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Saskatchewan

$125+ 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 6/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YXE
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$276
(Trip.com)

One-way from

$125
(Air Canada)
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 May 1, 2025.

This Trip.com deal was found by Cheapflights users on 5/1. 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.
Sun 5/255:30 pmORD - YXE
1 stop8h 24mWestJet
Sat 5/318:45 pmYXE - ORD
1 stop18h 59mWestJet
Deal found 5/1$276
This Flightnetwork deal was found by Cheapflights users on 5/1. 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.
Sun 6/155:30 pmORD - YXE
2 stops15h 47mMultiple Airlines
Sun 6/227:45 pmYXE - ORD
1 stop12h 24mMultiple Airlines
Deal found 5/1$301
This Booking.com deal was found by Cheapflights users on 5/1. 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.
Sun 6/155:30 pmORD - YQR
1 stop8h 37mMultiple Airlines
Sun 6/227:15 pmYQR - ORD
1 stop12h 54mMultiple Airlines
Deal found 5/1$301
This Flightnetwork deal was found by Cheapflights users on 4/30. 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.
Sat 6/1410:50 amORD - YXE
1 stop14h 07mAir Canada
Sat 6/217:45 pmYXE - ORD
1 stop12h 24mAir Canada
Deal found 4/30$306
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/74:20 pmORD - YQR
1 stop6h 16mUnited Airlines
Sat 6/149:45 amYQR - ORD
1 stop9h 15mUnited Airlines
Deal found 4/29$314
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Sat 6/145:55 pmORD - YXE
1 stop7h 02mUnited Airlines
Sat 6/217:45 pmYXE - ORD
1 stop12h 24mUnited Airlines
Deal found 4/30$333
This Air Canada deal was found by Cheapflights users on 4/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/177:04 amORD - YQR
1 stop7h 29mAir Canada
Sun 6/227:15 pmYQR - ORD
2 stops15h 09mAir Canada
Deal found 4/30$341
This oojo deal was found by Cheapflights users on 4/30. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/255:30 pmORD - YQR
1 stop8h 37mWestJet
Tue 9/28:35 amYQR - ORD
1 stop7h 08mWestJet
Deal found 4/30$403
This Delta deal was found by Cheapflights users on 4/30. 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.
Sat 6/1410:50 amORD - YQR
1 stop6h 40mDelta
Sat 6/2110:15 amYQR - ORD
1 stop5h 34mDelta
Deal found 4/30$426
This Delta deal was found by Cheapflights users on 5/1. 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 5/3011:05 amORD - YXE
2 stops11h 20mDelta
Tue 6/35:40 amYXE - ORD
2 stops11h 57mDelta
Deal found 5/1$433
This Delta deal was found by Cheapflights users on 4/30. 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.
Sat 8/162:00 pmMDW - YXE
1 stop8h 25mDelta
Sat 8/236:00 amYXE - MDW
2 stops11h 28mDelta
Deal found 4/30$573
This CheapTickets deal was found by Cheapflights users on 4/30. 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 CheapTickets is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/149:21 amMDW - YXE
1 stop13h 04mWestJet
Sat 6/215:40 amYXE - MDW
2 stops10h 32mWestJet
Deal found 4/30$657

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 May 1, 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

ChicagoSaskatoon

ORD - YXE

ORDYXE

Chicago O'Hare Intl

Sun 5/25

5:30 pm-12:54 am

1 stop8h 24m

Saskatoon

Sat 5/31

8:45 pm-4:44 pm

1 stop18h 59m

$276

ChicagoSaskatoon

ORD - YXE

ORDYXE

Chicago O'Hare Intl

Sun 6/15

5:30 pm-8:17 am

2 stops15h 47m

Saskatoon

Sun 6/22

7:45 pm-9:09 am

1 stop12h 24m

$301

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sun 6/15

5:30 pm-1:07 am

1 stop8h 37m

Regina

Sun 6/22

7:15 pm-9:09 am

1 stop12h 54m

$301

ChicagoSaskatoon

ORD - YXE

ORDYXE

Chicago O'Hare Intl

Sat 6/14

10:50 am-11:57 pm

1 stop14h 07m

Saskatoon

Sat 6/21

7:45 pm-9:09 am

1 stop12h 24m

$306

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 6/7

4:20 pm-9:36 pm

1 stop6h 16m

Regina

Sat 6/14

9:45 am-8:00 pm

1 stop9h 15m

$314

ChicagoSaskatoon

ORD - YXE

ORDYXE

Chicago O'Hare Intl

Sat 6/14

5:55 pm-11:57 pm

1 stop7h 02m

Saskatoon

Sat 6/21

7:45 pm-9:09 am

1 stop12h 24m

$333

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 6/17

7:04 am-1:33 pm

1 stop7h 29m

Regina

Sun 6/22

7:15 pm-11:24 am

2 stops15h 09m

$341

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Mon 8/25

5:30 pm-1:07 am

1 stop8h 37m

Regina

Tue 9/2

8:35 am-4:43 pm

1 stop7h 08m

$403

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Sat 6/14

10:50 am-4:30 pm

1 stop6h 40m

Regina

Sat 6/21

10:15 am-4:49 pm

1 stop5h 34m

$426

ChicagoSaskatoon

ORD - YXE

ORDYXE

Chicago O'Hare Intl

Fri 5/30

11:05 am-9:25 pm

2 stops11h 20m

Saskatoon

Tue 6/3

5:40 am-6:37 pm

2 stops11h 57m

$433

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 25 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 May 1, 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 May 1, 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
7,934 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Entertainment

7.9

Crew

8.5

Comfort

7.9

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
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Entertainment

7.9

Crew

8.5

Comfort

7.9

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
8,696 reviews
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Entertainment

7.9

Crew

8.5

Comfort

7.9

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
2,826 reviews
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Entertainment

7.9

Crew

8.5

Comfort

7.9

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
9,254 reviews
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Entertainment

7.9

Crew

8.5

Comfort

7.9

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?

    $125 is the cheapest one-way deal found within the past few days, from Air Canada. You may also be able to find cheap deals on United Airlines and WestJet, with prices starting from $133 and $179, 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 - Regina, Chicago O'Hare Intl - Saskatoon 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 April is currently the most expensive (average of $559). 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$282Average$518FlexibilityNo cancel feeOn-time67%
WestJetCheapest$295Average$471FlexibilityNo cancel feeOn-time60%

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