30 am

1 stop15h 05m

Regina

lun. 6/16

9:45 am-12:25 am

1 stop13h 40m

$305

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

ven. 5/16

5:30 pm-1:07 am

1 stop8h 37m

Regina

ven. 5/23

6:00 am-8:21 pm

2 stops13h 21m

$339

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

mer. 6/11

1:40 pm-9:30 am

1 stop20h 50m

Regina

lun. 6/16

6:55 am-4:44 pm

1 stop8h 49m

$375

ChicagoSaskatoon

ORD - YXE

ORDYXE

Chicago O'Hare Intl

mar. 4/29

10:30 am-9:25 pm

2 stops11h 55m

Saskatoon

ven. 5/2

3:15 pm-9:31 pm

1 stop5h 16m

$411

ChicagoSaskatoon

MDW - YXE

MDWYXE

Chicago Midway

mar. 4/22

12:19 pm-11:56 pm

1 stop12h 37m

Saskatoon

jeu. 4/24

8:45 pm-10:05 am

2 stops12h 20m

$443

ChicagoSaskatoon

MDW - YXE

MDWYXE

Chicago Midway

jeu. 5/15

9:20 am-7:38 pm

2 stops11h 18m

Saskatoon

jeu. 5/22

6:00 am-6:45 pm

2 stops11h 45m

$457

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 21 results
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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 avril 2, 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 avril 2, 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
7,898 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

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
7,898 reviews
Delta
8.0
Very good
7,898 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

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
8,616 reviews
Delta
8.0
Very good
7,898 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

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
2,789 reviews
Delta
8.0
Very good
7,898 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

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
9,022 reviews
Delta
8.0
Very good
7,898 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

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 most popular routes from Chicago to Saskatchewan?

    When deciding which route to take from Chicago to Saskatchewan consider Chicago O'Hare Intl - Saskatoon, Chicago Midway - Saskatoon or Chicago O'Hare Intl - Regina 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 avril 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$282Average$509FlexibilityNo cancel feeOn-time67%
WestJetCheapest$295Average$460FlexibilityNo cancel feeOn-time60%

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